Jerking off with the help of a [f]riend

We are both in our 30s, married to other people.

Backstory: A girl that I had a brief fling with in college. Things ended but we maintained a strong friendship and flirty chemistry. We’ve always been a little flirty with each other over the years but never crossed the line. Until recently :)

See, this girl is seriously hot, and she loves attention. She’s tall, blonde, and loves yoga, so you can imagine her body. She’s also discovering she has an intense slutty side šŸ˜ So about a year ago she starts sending me thirst traps 😈 sexy pics in yoga outfits or dressing rooms. Classy, sexy, teasing pics, but no nudes. Which I was fine with of course, this was a pretty fun turn in our relationship :)

Slowly the chatting starting getting more and more filthy. From talking about vague fantasies to talking about making out with each other, or me going down on her. Along with this, the pics started getting more and more risque. I’d tell her how much her pics turned me on and I could tell she loved it.

[MF] Jacuzzi fun

Hello, Long time lurker, first time caller.
(for privacy, I’ll just refer to [M]y [W]ife as “Candy”)

For about the last year or two the kids have been around the age where my wife and I can go out on dates without paying for a babysitter.

Last week I had pulled a muscle in my lower back, but by the weekend I was starting to feel better. Last Saturday night, Candy and I wanted to go soak in one of the jacuzzis and just relax, this is not our normal idea of a date but we really wanted some time in a jacuzzi without having to keep an eye on our kids. I also have suspensions that Candy was planning this whole thing, since it was her idea to go soak in the jacuzzi. And she was about to go on a long trip with some friends later this week.

Our apartment complex has 2 pools areas, it was around 9pm and we went to the lower Jacuzzi. This one was empty and only a handful of apartments had a view of this pool area, but wasn’t heating up as much as we would like. We decided to try the upper Jacuzzi, this one was heating up nicely but there was a couple people swimming in the far end of the pool. Also, there was also about 10-15 apartments that had a good view of us.

[M]y [First] Affair, the first time…

To catch up on this story you can read my first post here. https://www.reddit.com/r/gonewildstories/comments/oy60r6/my_first_affairthe_beginning/

At the time I left this story K and I were engaging in the very basics, we would talk early in the mornings before anyone else arrived at work and usually end it with a short kissing session. Nothing at all amazing aside from the fact we were both married. What I failed to mention was it did get a little more involved as she would sit on my lap while we talked. There was some light petting but nothing like was was about to happen.

It was late summer early fall, and we had been talking in the mornings for a little while, and we always talked about “the line” that we really shouldn’t cross. But feelings for each other were getting stronger and desires were increasing as well. She would tell me about fingering herself after her husband left for work and I would share my self pleasures as well. Our company signed up for motivational event in a nearby city. Several big names would be there and we thought it would be good for us to attend as kind a team building event. That’s when things changed.

I was a hoe and I’m admitting it. [FM]

I ended a relationship a couple of years ago and decided to fuck just about anything that gave me attention. Some of that included coworkers. Married ones actually. There’s something incredibly hot about sneaking around and satisfying taboo urges.

A friend of mine recently asked how I ended up essentially being shared among a few co-workers and really it was a fast and loose kind of game. Racy “oops” messages via snapchat or just jokes via fb that get… Carried away so to speak. Granted these guys were in different departments, so I didn’t see them face to face everyday, I do wonder how things might have played out otherwise.

The first guy I had heard about, and when he came to me, well it made sense šŸ˜‚. I flirted with his best friend (“oops that was meant for someone else”) and of course his best friend told him about me (what a good guy!). He was pretty direct about his wants. We chatted a little bit about expectations and preserving our professional faces and eventually he came over to my place after work one night (he is briefly mentioned in a previous post). This guy isn’t normally my type (overweight and grossly conservative), but I was looking to fuck and be used and see what it was really like having multiple men at my disposal. Most of the time I can’t remember his last name… and that’s what I knew him by for the first couple of years we worked together.

The slutty best friend [mf]

So my wife has a best friend who has her fun on the weekends. I see her every so often but when I do she ends up staying with us a few nights. She’s about 5’2 with tan skin brunette hair glasses these perfect c cups and a tight plump ass that she loves showing off.

I get home from work after a long 13 hour day and my wife is knocked out in bed but left dinner made for me. I shower And then sit down to eat and her friend ā€œLexiā€ we will call her is sitting on the couch scrolling her phone. I turn the tv on and we start talking about our days and whatnot.

Su[m][m]er Nights (Part 1)

We were young, just out of high school. I wouldn’t say I was particularly good friends with Dylan, in that I never called him my best friend or, for that matter, even a close friend. He could be awkward, socially, and never quite fit in with my main group of friends. But we lived near to each other, saw each other frequently, and did plenty of activities together over the years growing up. To give a visual, at the time, I was about 160 or so pounds, dark brown hair and green eyes, tall and slim. He was thinner and shorter than me, blondish-brown hair and blue eyes. I played soccer and ran cross country. We had, at first, played soccer together, but he’d stopped playing sometime around sophomore or junior year.

Always a tinder slut, never a wife (F/M)

I couldn’t stop thinking about him. It had been a while since I had seen him and sure other men had come and gone since but I couldn’t stop thinking about him weeks later. We had a friends with benefits arrangement but I wanted more; I would’ve done or given him anything. I thought about reaching out to him I wondered if he had forgotten about me since so much time had passed, I hoped nothing happened to him. I would sit at work and day dream about past encounters; of him running his hands all over my body, pounding into me against a wall, holding my legs while he found all the right spots and filled me up just right. I was consumed by my daydream at work when my phone buzzed sitting on my desk. I assumed it was a promotional text of some sort or one of my friends but it was him! Excitement coursed through me but I wanted to be cool and collected and try to have some control over whatever this was going to become.

Him: Hey

Me: Hi :)

Him: How are you?

Me: I’m alright, how are you?

[FM] I’ve been fucking my disabled neighbor for months

I did the whole college thing, did my share of slutty things I might talk about some other time, graduated and got a good job. My grandparents left me a little money, so I bought a house. I do pretty well for my age. I broke up with my boyfriend a few months before COVID. We’d been together since college, then he cheated on me with a friend at a party. Seriously, a fucking party. I wasn’t even mad, I was relieved. I wish it hadn’t been right before a pandemic, but c’est la vie. I’m a young, successful, attractive woman, I have plenty of time and options.

My neighbor is a disabled widower. He uses one of those power chairs, but can stand up and walk short distances with a cane. His kids are grown and live on the other side of the country. He works from home and does pretty well, but was pretty isolated during COVID, so I made it a point to interact with him. I was pretty lonely, too, and I left the house regularly. I couldn’t imagine how it was for him, being pretty much stuck at home. I’d cook for two, and bring him half. I’d pick up some beer and drop a few by his house. We celebrated a few holidays together while social distancing in our back yards. He’s the nicest guy ever, has a great sense of humor, and has lived a really interesting life. He’s also good looking and is pretty fit for being disabled.

I Sent My Wife To Suck My Friend [FM]

My wife and I have been married for many years and have grown to enjoy experiences with others occasionally. One of those occasions was about 10 years ago when I worked with a single guy who was extremely attractive. Mike as we will call him was divorced and a little gunshy about getting back into the dating scene. We worked closely together and talked about all sorts of topics. One topic was his ex wife and her refusal to suck cock, well his cock anyway. She had cheated on him and inflicted some deep hurt when she told Mike she would do anything for her new lover including sucking his cock any time she was told.

As the conversation came to me, I said I didn’t have any issues there and that my wife would suck my cock any time I asked or when we had sex. Mike’s eyes lit up and he asked “anytime?” “Yes, she has never refused” I said. Now Mike and my wife had met and he obviously had a nice mental image going of my subservient wife sucking cock and the notion that she never says no.

[MF Heterosexual adult sex][Cheating] Boss’s Son Moves In

My Name is John and I’m married to an amazing woman named Hailey. She happens to be 32 to my 35. She also happens to be my second wife. I split from my first wife Jennifer amicably. Although Hailey never wanted any children, and show me down every time I tried to bring the subject up, I had a daughter named Jessica from my first marriage.

We’re both pretty much average people otherwise at 5’9, 150lbs, brown hair, with a bit of lean muscle. My wife is 5’6″, 120lbs, 36C,28,34, and yes she’s blonde. I would describe her as closer to thin than athletic.

I have a pretty boring job that consists of me working on financial documents and charts.

My boss’s 19 year old son Jake needed a place to stay. Wanting to score points with my boss for an upcoming promotion, I let him stay at my place. We barely noticed him the first couple of days. But that completely changed when Saturday came around.

He would bring a new girl back every Weekend and they’d be quite vocal. My wife kept telling me to kick him out, but not wanting to upset the peace I told her I couldn’t risk getting in trouble at work for it and he’d be gone by the end of the month.