I fucked my best friend while she was engaged [MF]

Kat, one of my closest friends of almost 15 years told me she was engaged to this guy she had been seeing for about a year. He lived in another country, so I still hadn’t met him, but they had seen each other many times and seemed to be really happy. We had seen each other in good and bad relationships and it was nice to think she was finally getting some peace and love. I would tell her how excited I was to know him and how I hoped we would all be friends. Turns out that after this story, we found out he was cheating the entire time so she dodged a bullet.

Kat and I would meet up regularly to hang out at her place which was usually hours of us talking about everything, listening to music, smoking weed and cigarettes, and drinking beer or wine. Her fiancé was cool with us hanging out as it had been 15 years without us even hitting on each other. We both saw each other as attractive people, but there was no sexual attraction between us. We’re both in our late 20s. I’m 6’2″. Black. Body is nothing amazing. Not fat but not fit. Prime dad bod. Kat was Hispanic; short, maybe 5’2″ and slender with pale skin. She had a cute small ass and little tits. Not particularly curvy or anything but she had her own sex appeal. She had long, dark wavy hair and a pretty face with round cheeks, kind of a big nose (which I always found really attractive), and big round eyes. She wasn’t particularly ladylike and was kinda gruff and blunt. She never wore skirts or dresses but today she had a dress, since she was out with her friend earlier and wanted to be girly with her.

I get to her place and we do the usual. Popped open a bottle of wine, rolled a joint, and got to talking. We talked about work. Relationships. Her new long distance fiancé had spent the day ignoring her calls and texts. She figured he was working, but she mentioned how this had become more frequent. I had just recently broken up with my partner who I was living with. Things were weird. Life sucked. After talking about that struggle of living with an ex, we began to talk about sex. This was nothing out of the ordinary as we had talked about sex before.

She began mentioning how her fiancé was always following and liking women on Instagram who had big boobs and huge fake asses. She tried to tell him how it bothered her and his excuse was that every man looks at that on IG. Kat checked who I followed and saw that I never did this. She started asking about why certain men seem so thirsty. Eventually, she mentioned how his dick was really small and she believed men with smaller dicks were more desperate. I laughed and just continued drinking and rolling another joint for us. Then Kat asked if I ever looked at women online like that and I said that I did but had basically stopped because I didn’t care to see IG fake bodies all day. She kept downplaying my behavior and said that I come off as less desperate from my social media to how I am in public with her and we see other women. Apparently he would break his neck to stare at an ass while they were together. She mentioned how her fiancé has a porn addiction and that with his job as an artist, he’s always around other women and touching them (he paints on women at some shows). The first few times she went to his country to meet, things were great. On a later visit, after the engagement, she brought up her insecurities and he said how no women want him and how he needed to watch porn or he would be out cheating. That answer bothered her more than she expected. She said how she felt inferior to these women who get to physically be with him and of curvy women on IG and in porn. I assured her that she was gorgeous and sexy and that she was totally worth whoever sees that in her. She was surprised that I said she was sexy. She thought I had never seen her like that. I told her I did and she started to blush a bit. We talked about his behavior for a while then she brought the conversation back to his dick being small.

“The smallest I’ve ever been with. The sex was great emotionally, and I usually eventually came, but I couldn’t get the physical feeling I was looking for.” From here she asked about my dick, which she had never done before. I told her I was eight inches and I saw a slight change in her. Like a spark in her eye. She was surprised and asked if my ex was satisfied and if having a dick like that gave confidence since I didn’t act like her fiancé. I told how I actually hadn’t had sex in months before finally breaking up. Kat mentioned how it isn’t fair for me not have sex from my partner and that I should have a release. Then she caught herself and immediately changed the subject. We were down to two cigarettes and we finished the bottle of wine. She suggested we go to the liquor store to get beer and cigs.

It was later now and cooling down so she threw a big baggie hoodie over her dress making her look even smaller. On our walk, we noticed how cold it had gotten and so she moved in closer and locked her arms in one of mine to take some of my heat. We had occasionally walked like this, but this time felt different considering we just spent 5 or so minutes talking about my dick. She said my name to ask me something, but this time her voice was different. Softer than usual.

“Do you really think I’m sexy even though I’m skinny and not like girls online?”

“Of course I do. You have a lot of sex appeal. Guys are always fawning over you and you never even notice.”

While we walked, with both her arms now wrapped around my waist and my arm around hers, I took out the last two cigarettes, put one in her mouth and one in mine. I realized that we forgot a lighter. We were walking near where I parked my car, so I stopped there and looked for a light. I sat in the driver seat with the car door open hunting for a light for us to smoke. While rummaging through the center console, she stood outside talking in that soft, almost babylike voice that I found so sexy for some reason. I guess because she was showing me a different side of herself considering I had only seen the more rugged guarded version. This was an daintiness reserved for special cases and apparently I was a special case to her.

“I never knew you saw me like that . It’s so surprising. And you’re eight inches. I just never knew. It wasn’t my business to know, but now I can’t stop thinking about it.”

I was instantly thrown off. Before I could react, she straddled me and started kissing me. I kissed her like my life depended on it. I didn’t realize how badly I wanted her until she was sitting in my lap and my tongue was sliding around her mouth. I was ready for her. I grabbed the handle and dropped the seat back so we were practically lying down. My dick was suddenly hard. She felt it through my sweats and started grinding her pussy on me. My mind immediately went to her fiancé.

“What about your man?”

“Well, he’s been ignoring me all day. He had time to add all these models he’s probably fucking to his IG. Since he’s there stroking his dick and probably cheating on me, I should be able to have fun too,” she says while continuing to rock her hips up and down my dick. I kissed her deeply then grabbed her and basically threw her into the back seat. I lifted her dress and started taking off her panties. The second I got them all the way off, I buried my face in between her thighs. I started eating her out. Driver door still wide open, on a semi-busy street, a little after 6pm. Her moans and squirms made me feel like my dick was gonna explode through my pants. I kept eating her pussy and squeezing her soft thigh. Her movement telling me that I found the perfect spot. Her hips would wind faster and faster as I sucked her clit and licked her vagina. She started bouncing faster like she was cumming and says “Fuck me please.” I pulled it out and she sees my dick for the first time and smiles so big and mischievously. SO. FUCKING. SEXY. I couldn’t help but pause and smile back then kiss her. Again, she begs me to fuck her. I started to tease her a little; rubbing my dick up and down her pussy. Once I was inside, she burst out a sigh of pleasure I can’t forget. “All of it. Slowly,” she whispered and I obliged. She moaned louder as we started to pick up speed. She started to whisper to me how good it was and I loved it. Then she mentioned how it was better than her fiancé and I couldn’t keep it up.

“I can’t feel you. You don’t want me?” she teased in that singsong-y voice.

Disappointedly, I sighed, “I really do. More than you know. I just feel bad thinking about him.”

Stopping right then was actually good timing, because as I got up, a person walked by and a cop slowly checked out my car since it was sitting with its door wide open on a busy street. She said we’ll try again in the house. We got most of our clothes back on. Her panties and one of her shoes were lost in the car. I had a pair of sandals so she wore those to the liquor store. We held each other as we walked like before. She kept reassuring me that it was totally fine and that I shouldn’t feel bad. I reassured her I was ready to get back to the house so I could fuck the shit out of her. We got a case of beer and cigarettes, and walked back giddy like children.

Source: reddit.com/r/gonewildstories/comments/ouxfnf/i_fucked_my_best_friend_while_she_was_engaged_mf

26 comments

  1. I’m gonna finish the story. This was just getting really long. Hope yall enjoy.

  2. New to this sub.I am wondering is this sub is all about realistic stories?

    If this one is real, then it would be the fantastic exciting cheating story!
    I mean you two can CONTINUOUSLY update this story, or more, write a book! All behind her fiancé, of course😍

  3. Great story! However… this really put into perspective that if your girlfriend or spouse has a MALE FRIEND… you need to tell her to put that dude on ice. Lol.

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