The awkward teen loses his virginity to the red headed sorority girl.
- 26 days ago
- 10 min read
- 3,100 visitas
We had been dating for a few weeks and it was very exciting for me. I was nineteen, awkward, inexperienced — so much so that I had never even kissed someone before. I don’t know where I found the courage to ask her out in the first place. She was a beautiful red head; had thick muscles from years of playing soccer; smart as a whip; and incredibly social and funny. I met her at work, a restaurant chain, and she was the new girl. Something in me found the confidence to ask her out and she accepted right away. I was shocked, but also completely unaware of how people perceived me. I’m 6’2”; dark hair; green eyes; athletic build. I thought that my awkwardness was my defining characteristic, but she only saw a funny guy with a cute smile.
I had organized a night of dancing with my friends — nerds that we were, we had gotten big into swing dancing at the time and made big events out of it. She was my date and the whole experience blew her away. What I saw as a nerdy night out to her was a night of dinner, dancing and laughs. She was hooked and I knew it.
In the car on the way home she told me she loved me. I didn’t know what to do, but I knew it was an important moment, so I slammed on the breaks and kissed her as passionately as I knew how, given that I had only ever kissed her. And that I had I had only done so a few dozen times over the prior few weeks. Her blue eyes glinted with something special that I had never seen before and I knew in my gut that if I told her that I loved her back she would have sex with me that night.
So I lied to her. “I love you.”
She kissed me back and I could feel the sexual tension between us rise so fast that I was almost blinded by it. We drove back to her apartment, kissed, and stripped each other naked on the way to her bedroom. There she was, standing in front of me, smiling her head off, pussy shaved silk-smooth, breasts begging for my lips to find them, and her firm ass begging me to grip it and dig in. There I was, completely in shock, face flushed red with equal parts joy and nerves, cock at full attention and so hard it felt like it was going to burst.
I asked her if I could lick her pussy. I had fantasized about it throughout my teens and it was — and remains to this day — my greatest fetish desire and interest. She was shy about it at first, she explained in later conversation that her prior boyfriends “didn’t like to do that.” When she let me I was in heaven. I kissed my way down one pale thigh then another. Even though I wanted to put my tongue out and taste her I knew I needed to wait. So I kissed. Everywhere. Around her labia, mons, stomach, breasts, nipples, then back. The little moans she was making were driving me crazy but let me know I wasn’t doing the wrong things. Every time I would get close I would breathe in her scent and it would send my eyes into the back of my head as I relished in the moment of finally living out my greatest fantasy come true for the first time. She started to beg me to lick her clit and I had to oblige her. I wanted nothing more than to please her.
So I pressed the tip of my tongue out, started low, and worked my way up until I found the hard tip of what I knew had to be her clitoris. I flashed back in my mind to the hundred times I had read an article my friends and I had found years before detailing all the necessary steps to bring a woman to orgasm. We had printed off copies and saved them under our beds so that we would know exactly what to do when we finally got the chance to do it. My friends and I did that sort of thing. Studied for sex. We wanted to be prepared for when the day finally came. I ran down all the things the article said to do. I had already performed step one, tease and kiss until they were ready. Keep things wet and don’t rush. Enjoy yourself and listen to her body. Respond to her movements and let her tell you what she wants.
So I did. I tasted her and it was the most perfect thing in the entire universe. My body shook with joy as much as hers did — or maybe I just let my body shake with her like the article told me to do. I reached up and gently pinched her nipples, slid my hand up to her neck and cradled her for a moment before applying the slightest pressure down on her shoulders, chest, and stomach so that I could press just a little harder at the top of her pubic bone as I slid my middle finger along her slit before slipping it inside her. A few minutes of that, followed by a second finger, and some rhythmic licking and nodding of my head was all it took before she told me she was going to cum and pushed her pussy into my face. Her hips leaped off the bed and I could feel my lips and chin soak even more in her wetness. I kept going, just a little while longer, and she came again. The article told me that might happen — not to stop when she cums, because if you keep going it can cause another and another and another to roll on. She came again, and again before she begged me to stop.
“Are you sure you’ve never done this before?” She was completely incredulous. She has just had the best series of orgasms in her life from a guy who claimed he was a virgin and had never even kissed a girl three weeks prior. I hadn’t lied about that though. This was just my eagerness paired with years of studying and a deep desire to be the best.
“Never.” I replied confidently. “Can I do it again?”
“Its your turn.” She sat up — still shaking — and pushed me onto my back. “You are so big.” I thought she was lying to me. Saying what women are supposed to say to a man the first time. “So, so, big.” I loved hearing it regardless. Every man wants to have a big cock and it is so deeply satisfying to hear it. She examined it, kissed the head and shaft a few times before she put it into her mouth. It felt like magic. She was so tender while being so aggressive with it. I will never forget the feeling of how the spit drizzled down onto my balls as she bobbed up and down for what felt like an eternity. I watch ed her and I licked my lips with desire. I wanted to kiss her, I wanted to go down on her again. I wanted to fuck her. She wrapped her hand around me and slowly moved it from base to tip a few times before palming the head and trying to drive me wild. “Are you going to cum for me?” she asked sweetly.
“I don’t know.” I honestly had no idea what would happen. It felt incredible, but it wasn’t anything like when I touched myself. I didn’t feel close, but I didn’t want her to stop.
“You’ve really never done this before? Really?”
“Really.” I smiled, but I was worried she was mad at me, worried that I had lied to her about this, but I think she was just surprised and happy. So she lay down on her back again and spread her legs for me. I thought, for certain, that I was going to get to lick her and taste her again.
“Do you want to feel it?” She asked me with a devilish look on her face. I nodded and smiled and motioned as though I would be diving back for more, “No, I mean, feel it. Rub yourself on it. Just the tip.”
Was this real life? I felt my heart skip a beat, but I did it. I knew — deep down — just like the lie I told earlier, I shouldn’t do it. It was wrong. I was being bad. So I moved my hips in close to hers and I did what she suggested. The angel on my shoulder was too turned on to actually stop me. I licked my finger tips and put the spit onto the tip of my penis. I touched it to her wet lips and ran it along them over and over. I wanted to feel more, so I pushed her legs back and lifted her hips a bit so I could run the length of my shaft along them. It was incredible; everything was incredible. The sight of my thick cock nestled in between her wet pussy lips. The sounds she was making and the slippery sounds of her wetness. The smell of her womanhood driving me crazy and heating me up. I told her I loved her again — it was a manipulation — I didn’t love her in that moment, I just wanted inside her and thought this would work. She looked at me so intensely when she told me she loved me. I kissed her again, then I moved back slightly, put the tip of my penis right where it needed to be, looked her in the eyes, and began to push it in slowly. I waited for her reaction; was this okay? She licked her lips and nodded her head. I pushed myself all the way into her. It wasn’t some mind-blowing life altering experience. It was just good. So, very, good. I pulled back slowly and pushed back in. She moaned load and I did it again. Then again. I had no idea what it would be like, but suddenly the mystery was gone and the dread and guilt I had attached to it was no more. I was able to enjoy myself in the moment. We started to fuck, but when I started to get too eager she stopped me and we put on a condom. In retrospect, we should have started there, but… I was young and dumb and deceptive and just trying to fuck.
She got on top and started to ride me. Watching her grind into me as she threw her head back when she came was amazing. I touched every part of her and tried to memorize her skin with my finger tips. The condom broke suddenly and I thought things were over. She dismounted, and slipped what was left off of my slippery wet cock as she kissed me. “You’re too big for these.” Hearing it again, in that context, made me really start to think she was being serious. She got on all fours and looked back at me “fuck me.” I positioned myself behind her, overjoyed at my luck, “fuck me!” she demanded.
So I did, I fucked her with everything I had; we became a sweaty mess. She came again and told me I was the best fuck she had ever had. We continued for what felt like an hour or more. Finally she told me to cum. “I want to see it.” She said definitively.
So I pulled out of her and touched myself. Things were different though, and I was so wet from her when I started. I was so turned on that it didn’t take long for me once I was in control. I felt my balls tighten and then I exploded an enormous load onto her stomach. Normally when I cum it isn’t an experience, but this time it shot everywhere. There was cum on her tits, a little on her face, her belly button was full. I felt like a porn star.
We talked for a while before falling asleep. I was amazed at what had happened and a little sad at the lie I had told that got me there. In the morning I woke up first and got a glimpse of her while she slept. In that moment I realized I loved her and felt much better about things. I justified that what I had said to her was worth it because it got me to that moment. My first love, first kiss, first everything…
And that is the story of my first time.