Author: JulySkies94

It started as an affair, but now I’m (f26) fucking both him (M31) and his girlfriend (F30) [MFF]

I’ve written many stories about the evolution of my relationship with my current sexual partner, Ben. Because of the pandemic I haven’t been sleeping with anyone else. Even though he lives multiple states he keeps me more then satisfied and we have an electric sexual chemistry. Here are my past two stories about him:

The first time we hooked up: [[MF] [Cheating] Fucking my Coworker all night long on a Work Trip](https://www.reddit.com/r/gonewildstories/comments/c0o2ex/mf_cheating_fucking_my_coworker_all_night_long_on/)My first time having anal: [How my coworker is training me to be his little anal slut [MF]](https://www.reddit.com/r/gonewildstories/comments/kaovj1/how_my_coworker_is_training_me_to_be_his_little/)

Now, there are actually a million stories I could write. There’s so many things I’ve done with him for the first time and so many hot situations. We’ve done CNC roleplay, and I’ve even wore a cat-tail butt plug with him…. I love being his submissive little girl, and we’re always talking about new things we want to try. But one of the hottest ways that our relationship has evolved is that I’m now sleeping with both him and his girlfriend. If you haven’t read the story – some quick background: we met in 2018ish after I started a new job on a work trip (our company works remotely). The first night we met everyone went out drinking and the two of us were flirting all night. This ended in us secretly going back to his room, and fucking literally all night. The chemistry was insane. At this point, I had a serious boyfriend, and he had an even more serious girlfriend who he has been living with for some time, and we were both cheating. Flash forward a year and half, I broke up with my boyfriend and moved cities. But he came clean to his girlfriend and they decided together that they wanted to be in an open relationship. Read more »

How my coworker is training me to be his little anal slut [MF]

I started sleeping with my coworker Ben over a year ago when we both met for the first time during a work trip. You can read that story [here](https://www.reddit.com/r/gonewildstories/comments/c0o2ex/mf_cheating_fucking_my_coworker_all_night_long_on/). We hooked up over and over that night, unable to keep our hands off one another. He’s incredibly hot and I loved every part of his body. It was some of the most fantastic sex I’ve had, but all-told it was pretty vanilla. I have some pics of myself on my profile, if you’re curious about what I look like…

One weekend, he was flying to a city located half between us, and my boyfriend was out of town, so he convinced me last minute to come see him for one night. Again, unsurprisingly, we had intense sex all night long again. He has incredible sexual stamina, and I loved feeling his strong body fucking me as hard as he could in various positions, often begging him to go harder or not to stop. He’s an expert with his tongue and fingers and makes me cum way too easily with both. As I got a little more comfortable with him, my submissive side started to come out a little. That night as he was on top of me, I took his hand and placed it on my throat. He let it rest there, but didn’t apply too much pressure, likely unsure about exactly what I wanted. That night, I also told him that he could do whatever he wanted to me, and I believe I also requested a few spankings. He was definitely a bit rough with me, but not overly so, so I was unsure if it turned him on much, or exactly what he liked… and I was too shy to say or do more. Read more »

[FF] Girls night turns into teaching my best friend how to use a vibrator [F26]

This story happened about one month ago, but it still feels extremely fresh in my memory. I went through a pretty sad breakup at the end of July, and I had to move to a new city at the beginning of August. Needless to say, this was a lot of big changes in a relatively short time. I was having a hard time, and also had so much to pack and take care of by myself all of a sudden. One of my best friends, Nira, offered to come over for a girls night and to help me out with a little bit of packing.

Nira came over around 8pm and I had ordered some takeout for us. We were eating dinner and cracked open a bottle of wine. Some background, I am 5′ 4″, and quite slim, and mixed ethnicity so I have dark skin and long curly dark brown hair (I actually have a few pics on my profile). Nira, is of South Asian descent, and very pretty. She’s a little shorter than me, and a little curvier. She looks a lot like [this](https://imgur.com/a/Eq0nZXN). Even though she’s very pretty, I’ve never seen Nira as more than just a friend or felt any sexual tension or flirtatiousness between us. Honestly, I had no idea she was bi at all before this night. Read more »

My Darkest Secret: The time I [F] Accepted $500 cash to have a hot foursome [Group]

Warning that this is a super long post – this is something I have never told a soul, so I thought it warranted a little backstory. Scroll to **~~Action starts here~~** if you want to skip ahead.

So far on Reddit, I’ve written about my sexual adventures and misadventures fucking my coworker, cheating, and masturbating at work. But there’s something I’ve never told anyone before; offline or online. When I was 21 (I’m 25 now), I went through a phase for about a year where I was meeting up and hooking up with older men from the website SeekingArrangement. For those of you that don’t know, SeekingArrangement is a sugar daddy website where younger girls can find an older man who will agree to support them financially either through an allowance or through one-off payments. After I graduated from college, I was working a really low paying job at a non-profit, and I live in a pretty big city where the cost of living is high. I had just broken up with my boyfriend of 3 years and I was exploring my sexuality. I felt the desire to explore my submissive side more, and I thought, why not make a buck while doing it? Read more »

[MF] [Cheating] Fucking my Coworker all night long on a Work Trip

I work for a small company – and some of our staff members work remotely in cities away from our home office. Once or twice a year everyone gets together for a team meeting. I haven’t been at the company too long – so this was my first time meeting some of my coworkers who I only interact with online.

Sometimes in our home office we all go out for a happy hour – but nothing ever gets too crazy; so, I didn’t expect the team meeting to be too thrilling. During the daytime we all sat through 8 hours straight of meetings, so I think everyone was definitely ready to unwind in the evening. After dinner my coworker, Ben, knew the city we were in well and lead a group of us to a few bars in the area. We started taking shots at every bar we went to, and I was getting progressively drunk. Read more »

Face-fucked by my one and only in the middle of the night [MF] [Facefucking]

So – I’ve recently been dating someone and I’m deeply in love with him. I’m wildly attracted to him and I am basically constantly turned on around him. However – since we’ve been together he’s generally leaned to the more vanilla side sexually, and also has a bit of a lower libido then mine. While he is okay having sex about every other day, my preference would be at least two times – even on a busy day. What this has resulted in is that I am often the one who constantly initiates sex, and the one who is trying to gently lead him into kinkier territory and encourage him to be more dominant with me. Generally it is working out fine – except sometimes he rejects my advances and my feelings get hurt. With me being the one who initiates most of the time, sometimes I feel unwanted or underappreciated. Guys who I have been with in the past loved my high sex drive, and generally would initiate as much or more then I would. Read more »

Cheating on my (ex)boyfriend in a dormitory chapel [FM] [Cheating]

Moral qualms aside, the story I am about to tell is one of the hottest sexual experiences I have had. This happened in the spring of 2016, during my senior year of college. I went to a school on the east coast, and some research that I had completed was selected to be presented at a student conference at a fairly prestigious catholic university in the midwestern US. I was super excited to present my work, but also excited to get away from my boyfriend for the weekend. Since the summer, I had known I wanted to break up with my boyfriend. I was feeling extremely trapped and stressed about our relationship. I had told him I wanted to end relationship already; however, we were sharing a lease until the beginning of summer. So for a few months I was trapped living with him, and basically trying to continue our relationship as normal even though we both knew it was failing. My ex boyfriend, Logan, was a egotistical musician with a “sex, drugs and rock-n-roll” type of personality. He was extremely possessive of me and when we were together – he never let me out of his sight. As I fell out of love with him, I became more and more frustrated with our sex life, and increasingly fantasized about sleeping with someone else for the first time in 3 years. I ended up cheating on him multiple times over the next few months, with many men. I can’t lie – the thrill of doing something so immoral and secretive did get me off. Before the weekend, cheating again definitely wasn’t my explicit plan, but I’d be lying if I said it wasn’t floating around a distant possibility in the back of my head. Read more »

[F] Cumming in my cubicle while reading r/gonewildstories [masturbation]

This is my first time posting, but I am a long time reader. While I probably have plenty of stories to share of my FM or FFM experiences.. my first one is a tribute to how much I love this subreddit. Some background… I am 23 years old, 5 feet 4 inches, weigh 115 lbs, have breasts that are in between being 32b or 32c. I am half Indian and half white, and most people can’t tell what race I am. Some guess Hispanic, some guess middle eastern, some guess correctly. I am often told I look “exotic.” I have tanned skin, dark and long curly hair, and big dark brown eyes.

Usually I can wait until I get home from work and collapse on my bed before I open r/gonewildstories, grab my little bullet vibrator, and make myself cum to the top posts of the day. But yesterday I didn’t do so well. Read more »