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Chapter 186 by Twistinger
Anyone specific on Ian's mind?
There is one person...
College was nothing compared to high school. Sure, there were attractive and sexy girls in high school - but I never had to deal with armies of gorgeous babes, running around my coed dormitory in little more than T-shirts and no bras. It made the lack of Amy all the more painful.
One girl in particular made my time in the dormitory sheer ****. Jessica stayed in the room adjacent to mine, and had a body to die for - long shapely legs, a teasingly tiny waist, dark luscious hair that reach down to her perky ass, and a pair of tits that could block out the Sun. And she wasn't shy about how she flaunted her assets either. Every day I would see her strut back from the showers, in nothing more than a frayed towel that was one gust of wind away from revealing the treasures underneath.
But that wasn't all. What made it agonizing was how much Jessica and I shared in common. Not only did we share most of our classes, we enjoyed the same movies and read the same books. She even served as a barista at the off-campus cafe I tended to frequent after my runs. Pretty soon we weren't just sitting next to each other during lectures - we were fast friends. It didn't take long for my lower brain to start entertaining some very vividly disturbing scenarios.
The truth was, Jessica was perfect girlfriend material. And I was no longer the frail geek that would freak at the idea of asking her out. Yet she was now out of reach, and while I had no intention of going back on my word, Jessica's mere presence teased me along the edge constantly.
"Great," I'd think to myself miserably. "Maybe this is how Amy feels like."
And then one day the bombshell hit me.
Amy and I managed to schedule another call - the last one she would be able to make before a string of major events. It was something I had been looking forward to for half the day, despite the tedium it sometimes became.
What I was not expecting was to hear Amy sniffling when my call went through. "Amy? What's wrong?"
"Ian," her voice weakly blubbered. "It's Stephanie - I just got off the phone with her. She and Simon broke up."
Stephanie and Simon! Out of all our couples, after the drama and promises they shared with each other since high school, they were like the shining example of how to behave as a couple. The news that they had chosen to give up the fight, right out of the blue, was absolutely devastating. It was like a close relative had cut off ties with the family. I felt the blood drain out of my body even as Amy continued on, **** on half her words.
"Ian?" she whispered. "I don't know what I should - what we should do. Everyone's falling apart, we're both tired, and - "
There was no longer denying the sick, thick sense of dread I was feeling. Nothing Amy was saying was sinking in. By the time I realized I was holding the phone in one hand she was already long gone, with nothing but the dull default tone echoing in my ear.
What does Ian do now?
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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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