gonewildstories Archives — Page 2316 of 5640 — NSFW story

My friends flatmate [MF]

Back when I was in college I went to go out with a friend of mine who lived in a different city. When I got to her place I put my bag in her room. We started chatting and having a few drinks. After a hour or what the time came to go to the bars. As the night progressed and drinks were flowing.

We were both having a great time, she started talking to a guy. Things started to get hot and heavy between them. When closing time came around the corner it was clear they weren’t finished with each other. This left us in a bit of conundrum, cause I was suppose to be sleeping in her room. So she told I wouldn’t be a problem if I slept in her flatmates room. The first thing I asked if she was home, when she told me she was I asked if she was OK with this.

Then my friend told me she all ready texted her a while back. Her flatmate told her it wouldn’t be a problem and she was down with me staying with her. When we got back to my friends place, and my friend and her lover for the night we back to her room. I prepared myself for bed. Read more »

Checking in. [MF]

This story starts out a sad one. One of my friends, Nate, lived a little less than a quarter mile from me back in high school. He moved to that house my sophomore year. We were friends before he moved there, but after that we became extremely close. We hung out almost every day playing Madden and drinking Mountain Dew. That friendship has lasted to this day. Nate is now in the Navy, so obviously I see him much less but still talk to him frequently.

But the reason (and I’m not sure this is exactly true but this is what I think) that Nate is even in the Navy is because there was some heart ache I think that he was running away from. In late 2018 Nate’s dad died of a heart attack. Now Nate’s dad kind of dug his own grave, as insensitive as that sounds. He drank a little too much, chewed tobacco, wasn’t super active and didn’t have the most heart healthy family history. But it’s not like that made it any easier for any of us. Grant was a great guy and everybody loved him. Grant and his wife, Kelly, had raised two kids to adulthood and had adopted a third girl who was ten when he passed. The whole situation was terrible, but they seem to be getting through it. Read more »

[M]y sex shop experience

Ok, so while in my head a lot of fantasies happen, my sex life is pretty vanilla. Not complaining, I knew my SO was like this and we sticker together because love is more than that.

Still, on a trip I had to do on my own I took time to explore a bit and discover. Due to work, I’ve had the opportunity to sleep on a hotel for a few days, so I decided it would be a good idea to go to a sex shop and “try something”. I didn’t really knew what so i just looked for one and showed up.

I had never went to one so I felt pretty conscious, but I stuck to listening to my music and browsing. I stopped to look at pretty much everything and imagine it’s use.

Of course, one of my obvious selections was one of those “pocket pussies” to please myself. But the toys that turned me on the most were the dildos, cock shaped toys were calling to me. Still, I was afraid it would be too much so I ended up buying a small jewel butt plug and a set of plugs that gre in size, the middle one was maybe as long as my cock but thinner, but the bigger one looked out of my league. Read more »

Taking [m]y religious teen g[f]’s anal virginity

I’ll preface this story with a little background information.

Living in the south, there is no shortage of girls with daddy issues. When I first met my girlfriend and we started to get serious, I had to get her father’s “permission” to date her. Had the full sit-down conversation about how I’ll treat her right, have her home on time, etc. She was very religious and so sex wasn’t something she was sure she wanted to do before marriage. But she was the most petite girl with smaller tits but a fucking outstanding ass. Her ass didn’t even make sense with the rest of her body. I believe it’s what’s made me a small titty/big ass man today. The petiteness was just extra to me as she would barely break 100lbs and so the idea of throwing her around excited me.

But as soon as daddy gave permission, she gave me the first blowjob of our relationship in my car after. She wasn’t great, lots of teeth and not a champ at deepthroating, but it felt like success after passing this age old test. Read more »

[M]y time with the kiosk lady

The Kiosk Lady

***first time posting and im on mobile. Pls forgive the errors

So to set the scene, I was an 18 (2008) year old male. Just graduated highschool and was doing my first job of the summer. I sold shoes, and was very good at it since I always flirted with the ladies that came in. Im 6ft tall and was not skinny, but athletic and thicker. It was at an outdoor mall and we had a hair straightener kiosk right outside of our store. 2 ladies worked it and alternated days to work. I would talk to the lady (early 40’s, 5’8” BBW with blue eyes and very big breast. She had brunette hair and was a smoker) her name was M. When it was slow and we didnt have to clean the store I’d go outside and make small talk with her. I was 18 and very oblivious to the fact that she liked me. All my coworkers would tease me and see that I have a cougar that needs to be tamed. So in my youth I somehow turned one of our talks about sex and she went along started playfully rubbing my arm. Thats when I knew i had a shot. Read more »

[FF] I was once roommates with a famous actress and confessed to her that I wanted to fuck her and a few days ago, we finally did!

10 years ago, I became roommates with a few known actresses, some of them had work in a few films and TV productions, but none of them had hit it big yet. I was an aspiring actress at this time and had the least experience out of all of them, but we all held our dreams close and loved our time together.

I was, at the time, a closeted lesbian and I was surrounded by so many gorgeous women that it was hard to keep myself together. Some nights, I was rub my pussy and cum when I had my own bedroom just to let out all the feelings. I stayed roommates with them up until 2015 when I bought my own place. I remember the day when one of my roommates first big film was released in cinemas and she was so excited and it did great at the box office, she starred in a few tv shows and small films for years after, but it was in 2014 when she became very famous for one scene that caught everyone’s eye. Read more »

[FM] The AMP owner…

I will admit, that I have partaken in sexual services. I could probably do another series on that, but for the purposes of gonewildstories, it’s part of me going “wild” I guess.

For those of you who don’t partake, there’s generally two types of “rub & tugs”. The first is basically just sex – these places I avoid because the massages suck. The other is usually run by older women, who generally just give great massages and almost everything but sex.

This location was close to my house, and had older asian ladys working there. They were easily in their 40’s/50’s. No, they’re not “lookers” per se, but what they are are hard working and have enough body mass and muscle to give great massages.

My first time there was with Candice. She was the owner, 5’5″, 135lbs, chinese, in her mid-late 40’s. At the time, I was recently broken up when I first went there.

The first visit isn’t crazy. You go in, they lead you into a room, you give them money for a duration of a massage. Read more »

[F] Taking a BBC[M] on holiday: part 1

Since this might be a longer read to i decided separate it into parts.

At this point in my life where this story takes place i had just came out of a relationship and to be honest I missed the guy who i was dating. He treated me just how i wanted and i knew exactly how to treat him. But we had been broken up for around 4 months. I had a few one night stands but deep down i missed him. The way he would touch me and drive me crazy.

I had dived deep into my work, I was working way more than i ever had before (more than i was supposed to) and I would always be tired by the end of the day and then not being able to sleep at night. Then having headaches throughout the next day. Overall I was stressed to put it lightly.

It was when i was working one day and on my break that i found myself browsing holiday websites. I needed a break and had saved up plenty of vacation days so I decided to go. Why not? I had more than enough money saved and I was stressed, I needed a break. I spent the next couple of weeks choosing my holiday and i ended picking the Virgin Islands as my vacation. I needed something nice and relaxing. Read more »

The Time I made Love to my Dream Girl [MF]

This is the story of the first time I made love to the woman of my dreams. The story starts several years back when I was renting a room in a house with 5 other roommates. She was the newest roommate, staying in town only for a summer gig. Although we worked the same type of job she worked at a different company during this time. I instantly noticed she was gorgeous of course. She was petite, fit with beautiful brown hair, gorgeous unique facial features, a smile to die for and the most beautiful complex brown eyes I could have lost myself staring into them all night. I, on the other hand, am not the handsome stud of the story. I have “struggled” with weight issues my entire life. (I put struggled in quotes cause to be real I have never really put the effort in to overcome it so it’s not like dieting failed as much as I failed to diet and exercise). I am pretty average height (5’11” for anyone who cares) and besides the weight I would hope not to ugly. Anyway, with my obvious body images issues, upon our first meeting I had very little expectation of anything beyond friends. That first year we hung out some, watched some netflix, and generally were good platonic friends, nothing special. At the end of the summer she moved back home and when she came back for the summer gig the following season got an apartment closer to her work. Read more »