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Set-up/lead-in to a mature vs. young titfight & sexfight...

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Offline Augur

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Set-up/lead-in to a mature vs. young titfight & sexfight...
« on: December 13, 2024, 05:55:29 PM »
Howdy all,

I already posted this in the Fictional Catfight Polls category, as part of a three-match bundle, but then realized it's probably more at home here...

The short piece below is just a little scenario that my brain recently conjured up - not a proper story, but rather the introduction or preface for one, laying the groundwork for an actual fight. I doubt I'll have the time or energy to actually complete it, but thought I'd share it with you anyway. A lack of an "official" result would, of course, also have the upside of allowing everyone to use their imagination and come up with their own, preferred version of events...  ;D

In any case, I hope you'll enjoy this brief set-up as much as I did!

***

"May the hotter Sugar Baby win"

Isabela was rightly proud of her toned, eye-poppingly luscious figure. She not only had the looks of a model, but the career of one as well. The smokin' hot latina was of course far too shapely for the catwalk, but different kinds of catalog work and other photo-shoots kept her quite busy. She knew just how amazing her body looked in lingerie, and the clients agreed...

Speaking of clients. Isabela had recently decided to branch out and try a bit of high-class "sugaring" to supplement her income - and as luck would have it, quickly managed to find a real catch; a mid-30s crypto millionaire and entrepreneur who'd likely have no trouble finding beautiful women to go out with even in the normal dating circles, but whose busy lifestyle and aversion to commitment caused him to prefer a more... transactional approach to relationships. Sure, he wasn't quite tall, athletic and handsome enough to pull someone as gorgeous as her, not with his looks alone, but given the amount of material wealth and status that came with the package, Isabela was actually starting to consider if she should suggest becoming his real, full-on girlfriend... Besides, trophy wives were just part of the same continuum, right?

There was only one little catch; she wasn't his only sugar baby. Being the venture capitalist playboy that he was, Isabela's "daddy" happened to own an apartment in two separate cities, and frequently shuttled between them. She'd only seen the other place in a few photos on his social media, and knew that it was somewhat less swanky than the large and luxurious penthouse she was accustomed to. But that was beside the point. A much more important detail had quickly caught her attention; in nearly every pic, he was sitting suspiciously close to the same, noticeably voluptuous and often rather scantily-clad redhead. She looked much too old and plump for a hot, rich bachelor like him to be interested in, but their body language didn't leave much room for interpretation. A bit of investigative work had confirmed Isabela's assumptions. The redhead, going by "Melanie", had a profile on the same sugar dating that she did, and was a couple years his senior. Which made her over a decade older than Isabela. Predictably, the redhead had listed her body type as "curvy", even though anyone with eyes could see that "fat" would've been more accurate. Isabela's own body was curvy. This bitch looked flabby.

Isabela began dropping some hints that she might be ready to make them exclusive, but it didn't seem like her sugar daddy was any less oblivious than the typical male. One night, after he'd headed off to the shower to catch a late evening flight, she'd finally managed to get a hold of his unlocked phone. She'd rapidly scanned though his private messages, and, to her disbelief, found a ton of saucy, highly suggestive nudes of a certain redhead - accompanied by their common lover's very enthusiastic replies and lavish praise for the woman's soft, pale body. He was actually lusting after that ugly old fatty. But how??? Did she give incredible head? Know some secret technique? Or was the redhead really just that good in the sack? Maybe she had an insane, magic pussy-grip?

The thought of another female - let alone someone like this whale - outdoing Isabela in the bedroom filled the proud, young latina with a jealous rage. There was no way that any man could prefer the redhead to her. Or even find the two women equally attractive. This plump, plain-looking MILF wasn't anywhere near her league! Isabela was gorgeous. The most attractive woman in any room. A perfect ten. The older woman, on the other hand, was a consolation prize at best. Anyone that could choose between them would instantly pick Isabela. There was just no contest. The redhead simply couldn't compete with her.

And yet here they were. Their shared sugar daddy clearly loved fucking both Isabela and the redhead, and wasn't looking to make any changes to the status quo. He seemed abundantly satisfied with the current arrangement. One woman in each port, eager to please him. But Isabella found that she just could not silence the voice at the back of her mind. The one that craved, no, demanded to establish supremacy over the other female.

She could not sleep. She could not think. There was only one thing to do.

She'd contacted the redhead, Melanie, through the sugar site, and proceeded lay down the law; there was room for only one woman in this triangle. They would need to meet face-to-face and pit their bodies directly against each other. Winner takes all, loser goes home.

To her surprise, Melanie had immediately agreed. The redhead replied that she would gladly face Isabela, and 'tame her sexy little boobies' with her 'superior, real woman's rack'. She was also looking forward to 'fucking Isabela's brains out', and promised to 'break her body as well as her mind'. The line that had most stuck out was "after I'm done with you, you won't even want dick - you'll be a slave to my pussy". Isabela had responded in kind, describing in vivid detail exactly what she would do to the 'pasty-white skank's' 'ugly, drooping tits', vowing to turn the 'flabby old bitch' into a lesbian by the time she was done taking her apart.

The modelesque latina knew that her sexual prowess and stamina were second to none; she'd left more than a few of her former sorority sisters gasping for breath in a dazed, post-orgasmic coma after they'd been foolish enough to take her on. Isabela's breasts, likewise, were undefeated. She'd used them to flatten a bunch of girls over the years, both on campus when she was still in college, and also after graduation. This over-aged fat-ass of a redhead would have no chance in hell against her...

***


(Curvy Young Latina vs. Chubby Redhead MILF)
« Last Edit: December 13, 2024, 06:29:14 PM by Augur »
Latest Chapter of "Titfight Academy"
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Offline Augur

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #1 on: December 14, 2024, 11:03:48 AM »
Ahh, what the heck - might as well post these older intro sequences here as well:

Sorority Sex Wrestling League



These two girls will be competing over the Championship title in just a few minutes, pitting their grappling skills and sexual prowess against one another...

Melanie, on the left in blue socks, is the college's current Titfight Champ, and was recently ranked as the "hottest babe on campus". She's a tough, powerful and undeniably dangerous foe in pretty much any contest, but her favourite (possibly tied with titfighting) sport happens to be erotic wrestling. Her deceptive strength and borderline unsatiable sex drive have so far proved too much for the opposition to handle, with Melanie usually preferring to finish her matches with a fairly straight-forward fuck-pin - by mounting her tired, panting rivals and simply fucking their brains out from above. Their concentration can't have been helped by the fact that the girl's statuesque figure and large, perfect breasts looked absolutely incredible in that position... Melanie reportedly gets a kick out of doing the same to her boyfriend - a tall, muscular hunk of a linebacker - who'd previously earned himself something of a reputation as a ladies' man. Along with the less-than-subtle nickname "Big Black Bull". Judging by the dazed, almost vacant expression adorning his face right now, the stud looking positively pussy-whipped, Melanie definitely knows her way 'round the rodeo. And is just as good at taming dicks as she is at taming chicks. In any case, it's clear the girl likes to be on top, figuratively as well as literally. She flashes the crowd a wide, self-asssured grin, looking ready to ride yet another rival to a hot, blissful submission.

The contestant on the right, wearing crimson stripes, is famously lethal in her own right. While somewhat smaller and lighter, Hailey is known for her speed, skill and flexibility, having dominated most of her opponents in the preceding rounds by first immobilizing her prey and then slowly conquering their bodies with tantalizing, feline grace. The crowd has no trouble recalling how her previous opponent, last year's number two sexfighter - and this year's favorite - had struggled to contain the nimble girl on the mat. The tanned, athletic-looking blonde had been on the defensive from the start, her taut muscles bulging with exertion as she'd sought to counter Hailey's quickness and agility with raw strength and size. The blonde had, to her credit, succeeded in getting two whole orgasms out of her feisty opponent - more than anyone else had managed so far. But she, too, had ultimately ran out of steam as Hailey's body inexorably wore hers out, the lithe girl methodically dismantling her big, sporty opponent and turning the once-confident blonde into a hapless, trembling mess of moans, groans and mewls. The sixth submission had probably been the most memorable, the proud, athletic female excstatically whimpering her surrender into Hailey's mouth as their combined thighscissor-fingerfucking-kissduel ended in the latter's favor. To the shock of many, the next three falls had seen a similar result, forcing the outmatched blonde to quit, visibly broken - physically as well as mentally - and thoroughly unable to continue.

These matches were usually fought in the marathon style, with ten falls in total - or even more, if the score happened to end up being tied at 5-5.

As the two contestants finished stretching and slowly began to take their positions on the opposite ends of the mat, the audience could only hope this one would be such an occasion. The potential was certainly there...


***

Perfect Blondie vs Chunky Brunette

{alt}
https://ibb.co/FKtj4J4

A HS senior house party is in full swing. The school's queen bee and popular "Barbie Girl" Melissa has, to her astonishment, caught her meathead jock of a boyfriend making out with some chunky, fat-ass slut with marginally larger boobs. What's even worse, the overweight skank in question - often referred to as Tit-Tina by their classmates - is publicly refusing to acknowledge the queen bee's superiority and greater attractiveness, and has now openly challenged her into a titfight!

The blonde isn't even trying to hide her incredulity; everyone knows that she's got the best rack in school. Large, round and plenty dense for their size. Melissa's perfect barbie boobs have flattened each and every set they've ever gone up against, often easily dominating the other girl's chest, and always proving that their lesser tits are no match for her own. This chubby whore Tina looks a little bigger up top than the rest, but the queen bee knows her breasts' impressive firmness will more than make up for that.

Tina, for her part, knows that she's got her work cut out for her. She has seen the blonde's wrecking ball titties in action a few times, and knows better than to underestimate them. But her own jugs also have their fair share of titfighting victories under their belt, having pummeled countless other teens' puffed-up boobs to paste. Her body may be a tad heavier and fatter than the mainstream ideal would prefer, but guys sure as heck don't seem to mind the extra meat. And her boobs, especially, always get them drooling the second Tina lets her puppies out to play.

The two busty 18-year-olds exchange identical, mean but determined-looking glares as they begin to remove their tops, a chorus of whistles showing their classmates' approval. The girls are going to settle their differences - and the school's pecking order - in front of the entire crowd. Whose big, young breasts will reign supreme? Will Melissa's perfect barbie boobs pound Tina's udders flat? Or will the thick brunette's rack ultimately squash the queen bee's best assets in front of everyone?


***

British Boob Brawl

{alt}

"Anyone brave enough to try their luck against these tits?"

"Sure! I'll take your jiggly hangers out."

A surprised silence fell over the audience when the glamour model's call for challengers was met by a rather plain and doughy-looking girl with a strong tan but less-than-toned figure. She strutted onto the stage with confidence, however, swaying her hips lazily and letting everyone feast their eyes on her young, curvaceous body. A wide grin was playing on her lips as she waved at the crowd, and she blew a kiss at some males seated in the front row, earning a few whistles from them.

"Seriously?" the model snorted, raising an eyebrow as she regarded her opponent with what looked like mild incredulity. "Little Miss Piggy here thinks she can take me on?"

Though perhaps not quite chubby, the newcomer's physique did admittely seem a tad pudgy next to the lean, visibly fit Page Three Girl.

"You've certainly got some gut, no doubt about that," the glamorous woman sniped with a catty smirk, her gaze locking onto her challenger's midsection. "And pretty impressive love-handles to boot."

A few chortles sounded from the crowd, and the girl's previously cheerful expression darkened noticeably.

"At least my boobs aren't saggy like yours."

Ooooh. That sure got everyone's attention. The glamour model narrowed her eyes, starting to untie her flimsy top.

"You must be as blind as you are dumb, Muffin-Top," she hissed, flinging the garment off and giving her best assets a quick jostle. "These perfect tits are way nicer and perkier than your flabby set could ever hope to be."

And they were a sight to behold, alright. Big, ample and quite firm-looking as well, a truly photogenic pair of full, all-natural breasts with a sexy teardrop shape. Ideal for her job. They weren't massive, but definitely more than a handful, and complemented her shapely body very well. Large, but not so large as to steal all the thunder. Just most of it.

The glamour model's reveal (and tantalizing bare breasts) received roaring approval, and it took a good while before the last yells and hollers from her vast fanbase of admirers finally started to quiet down. She laced her fingers above her head to provide some extra lift (not that her set really needed it) and offered her opponent a smug, condescending smile.

"Anything you'd like to say, Miss Piggy?"

"Yeah, as a matter of fact, there is..." the tanned girl drawled, her face betraying no nervousness or intimidation as she reached behind to unclasp her own bra.

"It's time those droopy hangers stepped aside and made way for fresh talent. You've got a decent-enough set of jugs I guess, but as you're about to see, mine are simply better. In every conceivable way."

Ignoring the other woman's scowl and flashing the crowd a cocky grin, she let her thick, meaty globes pop free with a delicious bounce. The girl tossed her bikini top into the audience and raised her arms high in the air as she invited everyone to take a good look, slowly turning around. Her bravado earned a loud cheer, which only grew more deafening as people were able to drink in the sight.

The blondie, while not particularly slim or taut, nor what you'd be likely to call a great beauty, did have one thing going for her. Or, well, two things, really.

She had a seriously impressive rack.

The glamour model's face fell slightly as she stared at the doughy girl, taking in her nude torso, and most importantly, those two large, tanned orbs. She glanced down at her own breasts, then back to the new girl's set, her gaze flickering back and forth between their busts as if trying to convince herself that she was just imagining things.

This chunky bitch could not actually have boobs that rivaled her own. There was just no way.

It was one thing that those plump, ugly teats seemed like they might be a tiny bit bigger than hers. Lots of women had her beat in size, after all. She didn't have the 'largest' set of breasts in town, she had the 'best'.

Much more disturbingly, she could not shake the thought that the shape of those flabby things appeared to be ever-so-slightly rounder, higher, as well. The difference was subtle, but that didn't make it any less embarrassing. This butterface had firmer-looking tits than she did.

It was inconceivable.

It was infuriating.

And completely, utterly intolerable.

She was going to pound those arrogant cow-udders to a fucking pulp.

As the commotion finally began to die down, the crowd's rambunctiousness enhanced by an unexpectedly worthy challenger, the two topless females took a few steps toward one another, facing off with their tits hovering mere inches apart.

"I hope you're ready to kiss those fat-sacks goodbye," the glamour model hissed, her face a mask of cool, indignant anger.

Now that their arms were down to their sides, her opponent's breasts didn't seem quite so firm and spherical, appearing to hang just a bit. But to her intense humiliation, her own pair still looked a hint less perky, featuring an almost-imperceptibly greater amount of visible sag. Almost, but not quite.

"Oh, if you thought me showing you up in front of all your adoring fans was bad, think again," the tanned girl murmured, her grin (and words) suggesting she'd read the other woman's mind.

"My gorgeous big boobs are going to grind those weak, mushy pillows to paste. Right here on this stage, with everyone watching," she continued, her blazing gaze locked with the more modelesque woman's as her voice lowered into a whisper. "I will flatten your precious bitch-tits. And I'll enjoy every little whimper you make while doing it."

"Bring it then, fatty," the model snarled, practically seething now. "Those blubbery things aren't gonna last two minutes."

"Let's tussle."


***

Friends and Rivals - Titfight on the Beach


Katherine wearing black, Allison in blue

Growing up, Katherine had always been in the shadow of her pretty, tanned and slender classmate Allison. While not fat or ugly herself, Kat had never been able to compete with the sportier, classically good-looking girl in terms of popularity. And though Ally wasn't really the type to rub that fact in, her upbeat, outgoing and bubbly personality and constant smiling hadn't really helped Katherine feel any better about the situation. Everyone loved perfect little Allison. And paid little to no attention to her.

Well, used to, anyway. The boys certainly noticed Kat now.

Puberty had hit both girls at around the same time, and with similar effects. Of course Allison, whose lean physique had always closely matched mainstream beauty standards, and who was used to wearing skimpy, form-fitting clothes (including but not limited to her cheerleading uniform), hadn't been afraid to show off her new figure in school. The boys, their recently awakened hormones raging, had been reduced to drooling idiots at the sight of Ally's curves. All the while Katherine, already less confident about her pale, slightly chunky body, had only grown more insecure, and done her best to hide those sudden changes with several layers of baggy clothing. As quickly as the 'baby fat' on her frame had seemed to be turning into distinctly feminine, womanly shapes, the mental transformation had been slower.

Last July, right after her 18th birthday, Kat had finally broken out of her shell. Almost literally. Oh, how she'd enjoyed the way those guys' jaws had dropped as they saw her strut onto the beach in her brand new bikini, rocking the biggest set of teenage tits around. The girls' eyes had gone pretty wide as well, their faces displaying equal amounts of surprise and envy. Though still not what you'd call skinny, Katherine now had a pronounced hourglass figure, and her big, ample rack looked nothing short of phenomenal. Her only regret was that Ally hadn't been there to witness her debut, the 'it-girl' having gone to a different camp that summer.

In any case, Kat's last year of high school had been very different from all the previous ones, with boys falling over themselves as they'd tried to catch a glimpse of her ample cleavage. Kat had of course completely revamped her wardrobe, throwing out all her frumpy, oversized hoodies in favor of snug plunge tops and low cut t-shirts, actively inviting people to look. In an open rebellion against her former self, Katherine had adopted the maxim of "if you've got it, flaunt it". And she definitely had it.

To her immense satisfaction, it hadn't escaped anyone's notice that even Ally's much lusted-after, undeniably large and firm-looking pair could not match hers in size. Allison had of course still maintained her fanbase of groupies and admirers, remaining the most popular girl in school, but her boobs' position as "the best and the greatest" had come under serious doubt. Especially if you asked the guys. On their unofficial list of "hottest babes you'd want to bang", Katherine had seemed to experience a rapid climb towards the top.

Outwardly Kat and Ally had stayed on pretty good terms. The girls had never been quite besties, but were still close friends, and despite Katherine's quiet frustrations, had always liked spending time together. In private they got along very well, after all.

Katherine's physical transformation had not only upset the social balance at school, however, but also affected the girls' dynamic one-on-one, creating tenseness and friction between the two. Though Allison would vehemently deny having ever thought of her friend as the 'less attractive sidekick', it was a bit of a shock to suddenly have Kat competing with her for the boys' affections.

Right at the start of their senior year, Kat had hooked up with Ally's ex from the previous term - a tall and handsome but somewhat egoistical waterpolo player with very rich parents - and had by all accounts rocked his world, enough to have to try to fend off the jock's constant attempts to feel her up even during class. Other males had taken notice, and apparently word got around that Kat not only had a great body, but also knew how to use it, as the girl soon had half the school's most coveted hunks lining up for a chance to be her next beau. That honor had fallen on one impressively beefy and visibly well-equipped footballer, whose similarly smitten, lust-riddled behavior in the hallways had convinced everyone that the first one had been no fluke. "Kat with the rack" really was "great in the sack".

Allison had been able to largely ignore her friend's sexual escapades and newly-acquired monikers, even if a part of her resented Katherine's meteoric rise to popularity and fame - which had, to some extent, taken place at the expense of her own status as the queen bee. Ally had of course continued to enjoy the same top-level dating priviledges she'd always had, being able to have her pick of the crop, both in and out of school. Over the term, she'd gone out with several cute and athletically-inclined boys herself, before ultimately setting her eyes on one dark and dreamy-eyed college student she'd met at a party during spring break. As expected, aside from having to prove she was 18 and therefore fully legal, Allison had had no trouble convincing the guy to dump his cute sorority babe girlfriend and to jump in bed with her, instead.

While not as tall as her boyfriends usually were, Josh was smart, soft-spoken and highly charismatic, and sported thick, muscular arms, broad shoulders and a beautifully chiseled jawline to boot. Those dusky, rock-hard abs didn't hurt, either. Just the thought of his sinewy body glistening with sweat beneath her as Ally rode the stud to yet another roaring climax was enough to get her wet. And even if Josh did tend to be a little quick on the trigger (something she liked to blame mostly on her own attributes), his quick recovery times and good overall stamina - not to mention rather skilled tongue - made him a more than satisfactory lover.

Actually, to be perfectly honest, that series of loud, toe-curlingly intense orgasms he'd sent Allison into at the end of her prom night had been pretty darn impressive. She could vaguely recall holding onto Josh's hardened torso for dear life as the sophomore stallion pounded her sore, wildly clenching pussy into sweet sweet oblivion. Her shrieks had apparently been piercing enough to cause some of her classmates to come check up on them, which'd resulted in quite a few quips, puns and other witty comments from them later on.

More irritatingly, it'd also caused Katherine to take an interest in the hunky college student. Kat had by then managed to make her way through most of the school's own supply of premium man-meat, leaving a trail of tamed studs in her wake. Hearing reports about an older guy who'd apparently given Ally the dicking of her lifetime had drawn the busty girl like a moth to a flame. She hadn't been all that discreet about it, either, starting to make a rather transparent effort to hang out with them, and even trying to tag along when they were headed out to grab food or do some shopping. While wearing tops as snug and revealing as she physically could, of course.

What'd really gotten under Allison's skin was just how well all that simple, amateurish teasing seemed to work on Josh. Her boyfriend was having serious difficulty keeping his gaze off Kat's chest, constantly sneaking glances into the other girl's generous pale cleavage, his eyes trailing the edges of her big, full breasts. Even worse, if that was possible, was the fact that he now appeared to have started checking out the rest of Katherine's buxom, skimpily dressed body as well, as if comparing it to Ally's own, more modelesque thin-yet-shapely figure. The gleeful look on her "friend's" face indicated that Kat had noticed it, too. The bitch was trying to seduce her guy - and succeeding!

Allison knew she had exactly two options: Either face Katherine's unvoiced challenge and put the girl back into her place. Or do nothing and let Kat walk all over her, accepting a profound change in their relationship. It wasn't a real choice at all. Allison had always been the hotter of the two, prettier, more popular, the girl with the best physique in school. Kat might now have a somewhat larger bust, but even there, her pert tits were better; firmer and more attractive.

Summer temperatures were quickly setting in, and that morning, Allison had suggested that they head out to the beach to enjoy some sun - knowing full well that Kat would jump at the opportunity to join them, the girl no doubt eager to flaunt her bikini-clad assets at Josh. She hadn't been disappointed.

To her annoyment, Ally had also spotted a certain glint in her boyfriend's eye, and could tell he was very much looking forward to the show.

And a show he would receive.

The trip down to the beach took less than fifteen minutes, with the girls getting out of the car at the entrance of the parking lot while Josh drove off in search of a suitably shaded spot.

"Last chance to back down, Fat-Kat," Allison smirked confidently as they made their way towards the sand. "Admit that I've got a nicer body and tits than you do, or I'll have to flatten your soft, floppy fun-bags in front of Josh."

Katherine's grin was wide and feral, and she met her friend's gaze with a similarly self-assured look.

"Oh Allie, you've got no idea how long I've been waiting for this moment..." the darker-haired girl murmured, whipping off her shirt and grasping onto her shorts, slowly sliding them down her smooth, meaty thighs.

"My jugs will turn those hyped-up cheerleader boobies to a loose, quivering mess," Katherine promised, running her hands across the surface of the black bikini top and flowery bottom piece she'd been wearing underneath. "Josh is going to struggle not to come in his pants while he watches me grind away the last bits of resistance from your once-round udders, my bigger and sexier breasts overwhelming your limp little teats and making them pancake against your chest, completely wiped out."

"As if you had the rack to do that," Allison snorted, shaking her head mockingly and gently slipping the straps of her airy little summer dress off her shoulders. "Those plump, overinflated fat-sacks are all mush and blubber. They're not gonna last two minutes against my perfect tits." She let the garment slide down languidly, revealing a matching blue two-piece which clung to her taut, flawlessly formed 18-year-old  body like a second skin.

The girls exchanged two identical smirks.

"Still think you can compete with this?"

"Not compete. Dominate. You're going down, bitch."


***

« Last Edit: December 14, 2024, 11:40:58 AM by Augur »
Latest Chapter of "Titfight Academy"
https://www.freecatfights.com/forums/index.php?topic=89684.0

"A Tribute to Best Friend's Sister" series
https://www.freecatfights.com/forums/index.php?topic=92578.0

You can find some reference pics in my profile

*

Offline tr0tz

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #2 on: December 14, 2024, 12:17:55 PM »
Nice ones!

Please continue these stories. Curious to see wins the Perfect Blondie vs Chunky Brunette and British Boob Brawl matches.

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Offline Augur

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #3 on: December 15, 2024, 06:46:28 PM »
One more for the road!  8)


Poolside confrontation between a sexy little nineteen-year-old redhead, and a curvaceous blonde twenty-something.
(Partly inspired by the famous pool scene from The White Lotus, featuring Sydney Sweeney and Alexandra Daddario).




Olivia was a rich, spoiled brat with an attitude. But how could she not be, given the jackpot that fate and nature have bestowed upon her. Her parents were wealthy and well-connected, with large circle of slightly-less-successful friends. The redhead had grown up in the biggest, most imposing house in the neighborhood, and spent her school years at the top of the local social hierarchy. She was also stunningly beautiful - and she knew it. All the girls in her posse of young, hot teens looked amazing, of course, but it was Olivia that got the most attention. The redhead's body was the envy of all her friends, and it wasn't exactly unusual for their boyfriends to get caught drooling after her. But who could blame 'em? She'd stare at herself, too, if she was them. She was the hottest thing around.

Enter Rachel, her daddy's most recent girlfriend. After her parents' divorce a couple of years ago, Olivia had gotten used to him bringing some new chick along whenever they went on vacation together, but the previous ones had been at least somewhat tolerable. This one wasn't. Rachel was a blonde bimbo bitch of the highest order. She was dumb and preppy, infuriatingly conceited, and always spoke in that ridiculous accent of hers that sounded every bit as fake as the bitch looked. Which was saying a lot. In short, Rachel was getting on Olivia's nerves, big time. She could not wait to get rid of the blonde bimbo.

Unfortunately, for reasons totally beyond Olivia's understanding, her dad seemed to be completely smitten with the bitch. Seriously. He acted almost like some love-sick puppy around her. It was frankly getting embarrassing. Whenever they were in she same room, or even outside in public, the poor man just didn't seem able to tear his eyes from the blonde's fat, bloated udders, and was constantly grabbing at the woman's equally flabby and oversized ass. Unlike the redhead herself, Rachel didn't pay much attention to what she ate, appearing happy to keep stuffing all kinds of disgusting, calorie-filled processed foods or snacks into her mouth throughout all hours of the day. Worse yet, the bitch had the genetics to ensure that most of that crap went straight into her tits and ass. She fucking hated the yellow-haired hag.

But that wasn't even the worst of it. On top of everything else, the bitch had now decided to declare open war. Olivia had been eyeing this cute, dreamy-eyed guy who also stayed at their hotel for a couple of days now, discreetly checking out his tall and tanned physique, paying special attention to his muscular limbs, broad and sculpted chest, tight abs and chiseled jawline. Those long and curly brown locks that cascaded down to his shoulders didn't hurt, either, and gave the boy a bit more sophisticated, cosmopolitan look. He was probably a year or two older than Olivia, and therefore in the exact age range that she preferred. The redhead could tell that he was old money, too, both from his clothes and watch, and from the way he interacted with other guests and resort staff; always warm, polite and impeccably well-mannered, but just a tad aloof with people that didn't really matter.

Right as Olivia was ready to make her move, having devised a sleek plan to lure in and ensnare her prey without him even realizing what had hit him, the blonde-haired menace had done what she does best. Ruined everything. Clad in one of her outrageously skimpy bikinis, Rachel had suddenly jumped up from her sunlounger and walked right up to the boy, strutting her stuff like she owned the place - and making her ugly, fat body jiggle and bounce all over the place in the process. His gaze had followed the wobbling train-wreck of flabby ass and tits the whole way from across the pool, the boy's eyebrows disappearing up into his hairline once he realized who the blonde was making her way towards. Olivia, shocked and incensed in equal measure, had been able to do little but stare on in silent rage, watching how Rachel leaned in to touch his arm, giving the dazed young male a good, long look into her deep and meaty cleavage. They'd talked about something, with the bimbo's shrill, high-pitched laugh being the only thing loud enough to reach Olivia's own ears. After a while, the blonde had turned around, waving her good-byes and starting to saunter back to the redhead's side of the pool. Again, the boy's eyes had been glued to the blonde's massive, fat ass, gawking at the ripples of flesh that waved with each step she took.

Olivia had no doubt in her mind that the bitch had somehow noticed the looks she'd been giving to the boy, realizing the redhead was checking him out - and liking what she saw - before deciding to pre-empt and effectively one-up her. Purely out of spite. Though Olivia's dad was out snorkeling that morning, she didn't think the blonde would've seriously considered cheating on him, not with the teen present to witness everything. The likelihood of getting caught was about a hundred percent.

What the bitch had succeeded in was utterly humiliating the redhead. Luckily, the two women were the only ones who knew that. But even that was too much. The bimbo had crossed a line. And there was no way she was getting away with it.

With an angry huff, Olivia rolled onto her side, fixing her smoldering gaze onto the blonde. Rachel pretended to be busy with her phone, but the teenager could tell that she wasn't actually paying any attention to the screen.

"Okay, so you wanna play? Fine. Let's play. How'd you like to do this?"

Rachel's smirk was as pleased as it was devious.

"Atta girl. I was hoping you'd be up for a little tussle. We'll meet in his room, in ten minutes. Four-thirty-eight."

"Oh, and make sure to grab a spare top on the way - unless you feel like walking back with your loose, beaten titties fully exposed, that is. The winner gets to keep the loser's bikini as a trophy. Along with him, of course."










Also, here's a bonus comparison pic for the "British Boob Brawl":


« Last Edit: December 15, 2024, 07:23:54 PM by Augur »
Latest Chapter of "Titfight Academy"
https://www.freecatfights.com/forums/index.php?topic=89684.0

"A Tribute to Best Friend's Sister" series
https://www.freecatfights.com/forums/index.php?topic=92578.0

You can find some reference pics in my profile

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Offline Augur

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #4 on: December 17, 2024, 12:06:45 PM »
Two extra comparison pics for the first scenario, "May the hotter Sugar Baby win" - featuring a curvy 20-something latina beauty, and an older, somewhat plump redhead. Their smug & imperious facial expressions really sell the setting...

(Unfortunately FCF doesn't allow me to edit the original post itself, so I can't simply add these in)


« Last Edit: December 17, 2024, 12:12:23 PM by Augur »
Latest Chapter of "Titfight Academy"
https://www.freecatfights.com/forums/index.php?topic=89684.0

"A Tribute to Best Friend's Sister" series
https://www.freecatfights.com/forums/index.php?topic=92578.0

You can find some reference pics in my profile

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Offline Augur

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #5 on: May 13, 2025, 04:35:21 PM »
One more lead-in or intro piece for your enjoyment. Hope you'll like it!


Busty College Babe vs. Chesty Old Broad

The young, curvaceous blonde still couldn't quite believe it. How the hell could this be happening?

She had the best rack in her sorority, and had won more than her fair share of wet t-shirt contests against fellow college hotties. Back in high school, she'd been famous for possessing the nicest AND the biggest pair of boobs around, and while there were now plenty of girls that had her beat in sheer size, hers were still the 'best'. She was confident of that because her claim had been tested several times in actual boob-to-boob contact; the girls in her circle of friends liked to take part in what they called 'titfighting', where two competitors pitted their naked breasts against each other in intense, fleshy bouts that involved equal doses of close grinding, rapid jabs and violent slamming. The matches were strictly hands-off, with the winner being decided by boob quality alone.

The blonde's big, firm titties had faced numerous other young pairs in these intimate breast-duels over the years, and earned their reputation by besting all her friends' chests, fair and square. Some had given her more than trouble than others, and against a couple of them the blonde had even needed to avenge her initial loss with subsequent wins in rematches. Those two had been older, more experienced sorority girls, mind you, and even then they'd only narrowly defeated her, back in the blonde's freshman year.

She'd gotten back at the first one, a tall and impressively well-endowed redhead senior that same month, surprising her opponent with a series of aggressive boob-punches early on in the match before ultimately trapping the breathless girl in a tight hug and flattening her massive, freckly melons in front of the whole house. The blonde had even forced the top-heavy ginger to publicly worship her superior, more attractive breasts while she taunted the loser about her set's visibly loosened and droopy state. The senior hadn't been particularly saggy, to be fair, at least not for her size, but after the number the blonde had done on her jugs, you wouldn't have believed it. The redhead never challenged her into another rematch, choosing to steer clear of the blonde's smaller - but clearly more powerful - rack.

The second senior had gotten a bit cautious after that display, agreeing to face the blonde only in private, with just their boyfriends in attendance. She'd been a rather tough nut to crack, too, the athletic, visibly toned black girl's pert gymnast-boobs looking and feeling every bit as solid as her body did. Her tits hadn't been exactly little in terms of size, either, and certainly eclipsed all of her teammates' puny sets quite easily. All in all, the ebony hottie had been a serious specimen - which had of course made beating her that much sweeter. The blonde could still recall the dazed, disbelieving expression on the ebony girl's pretty face as she'd pounded the firmness right out of her once-unyielding breasts, before proceeding to make a show of pressing her own jugs against those normally pointy and gravity-defying titties and causing the senior's tenderized flesh to simply pancake and ooze around her own, less malleable orbs.

The looks on their boyfriends' faces had been quite memorable as well, and the blonde still relished the way the black girl's huge, muscular lover had been staring at her. It'd almost made her regret that she'd brought her own guy along. Jacking both boys off until they shot their loads right onto the college gymnast's sore, fully liquefied boobs had largely made up for that, though, as had the utter humiliation she'd been able to discern in the black girl's burning gaze. Her rival's spirit had proven more difficult to break than her tits, however, as the blonde had had to defend her title against the ebony-skinned athlete on two more occasions. One in public, and the other again in private. She'd flattened the black girl's best assets both times, though, decisively proving who had the dominant rack.

She had the best tits around. And every girl in her sorority knew it.

The blonde was now a junior, and on the top of the world. She was widely considered one of the best-looking girls in the entire college, with all the guys openly drooling over her perfect, curvy young body; while her big tits were naturally the main attraction, the rest was well worth ogling as well. To say that she was 'hot stuff' would've been an understatement.

As you'd expect, the blonde and her friends never missed a chance to have some fun. And what better opportunity to do just that than during the Spring Break? They'd made their annual pilgrimage into the sun a few days earlier, and quickly gotten busy catching rays on the beach in their slinky little bikinis while they flirted with some of the cuter guys. Everything had been just as it should be.

At some point, the issue of breasts had come up. As it almost inevitably did, with so many scantily-clad girls and horny guys crowding the beach. According to one of the new boys they'd just met, a reasonably fit and chiseled-looking senior stud from a different college, there was a bar in the area that organized competitions for 'best boobs'. And not your usual wet t-shirt or topless contests. No. These were apparently not just about visual comparisons, but involved actual tit-to-tit action, with the contestants 'rubbing and smashing their tits against each other like two rams in heat', as per the new guy. He'd sounded more than a little enthusiastic about witnessing the thing himself, having only recently learned about it from an alumni of his fraternity. Based on what they'd told him, there was often a reigning 'champ' of sorts, a regular who was the woman to beat for any wannabe-challengers.

The fact that the blonde and her friends had not heard about this place before was surprising, but as it turned out, the bar in question was some distance away from the beach, and not really frequented by the college crowds.

The blonde had been instantly intrigued at the prospect of taking on a local 'titfight champion', and looked forward to unseating her from her throne. She was feeling plenty confident in her tits' ability to handle just about any pair she might face; if even other busty college babes could not match her in the boob department, there was no chance some older, late-20s or even 30-something hag would pose a serious challenge against the blonde. Her big, gorgeous tits would flatten her opponent's fat and saggy udders in no time at all.

It took some wrangling to find out the name of this mysterious 'titty bar', but in the end the blonde's persistence paid off. Her oral game was strong, and boob-jobs second to none.

Later that night, the blonde and her friends made their way to the establishment in question, the secluded location and somewhat seedy-looking exterior not enough to convince them to turn around. The inside of the place didn't prove much more high-class, but was at least clean and cozy enough. It didn't take them long to gather intel on the bar's 'boob-wrestling' system, and the blonde quickly let the bartender know that she was interested in challenging the current champ. If there were any other fighters available, some of her friends would be more than happy to take them on. The man, who was slightly paunchy around the middle but tall and beefy, and probably around 40 if the blonde had to guess, let his eyes roam up and down her body slowly, drinking in every curve and contour of her superbly formed 20-year-old physique. He nodded in appreciation, a small, wry smirk appearing on his face as the blonde narrowed her eyes in mock annoyance. They both knew she'd dressed to impress.

"I'll pass on the message. She should be arriving soon. Just go ahead and grab a table near the stage."

'Stage' may have been overselling it a bit, but there was one noticeably open area in the far corner. The blonde and her friends found a table next to it, spending the next few minutes observing the crowd. Most people seemed to be in their 40s or even 50s, but some appeared a bit younger, and a couple may have been even 20-somethings. Only two of the younger women looked like they'd have any business stepping into a titfighting ring, though, and the girls naturally concentrated their attention on them. One was a statuesque, skinny-yet-stacked Asian with long, black hair. Her snug maroon shirt showed quite a bit of cleavage, and it didn't seem like she'd put on a bra. The blonde guessed the Asian to have roughly one full cup-size on her, but based on they way the woman's jugs jiggled and shook with every movement, she was certain that her own breasts enjoyed a clear lead in density over them. The other woman to catch her eye was a latina with a cheerleader's build; wide hips and thick, toned legs, along with a sizable rack to match them up top. She was probably in her early 30s, and appeared a bit heavy, though clearly still solid. Her boobs looked about the same size as the blonde's, but with the clothing in the way it was impossible to tell just how firm or soft they were.

The blonde had been so focused on the latina that she only noticed the woman when she stopped right in front of her. She was OLD, like 50-something old, and seemed a bit doughy to boot. Short, dark-brown hair, large earrings and a gaudy necklace. She looked exactly like the housewife she most likely was. But this housewife also had quite a rack on her, the woman's two large mammaries clearly outlined against the fabric of her one-size-too-small top, pushing and straining to escape its confines. The low cut of the V-neck also provided a serious amount of cleavage, and the blonde's eyes glued to the deep, fleshy valley between those two globes for a moment. Wait a sec. She had to be imagining things. Was this old broad really not even wearing a bra!?!

"I hear you wanted to dance, sweetie?" the dark-haired woman half-asked, half-noted, her own gaze taking in the younger female's figure with interest.

The blonde had opted for an airy white summer dress that showed off both her legs and boobs to full effect, and was wearing her favorite pair of orange string bikini underneath, just in case there'd be a pre-match 'swimsuit round' to parade her flawless body for everyone in.

She was floored. Speechless. THIS was the champion? Some old, wrinkly hag with bigger-than-average tits? The blonde blinked and nodded slowly, rising from her seat without a word. She didn't even dare glance at her friends' expressions. She was sure they were every bit as astonished as she was. She would be going tit-to-tit against a fat old granny, in front of the whole bar. This had to be a joke. Somewhow, she'd been set up. Did one of her friends really want to embarrass her this bad? Well, mission accomplished. She was embarrassed, alright. She could practically feel her face burn with mortification and shame. Oh, they got her good. She would never live this down.

Busy with her inner monologue, the blonde college student made her way to the 'stage' in complete silence, taking her spot opposite the dark-haired mature woman and standing perfectly still. If she was aware of all the whistles, hollers and jeers coming from the crowd she didn't show it. Her opponent-to-be, on the other hand, seemed to bask in the attention, going so far as to even pose for them a bit.

As much as the blonde herself had been looking forward to flaunting her delectably supple curves to the whole bar, the situation she now found herself in had totally killed the mood.

"Let's just get this shit over with," the sorority girl grimaced, sliding out of her dress and starting to untie her bikini top, quickly tossing it to one of her friends. If there was any consolation, at least her humiliation would be short. The fight shouldn't take much longer than a few minutes, if even that. The softer, saggier-titted girls she'd fought against before nearly always folded quickly, preferring to save some dignity once it became obvious to everyone whose boobs dominated the match. With any luck, she'd put this over-aged skank's wrinkly utters out to pasture in record time, too.

Their audience greeted the blonde's revelation with rowdy exuberance, with many of the older men leaning in for a closer look as they gawked and stared at the naked young boob-flesh on display. Frankly, their reaction was not at all unfamiliar to the girls. Boys will be boys, regardless of age.

"Oh, this is great... Seems like we've got a special treat tonight. You're a real-life college babe, am I right? I do love fresh meat. It's so fucking tender," the mature woman laughed, her lips slowly curling into a predatory grin. "I'm gonna have so much fun turning those puffy little boobies to mush with my better set..."

Not pausing to wait for the blonde's reply, or even to take in her incredulous expression, the older female promptly grabbed the hem of her own top and yanked it up, pulling the garment off and flinging it to the side in one smooth motion. Her pencil skirt followed soon after, revealing that not only was she 'letting the girls roam free', but also not wearing any panties. The crowd rewarded her with loud cheers, everyone apparently used to the champ's preference in match-clothing. Or lack thereof.

Everyone except the blonde and her friends, that is. If the girls had been startled and taken aback before, now they were truly stunned. This old broad had serious guns on her. Way better than the blonde had anticipated. Sure, they were a tad bigger than her own, that much wasn't a surprise. But the shape was. While she wanted to think that her opponent's full, meaty vintage breasts displayed more visible sag and hang than hers did, the difference between them was not large. Actually, it was almost disturbingly close. What... the... fuck...?

She had amazing tits for a 20-year-old, for chrissakes! And yet this old hag seemed to very nearly match her in apparent firmness! Once you accounted for the fact that her opponent's set also had to be somewhat heavier, they might've just as well called it a tie. Seriously. She was getting shown up at her own game by some busty retiree! How what this even possible!?!

For the first time, the blonde began to understand how this over-aged housewife could be the local tit champion. And more importantly, she slowly realized that she might have a real fight in her hands after all...

{alt}
« Last Edit: May 13, 2025, 05:46:02 PM by Augur »
Latest Chapter of "Titfight Academy"
https://www.freecatfights.com/forums/index.php?topic=89684.0

"A Tribute to Best Friend's Sister" series
https://www.freecatfights.com/forums/index.php?topic=92578.0

You can find some reference pics in my profile

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Offline Augur

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #6 on: May 15, 2025, 11:17:31 AM »
Some additional reference pics for the fans of 'visual stimulation':







As those familiar with my stories have come to know, I'm a huge fan of variety. Instead of 'twin-fights', where two virtually identical characters pit their mirror-image bodies against one another, I prefer stories with two physically different females, with varying breast sizes and shapes, contrasting body types and levels of fitness/fatness, as well as differing ages and even levels of attractiveness competing to see who is the superior woman. The differences don't need to be large, as long as they're there. For example, as hot and well-written as the rivalry between Sabrina and Tiffany in Jon Grey's legendary BFS series was, for me, their physical similarity (most importantly their identical breasts) simply seemed to take something away from the conflict. At the same time, Loni or Connie, with their just a tad bigger and slightly less perky pairs, respectively, did not suffer from that same issue, in my eyes. I realize that all this is of course entirely a matter of personal preference, and many of you do enjoy twin-fights very much. But to me, a degree of contrast between the characters' physiques always adds some spice to the struggle, and just makes things more interesting. Will perky, firm boobs be able to outlast and grind down their bigger, flabbier counterparts? Or will a set of large and heavy mammoth-tits ultimately pound the opposing pair of dense, perfect-looking tits flat? Any other differences in the fighters' appearance will only heighten the stakes, so to speak. Will some chubby, plain-faced girl prevail over her athletic or modelesque rival? Which way is the match between a teenager and her boyfriend's mom going to go? (Oh, how I'd love to see Tiffany's mom go at it with Connie, tit-to-tit!). Anyway, with all of this in mind, I'm sure you'll understand what fascinates me in this particular scenario.

In case you're wondering, the models in the photos are in reality 21 and 52 years old; an age difference of over three decades! The winner of any hotness/attractiveness contest between the two is not in doubt, at least as far as I'm concerned. But when it comes to one specific area, namely their chests, the old broad is actually able to offer the blonde very serious competition! And that's despite the fact that the blonde's obviously got a very impressive-looking set of knockers on her.. Somehow, a woman who should be the clear underdog, not posing any realistic threat to the young, gorgeous woman, turns out to be capable of fully rivaling her in the boob department!

Can't speak for anyone else, obviously - but to me, that's pretty darn hot!
Latest Chapter of "Titfight Academy"
https://www.freecatfights.com/forums/index.php?topic=89684.0

"A Tribute to Best Friend's Sister" series
https://www.freecatfights.com/forums/index.php?topic=92578.0

You can find some reference pics in my profile

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Offline Augur

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #7 on: December 04, 2025, 01:04:06 PM »
Here's the latest little intro-piece - and surprise surprise, it's very much in the same vein as the previous one... I promise I write other stuff, too!  ;D

(The poll for this can be found in the 'fictional catfight polls' section)

***

One high school is simply too small for two hot alpha females

In the weeks leading up to their confrontation, the already strained relationship between Nora and Mrs. Anderson had been slowly stretching towards the breaking point. And the main cause for that was... wait for it... boys. Both females happened to possess a very high sex-drive, and maintained a sizeable pool of more or less regular bed partners to pick and choose from. One reason was simple desire for variety, but the women also tended to 'wear out' their guys pretty quickly, necessitating frequent switches from their most recent, newly-spent, sated and physically completely drained young male to a fresh one. Sometimes even several times per night.

You see, both Mrs. Anderson, the high school's buxom, legendarily sultry man-eater of an English teacher, and Nora, a strikingly pretty and slim-yet-curvaceous 18-year-old senior, were absolute beasts in the sack. While their figures were plenty attractive enough to lure in and seduce just about any man they set their eyes on, it was their skill, natural ability and sheer sexual prowess that really sealed the deal. Even the most virile of studs struggled to keep up with them in bed, and those lucky few that were actually able to match the two wildcats for a time, inevitably found themselves getting overwhelmed by their unending sexual stamina in the longer run. In short, Nora and Mrs. Anderson didn't just fuck guys. They took them apart.

Though each woman had the occasional romp with older men (or in Mrs. Anderson's case, men her own age), sometimes running into an unusually talented and attentive specimen who could dish out enough pleasure to justify coming back for seconds, they'd both acquired a clear preference for young guys. Yes, they tended to be clumsy and inexperienced, and nearly always shot their loads early. But they were also very, very horny, with plenty of long-term endurance (that is to say, good 'regeneration' if not 'staying' power) which greatly prolonged their usefulness. Lean, fit musculature and boyishly cute handsomeness didn't exactly hurt, either.

But what about girls, you might ask? Oh, they bedded quite a few of those, too. Most got outfucked just as badly as the men did, but a few worthy challengers proved tougher nuts to crack, and merited closer attention. The problem was, though, that both Nora and Mrs. Anderson instinctively seemed to view other women more as rivals than lovers - something deep inside them seeking to conquer and sexually dominate their female partners, rather than just drive them to a blissful nirvana (which they also did, it should be noted). It was almost as if some primal need to 'break', physically as well as mentally, the other woman suddenly took over them, drowning out the usual arousal and craving for simple sexual release. As a consequence, those encounters were of a very different nature, and while certainly rewarding in their own right, couldn't really satisfy their regular hunger. Briefly put, you could say that muff-munching was for work, cock-crunching for pleasure.

On that latter note, the high school Nora went to was fairly big, with a large student population, and provided a decent selection of tasty boys to choose from. Loads of big, hunky jocks, tall and dark bad-boys, as well as some dreamy-eyed artsy types. But only a handful of those teens had the much-desired 'full combo' of being good-looking, talented in bed, and equipped with good mental control and stamina. Those few gems who were able to pace themselves even in the heat of the action, and reliably offer an entire night of carnal delights rather than just a quick, fun 'roll in the hay', were worth their weight in gold. And Nora, to her immense irritation, had found that she wasn't the only woman competing for their attention.

Mrs. Anderson was over two decades older than the lithe and curvy redhead, and possessed a body that looked much fatter and flabbier than Nora's did. But somehow, the old broad had managed to wrap a number of those high-quality stallions around her little finger (or, perhaps more accurately, wrap her vintage cxnt around their young, throbbing dicks). On one particularly humiliating occasion, the 18-year-old hottie had been getting ready to go out with this big and brawny linebacker she'd had a tiny crush on, only for her date to have to cancel at the last minute. Apparently, some freak family emergency had come up. Yet later that night, as the redhead had been returning home with a different stud in tow, she'd spotted a familiar car parked in an alleyway, with its windows all fogged up, rocking from side to side in a steady rhythm. Peering in through a palm print, she'd seen that chunky old hag on top of the linebacker, mounting the boy's girthy member like some over-aged (and over-fed) cowgirl while those massive saggy udders bounced all over the blonde's chest as she rode the hunky teenager to a roaring orgasm. Even through the little peeping hole, his blissfully dazed and rather shell-shocked expression had been clearly evident.

Incensed by the teacher's audacity, Nora had repaid the insult by draining Mrs. Anderson's then-favorite fuck buddy's dick completely - right before she knew he was supposed to head out to meet the voluptuous blonde woman. She'd taken great enjoyment in driving the tall and broad-shouldered champion swimmer into three consecutive releases, squeezing the groaning boy wonder's still-sprouting cock with her powerful vaginal muscles and milking every last drop of jizz out of him into her depths. Nora had left that teen stallion a breathless, shivering wreck, the muscular high school senior gasping for breath while he stared at her departing ass in a post-orgasmic awe and amazement. Oh, she'd gotten him good. Both of them.

That had been almost two weeks ago. Since then, the blonde English teacher had gone out of her way to remind everyone just how well-deserved her reputation as a boy-tamer really was (it was exceedingly well-deserved, in case you wondered). And the redheaded teenager, naturally, had returned the favor, providing a very compelling demonstration of her immense sexual power and mind-blowing attractiveness. As far as the guys in the senior year were considered, both females were absolutely smokin' hot. There was only one conclusive way to settle the matter. Both Nora and Mrs. Anderson knew fully well that their contest could only be decided in person, in a one-on-one match for feminine supremacy...

Only one of them could be the hottest. The greatest. The best fuck, and the most powerful woman. The alpha.






« Last Edit: December 04, 2025, 02:23:03 PM by Augur »
Latest Chapter of "Titfight Academy"
https://www.freecatfights.com/forums/index.php?topic=89684.0

"A Tribute to Best Friend's Sister" series
https://www.freecatfights.com/forums/index.php?topic=92578.0

You can find some reference pics in my profile

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Offline TheFieryHousewife

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #8 on: December 05, 2025, 12:48:45 PM »
These two look like a really exciting match-up.

My money's on the brunette...  ;D

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Offline Augur

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #9 on: December 05, 2025, 01:02:38 PM »
These two look like a really exciting match-up.

My money's on the brunette...  ;D

You might be interested to know that one of my readers, "thatonefckr", actually wrote their own version of how the match would play out:

(Melanie = brunette, Hailey = redhead)

The day had arrived where the two finalists would fight for the Championship Title. A sizeable crowd had formed, waiting excitedly for the showdown. Both women entered the room, Melanie wearing nothing but her blue socks, Hailey wearing nothing but her red ones. The ladies both had a strong air of confidence coming from them, totally sure that they would go home as the winner.

The fight, as with all of the others, was to be 10 rounds, with each round ending either through submission or ejaculation. Both women knelt down onto the mat and the crowds began chanting the name of whoever they were rooting for. Melanie saw Hailey's fights and wasn't incredibly impressed: She would knock her on her ass and fuck her until she couldn't think straight. Similarly, Hailey didn't think Melanie was all that exceptional: She'd tire her out and then go for the kill. The bell rang, and the combatants went to work.

The first round was a resounding success for Melanie. Her brute force style benefited her greatly as she didn't allow Hailey any time to evade. Before she knew it, Hailey was on her back, with her rival humping her relentlessly. Hailey knew that this round was a lost cause so, while she was still in the fight, she tried her best to tire out Melanie's arms. Ultimately however, not much was accomplished as Hailey screamed out as she came. Melanie got up and went to her corner, smirking to all of her fans as if to tell them that they are supporting the right fighter. Hailey also got up and went to her corner, looking sternly at her opponent.

Rounds two and three were similar, with Melanie taking charge of the situation and Hailey settling for trying to wear her out to make the most out of a bad situation. The majority of the crowd believed this would be a blowout, but perceptive onlookers could see that Melanie was noticeably more winded than Hailey as a result of her aggressive style and Hailey's strategy. While Melanie took control for the first three rounds, round three especially showed her slowing down a fair bit. At the end of the third round, Melanie got up off of the, still orgasming Hailey, and walked to her corner, still smiling to her fans but with a much more exhausted expression than before. Once Hailey recovered, she went to her corner and smiled at Melanie, knowing that she got exactly what she wanted.

Round four allowed Hailey to take full advantage of her strategy. Melanie was slowing down and had much more difficulty catching the elusive fighter. Hailey masterfully danced around her prey before taking her down and getting to work. Melanie was caught off guard; it was RARE for her to not have control over a fight. Usually after the first two rounds, her opponents were ready to give up, so to have a bitch she thought so little of fingering her was throwing her for a loop. She tried to think of a way to turn this around, but all coherent thought vanished as soon as Hailey began making out with her. Melanie, so used to taking charge of situations, was in a confusing state of euphoria as her opponent dominates the round. Melanie was unable to handle the sensations and, with a low moan, came for the first time in the fight. Hailey, with a wide smile, lightly slapped Melanie on her cheeks before getting up and going back to her corner. Melanie staggered to get up for a moment, visibly shaken as she headed back. Round five had a similar outcome, which only bolstered Hailey's confidence at the expense of Melanie's. The crowd was loving the fight, but many were surprised to see Melanie struggling as much as she was.

With the fight being midway over, the fighters were given a minute to breathe. Hailey spent her time talking to her fans and basking in the glory of making the champ her bitch for two rounds in a row. Melanie, on the other hand, talked with her boyfriend to try to figure out a way to turn this around. Despite having the advantage in rounds, Melanie couldn't shake the feeling that Hailey has a chance. This fear was only amplified as she noticed that her boyfriend was repeatedly checking out Hailey.

Round six had Melanie's desperation at an all-time high. She charged at Hailey and tackled her to the ground. Hailey was caught off guard by the sudden aggression, and had no answer for it as Melanie channeled all of her anger and fear into fucking Hailey without remorse. Hailey did not last long as the pleasure mounted before she even knew what hit her.

Hailey learned her lesson not to underestimate her opponent so late into the fight and, in round seven, she went back on the defensive. Melanie got rewarded for her forward aggression and attempted to do it again, but her gas tank doesn't have much left so her advances are slow and hesitant regardless. Hailey avoided direct confrontation until she saw an opening, which she readily took as she got Melanie onto the mat again. Hailey, knowing she was down by two rounds, continued to use her skilled fingers and she began kissing Melanie's neck. Melanie felt another orgasm coming as she desperately tried to match Hailey's passion. Unfortunately for her, she couldn't make enough progress on the backfoot and, with a scream followed by a whimper, she came again.

Rounds eight and nine allowed Hailey to begin taking the edge in rounds. Melanie, sucking wind, felt she needed to slow down if she wanted to make it to round ten. This meant that her primary strategy of going on the offensive wouldn't work and she felt a little lost without her main fighting style. Hailey continuing with her momentum found more openings and made Melanie's experience as wonderfully agonizing as possible, now giving some attention to her breasts in addition to her mouth, neck, and pussy. Melanie, out of fear of looking weak chose to submit in round eight instead of being drawn to orgasm. She would end up regretting this decision in round nine because, after being so pent up, it didn't take much effort at all for Hailey to make Melanie cum and end that round early. Hailey, somewhat winded but in a much better state than Melanie, jumps up and heads back to her corner. Melanie, still laying on the mat, covers her face so the crowd can't see her tearing up. When she recovers, she gets up and heads back, once again seeing her boyfriend eyeing her enemy.

Round ten was highly anticipated: if Hailey won, she would earn the title and if Melanie won, the fight would go into overtime. Hailey was cautiously confident in her chances, while Melanie tried to hide the fear in her eyes. the round started and Hailey, in an attempt to catch Melanie off guard, went on the aggressive. This startled Melanie, who was trying to plan how she would counter Hailey's normal style. Hailey initiated a make-out session while trying to take Melanie down to the mat. Melanie fought her hardest, both in trying not fall and in holding her own in the kiss. The crowd went wild as both women knelt in the middle of the mat, moaning throughout the kiss. Melanie, feeling a second wind, cupped her hands under Hailey's ass and lifted her up before taking her down to the mat. Hailey hit the mat with Melanie landing on top of her, their tits slamming into each other. Melanie breaks from the kiss as she begins fucking Hailey with everything she's got. Hailey screamed in pleasure until she climaxed, giving Melanie the round and bringing the fight into overtime.

To make overtime as definitive as possible, the fight doesn't end if a fighter climaxes; the only way to end the fight is through a submission. For the first time since the start of the fight, both fighters have some amount of confidence that they can win. Hailey saw round ten as a lucky break for her opponent and plans to dominate like she had throughout the second half of the fight. Melanie saw round ten as a second wind and fully expects that wind to carry her to victory. The bell rings and the two fighters rush each other. Since the fight can't end via orgasm, Hailey sees no reason to play it safe as she boldly meets Melanie in the middle of the mat. The two continue making out as both also begin fingering each other. Moans and screams can be heard over the cheering from the crowd. Melanie wanted to send a message that she is not to be fucked with, as she planed to fuck Hailey until she couldn't stay kneeling, where she would finish the fight on top. Hailey is the first to orgasm, screaming out into Melanie's mouth. Melanie broke from the kiss to look into Hailey's eyes with a smirk. Hailey met her gaze with a look of determination. Hailey felt another orgasm coming along, so she was relieved when Melanie gave another low moan as she came. Hailey, being much more of a strategist, used her opponent's temporary loss of control to get an advantage as she pulled Melanie down by her hair. Melanie fell onto her stomach and, upon trying to get up, was forced back down, her tits pressing into the ground and her ass sticking up. Hailey inserted three fingers into Melanie's pussy as she also began humping her ass. Melanie tried to get out of the situation she was in, but she couldn't think straight through the bliss she was experiencing. Melanie screamed out again before Hailey switched positions, flipping Melanie on her back and beginning to scissor her. Hailey watched in smug joy as Melanie expression distorted. Her eyes had crossed and rolled up, tears streaming down her face, while her mouth curved into a smile with her tongue sticking out. It didn't take long for Melanie to cum for the third time this round. Hailey inserted her fingers again: she wanted to end this now. She began pumping into Melanie's pussy while whispering into her ear, "It's time someone worthwhile takes that title." Melanie didn't care where she was or who was there as she screamed out, "PLEASE! DON'T STOP!" Her plea caught Hailey off guard before she had an idea. Loud enough for the crowd to hear, Hailey responded, "Alright, you little slut, if you submit right now, I will happily fuck you senseless whenever I want to." Melanie, giving up any remaining pride, didn't even hesitate before submitting.

***
I'll also attach a couple extra reference pics as a special treat.  :P
« Last Edit: December 05, 2025, 06:45:54 PM by Augur »
Latest Chapter of "Titfight Academy"
https://www.freecatfights.com/forums/index.php?topic=89684.0

"A Tribute to Best Friend's Sister" series
https://www.freecatfights.com/forums/index.php?topic=92578.0

You can find some reference pics in my profile

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Offline tjtothemax

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #10 on: December 06, 2025, 04:39:46 AM »
Wow. Would love to see of these others get continued too! So many good starts/premises

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Offline Augur

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #11 on: December 06, 2025, 09:24:50 AM »
Well, I think I can help you with that...  ;D Here are two more write-ups from "thatonefckr":

(The fights are shorter and quite a bit more one-sided than the ones I typically write, but pretty hot all the same)


Poolside confrontation between a sexy little nineteen-year-old redhead, and a curvaceous blonde twenty-something.
(Partly inspired by the famous pool scene from The White Lotus, featuring Sydney Sweeney and Alexandra Daddario).




Olivia was a rich, spoiled brat with an attitude. But how could she not be, given the jackpot that fate and nature have bestowed upon her. Her parents were wealthy and well-connected, with large circle of slightly-less-successful friends. The redhead had grown up in the biggest, most imposing house in the neighborhood, and spent her school years at the top of the local social hierarchy. She was also stunningly beautiful - and she knew it. All the girls in her posse of young, hot teens looked amazing, of course, but it was Olivia that got the most attention. The redhead's body was the envy of all her friends, and it wasn't exactly unusual for their boyfriends to get caught drooling after her. But who could blame 'em? She'd stare at herself, too, if she was them. She was the hottest thing around.

Enter Rachel, her daddy's most recent girlfriend. After her parents' divorce a couple of years ago, Olivia had gotten used to him bringing some new chick along whenever they went on vacation together, but the previous ones had been at least somewhat tolerable. This one wasn't. Rachel was a blonde bimbo bitch of the highest order. She was dumb and preppy, infuriatingly conceited, and always spoke in that ridiculous accent of hers that sounded every bit as fake as the bitch looked. Which was saying a lot. In short, Rachel was getting on Olivia's nerves, big time. She could not wait to get rid of the blonde bimbo.

Unfortunately, for reasons totally beyond Olivia's understanding, her dad seemed to be completely smitten with the bitch. Seriously. He acted almost like some love-sick puppy around her. It was frankly getting embarrassing. Whenever they were in she same room, or even outside in public, the poor man just didn't seem able to tear his eyes from the blonde's fat, bloated udders, and was constantly grabbing at the woman's equally flabby and oversized ass. Unlike the redhead herself, Rachel didn't pay much attention to what she ate, appearing happy to keep stuffing all kinds of disgusting, calorie-filled processed foods or snacks into her mouth throughout all hours of the day. Worse yet, the bitch had the genetics to ensure that most of that crap went straight into her tits and ass. She fucking hated the yellow-haired hag.

But that wasn't even the worst of it. On top of everything else, the bitch had now decided to declare open war. Olivia had been eyeing this cute, dreamy-eyed guy who also stayed at their hotel for a couple of days now, discreetly checking out his tall and tanned physique, paying special attention to his muscular limbs, broad and sculpted chest, tight abs and chiseled jawline. Those long and curly brown locks that cascaded down to his shoulders didn't hurt, either, and gave the boy a bit more sophisticated, cosmopolitan look. He was probably a year or two older than Olivia, and therefore in the exact age range that she preferred. The redhead could tell that he was old money, too, both from his clothes and watch, and from the way he interacted with other guests and resort staff; always warm, polite and impeccably well-mannered, but just a tad aloof with people that didn't really matter.

Right as Olivia was ready to make her move, having devised a sleek plan to lure in and ensnare her prey without him even realizing what had hit him, the blonde-haired menace had done what she does best. Ruined everything. Clad in one of her outrageously skimpy bikinis, Rachel had suddenly jumped up from her sunlounger and walked right up to the boy, strutting her stuff like she owned the place - and making her ugly, fat body jiggle and bounce all over the place in the process. His gaze had followed the wobbling train-wreck of flabby ass and tits the whole way from across the pool, the boy's eyebrows disappearing up into his hairline once he realized who the blonde was making her way towards. Olivia, shocked and incensed in equal measure, had been able to do little but stare on in silent rage, watching how Rachel leaned in to touch his arm, giving the dazed young male a good, long look into her deep and meaty cleavage. They'd talked about something, with the bimbo's shrill, high-pitched laugh being the only thing loud enough to reach Olivia's own ears. After a while, the blonde had turned around, waving her good-byes and starting to saunter back to the redhead's side of the pool. Again, the boy's eyes had been glued to the blonde's massive, fat ass, gawking at the ripples of flesh that waved with each step she took.

Olivia had no doubt in her mind that the bitch had somehow noticed the looks she'd been giving to the boy, realizing the redhead was checking him out - and liking what she saw - before deciding to pre-empt and effectively one-up her. Purely out of spite. Though Olivia's dad was out snorkeling that morning, she didn't think the blonde would've seriously considered cheating on him, not with the teen present to witness everything. The likelihood of getting caught was about a hundred percent.

What the bitch had succeeded in was utterly humiliating the redhead. Luckily, the two women were the only ones who knew that. But even that was too much. The bimbo had crossed a line. And there was no way she was getting away with it.

With an angry huff, Olivia rolled onto her side, fixing her smoldering gaze onto the blonde. Rachel pretended to be busy with her phone, but the teenager could tell that she wasn't actually paying any attention to the screen.

"Okay, so you wanna play? Fine. Let's play. How'd you like to do this?"

Rachel's smirk was as pleased as it was devious.

"Atta girl. I was hoping you'd be up for a little tussle. We'll meet in his room, in ten minutes. Four-thirty-eight."

"Oh, and make sure to grab a spare top on the way - unless you feel like walking back with your loose, beaten titties fully exposed, that is. The winner gets to keep the loser's bikini as a trophy. Along with him, of course."




Olivia made her way up to the room for their showdown. She knocked on the door, and Rachel immediately opened it and motioned her in.

"I'm surprised you actually came by. Thought you got scared off." Rachel scoffed, but Olivia wasn't letting trash talk mess with her.

"I'm going to make you regret weaseling into my life. When I kick your ass, I don't want you anywhere near my family again." Olivia responded, full of fury.

"Aw sweetheart, after I show you who's boss, I'm going to enjoy the victory sex with the man you missed out on, and you aren't going to tell your father anything about this."

Despite the deal being the loser loses her bikini top, neither woman brought a change of clothes: Neither had a doubt in their mind that they were going to win, though one of the women will surely regret not bringing a top once this is over.

"Are you ready, skank?" Olivia questioned.

"Whenever you are, bitch," Rachel responded immediately.

Both women charged at each other and instinctively reached for each other's hair. Both Olivia and Rachel began screaming and groaning at their hair being pulled, but Olivia's rage gave her a slight advantage as she began pulling her rival towards the wall behind her. Olivia wanted to make a statement: That she was not to be fucked with, and it didn't matter if it upset her dad or not, this bitch had to go. Rachel, after getting over the surprise of Olivia's surprising amount of strength, eventually regained her composer and pulled harder. This time, it was Olivia that began backing up as Rachel's superior reach allowed her to control her opponent easily. Olivia felt her back hit the wall and knew that she needed to come up with another plan of attack. Olivia, never having been in a fight before, resorts to a slap that lands directly on Rachel's cheek, stunning her and making her back off.

"You fucking bitch!" Rachel shouts as she charges back to Olivia and punches her in the gut, causing Olivia to fold in half and cry out. Rachel grabs Olivia by the hair again and pulls her up so she is standing up straight. She then begins lightly slapping Olivia repeatedly, clearly more interested in humiliating her than doing damage right now. "Are you regretting this now, you little slut?" Rachel asked as she continued to slap her. Olivia, tears welling up in her eyes, couldn't lose like this. She looked down to see her new targets. Before Rachel could stop her, Olivia gets two handfuls of Rachel's tits and begins clawing at them, causing the older woman to shriek. After getting a good amount of scratches and claws in, Olivia pushed Rachel away to give herself space.

"There's more where that came from, you man-stealing whore," Olivia retorted before running forward and winding up a punch. Rachel saw the punch coming, but didn't have time to avoid it as she was punched on the side of the head. Olivia went in for another punch, only for Rachel to wrap her arms around her to prevent her from swinging further. Though this was an instinctual move to prevent her from getting hit, Rachel quickly realized the advantage she had with both of the women's breasts pressing together. With a smirk, Rachel begins squeezing Olivia in her arms, her boobs slowly enveloping the younger woman's.

"I'm sure these could really be something special if you ate a little something every now and then." Rachel said condescendingly over Olivia's pain-filled groans.

"You think... that's... all I've got?" Olivia struggled to say before she wrapped her arms around Rachel to allow for a proper titfight. Rachel was more than a little impressed that Olivia won back some ground in the titfight, but she couldn't allow the younger woman to get too cocky so she put on more pressure, completely crushing her inferior rack and her spirits. Olivia's mouth was agape from the shock of her amazing breasts losing, but Rachel didn't let her process for very long before pushing her up against the wall.

"You really shouldn't have fucked with a REAL woman, who's packing so much more than you," Rachel said to Olivia, who couldn't even meet her gaze anymore, "This is what you get for messing with me." And, with that, Rachel began punching, squeezing, and clawing at Olivia's boobs, with the defeated woman sobbing at the abuse. "That man you were looking at deserves so much better than a spoiled bitch that overcompensates for her lack of tits and ass. Here's a taste of what he's going to experience tonight." Rachel grabbed Olivia's head, and jammed it in between her breasts. Olivia tried to push her way out, but she was too tired and in far too much pain to put up a fight. Due to her crying, Olivia also was running out of air much faster than she otherwise would have, and she quickly began spasming before slowing down. Rachel didn't want Olivia out just yet- she needed to be awake for the finale- so she let her fall to the ground, spreadeagled and in-and-out of consciousness. It was at this moment that Rachel got what she wanted.

"Hello darling! I'm so glad you're here for this!" Rachel said to the man by the pool that Olivia didn't get a chance to flirt with. "I'm just taking out the trash, only the best are good enough for your dick. This chick is far inferior to me." The man looked down at Olivia, a woman that he was interested in before Rachel started talking to him. He felt like he should stop this, but watching a busty blonde woman dominate and dispose of another woman turned him on too much. Before Olivia could get a word out, she was flipped over, wedgied by Rachel, and brought up on her knee. "Maybe if you got these a bit more growing up, you wouldn't be such a bitch," Rachel commented as she began spanking Olivia. Olivia yelped with each spank, still crying at the situation she was in. Eventually, Rachel got bored and laid her on her back again. "One more thing." Rachel said with a wink before plopping her ass directly on Olivia's tits, driving the wind out of her. To add as much embarrassment as possible, Rachel began twerking on Olivia's breasts as she reached around and began fingering the brunette. The sudden insertion made Rachel panic as she was reinvigorated, trying to get out and win the fight. That hope was short lived as the pressure on her chest prevented her from escaping and made breathing a struggle. Olivia had to lay there and feel the humiliating pleasure before she screamed out and climaxed under the woman she hated. Rachel got off of her and Olivia managed to run away, losing her bikini top in the process.

Olivia had to walk back to her room, arms covering her exposed breasts as she endured the embarrassment of gawking and catcalling from other guests. Olivia never spoke of that day again, and she started staying out of Rachel's way. She especially made sure of this when Rachel told her of the camera she put in the room that recorded the entire fight.



"May the hotter Sugar Baby win"



Isabela was rightly proud of her toned, eye-poppingly luscious figure. She not only had the looks of a model, but the career of one as well. The smokin' hot latina was of course far too shapely for the catwalk, but different kinds of catalog work and other photo-shoots kept her quite busy. She knew just how amazing her body looked in lingerie, and the clients agreed...

Speaking of clients. Isabela had recently decided to branch out and try a bit of high-class "sugaring" to supplement her income - and as luck would have it, quickly managed to find a real catch; a mid-30s crypto millionaire and entrepreneur who'd likely have no trouble finding beautiful women to go out with even in the normal dating circles, but whose busy lifestyle and aversion to commitment caused him to prefer a more... transactional approach to relationships. Sure, he wasn't quite tall, athletic and handsome enough to pull someone as gorgeous as her, not with his looks alone, but given the amount of material wealth and status that came with the package, Isabela was actually starting to consider if she should suggest becoming his real, full-on girlfriend... Besides, trophy wives were just part of the same continuum, right?

There was only one little catch; she wasn't his only sugar baby. Being the venture capitalist playboy that he was, Isabela's "daddy" happened to own an apartment in two separate cities, and frequently shuttled between them. She'd only seen the other place in a few photos on his social media, and knew that it was somewhat less swanky than the large and luxurious penthouse she was accustomed to. But that was beside the point. A much more important detail had quickly caught her attention; in nearly every pic, he was sitting suspiciously close to the same, noticeably voluptuous and often rather scantily-clad redhead. She looked much too old and plump for a hot, rich bachelor like him to be interested in, but their body language didn't leave much room for interpretation. A bit of investigative work had confirmed Isabela's assumptions. The redhead, going by "Melanie", had a profile on the same sugar dating site that she did, and was a couple years his senior. Which made her over a decade older than Isabela. Predictably, the redhead had listed her body type as "curvy", even though anyone with eyes could see that "fat" would've been more accurate. Isabela's own body was curvy. This bitch looked flabby.

Isabela began dropping some hints that she might be ready to make them exclusive, but it didn't seem like her sugar daddy was any less oblivious than the typical male. One night, after he'd headed off to the shower to catch a late evening flight, she'd finally managed to get a hold of his unlocked phone. She'd rapidly scanned though his private messages, and, to her disbelief, found a ton of saucy, highly suggestive nudes of a certain redhead - accompanied by their common lover's very enthusiastic replies and lavish praise for the woman's soft, pale body. He was actually lusting after that ugly old fatty. But how??? Did she give incredible head? Know some secret technique? Or was the redhead really just that good in the sack? Maybe she had an insane, magic pussy-grip?

The thought of another female - let alone someone like this whale - outdoing Isabela in the bedroom filled the proud, young latina with a jealous rage. There was no way that any man could prefer the redhead to her. Or even find the two women equally attractive. This plump, plain-looking MILF wasn't anywhere near her league! Isabela was gorgeous. The most attractive woman in any room. A perfect ten. The older woman, on the other hand, was a consolation prize at best. Anyone that could choose between them would instantly pick Isabela. There was just no contest. The redhead simply couldn't compete with her.

And yet here they were. Their shared sugar daddy clearly loved fucking both Isabela and the redhead, and wasn't looking to make any changes to the status quo. He seemed abundantly satisfied with the current arrangement. One woman in each port, eager to please him. But Isabella found that she just could not silence the voice at the back of her mind. The one that craved, no, demanded to establish supremacy over the other female.

She could not sleep. She could not think. There was only one thing to do.

She'd contacted the redhead, Melanie, through the sugar site, and proceeded lay down the law; there was room for only one woman in this triangle. They would need to meet face-to-face and pit their bodies directly against each other. Winner takes all, loser goes home.

To her surprise, Melanie had immediately agreed. The redhead replied that she would gladly face Isabela, and 'tame her sexy little boobies' with her 'superior, real woman's rack'. She was also looking forward to 'fucking Isabela's brains out', and promised to 'break her body as well as her mind'. The line that had most stuck out was "after I'm done with you, you won't even want dick - you'll be a slave to my pussy". Isabela had responded in kind, describing in vivid detail exactly what she would do to the 'pasty-white skank's' 'ugly, drooping tits', vowing to turn the 'flabby old bitch' into a lesbian by the time she was done taking her apart.

The modelesque latina knew that her sexual prowess and stamina were second to none; she'd left more than a few of her former sorority sisters gasping for breath in a dazed, post-orgasmic coma after they'd been foolish enough to take her on. Isabela's breasts, likewise, were undefeated. She'd used them to flatten a bunch of girls over the years, both on campus when she was still in college, and also after graduation. This over-aged fat-ass of a redhead would have no chance in hell against her...




Isabella had arrived in front of the hotel that she and her rival would be settling things at. Their sugar daddy had a weekend-long conference that would prevent him from meeting with either of them which made this perfect for the two women. Isabella opened the door to see that Melanie was already there.

"Good, you're finally here," the redhead remarked.

"I'm impressed, I expected you to back out like a little bitch," Isabella replied. She had no doubt that she was superior but she was curious to know why the other woman had such confidence.

Melanie didn't react to the snide comment before standing up. "Let's do this shit." And, with that, both women stripped before walking towards each other. One of these women would fuck the other into submission.

The contest started with both women fully committing to whatever game plan they had: Both women began making out, but Melanie's hands went to Isabella's boobs and ass, groping and slapping them; in contrast, Isabella wanted control of the kiss, using one hand to grab the base of Melanie's neck while the other pulled on her hair. Isabella's mind was racing as she did everything she could to show dominance: In her mind she was untouchable but, even she had to admit, the other bitch wasn't bad at all. Grunts and muffled moans came from both women but there wouldn't be a clear advantage as long as they were locked in their kiss. Fortunately, the kiss was broken soon enough.

Pleasure mounting too quickly to deal with, Isabella broke from the kiss as she tilted her head back and let out the first major moan of the fight. Melanie, sensing weakness, moved to the next step: Melanie moved her leg in between Isabella's, and began kissing her neck while both hands fondled the younger woman's tits. Isabella was frozen as the other woman worked her over. She wanted to fight back but she was too busy on the defensive, trying not to cum, so her offense was pathetic. Isabella needed to do something but she couldn't think straight. Instinctually, she wrapped her arms around her rival's head, hoping their boobs pressing together would elicit some response. But it was too little too late.

Melanie felt moisture on her leg, telling her that the bitch had already came. Now for stage 3: Melanie grabbed onto Isabella's ass and lifted her up before throwing her onto the bed. Isabella landed with a yelp before the redhead jumped onto her. Isabella felt her breasts get crushed as all of the air left her body. She couldn't care less: The pain and lack of oxygen was only adding to the pleasure she was experiencing. Now, Melanie, still laying on top, fingered Isabella with one hand while slapping her with the other.

"Did you really think you had a chance? I don't know why he's even interested in you."

The moans were replaced by screamed of euphoria, as Isabella could no longer control herself. Memories were flooding back to her first time with an experienced man; every touch was magical and she felt like her brain was just about to explode. She swore she'd never have another experience like that and, until today, she never had. With another ear-shattering moan and another orgasm, Melanie flipped Isabella onto all fours, before grabbing her hair with one hand, and jamming her fingers into her pussy and ass with the other. Isabella couldn't see straight through the experience but, even still, she could see enough to know that her tits were battered. Her boobs that had tamed so many other sets were conquered with one splash, offering no resistance. That was a blow to her ego that did make her tear up.

The entire night was spent like this: Isabella stopped trying to compete early on and the rest of the night was Melanie having her way with her "opponent". The sun came up with Isabella laying on her back: Her hair matted, her breaths gasping and beleaguered, her body drenched in sweat; She didn't know how many times she came that night, mostly because she couldn't tell where one ended and the next began, but she knew that she could barely feel her body. Now able to see straight, Isabella looked down to see her breasts crushed and bruised. Melanie got off the bed and, to Isabella's chagrin, the redhead was only lightly shining with sweat, as it she hadn't been involved in what just happened.

"Look at you, you fuckin slut. Not even close to my level. You know what? Keep sleeping with him, its not like you give him half as good an experience as me anyway.

Isabella got up on shaky legs before responding in between breaths, "Don't... stop... I want... more... please..." It hurt Isabella's pride to say that: Not only was she dominated but she was ASKING another bitch to keep doing it. With a laugh, Melanie pushed Isabella down onto her knees.

"Fuck it, alright. But you need to make me cum first. You get nothing until I get off."

With that, Isabella desperately went to work, needing more of what she had just endured last night.

***

If anyone feels inspired to continue the other intro sequences, or to write a different version for one of the pieces above, please feel free to contribute!  8)
« Last Edit: December 06, 2025, 09:44:11 AM by Augur »
Latest Chapter of "Titfight Academy"
https://www.freecatfights.com/forums/index.php?topic=89684.0

"A Tribute to Best Friend's Sister" series
https://www.freecatfights.com/forums/index.php?topic=92578.0

You can find some reference pics in my profile

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Offline The Hunter

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #12 on: December 10, 2025, 04:57:04 PM »
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Offline suffolkwrestling

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Re: Set-up/lead-in to a mature vs. young titfight & sexfight...
« Reply #13 on: December 14, 2025, 04:27:02 PM »
This is like seeing all the goodies in the bakery window. Beautiful to look at but you can't pick one to eat first!  Please continue each scenario. Thank you for sharing these with us!