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Chapter 188
by
BosomBuddies
What next?
He ejaculates all over her big, sexy tits
“Come on me,” she panted.
“What?” I was so close to blowing my load, I wasn’t sure I’d heard right.
“I want you to—ohhh—pull out and come on me.”
I frantically pushed her back onto the bed—pulled out of her pussy—ripped off my condom—straddled her hips—
Jessica grabbed my shaft and pumped it until I exploded, making a mess all over her beautiful big tits.
···
The sex was awesome.
After that night, Jessica and I started unofficially dating. We had a lot of fun together, and whenever I got horny, all I had to do was take a thirty second walk down the hallway to her dorm room. It was convenient, casual, and gratifying—in the moment. But, relieved as I was to be rid of the stress and pain of my long-distance relationship with Elizabeth, there was a palpable hollowness in its place.
Eight weeks passed, with no sign of things getting any more serious between Jessica and I. She started getting anxious, clearly feeling there was some kind of a connection between us that I never did. Maybe I was just spoiled; every other girl I’d been intimate with before Jessica had started off as an incredibly close personal friend. I felt a bit silly, keeping such a fun, gorgeous girl at arm’s length.
Finally, Jessica voiced the big question: “Where is this going?”
How does he answer?
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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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