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Chapter 186
by
BosomBuddies
Does Ian finally give in and enjoy himself?
YES: He fucks Jessica
I was done being miserable. And I needed to get laid.
I grabbed Jessica and pulled her in for a sudden kiss, reveling in the fiery passion as our lips and bodies crashed together. The hand on my crotch fumbled with my zipper until my cock was out in the open, hot and hard. I felt a jolt as her fingers wrapped around me and began pumping, up and down.
“Mmm,” Jessica intoned, leaning back to study my enraptured expression. Slowly but deliberately, she swung her other arm out of the way, finally revealing her full, round, gorgeous boobs to my hungry gaze. The rest of Jessica’s body was so slim in comparison, it was kind of ridiculous.
She cupped her voluptuous bosom and offered it up to my lips.
“Oh God, yes,” I sighed, and filled my mouth with the softness of her breast.
I really let myself enjoy those big tits of hers, greedily groping and kneading while I traced my tongue from one nipple to the other. Jessica cooed with pleasure and straddled my thighs, continuing to gently stroke me while letting the tip of my erection brush against her bare midriff.
I playfully squeezed the firm bubble of her ass, slipping my hands beneath those thin lace panties to appreciate the smooth skin beneath. I dared myself to keep going, reaching down until I felt the wetness between her legs. Jessica momentarily released her grip on me, reveling in the sensation as my fingertips slowly swirled across the soft folds of her pussy.
Both of us now breathing heavily, I brushed the long strands of dark hair from Jessica’s face and pulled her in for a kiss. She kissed back ferociously—all tongue—putting a big smile on my face in the process. With Jessica momentarily distracted, I slipped two fingers all the way up inside her, causing the girl to reflexively bite down on my lower lip.
She didn’t break the skin, but that unexpected snap of pain was still enough to really get me going. I promptly picked Jessica up and dropped her onto the bed, kicking off my pants and yanking off my shirt. Then I knelt down on the floor, grabbed Jessica’s delicate lace panties with my teeth, and dragged them down her legs—revealing her perfectly shaven crotch.
Still kneeling, I pushed her thighs apart and started kissing my way towards the center...
What do they do?
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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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