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Chapter 168 by Twistinger
Last but not least...
Stephanie, in a baby blue princess dress
"Excuse me," another voice coughed politely. "But is this handsome prince taken?"
I smiled when I saw who it was. Despite the mishap she had earlier, Stephanie came out looking fantastic. The girls managed to salvage what was left of her hair by trimming away her curls, leaving her with an irresistibly adorable pixie cut. She picked a glittery blue gown to match her glittery blue eyes, with a flare of ruffles at the bottom and a network of shiny sequins patterned across her bust. If I didn't know better I would've sworn that one of Disney's princess dolls had broke out of its packaging and transformed into a life-size version with fully moving parts and capabilities.
"Where's Simon?" I wondered.
"With your date," smirked Stephanie, jerking her thumb to the side where Amy was strutting Simon from one end of the floor to the other. "She's been on a rollercoaster ride, going through partners like changing clothes before moving onto the next one. Just what did you _do_ to her?"
"More like what we haven't done to each other," I grinned. "She decided that we'd go celibate for two weeks so tonight would be special."
"And that's why she's - ? ...Damn, Ian," Stephanie shook her head. "Amy's a powerhouse on her own, but the two of you? I dread to imagine what might happen if anyone got between the two of you lovemaking."
"And you love us anyway." Managing the best bow I could, I extended my palm. "May I have this dance, princess?"
She burst out laughing at my mediocre acting, but returned my gesture as she played along. "You certainly may, good sir."
Something about locking my arms with Stephanie's felt surreal and reassuring at the same time. Perhaps it was the way it reminded of how I'd gone full circle - Stephanie was the one who I shared many of my firsts with, after all, since the night she decided to comfort me while I lay in the hospital. And although things never went beyond us giving up our virginity to each other, it didn't matter. It was a necessary step for us to take while we figured out what love really meant to us, and we both came out better for it.
"Mmmm, I can see why Amy's so worked up," she purred, and it didn't take a genius to figure out what she meant. Reminiscing aside, I could no longer ignore the very real presence between my legs, straining the zipper of my pants.
"Like you're one to talk," I joked. "How's it feel, finally getting to go all the way with Simon tonight?"
"Shush! Don't remind me - oooooooh," she moaned as she bit her lip, and I could tell she was trying her best not to rub her thighs together. "You're going to pay for that."
"Not my department," I raised my hands, the epitome of faked innocence. We separated in laughter until a pair of strong arms accosted my shoulders.
"There you are," grunted Amy, her eyes wide open and her breath almost visible as steam, before she dove her tongue into my mouth like a rabid wolf lapping for water.
"All of us. Hotel. Now."
How does that go?
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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