gonewildstories Archives — Page 1422 of 5640 — NSFW story

Got fucked in the office. My first week on the job. [FM]

OK so I got a new job and for the first week I started going into the office I’ve been working remotely at my last job for the last two years so I was kind of excited to get to see people at work and meet my new coworkers.

Well it turns out not many people go into the office it’s still optional so for an office that holds probably 300 people there were maybe 15 people total in the whole building. One of them was a guy I thought was pretty attractive and there’s not much else to look at so we were making eyes at each other all week. Thursday comes around and we talk for the first time. We were both in the Break room and he said some thing about being careful around this cabinet that hits lots of people in the head the way it opens funny. I was literally just trying to make a joke and said “It’s OK Pain is pleasure” We made direct on broken eye contact and We could both till we were both thinking about the comment in a sexual way. We awkwardly walked apart. Read more »

[FM] My first time without condom and the unexpected creampie I got

This story is probably very tame compared to most since it’s not strictly sexual. When I was in my late teens, my boyfriend was at my place and suggested we try sex without a condom for the first time. Since I was young and gullible, I asked him to be sure to pull out since I wasn’t on any other protection.

So we do the deed, he quietly has sex with me while we try to be sneaky since my parents were downstairs and they had no idea I was even sexually active yet.

Fast-forward a few minutes and he freezes up. He’s still trying to be completely silent while he holds still for a few seconds. I suddenly feel warm and gooey inside my crotch, then I grow more aware of how his erection was twitching and pulsing inside me, and then it just kept on getting more wet and slippery inside me. He emptied his entire load straight into me. My first time without a condom immediately also included my first time feeling lots and lots of cum being deposited right inside my vag. Read more »

[FM] I [37F] flew to Miami to have sex with a [18M] boy

I [37F] flew from NY to FL and got a hotel room to have sex with an 18 yo boy

Yesterday being Presidents’ Day, I had the day off work. I had been chatting with this 18 year old Latino boy from Miami that had a real nice 7.5 inch circumcised cock. So I decided to fly to Miami, get a hotel room, spend the afternoon/evening fucking, and then fly back home.

My flight landed at 1pm and I grabbed a rental car and headed to the hotel for a 3pm checkin. Once I had my room checked in, I went to the boys house to pick him up. He lived with his Mom in SW Miami and didn’t drive. When he got in the car, I kissed him and stuck my hand down his pants as I drove. I gave him a little handy along the way, a blowie in the hotel parking lot, then took him up to my hotel room.

I took him up to my hotel room around 4pm. I undressed myself and then undressed him. I laid him down on his back and started making out with him. Once he was hard, I slid his cock inside me and rode him. I felt him cum inside me, it turned me on so much it made me cum. Read more »

My [F] First time hiring a [M] Escort

So this is my story from last Saturday night. I’ve been chatting to a few people about it and I’ve been really enjoying it so I thought I’d post the long form here, I hope you all like it and please excuse my writing, I’m in no way a professional. If you enjoy then I’ll happily write some more stories in the future.

A little about me first. I’m a divorced mother of 2 so my sex life kind of takes a backseat. I’m 33 years old and I e been described as ‘curvy fit’ which is a description that I really like, I’m an extremely sexual person and after a decent drought I decided I needed to treat myself so I hired an escort of the night. Not the full night but it was a 4 hour ‘dinner date’ which was described as 2 hours of dinner and 2 hours of private desert. The booking of the night could be easier. I got his number from the website and arranged everything over WhatsApp. I had to pay a deposit to secure the date, which I did straight away. Read more »

I fucked my roommates bf [FM]

The first time I lived in off campus housing I found the most amazing apartment, which turned out to be full of black mold, and I had to immediately scramble to find a new place and wound up living with this girl that I wasn’t very fond of. She was kind of loud and annoying and a rich girl who constantly bragged about her money and what she did with it.

Then she started dating this guy that I totally vibed with. He spent most of his time hanging out at our apartment helping her with making video content (she was a sort of minimally famous youtube beauty influencer) because he was a camera guy and director. She was also a total alcoholic and stoner who took a lot of xanax for her anxiety which meant she’d pass out on the couch all the time.

Her passing out led to him and I talking a lot, mostly about her and he was super critical of her. I was dating a guy at the time, so wasn’t really thinking of a hookup. But, one night he and her were drinking pretty heavily and I came home from a night of drinking with my bf and when I got home she was already passed out and he was watching a movie they’d started. Read more »

My Wife and I Had a Weekend Hotel Getaway With Friends [MF] [MF]

I don’t know if my wife and I count as “swingers”. We’re not in an open relationship, but we do play with a couple other couples, notably a close couple friend who live nearby. It’s a weird situation because we hang out often, and usually its totally platonic, just hanging out, playing party games, and snacking.

A few weeks ago the four of us decided to go on a weekend trip to a city about 150 miles away. We’d all had cabin fever over winter so we figured a quick change of scenery was a good idea. On top of that, I think everyone had in mind the implications of a weekend away with just the four of us.

After the long drive, we checked into the hotel around 7pm and got two adjacent rooms, each with a queen sized bed and couch. The rooms had one of those doors that locks both ways between rooms, so you can open it up and connect the rooms, which is what we did. After we all had a chance to relax a bit and change into comfortable clothes, we ordered pizza and hung out in my wife and my room, the tv on but all four of us chatting and not paying much attention. Read more »

[F] Jealous of busty roommate

I’m just going to cut to the chase. My roommate, Jess, has enormous boobs. Some stacked girls might try to hide their gift… but not Jess. After coming home, Jess frees her girls from boob prison and they stay that way. At most she wears a loose tshirt or hoodie that somehow make them look even bigger 🙄 the redhead has no shame.

I nearly spit out my cereal the first time Jess walked out of her room topless one morning. I was shocked by the sheer amount of, well, boob hanging off her. Since then it’s been a morning tradition 😓 Jess is clearly comfortable with her body, and I can’t blame her. After some awkward encounters, I’ve learned to warn her know when a guy is coming over.

As a long-standing members of the ibtc, I picked up a sense of humor about it. The problem is, so has Jess. Since I began making fun of her for having more boobs than brains, Jess switched to calling me her flatmate – very subtle 😒 Read more »

My girlfriend licked my best friend’s cum off a plate [MF]

This happened last year, when my best friend from school, Andy (39) returned to our home town for work and stayed with us for a week.

My girlfriend, Ash (28), is ridiculously good looking (who gets the movie reference?), amazing body, 32DD fake boobs and a sex drive like you can’t believe. Ash is very eager to please and up for almost anything.

Andy had come up in our sex talk because I had a few threesomes involving him when I was just out of school. And so when he came to visit, and meet Ash for the first time, I was hopeful that something was going to happen – she was definitely keen. Andy was however in a relationship so there was always the chance that he would be the handbrake. I didn’t say anything to him, deciding rather to see what happened naturally. The short version is that while fucking didn’t happen, several really hot things did.

I hate it when people do this but I’m going to skip most of what happened and cut to the topic at hand. Read more »

[MF] My wife has a crush on a female Redditor and wants her to join us on our anniversary trip this year

Recently I posted a story about sending my wife nudes I found on NSFW subreddits while she was in the bath. Check my bio if you’re curious to read it.

Out of the 4 or 5 different girls I showed her, one in particular caught her eye. Occasionally I’ll send her new pictures this user posts to tease her during the day while we’re at work, and have started jokingly referring to her as “your girlfriend.”

We noticed that the users profile says they live in the city that me and my wife are planning on visiting for our anniversary this year. I know, I know, they’re probably a bot or scammer and not actually the girl in the pictures, but that’s beside the point.

What matters for this story is that now my wife has been fantasizing with me about having this particular Redditor join us for our anniversary weekend. We’re planning on renting a place with a pool and I love seeing my wife get so turned on thinking about watching this girl lay out naked by the water with us. Read more »