I [M] secretly fucked a married woman [F] at a Jamaica resort

This is a true story that took place about 15 years ago. I was at an all-inclusive resort in Jamaica (not Hedo) for a much-needed week of rest, relaxation, and enjoying the beach and ocean. As part of the all-inclusive package, there’s an “excursion” day, which is essentially a sight-seeing drive around the part of the island where this resort is, including stops to buy chatchke’s from the locals. On the van, I sat across from a couple that looked a little younger than me (40), and struck up a conversation with them–totally innocent and innocuous.

They served drinks at a couple of the stops we made, so by the time we got back to the resort, we were feeling pretty good. We all (the whole van) had dinner as a group when we got back, and after dinner they said they were headed to the resort’s hot tub and asked if I wanted to hang out and keep drinking. Of course I said yes.

My First Sexual Experience in College. [MF]

Hello /r/gonewildstories. I have been contemplating writing out a few past sexual experiences from before and after marriage to help pass the time during the quarantine/stay at home order. If these stories pick up some traction, I may write more but I wanted to talk about my first ever blowjob/oral experience. I am not the greatest writer and I would greatly appreciate any feedback on how to improve.

During my Freshman year of school at a University in California, I found myself in a physics lab with an attractive Persian girl with the cutest butt I’ve ever seen. We were partners with 2 others at our table. Jaleh was about 5’4” with smaller B cups and a perfect round peach ass. It looked amazing in jeans and I would subtly stare at her while she was walking around the lab. We would frequently find time to study in our group of 4 outside of class going over lab assignments and studying for tests. Many times, the other 2 would leave and it would be just us. Nothing ever happened between us and the conversation rarely progressed towards anything sexual until near the end of the quarter.

Got fucked by my husband’s best friends [MFM]

***Hi there. This is my first time posting so I’ll do my best. This is a true story of my crazy experience with my husband’s friends. I tried to describe it as best as I could. This was the first time something like this happened, but not the last. Depending on the response I get, I’ll write a follow up story.***

My name is Nina, I’m Canadian-Lebanese [27 F], 5 ft 1, 115 pounds, and dark hair. This is the story of me and my husband [30, M, White] and his group of friends.

My husband and I have been married for a year and he is the only guy I have ever been with. Since we’ve been married, my husband has wanted me to get to know his friends better, which I was happy to do. They are a close knit group of 6 guys (including my husband) and my husband is the only one of them who is married.

The first time we were going to hang out with them was at a BBQ. I put on a t-shirt, jeans and flats. My husband saw me and said, “Oh, you’re wearing that?”

[MF] I lost my virginity all over a movie theater

When I lost my virginity, I was just a crazy teenage boy with a banging girlfriend who was 5’7 compared to my 6’1 frame. We loved going to the movies together in the early afternoon because it was cheap and no one was around really ;). We made out, felt each other up and gave each other oral, but had never done the deed. One day we were watching a horror movie when she looked over at me and we both knew what was coming. Only one other group of people were there and they were all the way in the front while we were all the way in the back. I kissed her neck and seduced her onto the floor where our first position was doggy. During the loud parts of the movie, I let her have it hard. An usher walked in to see if everything was okay in the theater and I had to cover her mouth up while I kept going and made sure the coast was clear. We moved to the family bathroom and kept going, she rode me for the first time and we switched to missionary, then I picked her up and fucked her against the wall. Back to doggy, I pulled her long hair and slapped her ass as she moaned furiously. We got a knock on the bathroom and I said “a minute!” While she sucked me off and let me finish in her throat. We walked out as she pretended to be throwing up and a woman in her 50s just gave us a side eye.

How I[F] got a stranger’s [M] dick in my ass while having a boyfriend

I was going out with friends. We started getting attention from a group of guys and this one Arab guy kept buying me drinks. He was massive, 6’3 and built like a body builder. I on the other hand am tiny, 5’0 and about 90lbs. My friends slowly started leaving mostly with guys. In the end it was just me and him. After a while, I just couldn’t say no to him. He kept saying to me that he was part of an arab royal family. Probably lies, but who cares. He took me home fingering me the entire way home. Once I got to his place, he started fucking me. It was so easy for him to throw me around. I asked him if he wanted to fuck my ass as my bf wasn’t really into it. My arab friend didn’t say no. He fucked my ass a few times that night. All I can say is thank God for lube.

Weirdly enough, I saw another friend of mine coming out of the same apartment complex next morning. A girl who keeps saying she has never had sex. Her excuse was that they were just taking that night

One of the most fun – and awkward – experiences of my life [MFF].

I told this story in a PM, and since I went through all the trouble of writing it once, thought y’all might like to hear it too:

When I was in college I was dating a girl who happened to live in the next town over from me. In her case, the sister was a couple years younger. Both girls had been homeschooled and were pretty sheltered. My girlfriend was still a virgin, and wanted to wait for marriage, but was VERY enthusiastic about fooling around. I was her first for many experiences.

She and her sister were pretty close, but also had a bit of a competitive streak. My girlfriend was older, smarter, and more popular, but was jealous of her little sister bc the little sister was slightly more petite and got more attention from random guys (but didn’t have a lot of luck keeping their interest when they found out how conservative she was – or at least appeared to be.)

Moon ritual gangbang (part 1) – [female gangbang] [msub] [fdom] [enthusiastic consent] [POV]

Every bump in the dirt road inches my white shift slightly higher up my thighs. I’m driving like a madwoman and you’re holding onto the armrest of the old sedan like you’re worried I’m going to kill you.

*Aw, babe. You can trust me, pet.*

“Are you ready for the ritual?” I ask you, smiling at you seductively through hooded eyes.

“Yes,” you manage through gritted teeth as we fly over another bump. “I think so.”

“Darlin’, I understand that this is a lot. I’m more than happy to talk you through everything again, as much as you need. We won’t go through with the ritual unless you are 100%, entirely on board. It’s important that you want this. That you’re ready.”

You nod. *So obedient.* The gears turn in your head as you think about everything I’ve told you about what will happen tonight. The importance of this celebration. Its meaning. Your role.

“What are you worried about?”

“If I want to stop…?” Your voice trails off. Higher pitched than you’d expect for a man of your size. You’re nervous.

First time Anal

I was teaching Sex Ed, which by far is the hardest thing to teach to a group of teenagers!

One of my female students asked what is the appropriate way to have Anal sex. The class exploded with laughter jokes were made, “Ask Ryan he should know”! Etc etc etc

I’m a horny black woman, I’ve been around the block but I had no idea how to answer this question.

The bell rings thank god and the class rushes out, but Ryan droves a note on my desk.
“Want to learn about Anal? Meet me in the drama club at 4 after school!”

I was shocked I wanted to report it but I was curious. So at 4 I showed up in the drama room.
Ryan was already waiting for me, he locked the door behind me and showed me to a bed. (It was a prop from the dramas club Romeo and Juliet).
So Ryan takes off my pants and panties and makes me get in doggie position.

I’m scared it’s really like it’s my first time but Ryan has always been mature and quiet so I trust him.
I feel his tongue poke into my ass.

My Darkest Secret: The time I [F] Accepted $500 cash to have a hot foursome [Group]

Warning that this is a super long post – this is something I have never told a soul, so I thought it warranted a little backstory. Scroll to **~~Action starts here~~** if you want to skip ahead.

So far on Reddit, I’ve written about my sexual adventures and misadventures fucking my coworker, cheating, and masturbating at work. But there’s something I’ve never told anyone before; offline or online. When I was 21 (I’m 25 now), I went through a phase for about a year where I was meeting up and hooking up with older men from the website SeekingArrangement. For those of you that don’t know, SeekingArrangement is a sugar daddy website where younger girls can find an older man who will agree to support them financially either through an allowance or through one-off payments. After I graduated from college, I was working a really low paying job at a non-profit, and I live in a pretty big city where the cost of living is high. I had just broken up with my boyfriend of 3 years and I was exploring my sexuality. I felt the desire to explore my submissive side more, and I thought, why not make a buck while doing it?

A surprise tantric massage [Group]

This is going back a few years, but it started an amazing journey for us.

A bit of backstory first. When this incident happened my wife and I had been married for almost 15 years and been together for 18. We have always been open about our sexual fantasies and we have had ups and downs of periods of times we no longer felt like talking about it or fantasising about it. I (Az) have always wanted to try a threesome and see Jasmine passionately fucking another guy with me. I’m bi curious so being able to test the waters with my bi side would have been a hot added bonus. For Jasmine, also bi curious, she fantasised about an mff threesome and having another woman serve me with her. This was extremely hot too, but having another guy join us first always appealed and made me hornier.

Also bear in mind, we were school sweethearts so we’d never been with anyone else, as well as coming from conservative Asian families.