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Chapter 17
by
BosomBuddies
They're both getting close -- what does Ian do?
He comes alongside Amy while watching the video
In the movie, the guy pulled out and jammed his monster between those big fake tits, using the girl’s own juices for lubrication as he pounded away at her cleavage–
I burst, right next to Amy, moaning loudly as cum splattered across my belly. Beside me, her nimble athletic body twisted and contorted in orgasm. She kept rubbing herself for a whole three minutes, coming several times in quick succession. Her other hand clamped down painfully on my bare thigh until she was through.
We lay there for a long while afterwards, catching our breath.
“That was so hot,” she panted.
“So hot,” I agreed.
“Good workout,” she added.
“GREAT workout,” I corrected.
She gestured to the box of Kleenex on her nightstand and I cleaned up. Then she asked me to close my eyes while she got out of bed and changed into something a little less “sticky.” I promised to be a gentleman, but given the situation I had no intention of keeping my word.
Through half-lidded eyes, I watched as Amy hopped out of bed and slid those tight little cotton shorts down off her hips, revealing her unbelievable naked butt to me for the first time. Smooth, tight, perfectly rounded, flaring out enticingly from her tiny waist. I grunted as the sight brought one final spurt of cum from my dick.
Amy pretended not to notice. She slid on a pair of simple cotton briefs from her dresser and then, keeping her back to me, pulled off her sports bra, massaging her full breasts back into their natural, comfortable shape. I silently prayed she would turn around and show me all the goods, but Amy tugged a top on over her braless tits and that was it for the nudity.
The next day, Amy told the others that I was now a member of “the club,” having watched her stolen porno and gotten off while a friend was in the room with me. Talia and Corrine cheered me for this “momentous achievement,” but Elizabeth turned deep red when Amy brought up her involvement. Stephanie didn’t say anything at all.
My masturbation session with Amy had been a great way to end an afternoon, but it obviously hadn’t fixed my situation with Stephanie. For the rest of the week, Stephanie avoided my every attempt at a private conversation and barely acknowledged me.
I didn’t get a chance to confront her until Friday. Elizabeth, Stephanie’s usual walking-home buddy, was busy, meaning Stephanie would be hoofing it all alone. I offered to walk with her and there was no way she could turn me down without arousing suspicion from the other girls.
For about half the walk, neither of us spoke. I finally couldn’t stand it anymore, so I broke the silence:
“Stephanie, whatever you’re worrying about regarding me—please stop. I didn’t realize what happened the other night would upset you so much.”
“It didn’t upset me!” she shouted. But she was shouting out of frustration, not anger. She calmed herself and continued, “I don’t know what we’re supposed to do now and it freaks me out. I don’t know what you think of me for doing that with you, what you expect from me, what we’re supposed to tell everyone else—I haven’t even told Elizabeth about that night! Do you realize that? I’m the worst best friend ever; she and I talk about everything!”
“Well then, we all need to communicate, Stephanie,” I sighed. “We need to figure that stuff out or things’ll keep being awkward, because I don’t think either of us is just gonna forget about what happened. I know I’m not. Hell, I still have mental images of you from that night painted on the inside of my eyelids when I try to sleep.”
She blushed a bit, then faintly whispered, “Do you think I’m a slut?”
“No!” I pulled her into a reassuring hug, “Honey, you’re still a virgin! How could anyone think you’re a slut?”
“But… Do you think Elizabeth will think I’m a slut?”
How does he answer her?
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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