Sex with my childhood friend who is now a married woman [MF]

**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 good-looking guy (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.**

Brooke and her family moved into my neighborhood when I was nearing the end of elementary school. They were two houses down to the left if you were facing my house. Our neighborhood was fairly quiet. Brooke was the same age as me. She had one sister who was three years older than us. I don’t think any of us spoke for the first year or so. We would see each other from across the way, but always fell victim to the awkward feelings of youth and retreated back into ourselves. All of that changed the following year.

Brooke and I had a couple of the same classes together in our first year of middle school. We were assigned to sit beside each other in one of them. Through forced proximity our year-long awkward silence was finally broken. It was a massive relief to finally speak to her. I had been carrying around that terrible feeling of something being a little awkward initially and then going on for so long that it felt like there was no turning back. I had been resigned to never speaking to my neighbors until I waved goodbye as I went off to college. We later discussed it and she was relieved that we were assigned seats next to each other too.

We saw each other nearly every day for the next five years. We were never involved romantically during that time. People at school used to ask us if we were brother and sister, because we were both tall and rail thin with brown hair. We were two people that just didn’t really make sense as a couple. She was perplexing to me at the time. She was a cheerleader in middle school and the first year or two of high school, but appeared to hate it and everyone involved with it. I couldn’t understand why she did it. She went through a phase our freshmen year of thinking she was going to be a rapper. I don’t think she told many other people, but she told me. She was terrible. I always encouraged her to keep practicing, while also trying to get her into the punk and hardcore music I was into. I thought maybe she would latch onto that and want to scream into a mic instead or something. For the most part she always hated my taste in music and never got into it.

I found her odd, but I really enjoyed talking to her. I think what I enjoyed most was that she would talk about anything with me. We had so many long strange conversations over the years. We used to hangout on our porches and talk at night. Her sister and parents were convinced we were dating and would always interrogate us about it. Her older sister was always mean to me, because I think she thought I was either fucking or trying to fuck her sister. Her parents were less overt. Brooke never had a boyfriend from the time I met her. I sometimes wondered if she was into girls. She would talk about male celebrities she thought were attractive, but I thought maybe she was just saying what she thought she was supposed to say. In hindsight I think she was just really insecure.

She was always gangly and seemed uncomfortable in her own skin. Something changed around our senior year. Our birthdays were within one week of each other, so we had a tradition of celebrating with each other by stealing beer from my dad and drinking it at this park near our neighborhood. It was late on a Friday night. Maybe around 10pm. There was a swimming pool at the park, but it closed around 6pm. We were celebrating our 18th birthdays and it was a hot humid night, so we decided what better time to sneak in? We jumped the fence and got that adrenaline rush of knowing you were doing something wrong and getting away with it. Of course, in reality it was inconsequential and we would have just been run off if we had gotten caught, but in that moment it felt like we were part of some massive crime. I stripped down to my boxer briefs and jumped in. I didn’t think twice about being in soaking wet underwear with her. Things felt totally platonic as they always had. She had gone to the bathroom to change. I had seen her in a bathing suit plenty of times, but when she came out I was pretty shocked. I guess it had been at least a year or two since I saw her in a bathing suit. She had on a sports bra and tight athletic shorts that she originally had on under her skirt. Her body was like night and day compared to what I had seen before. She was still rail thin, but she now had a little bit of an ass instead of no ass and what was once a completely flat chest was now ample enough to have some cleavage. She typically wore somewhat loose fitting clothes, so it’s easy to see how I wouldn’t notice a gradual change over the course of a couple of years. My young brain was very confused. I was at the height of my raging hormones, but this girl was someone I had viewed as just a weird friend of mine for years. I was conflicted.

I tried to ignore any sexual thoughts popping into my head. We both jumped in the pool and continued to drink beer. We talked for a couple of hours. We kept trying to make the other think someone was coming and we were about to get busted. We started to get tired and knew we had to be home by 1am. The whole time I was checking her body out even though I tried not to. I was hard off and on throughout, but she never knew as we were in the water. Timing was bad and as we were getting out I was still fairly hard. I tried to turn away and conceal it, but soaking wet underwear doesn’t hide much. She turned and saw me as I was getting out. She laughed at me and said, “really dude?” I made a joke about the pool jets and moved on. We made a lot of general sexual jokes over the years, so I just tried to play it off.

The next few times we saw each other something felt different. There was a weird tension. It was as if we both realized we were kind of attracted to each other and didn’t know what to do with it. We were only two months away from the end of our senior year. She had already gotten into a college in another state. We were hanging out late one Saturday night on my porch. Both leaning our backs against the house. We were talking about life and what felt like intense topics at the time. Out of nowhere we turned to each other and just started kissing. It felt like an out of body experience. We stopped and she just said “hmmm.” I didn’t really know what to do with that. She turned back and we kissed more. We went around to the side of the house to not be seen. We continued to kiss and she started grabbing my dick. I didn’t know whether to stop things or continue. She told me to unbutton my pants. She reached into my underwear and began stroking my cock. She said something along the lines of “I’ve never done this. Be nice. Okay?” I said, “Okay.” We continued to kiss as she jerked me off. My cock was fully exposed to the cool night air. I had my hand awkwardly down the back of her pants feeling her ass. She commented that it was taking too long. I asked her if I could see and feel her tits. I told her it would speed things up. She asked if she was just bad at it. I told her no. She lifted her t-shirt up and undid her bra and threw it to the ground. I caressed her hard nipples and perky breasts as she stroked me. The whole scenario was playing out like some surreal dream. I soon felt it coming on. I told her I was about to cum. She stroked faster. My cum shot out against the bricks of the house, all over her hand and arm, and down onto her pant leg and the grass below.
A few more scenarios like that played out over the course of the next couple of months. We chilled together plenty of times in that time period where nothing happened, but typically on weekend nights we would mess around late at night. We never had sex, but she would often jerk me off and she would let me feel all over her body and let me finger her a couple of times. It was her way of experimenting with someone she trusted.

We said goodbye to each other on a Saturday morning. She was moving out of state for college. I held it together, but I went back to my house and cried for a few minutes. I don’t remember ever crying over a girl in high school and I didn’t even date her. I guess it was more about a lost connection and the passing of a time and place. Her leaving represented the death of my youth. I moved on with my life and out of the neighborhood shortly after. We stayed in contact quite a bit for the first year or two. We texted and emailed a lot. We saw each other when she came back in town, but the days of us messing around seemed to be over. It was almost as if that small period of time was a dream. We didn’t really mention it.

She started dating a guy around her second or third year of college. What was left of our friendship continued to fade. I don’t think he liked her texting and emailing with me. He felt threatened. She acquiesced.

A little while back I was at a friend’s birthday party at a bar. I had been there for about an hour when Brooke walks in. I did a triple take. I hadn’t seen or spoken to her in about six years. I heard things here and there from mutual friends, but nothing from her. She was living out of state, so I was surprised to see her. The party was for a mutual friend and Brooke happened to be in town visiting family during some downtime she had in the summer (she was an elementary school teacher). She waved at me as if we I was an acquaintance and sat down at the other end of the table. I was a little angry inside that she didn’t seem to care to see me.

As the night continued on she finally walked over to me and said “what’s up dude?” and smiled at me. I playfully jabbed at her, “oh you remember me?” She said, “don’t do that.” I chilled out and backed off of the jabs. She honestly hadn’t changed much save for a few minor details indicating the passage of time. A few lines near the edges of her lips and the corners of her eyes. A little more weight all over, but she was still in good shape. Just a woman instead of a girl now. I hadn’t seen her in years, but her presence still felt very familiar. I told her how happy I was to see her. I asked how she was. We were stuck to each other the rest of the night. She told me she had been married for a few years. No kids. She seemed happy. She apologized for disappearing on me. We were drunk. She said she missed talking to me.

The night was winding down. She was staying at her parents’ house. She asked me to walk her out to her Uber. I walked her out and we waited beside the bar. She grabbed me and started kissing me. I said, “you’re married.” She said, “that’s not your problem.” The Uber arrived. She told me to get in with her. I hesitated, but did. She asked me for my address. I told her and she changed the drop off location to my place. I wondered what she was thinking. Had she planned to do this once she saw me? Was she unhappy in her marriage? Was she trying to fulfill a long lost fantasy? Was she going to feel guilty?

We arrived at my place. We got inside and we were all over each other. Bouts of kissing mixed with pulling clothes off of each other. We were soon fully naked standing with her back against the wall beside my apartment door. She grabbed my cock in her hand. Strangely familiar after many years. I took her fully mature womanly body in. She was incredibly sexy. She dropped to her knees and began sucking my cock. I caressed her hair and brushed it back away from her face as she sucked. She gazed up at me with an intense almost desperate look. I told her I’ve wanted to fuck her for so long. She started masturbating as she sucked me. She took my cock out of her mouth and told me she wished she had fucked me when we were teenagers.

I pulled her up from the ground and walked her into my bedroom. She got on the bed and laid on her back. I spread her legs and slowly pushed my cock into her pussy. She let out a high-pitched squeak followed by a moan. We soon rolled on our sides, bodies pressed against each other. I had my hand on her ass as I slowly worked my cock in and out of her. She continued to have that same intensely desperate look on her face. I wondered if she was thinking about our younger selves or if she was feeling guilt about her clueless husband. Maybe it was both. We fucked slowly like that for what felt like eternity. Just gazing at each other. Kissing. Two long lost beings feeding off of each other’s energy again. Awash in it and consumed by it. We didn’t even change positions. I felt myself getting close. I told her I was going to cum. She said, “you don’t have to worry. Just please don’t pull out.” Nothing has ever sounded sexier to me in a given moment. I was soon pulsating and unloading streams of cum in her pussy. Our once locked gaze was broken as she closed her eyes as I came in her. My whole body was tingling. My cock slowly slid out of her and we embraced each other. We fell asleep like that. I woke up a couple of hours later and covered us up with a blanket. We had sex again the next night. She left town two days later and we haven’t spoken since.

**Also, if you are a female and live near me (p.s. I moved) you should send me a message. Might be a long shot, but would be cool/interesting to have sex with someone who enjoys my stories and then becomes a story**

Source: reddit.com/r/gonewildstories/comments/b3jy3f/sex_with_my_childhood_friend_who_is_now_a_married