I fucked [m]y friend’s [f]iance.

Throwaway because people know I Reddit.

A little background about myself. So this story began at the start of 2013. I just received a promotion that required me to relocate several states away. I was 33 at the time, single, never married, and no kids. I decided after a couple long term relationships that monogamy is not for me. I love dating new and different women. And I’m always up front with them and tell them I’m just looking for NSA dating. The women are more often than not OK with that, to start. I think they like the challenge of “oh, I can change him.”

I was pretty nerdy and fairly quiet in high school and college. After I started my career and got older, I started getting more confident and my success with the ladies just skyrocketed. It didn’t hurt that I had a nice job, made nice money, and dressed very well (shout out to /r/malefashionadvice). I’m not tall and don’t have a huge cock, I’m lucky to hit 6 inches on a good day, but the ladies don’t mind. I know for a fact because they always come back for more.

So back to the story. The relocation coordinator quickly set me up with a nice downtown loft and I started work. Unfortunately, most of the people I worked with were a lot older with families and it was hard for me to relate. But I found out through my mother that I had a cousin that lived in the same city. He was a little younger than me at 25, but I’d rather hang out with him then the older guys at work, so I called him up. We hit it off pretty well and I quickly got included in his close group of friends. I hung out with them quite often, bar hopping, watching sports, golfing, etc. I also had them over a lot because I had the nicest place.

Now the main group consisted of cousin and 5 other guys, and they were all about the same age. 3 of the guys had girlfriends and there were a couple of other girls that hung out as well. The dynamic of the group was a little weird though. The guys all had blue collar jobs where the girls were either going to medical school or had professional jobs. But they were really nice and good guys.

So one night after a little get together at my place, there were only a couple guys left, and one of them told me the girls got together and asked each other who they would get with in the group if they didn’t have a boyfriend. They all said they wanted to get with me. I quickly shot down that notion saying they were just young and didn’t know what they wanted. I’m not going to lie but it was pretty flattering. But I’m not That Guy and I would never try to get with a buddy’s girl. Now before this I did notice that a lot of the girls in the group took a liking to me. They were pretty flirtatious and I caught them more than once giving me the eye. So after he told me that, I really started distancing myself from the girls. When we got together, I’d go out of my way to not talk or mingle with the girls as much. I got a lot of “are you OK?” and “why are you so quiet” questions. I just didn’t want any of the guys to think anything.

The star of this story is Amy. Amy is a tiny little thing. 5 foot 1 maybe, 110 pounds, long black hair, small tits, and a nice round ass. She is super cute and very confident. Amy got engaged to John a little bit before I moved into town. John on the other hand is very laid back and pretty submissive. Super nice guy though. And they were scheduled to get married in spring of 2014.

So it is now September of 2013. I was sitting at home one night during a weekday, just fucking around on Reddit and a glass of whiskey, when I get a text from Amy. This is the first time she’s texted me individually. I was in group chats with all of them, but I never had a reason to text her alone, so this was a little weird.

Amy: Hey it’s Amy. Are you busy?

Mr: No, just chillin at home. What’s up?

Amy: I need to talk to you about something serious.

Mr: Sure no problem? Are you OK? Is John OK?

Amy: Yeah, we’re fine. Are you free now? Can we talk in person?

Mr: Yeah, sure.

Amy: Ok cool. I’ll be over in an hour.

Holy shit what is going on? Why does she need to talk to me in person? Should I call one of the guys over so I have a witness? A thousand thoughts were running through my head. Now I definitely got vibes from her before, but there’s just no way she want what I think she wants. I better go wash my ass and balls just in case.

So I’m sitting there nervously when I get a buzz to let her in the building. I let her in and she has on some really short shorts and a tiny little tank top. I offered her a seat and asked if she wanted something to drink. She said whatever you’re having in that glass, so I poured her a couple fingers of whiskey too. I joined her back in the living room and asked her what’s up and again if everything was OK. She was usually very confident, but I could tell for the first time that she was pretty nervous. She downed that glass and laid it all out. She said she’s had a crush on me ever since I moved into town. She loves John with all her heart, but he’s the only person she’s ever been with. She feels like she might regret getting married and never getting to be with anybody else. She’s been feeling this for a while but didn’t just want some strange, she would feel better if it was with somebody she knew and trusted. And that guy is me. I told her there is no way I would betray John like that. She then told me that John was OK with this. He’s been with other girls before and he would do anything for her. She said I could call him to confirm if I wanted. I thought about it for a second then picked up my phone. But she didn’t flinch at all, so I just put my phone back down.

I couldn’t believe what was happening. I didn’t know what to do and she was just sitting there staring at me. After what felt like hours of silence, she walked over and stood in front of me. I looked up and she slowly started pulling her tank top up and over her head, and her little pert titties popped out. I was hard instantly. With the most sexy look in her eye, all she said was, “Don’t you want me?” It was on. I reached around and grabbed both her ass cheeks and pulled her onto me. I gave both nipples a quick suck then grabbed her face and we started making out hard. It was sloppy, a lot of spit, tongue, lip biting action. We were just sucking each other’s face off while she was grinding on my hard on.

After a couple minutes, I stood up and walked to my bedroom, with her still on me and her legs wrapped around my waste. We were still making out like crazy while walking to the room. I threw her on my bed and pulled my shirt off then laid next to her on the bed. I was going to take my time with this fine piece of ass in my bed. So I laid next to her and we started making out some more. I was in a good position now that was able to reach down and rub her pussy through her shorts, and her mound was so hot even through her shorts. She unbuttoned her shorts, grabbed my hand and put them down the front of her shorts. Then she put her hands in my pants and started jerking my cock. She was completely shaven and so fucking wet. I started fingering her with my middle finger and she said put another finger in there. I pulled her shorts off completely and finger fucked her with my middle and ring finger. The wet sounds of her pussy getting finger banged was so hot. We were still making out this whole time.

She pulled my fingers out and put them to her mouth and started sucking her pussy juice off my fingers while staring right into my eye. She then moved down and started pulling my pants down. My cock popped out and she said, “mmmmm, that’s what I need.” She gave my head a quick kiss then engulfed the whole thing down her throat, all the while staring me right in the eye. After a few seconds, she started slowly bobbing up and down, having her lips from the tip of my cock down to the base and back up. Super slow. She pulled out then moved down further and started sucking my balls. She was licking all over my balls and under my balls almost to my ass while reaching up and stroking my cock. She then went back to my cock, but this time she started getting sloppy and blowing fast and hard. I love the sound of slurping on my dick.

She sucked my dick for a good ten minutes and I couldn’t take it anymore. I need to taste her. So I flipped her over and go down between her legs. Her pussy was so pretty, I just dove right in. I started sucking on her pussy lips, then moved over to the other lips. I moved up and started kissing her clit. She grabbed a handful of my hair and was moaning like crazy. I inserted my fingers into her pussy again and started massaging her G-Spot. She let out a super loud moan when I hit it and the look on her face told me she’s never been touched there before. I alternated between her clit and pussy lips for a good 10 minutes then went back to the clit hard. And steadily put more pressure on her G-Spot. She started saying “oh my God, oh my God” and I knew she was close, so I stopped and moved up to her face level. She asked why did I stop and I said because I’m in control and she can’t come until I say so. She thought that was so hot and she started to lick the pussy juices off my face.

I started pulling out a condom but she said she wanted to feel my bare dick in her and that she was on birth control anyways. We were in missionary position and I lined up my dick and slowly entered her still wet pussy. She was so fucking tight even all wet. I wrapped my arms around underneath her head and we were making out while I was fucking her slowly. And she was moaning into my mouth the whole time. But I couldn’t take it anymore, I need to fuck this girl. I put her legs on my shoulder and started ramming into her hard. It felt like the whole room was shaking and she was almost screaming out loud. Good thing for the cement walls and floors in the loft.

I flipped her over now and put it in from behind. I slapped her ass and started pounding her again. She kept asking me to slap her again and again. I put my thumb in my mouth to get it wet and started rubbing her asshole while fucking her from behind and she started to moan even louder. She reached down between her legs and was rubbing my balls. I was close now but I didn’t want to come. I wanted to fuck her more.

I pulled out and laid down and she got on top. She started by squatting on my dick and pumping up and down. I grabbed her head and we started making out while she was slamming down on my cock. She then put her knees down and riding my dick super hard. I grabbed both her ass cheeks again and could tell she was close, so I flipped her over into missionary again. I was fucking her hard again and her breathing started to get short so I wanted to time my orgasm with hers. She did the “oh my God, oh my God” again, and I couldn’t hold any longer. I busted a huge nut and let out a huge guttural moan and 1 second later she screamed out her orgasm, both of us just released at the same time.

We laid like that for several minutes, too tired to move and my soft dick still in her pussy. I pulled out and my cum just oozes out her pussy. She moves over and starts sucking my soft cum covered cock. She licks all the way down and licks up my balls too. She was determined to clean my entire cock and balls. I pulled her up and we fell asleep naked. She said she’s never had a PIV orgasm, let alone cumming at the same time and said that was the hottest thing ever. We fucked a few more times after that. She even called me the night of her bachelorette party when they were done and that was the last time we fucked. She wanted to fuck after they got married, but I declined. I still hang out with John and Amy to this day.

Source: reddit.com/r/gonewildstories/comments/51sopn/i_fucked_my_friends_fiance