"You've aged well..."

Started by Janine_G, August 30, 2026, 04:50:32 PM

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Janine_G

Jane and Peter had been so accustomed to the black tie fundraisers that the two 50ish year olds had taken to playing games with one another during them.  They had both retired from banking and had a fortune that made them highly sought after in these circles. 

As they navigated the crowd, Jane's face suddenly went ashen. Despite a very immediate recovery, Peter noticed immediately. "What is it, Jane?" he asked under his breath.

"I just saw someone I haven't seen in 30 years since college.  Someone I have an odd history with."

"Tell me more."

"Her name is Sheila," she began, turning away from the larger crowd and creating a cone of silence between them.  "When we were freshmen, we were inseparable, so much so that the campus boys began calling us the twins. Not only because we looked a lot alike but also, well, you know..." and she gestured down at her big rack.

"So freshman and sophomore year, we had a lot of fun, as you have heard.  A bit too much fun.  But that was all well and good.  Junior year got out of hand and we got a little competitive with one another and then in the beginning of senior year I was selected as homecoming queen, which was a bullshit thing but seemed to nip at her ego and we got a little catty.  Right before winter break, a guy we were both going after asked us which one of us was the first twin and who was the second.  We were drunk, very few people were around, and we decided to find out."

"So you had a contest? A fight?" Peter asked.

"Sort of.  A very special contest, you could call it.  We fucked each other."

Peter raised his eyebrows.  He knew his wife was somewhat bisexual and liked the idea of her fucking another woman aggressively that way.  They had engaged in a few threesomes, but somehow watching that seemed to be arousing.

"And?" he asked.

"We fucked for the longest I have ever fucked anyone--seriously.  We were very evenly matched, but she broke me and once I broke, it was domination for the rest of the night."

"Oh, I'm sorry.  Was there ever a rematch?" 

Jane shook her head.  "No, and she took to calling me number two for the rest of our time at university.  It was a subtle taunt that only she and I understood, but it was a reminder that she was better.  It really was significant to my ego though."

Peter nodded. 

"30 years ago," she said, adjusting her posture.  "Nothing to do now. Let's keep circulating."

But the world is inevitable and about an hour later, Sheila, who was there alone crossed paths with the couple. 

"Oh my, my!" Sheila's face lit up.  "My number two!  Jane!  How are you???" she said, kissing her on the cheek and hugging her.  Peter couldn't help but notice their large chests compressing together immediately. 

"Sheila!" Jane smiled, not losing her composure, "How have you been??"

"Well, thank you, obviously you know, a bit older, but otherwise great!  And is this your significant other?" she asked.

"Sheila, this is Peter, my husband."  and they took to small talk and Sheila shared that she was widowed but left with a substantial fortune and was not in a relationship at the time.

They parted ways but it became clear to Peter that Jane could not stop thinking about Sheila.

Finally he said, "Jane, if the opportunity existed, would you want to see what would happen?  I mean, we both know you've aged well...." he smiled at his wife.

"Oh gosh yes," she blurted out...

"It seems that way..." he replied nodding.  "Why don't you do it?" he asked, "we have the hotel room, she probably has one too, she's not here with anyone and you can finally get out from under her thumb, even though you shouldn't care about that."

Jane looked at him pensively.

RowdyOldMan

great start. Look forward to more between Shelia and Jane.

Janine_G

And so Peter and Jane approached Sheila with the idea.  They did it quietly and Sheila smiled as Jane brought it up.

"Why would I do that, Jane?  I already beat you once, I have nothing to gain."

Jane was caught off guard by the response. For some reason, she anticipated that Sheila's ego would simply drive the motivation to do it.

Peter jumped in.  "Jane has told me that is confident she can beat you now."

Sheila saw through the ruse, but played along a bit.  She stepped forward, a bit too close to Peter for Jane's liking.  "Oh, Peter, didn't Jane tell you that I absolutely fucked her brains out?  Her pussy was no match for mine.  That is why I am number 1 and SHE is number 2."

Jane's face flushed. 

Peter saw an opportunity, "Then what would you want out of it?"

Sheila grabbed Peter's crotch.  It was easy to feel his cock--it was enormous as these things go. Jane loved it, as did all of his lovers before her.

"That's a big cock, Peter." she said, looking at Jane.

"I win, I get both of you for the rest of the night, not just Jane.  Jane wins, she gets the redemption and me, as we did last time, with or without you."

Jane nodded silently.

Peter smiled.  "I'm going to enjoy watching my wife put you in your place, Sheila."

"Oh, we'll see, Peter, we'll see."

It was 1 am when they all convened in the penthouse suite that Peter and Jane were using for the evening.  Peter had arranged to keep it for the following day as well, should they need it.

The two women were no longer particularly cordial, in fact, they were cold to one another.

As he looked at them now naked, he couldn't help but observe how similar they were.

They set some simple rules.  Jane and Sheila would begin in private, in the main bedroom of the suite.  After twenty minutes, if they were still battling, Peter could enter and watch, as long as he didn't intervene.  Jane had arranged for some items of pleasure to be brought from their estate, which was just outside of town.  They included a massive double dildo that Peter had only seen once before during one of their threesomes and a strap on that they occasionally used in other situations, including the occasional pegging that they both enjoyed.

The two women went into the master bedroom and closed the door.  Peter could hear the sounds of their battle begin.  First he heard the slap of flesh, as their bodies collided and then the moans, grunts and screams began.  To his surprise, he could not differentiate between the women well, and he couldn't tell if it was one person or both.

The one thing he could tell was that after 20 minutes, the battle was still raging.  He was excited for what might be behind the doors. 

As he opened the doors, he immediately saw the visage of both women on the bed, drenched in sweat.  Both women's breasts were reddened and swollen, they each had early bruises on both.  Their makeup was feathered and smudged and one was mounted cowgirl on top of the other, clearly in a female superior position. 

To his surprise and disappointment, it was Sheila on top.

She gasped out at Peter, "I told your slut of a wife, 'you've aged well, but so have I', Peter, she's going to lose again..."

Peter was instantly erect as he watched the two women continue to fuck.

to be continued.

JessX

Can't wait to read the next part of this!

Violet Rae


Janine_G

The battle on the bed raged.  The two women struggled physically with one another as their pelvises gyrated and crashed together.  They grunted and chirped with exertion as Peter's cock throbbed.  They kissed passionately, seeming to almost suck the air out of each other's lungs as their lipstick smeared around the other's mouth.

To Peter's dismay, Sheila was very much in control.  No matter how much Jane tried to gain leverage, her foe seemed to keep her dominance.  Peter was unclear at this point and would only learn later that both women had climaxed at this point in the conflict but Jane had actually cum twice.  From Peter's vantage point, Sheila was smirking at her foe and her athletically fit body was thwarted every effort Jane made to gain some control.

"Cum for your husband Janey, come on..." Sheila taunted as she gyrated her hips and Jane thrust up into her.

Sheila allowed Jane to grab her breasts as she released Jane's hands and grabbed her nipples, massaging them between her thumb and forefinger.  Jane exploded in an orgasm, the nipple stimulation pushing her over the edge.

Jane suddenly rolled Sheila to her back, and Peter was happy for his wife.  But as their bodies pressed together and Jane began to thrust and gyrate, Peter quickly realized that it had been Sheila's intention to let Jane take the superior position, because she spread Jane's buttocks with both hands and inserted one finger into Jane's asshole and three from the other hand into her swollen and drenched vagina.  The stimulation was too much for Jane, and she screamed in wild ecstasy as she convulsed in tantric pleasure.  Sheila easily pushed her off and got up from the bed as Jane twitched and moaned, trying to recover during the respite.  Sheila sauntered over to Peter, his cock out and throbbing.  He shook his head at her and she put her finger to her lips signaling for him to "shh".

She knelt in front of him and took his massive cock in her mouth and he groaned because she was warm and amazing and he was already hyperstimulated.  She did something with her tongue that almost made him ejaculate, but he pulled her head off and directed her back to the bed.  "No" was all he said.

As she turned, she noticed Jane had taken the double dildo and inserted it into her vagina.

"Come on, bitch...let's see whose pussy is stronger."

And Sheila smiled, stalking Jane the way a predator would seek its prey.

Sheila climbed onto the bed and inserted the other end into her vagina.  Peter had seen his wife fuck many women into submission with the double dildo and he was curious to see how this war would end.

The two women grabbed the sheets for leverage and thrust forward.  The dildo bent into a severe curve but neither woman advanced it.  They whimpered as their faces flushed with exertion and they changed the angle of their hips desperately trying to gain an adavantage over their opponent.  Sheila got her hips higher than Jane's and suddenly the cock slipped a few inches into Jane's swollen labia.

Jane moaned, "Ohhh ffffffuck!"

"YESS!" cheered Sheila.  But her glee was shortlived.  She suddenly squealed, "Holy SHIT!!!"

And she rolled onto her back as Jane drove the cock back into her and deeper as she mounted her and moved over her, bouncing on her and thrusting the weapon deeper and deeper inside.

Rhythmically, Sheila began to grunt "Oh..oh..oh..unggh...oh...ungh.oh..oh..oh...aieee!!"

The last scream was the eruption of an orgasm.  Jane was rejuvenated and began to thrust faster and harder.  Another orgasm washed over Sheila and she squirted all over Jane and herself as she desperately tried to regain control.  The two women rolled about on the bed.  Their sweat slick bodies slid over one another.  Sheila regained some composure and a grip on the cock and the two began fucking each other wildly.  They rolled about on the bed until at some point, they rolled off.  As they fell to the carpeted floor, they got the wind knocked out of them and the cock fell out of Sheila's pussy.  Sheila grabbed the free hand and began pumping it in and out of Jane's pussy.  Jane tried to fight her off, but she was in no shape to do so.  Sheila placed a thumb on her clit and rubbed it until Jane squirted everywhere in a massive orgasm.  Sheila grabbed the strap on and rammed it into Jane's ass.  Jane almost paralyzed by the double penetration.  More importantly, she was at Sheila's mercy, who ruthlessly fucked Jane with both toys until Jane could no longer take it and climaxed again, screaming out her surrender.  She couldn't beat Sheila.

In front of Peter, she was humiliated.  Worse, she knew Sheila was going to claim the prize of both of them and she wasn't sure she could emotionally handle that on top of her defeat.

But alas, that was the spoils of victory.

Sheila got to her feet, her buttocks and legs trembling.  "Wow Jane, I have to reiterate that you've certainly aged well...


Janine_G