My Brothers Troublesome friends...
Note: everyone is of a legal age, and names have been changed for the sake of this story Enjoy
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My first time was more than a little bit terrifying, but enriching to my life beyond my wildest dreams.
It began on a family holiday, just after my older brothers 21st birthday, him being 2 years older than I was at 19. Because of this, we took two of his best friends with him. We were staying in a small house just a few blocks from the beach and the moment we got there, my sister - the eldest child of the three - got into her pretty red bikini, and set off to meet some of her pretty friends who were already there. The rest of us set to work unpacking, and moving into our rooms.
I found out i would be sharing a bed with my brothers friend Jason, after my brother and Samir had sprinted inside and claimed the bunk beds. I didn't mind, but he seemed to. Constantly groaning on about sharing a bed with his friends faggot brother. His harsh words would influence my young virgin mind more than i cared to admit.
That evening, we watched some crappy Adam Sandler movie while my parents were around, but then once them and my elder sister retired to bed, we stopped the movie and voted on something else. I wanted to watch Lord of the Rings, while my brother and his friends all chose 'Spring Breakers'. Nonetheless, i resigned, content enough to watch Selena Gomez and Vanessa Hudgens run around in bikinis for 90 minutes or so.
As the film came to a head, with parties, drugs and bikini babes all over the screen, my brother retired to the room with a 'headache' leaving Samir, Jason and I alone in the living room. Shortly after the film ended (poorly i might add) Samir wandered outside for some cool evening air, then came running inside and whispered something in Jasons ear.
Jason smiled and they walked outside together. Curious as to what was going on, i followed. There they stood, holding my sisters red tie side bikini bottoms - that had been left outside to dry - as if holding the holy grail.
It was no secret that they thought my sister was really hot, and ill admit, she looked great in her bikini, dressing and acting with all the confidence a very fit 23 year old woman should. She knew full well that she elicited stares and glances from men and women, young and old as we walked to and from the beach.
I saw the pronounced bulges in their sweatpants, knowing they had such dirty thoughts about my sister turned me on a little, but seeing the outlines of their cocks turned me on more. As they walked inside holding the delicate bikini, they were whispering more and more to each other and looking back at me as i followed them inside.
"God i wish some sexy slut were here to put this on and show us a good time" Samir said to no-one in particular.
I really hoped that they didn't know that i have on occasion stolen my sister's panties and bras to wear, but his implication was pretty clear as he turned to me.
"I can see the little boner in your shorts fagboy, how about you go tie up that long hair in a ponytail and put it on and show us? I bet that bikini will look great on your little twink ass."
Despite my brain screaming at me that this was perverted and weird, or what my sister would think if she found out, I just nodded submissively and walked into the bathroom to put it on. As i stripped down, i realised that with my hair up in a high ponytail, my thin, hairless swimmer body and perky little swimmer butt would look exactly like a young girls body, save for the slight bulge in the front of the bottoms.
The red bikini fit my slight frame like a glove and i felt so incredibly sexy in it. As i strutted out to the boys in the living room, their Jaws dropped a little, but the bulges in their pants remained large.
Jason and Samir said nothing as i turned around and did a little spin for them, shaking my bubbly ass a little, then as i walked over to them, i dropped my shirt behind me, so i turned around and bent at the hip to pick it up. I turned around again to feel Samirs bulge suddenly up against my ass, and his large hands firmly grasping my hips. Though i was a little afraid, him being an aggressive boy that often pushed me and my friends around, but i was so incredibly turned on by the attention i was getting and i couldnt stop myself from moving my small form against the growing bulge in his sweatpants.
Just as Jason was standing up to join the action, we heard:
"ITS 1AM BOYS, GET TO BED!"
My mother yelled down the stairs. Still wearing the bikini, i ran into our room, noting that my brother was fast asleep in his top bunk. Just then Jason grabbed my hips hard from behind. "Stay in the bikini faggot." He whispered in my ear. As mean as it sounded, my cock flinched at being treated like a little whore. I got into bed as the boys took off their shirts and pants, making their bulges look awesome, and they turned out the lights and got into bed shortly afterwards.
In my horny state, i couldn't sleep, but i couldn't just walk to the bathroom and get myself off for fear of someone seeing me in my sisters bikini. While i lay wide awake, i heard some movement from Samirs bed. I looked over to see a very large bulge under his sheets, as he maintained a steady rhythm of movement under the covers with his eyes closed. Instantly my cock stood at attention, and in the silky bikini bottoms, my frustration multiplied at the wonderful sensation of them rubbing against my little hole.
As i watched his large hand slide slowly up and down his huge cock, i felt Jason doing much the same behind me, only his cock was quite close to rubbing against my bikini covered ass...
I tensed up, not really knowing what to do as he moved slowly closer. I was horny as hell but i was scared to move because i thought he guessed i was asleep while he grinded his cock against the soft fabric of the bikini bottom.
Slowly and carefully, Jason pulled at one of the tiny little spaghetti straps on the side of the bikini bottoms, removing my last line of defence between Jason's precum-covered cock and my feminine virgin ass...
He spat in his hand and i felt him lube up his thick cock between my cheeks. Was he actually going to fuck me? I was terrified but oh so horny, and although id never admit it, this is exactly what i had wanted from the moment i put on my sisters skimpy little bikini.