The only time my married co-worker [F] 32 years old and I [M] 27 yrs old had sex at her house

So for obvious reasons, we barely ever hung out at her place, let alone fooled around with each other. Every time I was over there I was always worried about getting caught, trying to think of the best exit strategy haha. For that reason we were always on the main floor where I could leave out the back of the house (I usually parked at a park across the street if we were going to be at her place for a while). Most of the time we’d just hang out on the couch, play games, and make out. Never too intensely because we didn’t want to get too into it and then have to stop real fast if her husband randomly came home and also because the times we started at her house, we always ended up going to my house later where we’d get more into having fun with each other.

Liv & Rob ‘All of Me is Yours’ [MF] [Mdom] [Fsub] [Reluc] [Creampie] [Doggy]

‘Hey Rob,’ Olivia says with barely a glance in my direction as she chucks her keys on the occasional table in the hall and stoops to picks up the junk mail that I stepped over on my way in.

I’m lying on the bed with my flies undone and my cock in my hand. I’m not sure if she hasn’t noticed or doesn’t care. There once was a time she would have pretty much jumped from the door onto the bed if she thought I was up for action, but I guess things tend to slow down after you’ve lived together for a while. I watch her push her shoes off and kick them in the general direction of the cupboard and try not to get too irritated by her laziness.

She wanders into the living room and I hear her banging about in the kitchenette.

‘Do you want a coffee?’ she calls.

I look at the cock resting in my hand, weighing up my options – do I slip it back in my boxers and resign myself to a night of Liv browsing Facebook whilst half watching inane shit on the TV while I depress myself scrolling through Gone Wild subs knowing I’m not going to get any relief for another night … or do I just take what I want for once?

SixSex, Part 3: Business, Birthday, and About to Break [MF]

[Link to Part 1](https://www.reddit.com/r/gonewildstories/comments/intig1/sixsex_a_six_part_series_on_successful_seduction/) | [Link to Part 2](https://www.reddit.com/r/gonewildstories/comments/iobesg/sixsex_part_2_can_we_cuddle_mf/)

It was Tuesday, April 23, which meant it was the first day of my work training, as well as Ryan’s 31st birthday. You can guess which event was taking precedence in my mind. After an all-day session devoted to software and smalltalk, I headed to Evil Eye, a neighborhood cocktail bar in the Mission District around the corner from Ryan’s apartment. The birthday boy had ordered in pizzas and invited friends over to have drinks and celebrate together. I ordered a drink at the bar and found myself next to Ryan’s college roommate alongside her boyfriend. A wave of nostalgia hit me like a rock. The past seemed so far and at the same time right in front of me, as if picking up right where it left off. Throughout the night, a bunch of us took turns cramming into the bar’s photo booth to snap strips commemorating the occasion. I felt like a pathetic teenager, heart fluttering with excitement when I ended up in a corner close to Ryan, and predictably disappointed when I didn’t. Before leaving, I handed Ryan a birthday card stating how glad I was that we had remained friends all these years, how he was one of the best guys I knew, and how I was thankful we had crossed paths. I meant it, and tried to focus on my gratitude, not my desire, as I said goodbye before heading back to my hotel.

SixSex, Part 2: “Can we cuddle?” [MF]

[Link to Part 1](https://www.reddit.com/r/gonewildstories/comments/intig1/sixsex_a_six_part_series_on_successful_seduction/)

The next day, I helped Ryan move his belongings from his old apartment to his current place. He had just moved yesterday, spending the first night in the new digs not sleeping, and with me. That evening, we met friends for dinner at Little Star Pizza, my favorite pizza and beer joint in SF. Ryan had come to several reunions before, as it was always my pick to catch up with people when I visited the Bay Area. But this time, he was more than just a friend from college sitting around the table exchanging pleasantries. Could my other friends tell that I was staring at him a bit longer, and more longingly, than usual? That really I wished I was sitting next to him, not diagonally and across the table, but that I was also thankful for the physical barrier so I would be forced to behave myself?

The Cherry Milkshake [Mf] [age gap] [cutting] [masochism] [vaginal] [oral] [long-ish]

Names are not fleshed out for a reason:

So, I had this job at this ice cream shop throughout high school and we had a few regular customers I saw in the four years I worked there (from fifteen to nineteen). One was an older guy that often just bought a cherry shake. I’d make the shake when I saw him pull in and then, unlike any other customer, I would run it out to his car, he’d give me the cash for the food and always told me to keep the change. This was a man that paid for a two dollar order with a twenty religiously.

He got into the habit of only coming around when I was on shift and it was something my co-workers picked up on and teased me about because I was shy. In fact, I had a hard time calling out orders for people to come to the window to pick them up because my voice was so quiet that no one could hear me. They noticed he stopped coming around on their shifts because they stopped getting the eighteen dollar tip and I felt bad about it, one was a single mom and really needed the cash, so I stopped running it out to him and gave the order to her to take out while I did other things instead.

I [F] used to fuck my landlord [M] because my husband couldn’t afford rent.

We were newly married at 19 and just moved into a nice little place. We were very happy with everything being newly married and loved finally have something to ourselves. The only problem was we didn’t budget correctly and our expenses were a lot higher than we expected. It got to the point where we had to decide between rent and food. I told my husband that I’d talk with our landlord and see if we could come to an “agreement”. He knew exactly what I meant and hesitated before agreeing.

We have had an open relationship because he isn’t able to satisfy my needs so being with someone else didn’t bother him it was the fact that in his mind I was having to whore myself because he wasn’t man enough to support us he told me later.

I call our landlord and he comes over when my husband is a work to talk. I tell him that we aren’t able to make rent and that I’d do my best to ” make it worth his while ” thank God he could read between the lines because it would have been embarrassing to just say it. He said that he would come over once a week in exchange we could live rent free.

I [F] surprise my FWB [M] with a school girl outfit. He surprises me with my introduction to bondage.

Let’s rewind. It is summertime 2008 and I’m eighteen years old, maybe a month or so after prom. I have a few months before college starts, and it’s been almost two years since I’ve had a boyfriend. I am almost painfully horny. I decide to find someone to help me.

After several days of chatting online, Adam, also eighteen, and I decide to meet up in real life. He’s from a city about 30 minutes from mine, also recently graduated from high school and awaiting college. We go out to a movie and linger at a Denny’s. We make out in the parking lot and agree to go out again later in the week.

We continue to meet, hooking up in our cars, or waiting until one of our houses is empty. We don’t have sex, but still manage to have an excellent time with everything else available on the sexual menu.

One day he lets me know that his parents are going out of town for a church retreat. It means we can have his house all to ourselves for some sinful behavior.

The Bar [MF-EXH] – First time posting

He sat at the bar, sipping a whisky, not waiting for anything in particular. She walked in, wearing red heels with ties that wrapped up her calves, little black dress and a red bra that peaked out just a bit from underneath. She was petite but thicc, she filled out that dress perfectly and her dark brown hair fell just past her shoulders. They were both scanning the bar when they locked eyes, if only for a brief second. She sat at the end of the bar, away from him and ordered a martini. She kept watching him, watching as he interacted with women that came up; why wouldn’t they, he looked amazing. He was in black slacks, black shirt, black vest and a red tie that added a pop of color. He had a salt and pepper beard that carried into his hair.

After enjoying themselves respectively, she decided that enough was enough and wanted to make a move. She moved down the bar towards him, his back was turned as she approached, he was still flirting with another. She walked up, sliding her hand around his side and down over the bugle in his pants, taking a firm but gentle grip around his parts. He reacts with pure calm, not even breaking conversation with the other woman, but merely bringing his hand to hers and squeezing his hand around hers.

Straight virgin guy touches Kansas dad cock [MM]

So I (39 yo dad/bear in Kansas) started chatting with a 21 yo straight virgin guy after he had posted several times online and was getting frustrated sexually. He had kind of a twink/lean body, a little petite because of his age, but was not fem. He was clearly masculine and had hair starting to fill in the right places and a slight bit of young stubble. I think part of his trouble was he was South Asian heritage and we live in a conservative white part of the US.

Anyway, I pitched something to him after a little chatting: I asked him if he would be turned on at the thought of touching a man’s cock. He told me he considered himself straight, but was curious. He said he didn’t want to taste it or kiss me, and I of course told him I understood.

I’m a middle aged dad with a bearish body, extra pounds, and plenty hairy. So I warned him it would be different than a male model or other boys he had seen in the locker room. If he wasn’t prepared for that, it could be a turn off or he might think it gross. But I also told him if he leaned into it, it could actually be really arousing for him to be doing something nasty and taboo with a “daddy.” Even though he was a virgin and straight, I think he understood this and was becoming more eager to try it.

I like to tease my bff’s little brother by working out half naked over zoom [F]20

When I’m working out, I like to have as few articles of clothing on me as possible. I feel like I can breathe better without my sweat clinging onto my clothes. That means I’m usually working out in a sports bra and a g string/thong. During quarantine, my bff (Keith) and I have been working out over zoom together to help keep each other accountable with exercise. He could care less about what I wear because he has seen me 100% naked already. Plus, he works out in his boxers, so we’re even. 

Now Keith has a younger brother named Kyle who just turned 18 a couple of weeks ago. He’s super funny, adorable, and smart. He’s like a brother to me. One day, Keith and I are working out and Kyle asks to join us in the middle of it. Keith and I both say it’s fine while we also both forget that I am barely clothed. About 5 minutes into the workout, I realize what I’m wearing and also what I look/sound like. I am on screen sweating and panting, tits and ass bouncing, stretching and groaning/moaning trying to push through the workout like I always do.