Housesitting (part 1)

I grew up in a very wealthy area with huge houses, many with pool houses that had bedrooms. I started housesitting in the summer when I was home from college and had couples/families who I sat for regularly. At the end of the summer, before my sophomore year, I sat for a couple, in their 40s, who were both hot as hell. They said they both traveled for work a lot (no kids) and one or both are often gone a couple of days a week or sometimes over a weekend. They wanted to know if I would be willing to live in the pool house the following summer so I would always be available if they would both be gone.

They paid more than any of my other clients and were really nice. They always had the fridge stocked with my favorite food and drinks and didn’t mind if I had a friend or two over while they were gone. I was also single at the time and didn’t expect that to change anytime soon so I figured, why not.

My [F]irst Orgasm

For a little background, I’m 20 F, engaged to a 20 (soon to be 21) M. We haven’t met irl but I’m applying for a visa to his country rn (the fact that I’m *this* close to finally being in his arms might have helped). If all goes well, we will meet (and fuck) in a month from now.

The story: I have been incredibly horny for the past few days. Well, I’m incredibly horny all the time, but the past few days were even hornier than usual. My fiancé, being as horny as only he is, never failed to engage in roleplay or sexting. Tonight, I had thought, would be the same. He wakes up, I ask for some rp, we do, I watch some porn or read some erotica, we masturbate on the opposite sides of the world, then I sleep while he goes about his day.

Chapter 1 – Becoming the dog’s toy [bst],[huml]

I put my mop of curly black hair back through a headband after I kicked off my shoes. It had been a rough week and I was finally able to go home from an overtime shift. Other than some trivial upkeep stuff, I knew that when I walked through my apartment’s door, I would be able to hole myself up for the weekend and recharge my batteries. I was greeted by Bur, my great Dane, who looked at me, yawned, and went back to sleep on the couch. Lazy mutt.

Most people look forward to the weekend, as they can go out to bars with friends and get involved in who knows what. I get enough of people during the week, the weekend is the time for me to enter my own little word, a cocoon surrounded on five sides by rooms, where hopefully I can induce enough chemicals in my body to metamorphosize into an outwardly normal member of society. My weekend consisted of masturbating myself to sleep, binge-watching garbage tv, and usually polishing off two to three bottles of wine.

Good times.

How a mom masturbates! “Live”! [F]

So I decided to take a break from the “Rommates” series and try something I haven’t seen on GWS before. I woke up super horny and I want to get off and write my way through my orgasm! I don’t know how this will turn out, but here goes nothing!

My husband left early this morning for work and before I get up and make the kids breakfast I want to play a little. There is nothing like waking up to a freshly damped pair of panties. My MacBook is on my bed stand ready to go. I LOVE watching porn and it really helps me get into the mood. I go back and forth for awhile before a settle on an old favorite: https://m.xhamster.com/videos/gangbang-my-wife-4712070

I prop up my Mac and play the video. I am rubbing my body all over. Still in my nightie, I play with my breasts. I love the feeling of my nipples poking out and becoming stiff. I grab them, squeeze and pull. This makes me moan a little bit. My hands continue to explore my body like a teenager on prom
Night.

All I want for Christmas is you… Part 1 [MF] [True Story] [Adultery] [Car Sex] [ONS]

**This is a true story, originally I posted about this 6 months ago [here](https://www.reddit.com/r/adultery/comments/a95i52/had_my_first_one_night_stand_last_night/?ref=share&ref_source=link)**

*I’ll write a continuation if there’s enough interested*

___

I sat at the bar drinking a coke, contemplating what to do next. I didn’t want to go home. Back to her, back to reality. Self-destructive, looking to ruin things before they could end; I was lonely, but just wanted to be alone.

Oh well, in for a penny, in for a pound. I sat back and resigned myself to my fate as I asked Barman Bill for yet another coke. Still at least Bill liked his job. Chatting with women and making cocktails, but also listening to the sob stories of idiots like me sitting there drowning their self-inflicted sorrows.

“Is it happy hour?”

“Duos Porn star Martini por favor”

Hey you alright?

What’s your name?

Oh Danielle, nice. Oh, you’re here with your work friends?

Who am I here with?

Oh, yeah, my mate Jack. He’s just outside in the smoking area outside.

Oh, when’s he coming back? I don’t know, he’s been gone a while.

I think he said he wasn’t feeling too well.

[MF] Magic Hands – A very brief encounter in the ladies room of a club.

This is my first time posting here, and on Reddit for that matter. Please let me know if I should have done anything differently. I’m not particularly clued in about the workings of Reddit yet.
So I’ve been thinking it would be nice to write down some of the filthy adventures I’ve had over the years. Especially back in the days of Craigslist, or when Tinder was still used for dating rather than promoting your insta account. I recently discovered this subreddit and have been enjoying all the stories for a while now. Figured it was my time to contribute.

As a short introduction. Most of these stories played out in my mid thirties. At that time I was in an open relationship and my social life was made up of a nice group of open, kinky people. One couple in particular, who we had met through Fetlife, had become very close friends to us. We’d all take drugs together and go out to techno nights. We were always pushing the boundaries and always acting as total enablers.

Fucking [M]y Best Friend (Part 7 Finale and Epilogue)

Link to part 6: [https://www.reddit.com/r/gonewildstories/comments/cdqmsc/fucking_my_best_friend_part_6/](https://www.reddit.com/r/gonewildstories/comments/cdqmsc/fucking_my_best_friend_part_6/)

Despite a horribly long and restless night, I swung my feet over the side of my bed. It was dead silent in my room. There was no one laying next to me. There would be no one joining me in the shower that morning. There would be no one joining me for bed at the end of the day either. I was alone.

I walked over to my mirror. For the first time in months I felt like I recognized who I saw. Maybe, just maybe, I could turn things around, I thought. Maybe not.

I walked towards the shower. It was just another day for everyone else. No, It was more than that. It was the first beautiful early spring day. I passed by the underclassmen who were scurrying to make accommodations for an impromptu BBQ later on. I passed by my friends who were coming out of their comas from the night before. I opened the door to the bathroom and heard joking, laughing, even singing coming from the various stalls and showers. I saw a friend of mine slap his girlfriends ass as she got into the shower before him. Maybe this wasn’t the end of my story, but rather, the beginning. That morning was almost too perfect to be real.

[MF] Teasing husband, cumming wife

*Ding* a notification goes off on my phone. Opening it I find my husband has sent me a link to a GWS. His work has been slow today, so this must be his entertainment. It’s a game we like to play and he knows which stories to send to get me all worked up.

One [FF] story really gets me going. As I read, I feel the juices start to work their way down my inner labia. “This is going to be a long day…” I think to myself. More stories flood my messages. With each one the desire to touch myself gets stronger. The images of the bodies in my head twist and turn. I imagine myself getting pleasured in the same manner of the ladies in the stories.

*Ding*. Another new story?! Nope, not this time. I pull up the messages to see a picture of a familiar bulge greeting me. The blue boxer briefs strain to retain their prisoner. So much pressure is being exerted I can clearly make out the thick tip. Biting my lower lip I rush to the restroom to return the favor.

The first time I was paid to have sex [FM]

For the last three years I’ve been working as a sex worker in my hometown. It all started my first year of college. I got to college as a pretty prude girl who had only had sex with my one boyfriend at that point. After a little exploration and meeting fun people, I quickly opened up and was having a blast. I went from only having quick, lights-off missionary sex with my high school boyfriend to threesomes and all kinds of crazy stuff.

Christmas break was coming up and I was talking about plans with my roommate, who we had gotten pretty close, and she told me she was going to stay around campus and work to save money. Up to that point all I knew about her work was it was at night and she’d come home around like 2am – I assumed she was a bartender and didn’t want to talk about it.

Helen in High Heels Part IV [MF] [Long]

I transferred out.

It wasn’t all about Helen. I just realized that I didn’t really like my school. Besides Helen, I had made no other friends. The big city college style wasn’t working out for me. So I transferred out. I did my last two years in a small all boys college in a suburban town near the city. It was great. Small class sizes, knew my professors. It was very reminiscent of high school. It was a setting I was comfortable with, and I thrived. I did well in classes. I made friends. I even dated a couple of girls from the nearby girls college. It went great.

When I graduated, I went job hunting and found a mid-level job in my field but it was 3 states away. In July, I packed everything in my car and drove over.

It took me a while to get settled in my new setting and my new job. But by November, I was familiar and somewhat comfortable. It was honestly getting the hang of being an adult. I even asked a girl out on a date from the office, Jenna.