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Chapter 191
by
ArthurBalfour
How does Ian feel about all of this?
There's no harm in it, and he's lonely too.
"Go get 'em, tiger!"
Elizabeth cheered on the other end of the line. If she wanted to have some fun in college, who was I to stop her? And I knew that she'd be waiting for me if we made it out of school alive.
After that, I looked with new eyes at the crowd of nineteen-year-old women newly experiencing time away from home. I went accepted a few invitations, but never did more than feel a girl up in the basement of a house party.
There was this one girl who lived on my same floor. Jessica. More than once, she had caught me looking at her. How could I not? Even as the temperature dropped in September, she continued to sport the shortest shorts imaginable, showing off her long, slender legs. There was nothing affected about her appearance. Her long, dark hair reached to her ass, and always looked a little unkempt. The most she would do is put it up in a loose ponytail. She was slim everywhere expect the bust, and she always wore these tight t-shirts that accentuated her flat tummy and spectacular, enormous tits.
On top of that, Jessica was completely devoid of modesty. She'd stride confidently from the bathroom past my room to hers wearing nothing but a frayed towel. More than once I opened my door just in time to see her dripping past. She would even stand in the hallway and catch up, not caring that I couldn't help but glance down at her shimmering, wet cleavage.
It turned out that we had absolutely everything in common. Same taste in movies, same books. I saw her every day because we were on the same degree track and she worked at the campus cafe. She even laughed at my jokes. But I hadn't screwed up the courage to tell her about Elizabeth and our situation.
So while Elizabeth was calling me every weekend to report some new debauched situation, I had barely even cleared second base. It was almost as though Elizabeth was an unbelievably gorgeous and busty young woman, and I was a pretty average, somewhat insecure dude.
"So, right after the first guy finished, his friend came in and saw me there. So I...we...um...."
"Jesus, Elizabeth, that's ridiculous!"
"I know! I'm a little ashamed but...well. Actually, the most exciting thing has been my roommate. She's from China. Shoulder length black hair, small frame. Really pretty, but in a quiet kind of way. I thought, oh God, this poor girl, I'm bringing all these guys home, what must she think? But then, last Friday, I walked in and caught her sniffing my panties! Turns out she'd been getting off thinking about me. I'm wondering if I should do anything about it. But enough about me. How are things going for you?"
I proceeded to tell Elizabeth about my false starts at college parties, and about Jessica.
"She sounds hot, Ian, and I think that she's into you. Why don't you ask her out? It would make me feel better about all this. Did we teach you nothing? You're a catch! Have faith."
The next day, I happened to bump into Jessica working her shift at the campus cafe. The uniform plain, black polo looked incredible on her oversized chest. The narrow opening could barely contain her cleavage, and I caught every guy in line in front of me sneaking a look. She was glowing under her green cap, and looked ready to run a marathon.
"Hey you! I've got your drink ready. It's on the house." She gave me a wink and handed me a fancier drink than I'd ever ordered for myself. On it, in permanent marker, was the name of our dorm, a room number on my hallway, a today's date and '7:00'. I looked up to see her smile nervously and turn her attention toward the next customer.
Once I got back to my room, I sent Elizabeth a quick message on AIM (yes, AIM), asking her opinion. "Go for it!" came the reply. So at 6:59 I was walking down the hall. I knocked. Opening the door, Jessica (dressed comfortably in loungewear) launched into a well-rehearsed welcome.
"Hey! Welcome! This is my room—well, I share it, but my roommate's gone for the weekend. I know you have a girlfriend, not trying to like...but, it looked like you needed a friend? Is that weird? I thought, you know, we could just hang out or whatever? But not...whatever whatever? Jeez. This...this was a bad idea." All through this, she was running her hands through her long hair, pivoting on a bare foot, and looking anywhere but at me.
I scanned the room, looking for some way to break the tension. Jessica kept it neat in here. They had a standard issue bunkbed, dressers, and desks, and had added a fluffy accent rug, couch, and TV set up. Then I saw it.
"Is that 'Die Hard'?"
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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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