[M/F] Fucked my middle school crush years later in college. | 2016

Like I've said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I'm generally considered a really good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.

I needed to buy a new pair of jeans. I stopped by a store that was my go-to place for clothes. I have always been a little too much into fashion for being a straight guy, so I am fairly particular about what I like. This store was always pretty consistent in having at least a few things I would like though. I walked in and started browsing around some of the shirts as I made my way back to where the jeans were. I was browsing for a couple of minutes when I hear a female voice say my name. I look up and the face looks familiar, but it takes me a few seconds to navigate through my brain and find a match. It hits me that the girl in front of me is Amanda, a girl I hadn’t seen since 9th grade.

Amanda went to school with me all the way through elementary until the beginning of high school when she moved on the other side of the city and changed schools. I didn’t really know her well in school other than just being in close proximity to each other for years and having brief interactions here and there. She was much more popular than I ever was. She was a cheerleader in middle school and our first year of high school, not sure if she was once she moved, but I assume she probably was.

I was honestly shocked that she even remembered whom I was, let alone would go out of her way to say hi to me. We were both a couple of years out of high school now, so I hadn’t seen her in roughly five or six years. Those five or six years in particular are like light years when it comes to physical development, so we both looked drastically different than the last time we had seen each other. She was always an attractive girl, the kind of girl that most guys in school had a crush on at some point, myself included. Things were no different in present day, she was still extremely attractive, but had filled out a lot and looked like a woman now. She was about 5’5”, light brown hair, C cup tits, incredible ass, in very good shape, naturally a bit tan, and kind of looked like Audrina Patridge in the face.

After my few seconds of slight confusion, I said, “Hey, Amanda, right?” She responded, “Yeah, oh my gosh I haven’t seen you in forever. What are you doing here?” I told her I was looking for jeans. It turns out she worked at the store. She offered to help me, so we headed back to the jeans. We talked for a while, catching up on what had happened in both of our lives over the last few years. She was being a little flirtatious it felt like, throwing in the occasional, “I can’t believe how much you’ve changed. You look great!” The last time she saw me I was an awkward kid. I wore glasses that never quite sat on my face correctly; I was rail thin, and had huge feet. I grew into my body over those few years and ditched the glasses. I was a man now and drew plenty of attention from girls and had the confidence to go along with it. I told her she looked great as well.

The entire time I was talking to her I was conflicted. I ran across this girl from my past that I had a huge crush on for a significant part of my life that I now felt like I actually had a shot with, but I was kind of dating someone. I was in that grey area of dating where you don’t quite know if it is okay to date other people, but you kind of know it isn’t. I had been dating a girl for about two months. While we hadn’t come out and said we were exclusive I felt like there was an understanding between the two of us that dating other people would not be cool at that point.

After helping me find a couple of pairs of jeans to try on Amanda walked me over to the dressing room. Right before I closed the curtain so I could change she said, “promise I won’t peek.” She was definitely flirting with me. I wanted to pull her in the dressing room right then and take off all of her clothes and throw her up against the wall and fuck her wildly, but of course I didn’t. I tried the jeans on and she looked and gave me feedback. The last pair I tried on she said, “Damn, those are perfect. You look good.” I said, “you are just trying to get me to spend money.” She responded, “No, trust me. I might lie to some customers, but I know you. Seriously, you look hot.” I bought the jeans and she walked me out toward the front of the store. She said, “You should call me sometime and we can catch up some more.” I figured there was no harm in exchanging numbers. She gave me her number and I gave her mine.

I decided that I wouldn’t go out of my way to instigate further communication with her since I was dating someone. About four days after our encounter at the store I got a text from Amanda. She was basically just saying hello and that it was good to see me. I agreed and she responded saying we should hangout sometime. I hesitated, but said we should. I figured I could control myself and go grab coffee with her or something and not rip her clothes off. I proposed just that, I asked if she wanted to grab coffee in a couple of days.

We met at a local coffee shop and ended up sitting there talking for almost three hours. She was much different than I remembered. I remembered her being pretty stuck-up and bratty, but I guess that changes often times with maturation. She was funny and seemed very sweet. She was in college majoring in biology with hopes of some day going to medical school. I wouldn’t have expected that of her. I pegged her more as a partier, but after talking to her it seemed like she partied, just not quite as hard as I pictured. In the course of our conversation she found out that I had been dating a girl for a couple of months. She was very straightforward and told me that hearing that I was dating someone disappointed her a little, because she found me really attractive. I told her the feeling was mutual, but that we probably shouldn’t act on that attraction right now. She agreed and understood. We agreed to keep in touch and just wait to see what happens.

Over the next month or so we would text each other here and there just making small talk. I stopped by her store to buy a shirt and talked with her for a while there. My relationship with the girl I was dating fizzled out over the next couple of months. She was a little too wild and her drinking got to be a problem. Too many blackout drunk nights that she couldn’t remember. I didn’t want to date someone with that kind of lifestyle. Amanda didn’t influence my decision to ditch the girl I was dating, but I was definitely a little excited to see what would happen now that I was single.

I sent Amanda a text telling her that I was now a single man. She responded, “Aww, sorry that things didn’t work out. You okay?” She was being very sweet about it and didn’t immediately respond excitedly. I told her that I wasn’t that upset and the relationship wasn’t very long and had been falling apart for a while. She said, “Good, so when are we going to hangout then? Haha.” She was obviously thinking the same thing I was. She invited me over to her parent’s house for a pool party the next day (her parents were out of town). They lived in a nice house in one of the more affluent neighborhoods in town. I told her I would be there. I get to the house that afternoon and there are about five or six people there, nothing big, but enough people to have a good time. I recognized one of the girls immediately. She was a cheerleader from my high school named Stephanie. I guess she stayed friends with Amanda even after she moved. I didn’t really know her well, but she immediately responded very warmly to me and was friendly.

Amanda looked amazing in her bikini. I couldn’t keep my eyes off of her ass that jiggled each time she took a step. The three other girls that were there were pretty attractive as well, but I was focused on Amanda. Two guys were there and they were both pretty cool and seemed to be more focused on drinking than focused on the girls. We all drank quite a bit and things started to wind down as the sun set and people started to wear down. The two guys and two of the girls said they were about to head out. Stephanie was apparently going to crash at Amanda’s. I hoped that her being around wouldn’t kill any plans I had of hooking up with Amanda. After they left Stephanie got up and said she was going to go inside and eat something.

Not even thirty seconds after she was inside Amanda and I started making out in the pool. We were both pretty buzzed and it seemed like any inhibitions we had were gone. We kissed deeply and passionately. I grabbed her ass with one of my hands and rubbed along her side with my other. We walked back until my back was up against the side of the pool. We continued to kiss and I slid my hand up from her side and slid my hand inside her bikini top and began caressing her nipple. She began letting out light moans. She quickly reached down and grabbed my cock from outside of my swimsuit. I was already rock hard and she said, “wow,” when she felt it and felt how hard I was. I moved my hand from her ass and slid it around to the front. I started rubbing her pussy from outside of her bikini bottoms. I stuck with that for only a few seconds before pushing her bikini bottoms to the side and sliding my finger in her pussy. I started slowly fingering her and her eyes clinched shut and she moaned in my ear. She still had her hand on my cock and was slowly moving it up and down.

Eventually she untied my swimsuit and reached her hand inside and began stroking my cock. We continued like this for a few minutes before she had me sit up on the side of the pool and pulled my shorts down. She continued standing in the pool as I sat on the side. She was at the perfect height to take my cock in her mouth. She stared at it and stroked it for a few moments before licking up and down the sides of it. I was a little concerned about Stephanie coming back outside and killing the moment, but I was definitely not going to interrupt what was happening. As long as Amanda didn’t seem worried I wasn’t going to think too much about it. She took my cock in her mouth and plunged down on it. She went down as far as she could before my cock hit the back of her throat. She came back up and started going up and down on it quickly. Her warm mouth felt amazing and she gazed up at me with her beautiful green eyes as she was sucking me, which turned me on even more. She would occasionally take my cock out of her mouth and focus on sucking and licking my balls.

She was licking my balls and stroking my cock with her hand just as Stephanie started to come out of the door into the backyard. I was facing the door, so Amanda couldn’t see her. Stephanie took one step out, briefly making eye contact with me, and saw what was going on and turned to head back inside. She didn’t really seem too phased or upset by it, which I was happy about. I was just glad she didn’t interrupt what was happening. Amanda continued to slowly suck my cock.

At one point she stopped and leaned up to my ear and said, “I want you inside of me.” She climbed out of the pool and led me over to one of the poolside chairs. She had me lay down on it and she slipped her bikini bottoms off. I really thought that she was going to take me inside the house to her bedroom, but I wasn’t one to argue. She straddled me and slowly slid down on my cock. She let out load moans as every inch of my cock entered her. I grabbed her ass and began assisting her as she slid up and down on my cock. The chair we were in was not comfortable and definitely not made for having sex. We fought through it for a while. It still felt amazing, but eventually we decided we should head inside.

Amanda threw a towel around her bottom half and carried her bikini bottoms in her hand as we walked inside. Stephanie was in the living area watching TV. She saw we were headed upstairs to Amanda’s room and asked if we would be back down later. Amanda said, “maybe.” Stephanie said, “have funnn.” We both laughed and headed to Amanda’s room. As we were walking up the stairs Amanda removed the towel and I got to watch her bare ass as she walked up the stairs and into her room. It took everything in my power not to grab her and just fuck her right there on the stairs.

Once we got into her room I walked her over to her bed and turned her around, pushing the front half of her down as she bent at the waist over her bed. I tried to reach over and close the door, but only pushed it about halfway closed. I didn’t really care. I dropped my swimsuit and kneeled down behind Amanda and began licking her pussy from behind. She moaned loudly. Eventually I stopped and stood up before sliding my cock in her pussy from behind. I was fucking her hard. I was thinking back to how much I wanted to fuck her in the dressing room that first day I saw her. I was slamming in and out of her and she began rubbing her clit. After a couple of minutes she was getting close to orgasm. She said, “don’t stop. Oh god, fuck me harder.” I began fucking her at a furious pace. I could barely keep it up for as long as I did. Just as I felt like I couldn’t keep going at that pace any longer she began screaming and moaning very loudly and I felt her pussy begin to gush wetness all over my cock. She just stood there with her face lying sideways on the bed. My pace slowed to a crawl. I was moving my cock in and out of her as slow as I possibly could. She was extremely sensitive now and could barely take it. I was just enjoying looking at her amazing curvy ass as my cock slid in and out of her.

After recovering she climbed up onto the bed and lay on her back. She spread her legs and I climbed between them. I slid my cock in her soaking wet pussy and we kissed as I stroked back in forth inside her. We fucked like this for a while. Everything felt so sensitive. Every motion we made I felt as if I could feel it through my whole body. She arched her neck back and seemed to thoroughly enjoy my cock being inside her. I started feeling like I was close to cumming. I picked up the pace and both of our moans increased. I told her I was about to cum and I pulled out and she pulled me up slightly closer to her. My cum began to shoot out all over her chest and up her neck, with some shots landing on her chin. She pushed the cum from her chin with her fingers into her mouth. We lay there for a while before getting up. She joked and said, “we should do this again sometime.” I said, “yeah definitely” and laughed.

We went downstairs after a while and hung out with Stephanie for a bit. Typically I would have hoped some threesome action would happen, but I actually liked Amanda and hoped to possibly date her. I figured a threesome the first night we hooked up might make things weird, so I wasn’t disappointed that nothing like that happened. I stayed the night at Amanda’s and we had sex again later that night. We dated for a couple of months, but ultimately it didn’t work out.

Also, if you are a female and live near me you should send me a message. Might be a longshot, but would be cool/interesting to have sex with someone that enjoys my stories and then becomes a story haha