(This is a re-upload of one of my favourite stories I've written about ten years ago. I was going to edit it and update some things, but I decided to leave it untouched so I can compare my writing style back then to how I write now. I would hope there's some improvement, but also... some things never change. I was still pretty boob-obsessed even back then, hehe. I hope you enjoy! Also... there's a good reason for why I'm suddenly posting this.
Selena Gomez sat at a table, drinking her second glass of red wine as she talked it up with a handsome guy the same age as her. She wore a red, very low-cut dress, wanting to show off as much as her young assets as she could. She knew people noticed them, too. To check, she casually drifted one of her long, slender legs between the cute boy’s legs to feel the growing bulge he sported, feeling it stiffen under her touch. Their conversation grew hotter over the course of the night, until finally Selena suggests they take the party to her place. The boy struggles to pull his eyes away from her mesmerizing cleavage as he agrees.
As they get up to leave, she stumbles over the length of her dress—it would prove to be her biggest mistake of her life. She lets go of her glass indistinctly as she tries to catch herself before she hits the floor. The wine glass flies through the air, not stopping until its contents have spilled over the very generous cleavage of Kate Upton! Nearly everyone grows silent.
“K-Kate, I—“ Selena stammers as she rises to her feet, carefully avoiding the shards of glass that litter the floor beside her, “I wasn’t trying to—“
“Unbelievable!” Kate scoffed, brushing away the red wine as it leaked down her infamous bust.
Selena found her eyes drawn to the display, as a feeling of pure envy washed over her. Kate’s breasts were so much bigger than her own little B cups, and her proud cleavage looked absolutely pathetic compared to that of the well-endowed blonde’s. Kate’s heaving breasts were pressed out to her sides of her dress, while the straining straps did their best from ripping off. Selena, red-faced, pulled up the hem of her dress to try to hide her breasts, knowing everyone’s attention would be focused on Kate’s more noticeable globes.
“I didn’t even see you, Kate,” Selena pleaded, listening as the audience murmured between themselves, “I-I—"
“You didn’t see me?” Kate said with a bitchy laugh as she took a step closer to the raven-haired singer. With each step, her massive bosom billowed, “Unlike you and your tiny tits, I’m pretty freaking hard to miss with mine.”
“Look, bitch, I apologised,” Selena stated as she subtly pushed out her chest, backing up as she enclosed her hand around the boy’s, “Let’s just drop this.”
Before Selena could walk past the fuming blonde, Kate thrust out her massive chest which struck Selena’s much lesser pair with a loud clap. For a split second, Selena looked down with wide eyes as her tits were crushed into her chest by Kate’s large mountains. With a short gasp, the ex-Disney star was knocked backwards—nearly to the ground—as her breasts ached from the slam.
“You’re not going anywhere,” Kate promised, pushing her chest out as the straps of her dress groaned with exertion, “No flat-chested chick is gonna humiliate me and not get punished by my huge boobs.”
She grabbed Selena by the wrist, yanking her towards her with a heavy pull as the smaller girl’s face fell into Kate’s boobs—the huge cleavage immediately engulfing her face as Selena’s arms squirmed around.
"Mffmmmfff! Mmmfffmfff!" Selena moaned as she struggled to pry her face from Kate's tits, which were practically making her face disappear.
Kate was strong enough that she only had to hold Selena by the back of the head with one arm, while her other arm was planted on her hip. Selena moaned into Kate’s bigger breasts, the lack of breath creating tears that dripped down the Grand Canyon-sized cleavage. It was the ultimate display of humiliation for her, being drowned out by a rack so much larger than her own. She felt so dominated.
“Now, I could knock you out between my bigger boobs right away, but where would the fun be in that?” Kate giggled like a school girl.
"Mmfmmfmf..." struggled Selena as she began to grow weaker.
“Instead, you wore such a low cut top that you might as well not be wearing anything at all. Instead of teasing all the boys, let’s show them what they’re missing.”
Selena gasped for air as she was released, her face red like a tomato. With one fast motion, Kate pinned Selena to the floor, as the struggling singer cried out in surprise. Holding her arms down to the floor with just one of hers, Kate used her free arm to remove Selena’s red dress, revealing her light blue bra underneath. She laughed as she saw Selena’s boobs encased in the bra, noticing that she was barely able to fill the B cups while Kate herself was bulging out of her DDs.
“Oh, what is this?” Kate asked as she gave Selena’s modest boobs a gentle squeeze, “Is this a B cup?”
“Y-Yes,” Selena replied, her voice filled with shame as she felt Kate’s huge knockers looming over her lesser tits.
“Cute little boobies, Sel,” Kate laughed, “Let’s see what they look like uncovered, eh?”
“Don’t, please!”
Kate undid the back of the bra, which was easy enough with the simple bra Selena wore. She slid the straps over Selena’s shoulders, down her arms until she held it in her hands. Selena wanted to cover her chest, but Kate still held her arms trapped. Kate threw the bra backwards, standing up to reveal Selena’s exposed breasts to the world.
“Look! Even your pathetic nipples are tiny!” Kate teased.
She pinched one of Selena’s rock-hard tips between her fingers. Compared to most girls, Selena’s nipples and areolas were actually a bit bigger than the average girl’s, and hard as diamonds once they reached their aroused form. She gulped to herself as Kate seemed unimpressed, worrying what the blonde was hiding beneath her bra.
“L-Let’s see what you’ve got then, slut,” Selena challenged, still squirming in Kate’s strong grip, “unless you’re afraid those soft boobs of yours won’t look half as impressive without your push-up bra!”
“Oh, is that what you think, little girl?” Kate grinned, releasing Selena as she reached around for her bra clasp, “Let’s see whose boobs really are better, shall we!”
Both women looked down to compare their breasts. While their breasts stood only inches apart, it was safe to say Selena’s proud, modest breasts were completely dwarfed by the blonde beauty’s massive mountains. Kate’s huge tits visually dominated Selena’s in almost every aspect. In addition to being much larger in volume, even her stiff, pink nipples looked at least twice the size of Selena’s own outmatched tips.
“W-Whatever, so you have big tits,” Selena admitted as she continued to size up the confident, endowed blonde, “but that’s all you have. My breasts are firm, and a firm rack beats huge, floppy boobs any day of the week!”
“Shall we test that?” Kate asked with a grin.
Before Selena could respond, Kate pushed her shoulders back and pressed her heaving bosom into Selena’s chest. Selena responded in kind, moving forward in an attempt to meet Kate’s assault. However, as Selena attempted to push back against the huge pair, she gasped when she felt her smaller boobs instead squish against Kate’s much firmer globes. The initial thrust was head-on and Selena’s breasts mushroomed out as she stifled a low moan, her boobflesh being pushed to the sides. At full compression, Selena looked down in terror to see that Kate’s ginormous breasts had easily engulfed her own proud bosom.
“Ooooh Gawwwwd...!” Selena moaned out loud, as she thought to herself: “They're sooo big...!
“What were you saying, Sel-ena?” Kate sang, watching her breasts dominate Selena’s outclassed bumps, “See, it doesn’t matter how firm you think you are. The difference between our racks is just too much.”
“Ugggghhhh!” Selena grunted as she tried to push harder.
“I know that look,” Kate said as she smiled at her massive cleavage swallowing Selena’s mounds, then turning to Selena’s panicked face as the singer soon noticed the same, “That’s the look of yet another little girl who thinks she can compete with the breasts of a real woman.”
“I am not… a little girl…” Selena groaned as her breasts bulged under the weight of Kate’s heavy whoppers, unable to budge the blonde’s tits an inch despite her biggest efforts. She can’t believe what she’s gotten herself into, trying to bump boobs with a honking pair of DDs, “How are you so fucking busty… We’re the same age…”
The audience that had formed around them gasped, not expecting to hear such language from an ex-Disney princess like Selena. Still, bare-breasted, red in the face, sweat beads dripping from her cleavage, all the while her cute boobs were slowly being crushed by Kate’s whopping jugs, it was safe to say that what the audience thought of her swearing was the least of her concerns.
“Sure doesn’t look like it, does it?” Kate asked as she held her ground, her hands on her hips as she barely had to try to fight back at all, while Selena was giving her maximum effort.
Selena knew it was true, though. They were both the same age—22. Yet, unlike her flat boobs, Kate had a pair of breasts big enough to rival those of a Greek goddess. Hell, she was a goddess herself! She had seen the Game of War commercials, and knew that even with her best push-up bra on, there was no way her breasts could even come close to rivaling Kate’s vast pair. Selena’s round, fair boobs pressed up against Kate’s much larger pair, and everyone could see the unquestionable look of jealousy on Selena’s face. Up close, Kate’s boobs were so much bigger than her photos made them out to be. Selena had always counted on her own firmness to win any titfight, but Kate’s sheer size advantage was proving just too much for the starlet to handle. Watching her once-proud boobs quickly being engulfed by Kate’s overpowering bosom made it clear to the brunette singer that she was utterly and terrifically outmatched.
"What's wrong, babe? Where'd those little titties of yours go?" Kate mocked her opponent, looking down at both pairs of breasts as her huge rack ballooned against the Latina’s dwarfed set.
“"You bitch…" Selena panted as her lovely boobs were further compressed by Kate’s, barely visible under the monstrous amount of boobflesh, “I’m gonna—ugh!—flatten you…”
“Oh, come now, Selly. You can't flatten these. You know you don't have the tits." Kate bragged as her breasts stood unyielding, “Maybe when I’m done here, I’ll put on that itty bitty bra of yours. I’ll try not to rip it in half but I can’t make any promises.”
Selena pushed herself away while Kate just smirked. Instead of waiting for the blonde to make her next move, Selena needed to step up herself. She went for a strong swing, sending her rack flying into the underside of Kate’s boobs. Selena grunted as Kate’s breasts jiggled profusely, but held their ground as Selena’s were flattened again.
“It’s hopeless…” Selena grunted as her tits felt on fire, “They’re too fucking big…”
“See, you’re finally learning,” Kate laughed as she watched Selena’s boobs give it their all, but could not do anything to push back Kate’s bigger, superior globes, “Now, wanna see a magic trick? I’ll make your little boobies disappear once and for all!”
Kate was growing bored by now. Before Selena could recover from the aftershock, Kate quickly wrapped her long, slender arms around Selena’s little body causing the Latina to moan from the pain of Kate’s huge boobs against her little ones. Kate’s incredible chest smashed into the singer's rack with enough force to immediately collapse Selena's outgunned tits. Selena threw back her head in agony as her delicate breasts were destroyed, crushed into her chest by the weight of the blonde’s bountiful knockers.
“Guh! Guh!” Selena grunted as her tits were being easily compacted, “S-Stop! You—UGHHHH—you win! Your boobs are bigger and better than mine!”
“Well, that was easy,” Kate sneered.
She let go of her hug as Selena nearly fell to the floor in pain. Kate wasn’t finished yet, though. Before Selena could recover, Kate once again scooped the smaller girl in her arms as Selena’s eyes widened. Kate pushed Selena’s face right into her massive mountains, effectively smothering her inside her huge cleavage.
“Mmffmmff!” was all Selena could muster, her words lost inside Kate’s gigantic breasts.
“It’s rude to mumble,” Kate taunted, pressing her boobs harder into Selena’s tear-stricken face.
“Let… me… go—MMMFFF!”
Selena could not pry her head from Kate’s jugs, despite her strongest effort. Already, her vision was fading. She couldn’t get a single gasp of air from underneath the blonde’s bust. Her face was flushed red, not from lack of breath, but embarrassment. Her bosom, of which she was always so proud, had just not been enough to compete with Kate’s whoppers. It was the worst humiliation she had ever faced.
“And… she’s out cold!” Kate said.
After a few minutes, she finally passed out in Kate’s cleavage. Kate scrunched her face as she wiped off some drool that had landed on her boobs, before tossing the naked girl to the floor. Selena’s little boobs absorbed the blow as her body hit the floor, effectively crushing them even further in the process. Kate smirked, and was about to leave when she remembered something she had to do.
She grabbed Selena’s bra, and struggled hard to stuff as much as her breasts into the little cups as she could. When she was done, the audience could barely control their laughter. Her boobs overflowed from every single side of the bra, nearly hiding the actually bra in the process, as the thin straps dug deep into her skin. It was barely able to cover a 1/4th of Kate's enormous jugs! The bustier blonde breathed out just a bit, and watched as the overtaxed bra, which Selena herself had barely been able to fill out, immediately succumbed to her boob power. It snapped in half down the middle, with both pieces flying into the crowd.
Later that night, Kate returned to the party for Selena’s boyfriend, wanting to show him a few things that little Selena was… unequipped to do herself.
That was ten years ago. Little Selena's been thinking of that defeat ever since. Finally, in 2025... and with her recent growth spurt that's made her not-so-little up top anymore.. she's ready to revisit that night.
