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Chapter 222 by Twistinger
Who does Ian pick to start off with this time?
Stephanie.
I glanced downwards; a notion that did not go unnoticed. Four other pairs of eyes looked back up at me, ablaze with earnest desire, each hoping that she would be next. We had agreed prior to the set-up that I would love them in turn, at my choosing - and the others would not interfere. As much as I wanted for all of them to join in, I needed to ration my stamina and sanity.
And there was really only one order in which to proceed.
Extending a hand, I gently lifted Stephanie's chin as the others parted. With a smile she wrapped her gloved fingers around mine, allowing me to pull her onto her feet so she could kiss me. Tasting the musk of my own arousal on her lips made me clench our hands together.
"Ian," she breathed as we parted. "Ten years ago, I gave you my virginity, and you gave me yours. You'll always be special to me, no matter what happens."
"You never forget your first," I smiled.
"No, you really don't," she agreed. I led her like a princess, hands daintily raised as we walked over to the sofa, where the coffee table had been shifted so the cameras had a better view. Sitting myself on the cushions, I watched as Amy brought the camcorder over, capturing the image of Stephanie lifting her gown. Fluid dripped between her parted legs as she leaned forward to kneel, supported by the firm grasp of my hands on her thighs.
"Love me, Ian," she whispered, and I pulled her down to dock.
In one slick movement I bottomed inside of her, and Stephanie arced her back, presenting her beautiful bosom like a pair of delicious, freshly baked, glazed buns. Noticing this, she giggled as she pulled down the top of the gown, revealing her hardened cherries on top. Instantly I released half my grip on her waist, claiming a spot on one of Stephanie's hillocks and began to knead, mirrored by her own hand as she rubbed her tip between her fingers. The other supported herself against my shoulder as she went in for another kiss.
I tasted her breath, frantic and urgent against my tongue while she ground her hips on mine as I thudded steadily into her. Separating for air, I glanced at the collection of girls a distance away from my current lover. Amy was standing stalwartly, filming every sweet moment of our union, while Elizabeth idly toyed her chest, flicking her fingers over her own rock-hard nipples through her dress as she watched her best friend moan into my ear. Talia and Corrine, evidently not content with simply sitting around, dipping their fingers into the other's quim as they traded tongues.
That did it. Nudging Stephanie's palm away, I placed both my hands on her tits, giving her nipples a tight pinch.
"Mmm! Mmmgh!"
All at once Stephanie began to flail, madly jamming herself onto me as she glided her canal along my tool. I kept up the pressure, lifting and massaging her breasts as she whipped her hair in my face, **** to shoot for the moon. A mere minute later she gasped against my shoulder, her body wracking with pleasure while I held her steady, trying not to be pulled along with her. Eventually she pressed her globes on me as she kissed my ear.
"I love you, Ian."
"I love you too, Stephanie."
I glanced at Amy, who merely smiled widely as she gave me the thumbs-up with her free hand. Gently lifting Stephanie off, I looked over at the three women teasing themselves.
Who's next?
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Bosom Buddies
A coming of age story: a nerd befriends the five hottest girls in school
What happens when the best friends you’ve ever had are also objects of your every carnal desire? You choose the names for the unlikely hero and his lovely young friends. He was just another shy, nerdy high school senior—before a chance encounter led him to befriend five of the hottest girls in his class. But “friends” is all they’ll ever be, because these ladies are way out of his league. Or are they? As the his relationship with the girls goes from purely platonic to mind-blowingly erotic, the possibility for true love enters the picture. With Graduation Day fast approaching, will he and his “bosom buddies” be able to sort things out before their high school experience comes crashing to an end? And can their friendship—or whatever it’s become—survive? Author's Note: I originally published several of my stories on Literotica.com, and am re-posting them here at the request of some readers. For now, I'm posting the stories with only one path, but there are multiple points where the story can branch off if other writers are interested in participating.
Updated on Oct 1, 2025
by BosomBuddies
Created on Dec 5, 2015
by BosomBuddies
You can customize this story. Simply enter the following details about the main characters.
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