My [F]irst time cheating on [M]y boyfriend (long story)

This is the story on how I cheated for the very first time. Back at that time I was 17 years old.

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A summer vacation was the only thing ahead of me that summer, my family and I were staying in Italy for two weeks and were looking to take in the food, culture and everything in between.

My boyfriend stayed back in Germany, he had to see through his summer job and also my parents weren’t totally comfortable with him tagging along. I knew I was going to miss him, I cried the night before I left.

Once we were on the plane and Italy bound, excitement bubbled up inside of me. I had only ever met a handful of Italians and we had so many plans, my boyfriend, although on my mind for a while, did fizzle out of my mind a few hours into our journey and all that was on my mind was this vacation. Read more »

How I [M] hooked up with my prospective sister-in-law [F] (part 3)

[Part 1](https://www.reddit.com/r/gonewildstories/comments/xgta8u/how_i_m_hooked_up_with_my_prospective_sisterinlaw/)

[Part 2](https://www.reddit.com/r/gonewildstories/comments/xje2iv/how_i_m_hooked_up_with_my_prospective_sisterinlaw/)

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This took place a few weeks after the second hook up. My relationship with my fiancée had taken a really bad turn. It wasn’t anything to do with my cheating (she didn’t know), but more deep rooted flaws in our relationship. I was still living in the house but was now sleeping in a fold.out bed down-stairs, and spending all of my free-time looking for a new place to live. We hadn’t officially broken up, but it was a matter of time. E had sent me some really supportive texts, and tried to be a shoulder to cry on, but had to keep her distance when others were around. She couldn’t be seen to be siding with me whilst my engagement to her sister was falling apart. The night this happened I was lying awake on the fold-out, unable to sleep when E came down stairs. Read more »

I [FF] went mission impossible to let Bi friend give me a tongue bath to climaxes

My friend and I were messaging during work all day. Mostly she was pushing me to come over with assurances that nothing will change and that she wants to lick me to heaven as she refers to how she was able to make me climax three times just by using her tongue to tease my entire body the other night.

I felt like I was trying to explain that I am not bisexual and she kind of made me feel like she was patronizing me a little and I felt weird about that but she was still offering something I wanted to experience again so I eventually said yes.

All the way to her house from work I thought about getting off the bus early and walking the rest of the way home. But almost half an hour later I was walking up the front stairs of her house. She had assured me that her aunt who she has to share the bedroom with would be at work until 9pm so we had enough to time to explore what she wanted to try with me. Read more »

[NSFW] Provost Dean [boss, Dom 50sM] cuckolds my[30f] husband[26m][Mf] [college] [Maledom] [blackmail] [consensual] [older male]

My husband and I met in college. I always did well in school, and ended up in academia. He was my student, and invited me out for a drink after he graduated. One thing led to another, and it turns out he is much younger, we have great chemistry. He has always looked up to me as the older, professional in our relationship, and I do enjoy steering what happens in our relationship.

I mention this because I want it to be clear that I cuck my husband because I love him, it is our shared fetish, and I have his consent. Mostly.

It’s the mostly that gets me in trouble.

Part of our play includes him encouraging me to ‘make mistakes’ or get so turned on that I somehow lose my faculties to specific men in our lives. The reality is, I talk a great game with my husband, give him some sloppy head and make him cum. Most guys don’t capture my interest like that, so most of the time it is just a fantasy. Read more »

Worst [f]light experience turned out great

A few years ago I had an early morning flight back to my hometown. I was boarding my plane and was walking down the aisle searching for my seat when I heard the screams of a toddler. My luck has it my seat was next to a fairly young mom with her 2 crying kids. The plane was full so seating elsewhere was not an option.

I approached our row and let the the mom know I would be joining them in this row. It was a row of three seats so she sat in the middle and put her 2 small ones on the window seat. I thanked her and took my seat. The mom was a Hispanic lady, maybe 5’4”, pretty face, long black hair, and maybe C cup boobs. What I also noticed is that she didn’t seem well, almost like if she had just woken up.

Plane takes off and I open my phone to read a book when all of a sudden the baby starts crying again… the mom apologizes of which I remark there was no need to. I put my phone down so that I can conversate with her. She tells me she was visiting family and her cousins convinced her to go out the night before. Shes extremely hungover and only had a couple hours of sleep. Yeah… not to responsible. Read more »

[F] got paid for sex in Mexico

It started out as a family trip. I was in college at the time, and I was going to meet some family in Mexico at the beginning of summer break. The trip started out as you’d expect, with going to the beach, etc. We were staying in this really cool little surf town. The locals all hung out together. I took a surf lesson at the beach and met one of the locals. He had a group of friends. I decided to hang out with them. The interesting thing was they were friends with other Americans. One girl, Chai, and an older man, Doug. Doug had two adorable huskies, they were beautiful. There was a group of about six of us, hanging out each day. It was really fun. We surfed, went to the bars, smoked a little, and relaxed. Doug and I had been talking quite a bit. I was 20 at the time. We talked about everything, from politics to our life experiences. He was very handsome, there hadn’t been any flirting at the time but we definitely had a connection. And I could tell Doug was a wealthy man. He always had a good amount of coke on him, his clothes were very expensive and he usually had a Rolex on his wrist. Plus he would always tell me about all the expensive sounding trips he’d been on. Read more »

[FM] After my ex cheated on me, we were stuck living together for 3 months. I masturbated with my door open to tease him and bought guys home

Following a long term relationship, I found out my ex had cheated on me. He was extremely apologetic, but in reality, there’s no going back from that.

Aside from being briefly depressed, we had 3 months rent left on our apartment and couldn’t afford to move out. I knew he was regretful, so I decided to get some subtle revenge.

I teased him at any opportunity I got. I masturbated with my door open when I knew he was due home. My vibrator wasn’t exactly quiet either. I moaned as if nobody was home.

I enjoyed seeing how defeated he looked when I’d occasionally wear just a thong around the house (he was an ass guy). He mentioned casual sex, to which I declined, so I knew he wanted me.

Finally, I enjoyed a brief slutty phase. I bought guys back home and slept in our spare bedroom, next to his.

Giggling, walking past his door when I knew he was awake, saying “you literally got it all over my face” told my ex that I still enjoyed facials.

Karma hurts in all kinds of ways. He ended up blowing his loads onto his chest rather than over my tits. Tissues cleaned up his cum rather than my tongue. Read more »

me 18[m] and my brother 21[m] fucked a girl 19[f] together

We were on a family vacation and my brother and I were sharing a hotel room. We met this girl at the beach and we’re hanging out with her. She was a hot blonde. Kind of petite but pretty big tits. Before dinner back to our room and asked if she wanted to come up and chill more. Things got pretty flirty in the room. She said how she has always wanted to try two guys at once and seemed especially hot with brothers.

We were kind of hesitant at first but eventually went for it. We been naked around each other a lot mostly in locker rooms/showers but had never done anything like this or seen each other hard. So it was definitely kind of awkward but also pretty fun. Part of the time it was one fucking while the other got sucked, part was one in her ass one in her pussy, and part was just one on one while the other watched.

You can message me if you want to talk.

In college, I [M] fucked a girl I met on an airport shuttle and now she’s a MILF

This is one of my all-time favorites because we still stay in touch and she’s married with a couple kids.

We met on a shuttle from the airport back to campus one Thanksgiving during college. It was a packed bus and we ended up randomly sitting next to each other. She was hot. And not just college hot but like sexy. Red hair – which has always done it for me – great body, great rack. Of course, college me was a walking boner who’d bang almost anything.

We started talking and it turned out we were from the same state. We exchanged numbers after the ride and went on our ways. I remembered texting her the next week and inviting her over to my fraternity house to hang out one night on like a Tuesday.

I borrowed a friend’s car and picked her up. I remember it was late so basically two things were happening: we were going to drink and she was gonna sleep over.

That’s exactly what happened. Read more »

A Housewife, queen of the neighborhood – Part 1 – [F/M, F/F, Ages 20s-40s, Femdom]

After a long, delightful stretch, Emilia steps onto the grass of her backyard and slowly walked forward. Wearing only a red bikini, her incredible beauty is plain to see, and her wide smile makes sure that everyone knows how aware of it she is. She slowly lays down on her sunbed, her six foot body just barely fitting in it. The sun rays warm up her perfect skin, from head to toe, while her long hair flow down the edge of the bed. She lets her mid relax, enjoying the wonderful sensation of complete relaxation. No noise in range of her ears, except the gentle sound of wind blowing through the trees.

Half an hour later, a distraction arises. Her plump red lips wrinkle for a moment, as her penetrating gray eyes open to explore the environment and find the disturbance. It does not take her long to spot the cause: The new neighbor moving in with boxes in his arms and bags swinging from his hands. She sighs, resigned, but she keeps an eye on the newcomer with the corner of her eyes. He is quite a cute boy: He is young, probably mid twenties, she would not be surprised they had a decade of difference; tall and skinny, but with beautiful black hair and an athletic body that his t-shirt and cargo pants do little to hide. Read more »