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Chapter 182
by
BosomBuddies
Does Ian tell Jessica the truth?
Yeah, he could use a hug
“Actually, me and Elizabeth decided to take a break.”
“Oh no!” she ignored her current customer to race around the bar and embrace me, thrusting the full weight of her tits against my chest to cushion the impact. Yep, that hit the spot. For the first time since I’d started college, I allowed myself to actually enjoy being attracted to another woman.
Once she finished hugging me, Jessica whipped me up some kind of huge, frothy drink I couldn’t even pronounce, much less afford.
“Here, on the house.”
I returned to my dorm room to study, but an hour later I found myself distracted by the sound of someone pacing back and forth in the hallway outside my door. Happy to take a break from my books, I took a look through the peep-hole and saw Jessica—still wearing her work clothes—standing in the hallway outside. She lifted her fist, as if to knock, but quickly decided against it and started back towards her room—
Then she stopped, turned back, and returned to my door. Then she left. Then she came back. Then she left again. I’d spent my senior year of high school hanging out almost exclusively with girls, and apparently I still had no idea how their brains worked.
When Jessica finally returned to my door, I took the initiative and opened it.
“Everything okay?” I asked.
“Yeah! I just—my roommate’s gone for the weekend, and I know you’re having a rough time so I thought I’d just offer to talk. If you need to. But then I thought, it’d be weird, and it’s not really my place, and you probably just want your space or whatever, right? I’m sorry, this was a bad idea.”
Does he follow her back to her room?
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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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