She’s out of my league [MF] (Long)

There will be a lot of background to this story but it wouldn’t be a wholesome story if there wasn’t a lot of background to it am i right? Skip ahead to the —— if you just want the sexy times.

For the sake of anonymity, I will call her A, and myself T. A and I had gone to school together since 4th grade. Through middle school she was the tomboyish type, athletic and always wanted to play sports with the boys rather than chit chat with the girls. To be fair, there were a few of those at my middle school, but nonetheless she was always easy to talk to and hang out with.

Flash forward to high school, A hit puberty and man oh man was it a glow up of all glow ups. She developed curves in all the right places, grew a few inches and was just the kind of hot that could make a burlap sack look good in my opinion. Despite all this, she never lost her personality, still playing sports through high school and being someone who was fun and easy to be around.

We didn’t hang out all the regularly, but still remained good friends as our paths started going different directions. The first few years of high school we did not hang out that often, each of us just being pulled in various directions with our obligations and hobbies. Towards the end of our junior year and into our senior year however, we started hanging out in groups more, and I saw A more regularly, every few weeks instead of every few months.

Soon, the winter dance was coming up, and as I was not seeing anyone at the time, I did not have a date. Nearly every dance I went to in high school I was seeing the person I went with, so I wasn’t sure I was going to go. All my friends were going however, so they kept pushing me to ask someone. After weeks spent debating back and forth on who I should ask and whether or not I was going to even go with my friends, one of them brought up the idea of asking A.

I immediately got scared, the panic written across my face – to much laughter from my friends – thinking there would be no way she would say yes, she could do way better than me. I ended up mustering the courage to ask her one evening, and much to my surprise she excitedly agreed. My friends asked if I was excited to go. I would be going with an awesome girl – who happened to be drop dead gorgeous too – of course I would be excited.

One of my friends texted me later that night after I had mentioned that she said yes, and asked me if there was something between us, as we had been hanging out a bunch lately and then she was going to be my date to the dance. My response? “Nahhhhh she’s wayyy out of my league.”

The night of the dance, A was a dream come to life. Dressed in a little black dress that highlighted her more than impressive assets. She’s about 5’8-5’9, 6’0 with her heels on (I’m 6’2 so that wasn’t an issue), with perky DDs, legs for days, and a perfectly round and plump ass. Once at the dance, she met some of my friends for the first time, and had them laughing and dancing the whole night. Everyone loved her. I lost count of how many of my friends asked me if I was going to ask her out or if we were dating. Again, I could only reply “No way, she’s outta my league dude.”

Despite the fun that night, our story doesn’t reach its peak until our freshman year of college. You might be asking, why all the details about the dance and middle school and all that? For back story of course! And our history is what made everything so special in the end. We had hung out more through the end of high school but went our separate ways for college. I honestly was sure I would see her until a reunion of some sorts was scheduled well down the road.

That is, until A came up to my college for a day to visit a friend for her birthday. When I found out she was here, I immediately texted them and said that we all needed to hang out. They agreed, and we made plans to meet up at one of the parties that was happening that night. As it so happened, both the parties got shut down, and my roommates and some friends were hanging out in my dorm, so we invited them over too.

Once they got there, we had music going and the lights dimmed, and they fit right in with the ‘dorm party’ atmosphere we were trying for. A goes “We should get a picture of the three of us (A, our friend, and myself) to remember this!” I wasn’t going to say no, so we all got close to take the picture, and I put my arm around A’s waist. We took some pictures as a group, then A wanted some just of me and her. After those pictures were done, I went to remove my hand, but A grabbed it and put it back around her waist.

Minor panic may have set in. *Was I reading too much into this? Maybe she just needed me to steady her, we were a bit tipsy after all. Does she want me to keep it there? What are our friends gonna think?* *There’s no way right? She’s so outta my league.* All of these thoughts raced through my head in the span of a mere second or two.

As the night went on, I continued to keep my arms around her: my hands on her hips as we danced to the music; standing behind her with my arms around her while we were talking with a friend; her grinding on me with our friends watching; all of this just had me convinced that it wasn’t in my head, she really was into it.

What sealed the deal was after one song of her grinding on me, she turned around and kissed me. *SHE KISSED ME!* I couldn’t believe it. Our friends kinda raised their eyebrows and were looking at us like “uhhhh what’s going on here?” At that point, I turned off the music and just looked at my roommate. He got the message thankfully, and said, “alright everyone lets go to a different room.”

Just like that, A and I were alone.

“Are you sure about this?’ I asked, still baffled that this was happening.

“Haha. Yes of course, just kiss me already,” A responded, chuckling at my need to be sure.

———————————————————————————————————

So I did just that, kissing her as we flopped down onto my bed. I began to feel up that magnificent ass of hers, as we kissed like we needed one another to breathe. I can still remember how soft her lips were, how it felt to run my hands my hands all over her.

I slipped her shirt over her head, and quickly undid her bra as well. Her large DDs spilled out, and as I felt them for the first time, I realized not just were her lips soft, so was the rest of her. I don’t know how to describe it other than everything about her was soft and smooth, like she was made of clouds (super silly description but its the best I got).

I started sucking on her tits, and found they were super sensitive along with their perfect eraser shape. Her breathing grew heavy, and I kept up the nibbling and sucking on her nipples as I worked on getting her pants off. Her skinny jeans were practically painted on and I have no idea how she got them over her ass, as I struggled to get them back off. Finally they went, and I complimented what I was doing with my mouth with my fingers, teasing her over her panties.

She started pulling at my shirt, so I quickly took that off, and went back to kissing her. I slid her panties to the side and slowly inserted a finger inside. She moaned “Oh God yes” and I felt how tight and wet she was, how ready she was for me. I kept fingering her until I knew she was ready for more, ready to cum for me.

I pulled down her panties, and slid down to between her legs. She looked down at me as I began tonguing her clit, my fingers still inside her. As I made circles around her clit with my tongue and made a ‘come here’ motion with my fingers, she tensed up, grabbed my hair and pulled me in to her legs as I felt her walls contract around my fingers

She moaned out my name “R”

“Yeah?”

“I’m so ready for you”

I shed my pants as fast as humanly possible and grabbed a condom from my desk. A laid on the bed waiting for me, and as I looked over at her I again had the disbelief of this couldn’t be happening. *She’s so out of my league*. Even her just laying there looking at me oozed sexiness. She spread her legs for me as I came back to the bed, and I lined myself up with her pussy.

That first slow thrust in was divine. Even through the condom I could feel how tight and wet she was. Her legs wrapped around me and drew me in as I filled her up (I’m about 7in and average girth). Once again I was struck by how soft and pure everything about her felt. I continued thrusting, picking up speed as I began fucking her with passion. Over and over my balls slapped her ass as I fucked her, A’s moans growing more and more excited and erratic as I brought her close to another orgasm.

A shuddered and came for me again. Her walls squeezed my cock and tried to milk everything I had, but the combination of booze and amazement from the night made sure that I was going to make this last.

I flipped us over, and she began riding me, all the while her beautiful boobs were bouncing and swinging in front of my face. I leaned up to take one nipple in my mouth as I grabbed handfuls of her ass and guided her up and down on my cock.

I could feel myself getting close again, so I flipped us back over, put her ankles on my shoulders and began thrusting again. The sound of her moans along with the feeling of her tight wet pussy drove me over the edge, and I came with one last deep thrust inside her. To this day it is one of the best orgasms I have ever had, as the feeling of A underneath me was like no other.

I pulled out, threw away the condom and we curled up under a blanket in bed and – with her naked ass pressed against me and my arms feeling like the held a cloud – we fell asleep.

When I woke up the next morning, I started panicking again. *Oh shit that really did happen. She is so beautiful when she is sleeping. Oh fuck we were both well into our booze, hopefully she doesn’t think that wasn’t a drunken mistake and hates me now.* I had too much going on in my mind, and my moving around while stressing out woke her up.

“Morning!” She said with a smile as she rolled over and kissed me.

*Okay phew she obviously remembers it if she kissed me.* “Morning” I replied.

I leaned over and kissed her again. “You up for another round?”

“Oh definitely” she replied.

With a big grin on my face I leaned in and we began making out again. This time she took the initiative and went down on me, and her soft lips were like heaven around my dick. I told her where the condoms were, she grabbed one, rolled it on me and then straddled me while lining up my cock with her warm and wet entrance. She rode me again, and sober me was able to appreciate the sway of her tits even more this time.

The softness of her ass was divine as I picked her up while standing up, and while she wrapped her legs around me I put her back down on the bed, and began thrusting inside her. One hand steadying me on the bed, the other kneaded her breasts and played with her nipples, before finally I moved it down and began playing with her clit with my thumb as I fucked her. Pretty soon I felt her cleaned around me as an orgasm shook through her, bringing me closer to the edge.

This time I knew I wouldn’t be able to hold off very long, as I woke up to a beautiful girl in my arms and I was hard from the get go. Plus the lingering effects of the alcohol from the night before weren’t enough to stop me from getting close sooner than I’d have liked. I kept pounding her, filling her up with my cock over and over.

“I’m cumming” I said, pumping once, twice, and then exploding inside the condom.

As I came down from the orgasm, I kissed her again, my cock still inside her. We made out some more, when I stopped and pulled away.

“We’re cool right? Like this isn’t gonna ruin things is it?” I asked.

“Nah, we’re cool, I’m going back down to school later tonight anyways so this was great for the trip” she responded.

“Awesome” I said, and we began getting dressed to go about our day. A, to go back to spend the rest of her time with our friend, and I to got ready for my busy day on the baseball field.

To this day I still can’t believe what happened that night. The girl who was so far out of my league I was scared to ask her to a high school dance had come on to me that night, and wanted to have sex with me as much as I did her. This isn’t some love story where we waltz off into the sunset afterwards, but A and I have remained good friends who still live close to one another, even meeting up a couple times to hang out again or to play with the dogs that each of us got recently. The one time was more than I could have asked for, because how many guys can say they got to sleep with the girl they thought was way out of their league.

Source: reddit.com/r/gonewildstories/comments/mr3g69/shes_out_of_my_league_mf_long