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Chapter 190 by Twistinger
Does he take up her offer?
Why not?
Had I been more sober, I would probably have rejected her instantly - but after several shots of vodka running in my system and shambling about campus like a zombie for weeks, I was a little more willing to throw caution to the wind. Besides, we were just close friends, right? I scratched the back of my head and nodded, and Jessica's face lit up with delight. "Great! Just pull up your shirt, lie on your stomach and we'll get started."
"This isn't just an excuse to look at me topless, is it?" I asked wryly, shuffling the material off my chest.
"Oh, like you haven't been checking me out every time you come in for a coffee!" laughed Jessica, poking me in the shoulder. I couldn't stop myself smiling even after I had yanked my shirt clean off, and she whistled at the sight.
"Dang, Ian looks yummy," she teased. "I think I'm going to enjoy this as much as you are."
"It's not that big of a deal," I responded. It was true - while I was far fitter than I was before senior year, all the running I did hadn't actually built up much muscle. Nonetheless I did as I was told and laid on my stomach as Jessica got to work.
I moaned at first contact, longer and louder than I intended to, drawing a few more coquettish giggles out of Jessica as she pressed her fingers and palms into my shoulders. She wasn't kidding; weeks of moping and worrying did a real number on my body, and the lack of female skinship only made it worse. Jacking off to memories of Amy couldn't compare to the magic Jessica was working on my back. Every brush of her fingertips seemed to trail heavenly fire across my skin, coaxing and caressing my senses.
I might have fallen asleep there, if not for what happened next. I felt Jessica lift her hands off my back for a prolonged pause, though by then I was too relaxed to consider asking why. Then a faint shuffling noise followed - a rather familiar one at that.
"Hey," I managed, "Did you just..."
Jessica answered by laying herself directly over me, gracing the back of my neck with her hair.
Even in my addled state there was no mistaking the two pinpricks on my shoulder blades. "What the - "
"Shhh," she whispered, her breath smoldering in my ear.
And then she started to move.
I groaned deeply, harmonizing with her as she trailed her breasts up and down my back, rubbing our thighs together, flicking her hair around my neck and shoulders. Every now and then she would draw close to my ear, giving me a faint whisper or gentle blow of air, sending pins and needles around my ears. My whole body felt like it had turned to mush - save for my turgid third leg, threatening to crash through the mattress underneath us and maybe even the floor.
By the time she stopped to flip me onto my back, I was completely helpless.
"Why," I croaked.
"Can't a girl help out a friend?" she whispered, her eyes glinting in the limited lighting. "I know you've been watching me for a while. I've been watching you, too... and you've had such a rough time. Why don't we..." She dragged her knuckles over my rod. Even through my jeans, it felt deliciously dangerous. "...Take care of each other for a while?"
She leaned her face in, drawing her irresistible lips closer...
Does Ian give in?
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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
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