I first met my Little Sister (or just “Little”), Rachel, on Bid Day. Yes, I was part of a sorority.
So one of the biggest stereotypes I think I see in movies or shows about sororities is that they are filled with promiscuous girls that flaunt their bodies and have sex every day. Well, if you knew me for my first two years in a sorority, you’d know that wasn’t true. It was dryer than a popcorn fart in my room.
Anyway, back to the story at hand. Rachel was officially living in the Chapter house now. I was in my room studying when I heard Rachel talking to a guy in her room.
“Oh! That reminds me, I want you to meet my Big. I don’t know what I’d do without Taylor,” she said. “Just a sec, let me get her.”
A moment later, Rachel was in my room. “Hey do you have a second, I’d like you to meet my brother!” I love my Little. And I could never say no to her puppy dog eyes and pouty lips. Faking exasperation, I got up and followed to her room.
I turned as Rachel ushered me in and followed behind. Sure enough there was Brian, the Prom King-Wonderboy from my high school, sitting on Rachel’s bed. He was muscular and tall, and every bit as gorgeous as he was in high school. He was a year older than me and went to our rival school on a football scholarship. I never connected the dots with her last name because it was super generic and she didn’t have any pictures of him on her socials.
His brown hair was coiffed just as perfectly as I remembered, and he was dressed quite nicely—an athletically fitting gingham button down shirt, tight tan slacks that showed off his perfect ass. He was still the guy I had a massive crush on in high school. And for how much I had changed since high school, I was sure he would still look at me as if I was transparent.
“Brian, this is Taylor, my Big. Taylor, this is my brother, Brian?” Rachel introduced us.
Brian extended his hand, “Thanks for taking care of my sis, Taylor.”
I shook his hand. I was having flash backs to being the chubby girl with braces in high school who Superman would never know existed.
“Forgive me, but Rachel didn’t tell me how beautiful you were.”
I laughed. Rachel rolled her eyes.
“And she didn’t tell me how smooth her brother was.” I responded.
“Oh yeah, he looks real smooth with his tongue on the floor,” Brian’s sister snorted.
Brian threw a pillow and Rachel’s head, which she easily dodged. We laughed and I managed to say “nice to meet you” and excuse myself before I made a fool of myself somehow, which definitely would have happened. I managed to convince myself that he wasn’t really into me—he was just being charming.
A week went by when I felt my cell phone buzz. “Taylor?” It was from an unknown number.
I texted back. “Who is this?”
“It’s Brian, I got your cell phone number from Rachel,” Brian continued, “she told me not to fuck it up when I asked her for it.“
“Oh-shit-oh-shit-oh-shit” was playing on repeat through my mind as I tried to play it cool, like I didn’t want him way more than he could possibly want me.
“So don’t.” I replied.
“Dinner? Tomorrow night. I’ll text you the details later.”
I accepted and got the reservation later—a local restaurant. Fancy enough to know that I would have to dress up.
The night of our date, I dressed in a little black dress with more than a hint of leg and cleavage. Underneath I wore a black bra and panty set. A pair of my favorite red rhinestone peep-toe platform heels completed my outfit to match my favorite shade of lipstick.
Brian looked even better than I remembered in a white and blue striped button down and tailored slacks (dat ass tho). Dinner was great, and he still had no clue who I was, though I admit I didn’t go out of my way to tell him.
After dinner we went to a late night movie, and I couldn’t even tell you what it was about because the hottest guy in school and I were making out in the back of the theater for two hours straight. High school me was mentally high-fiving current me.
It was 1 AM when I brought him back to the house, snuck him past his sister’s room (she was probably sleeping anyway), and pushed him on my bed. Should I have done this? Probably not. I had lost my virginity only a couple months before and was once again looking down the barrel of a one night stand. But that’s what happens when I think with my vagina. When I get worked up, sex is all I can think about. But I’ve come to learn there is nothing psychologically wrong with me. I just really like sex.
I was always taught in church growing up that we were put on this earth to multiply and replenish the earth. I may not have multiplied yet, but I intend to keep practicing.
Brian watched in awe as I teased him, asking him to unzip my dress for me before slowly letting it fall from my body into a pool of fabric on the carpet. I didn’t even wait for a compliment before taking my soaked panties off, then tossing them at Wonderboy, drawing his attention to my freshly shaved pussy.
His eyes really bulged when I took my bra off to show him my DD’s. I suspect that’s what he was really waiting for all along.
Brian grinned, fumbling with his own pants. I hungrily assisted him, ripping his shirt off and shoving my tongue back in his mouth as he pulled the rest of his clothes off. I’m not a size queen or anything, but I was a little disappointed when didn’t pull out a cock the size of a horse, mainly because I just had this image of his dick in my mind already. It wasn’t a bad size by any means, and it was definitely thicker than B.O.B. and the only other dick I had taken.
But I couldn’t stare for too long, because he growled and took me in his arms, and pushed me onto my back on the bed.
“Don’t be gentle,” I choked out, still with a little unbelief that Brian was in bed with me knowing full well he wouldn’t have even thought of fucking me just a few years earlier.
Men are so shallow. But I am too, so I don’t have much to complain about.
“I don’t intend to be,” came Brian’s mischievous voice.
He kissed me, hovering above me, and I licked and nibbled on Brian’s lips as he moaned. As I did so, I reached between our bodies and grasped his thick meat, stroking it roughly until it was unnaturally firm and pulsing in my hand. He was definitely a grower, because his cock now looked as thick as my forearm.
“Rub it against my pussy.” I begged.
Brian maneuvered his erection between my legs, his thick shaft resting perfectly against my swollen wet labia. With quick desperate movements of his hips Superman’s cock slid against my sex, dragging repetitively against my clit and stimulating me.
“Ooh wow, that feels so good,” I cooed. Brian continued as he also took one of my breasts in his hand and squeezed hard. “I am really really wet.” I laughed.
He kept rubbing against my slit, my wetness making his shaft slick. Brian looked down at me, “You’re so fucking hot,” he whispered. Butterflies lodged in my stomach at hearing him say that. It was everything I always wanted to hear in high school, and it felt just as good now.
“Say it again.”
“You’re so fucking hot.”
“Do you want to fuck me?” I teased, trying not to betray how inexperienced I was. “Do you want to put your thick dick in me?”
“Fuck yes,” Brian rasped, the hunger in his eyes apparent. “Let me in,” he begged, the tip of his cock already poking and probing against my opening.
I know I should have been responsible and made him put on a condom, but I was thinking with my vagina again, and my vagina told me that it would feel so much better without a condom. I took his cock and lined it up for him, “Don’t cum inside me, okay?”
I breathed in sharply as I felt the head of his monster enter me. He groaned and began to push in deeper. My vagina brain was right, it did feel better.
“Oh God,” I winced. “Oh wow . . . oh fuck you’re thick,” I closed my eyes.
“You like that?” Brian asked.
“Yes-yes, I like it,” I said. “You’re just—wow, your really stretching me out. Oh my god. You can go deeper, I meant what I said about not being gentle.”
With strong deep motions, Brian started to fuck his cock in and out of me. Soon he was thrusting his entire length inside of me, and it felt so fucking good.
Then he flipped me over and told me to get on my hands and knees. My first time in doggy. He shoved his dick back in me in one stroke and pulled my head back by my ponytail, quickly getting back up to pace. I loved how I’m control he was.
My breasts jiggled wildly as he fucked me, “Oh fuck, that feels good, Brian. Harder! Yes! I love it. Oh Gaawwdd.”
“Fuck . . .” Brian said in a raspy voice full of arousal.
“Does my pussy feel good?”
“Yes. Oh fuck, yes.”
I felt him quicken, urging him, “Yes! Faster! That’s it, oh my God sooooo good. Fuck me harder. Make me cum. I want you to make me cum on your dick.”
“You’re so tight . . .”
“I know, I’ve never had anything so thick. Your cock—Oh my God! So good. Don’t stop. Please don’t stop!”
Brian grunted, cock fully buried inside me. “I don’t plan to.”
“Oh! Oh god, fuck me. Yes! Grab my tits.”
His hand let go of my hair as he bent over my back and began assaulting my tits with his strong hands. He continued the hard fast thrusts, making me moan louder than I should have. I had no intention of being quiet, and in that moment, I didn’t care if I woke anyone up in the house.
I could feel the entirety of his thick cock filling my pussy, stretching me oh so nicely. His deep thrusting combined with my fingers on my clit meant I was going to cum soon.
He reached around my waist and placed his hand on mine and began rubbing my clit with me; that pushed me over the edge and I was soon announcing my climax: “Oh fuck, oh my fucking god! I’m gonna cum! I’m gonna… I’m cumming! Keep going! Fuck me! OH MY GOD! OH MY FUCKING GODDDD!!!”
My fingers gripped my bedsheets as I literally shook from the magnitude of my cum, I knew from experience that I was creaming all over Brian’s dick.
Brian shoved my head into the mattress to quiet me. I moaned into my bed as he fucked me through it humping me from behind even faster.
“That was fucking hot. I’m so close. Fuck!” He muttered.
“Do it, oh please do it!,” I begged, temporarily forgetting that he was fucking me without protection. Listening to his grunts was so erotic as his orgasm grew near.
Suddenly, I remembered the lack of rubber on Brian’s cock.
“Wait Brian, don’t cum in me . . . don’t . . . oh god . . . I’m not on the pill!”
But if he heard, Brian gave no indication that he understood. I thought it might be too late and immediately thought about Brian as a baby daddy, oh God.
“Brian!” I gasped under his thrusts, “Pull out. I’ll get pregnant!”
I guess that got through to him because he quickly pulled out of my pussy seconds before he began to cum.
“OH SHIT!” Brian groaned as I felt semen coating my back and my ass. He moaned deeply as his jizz continued to coat my skin.
“Oh my god,” I squealed, shaking my ass. “Cum on me, cover me. Oh fuck, that’s a lot.”
When it was over, I stayed in position and asked for a towel, but not before I scooped up the biggest puddle I could reach and had a taste. Creamy.
I giggled. “You still don’t remember me do you?”
Source: reddit.com/r/gonewildstories/comments/x1lr4z/fm_my_high_school_crush_didnt_remember_me_until
Wow, high five that was hot you got to fuck your years old crush, and how deliciously irresponsible you both were for skipping protection! As a man with raging baby fever, your warning of pregnancy would egg me on.
Now going to read your virginity story…
It would feel way better if you took the risk. It’s a great story BTW. Love it❤️
Awesome story
!updateme
Damn, that was fucking hot and well-written!
Fantastic story, and great writing! Thanks for sharing!
!updateme
Pics of you
!updateme