Tom and I went to high school. I always found him attractive but he was shy and awkward around women. Last summer, I was home visiting relatives (I live half way across the US from him) and ran into him at a bar. He still looked good but wasn’t as shy and awkward around women anymore. We chatted and flirted. He suggested we go to another bar that was a little quieter. I was happy when he put his hand on my thigh and we kissed. Without hesitation, I went home with him. We made out on his couch for a few minutes and then we went upstairs. He undressed me, laid me down and got on top of me. I spread my legs for him and he penetrated me- it felt wonderful. We moved into a couple of different positions and ended up with me on all fours and him behind me- this was the best part. He fucked me like a stallion and came deep inside of me. I hand’t had sex this good in years. We both used the bathroom before falling asleep in each other”s arms.
Category: gonewildstories
[FM] Changing Jobs and sex with my soon to be former Boss
A few had asked for a picture from the time so I added one
I’m a married woman (Asian) early 40’s – 5 foot 3 and around 130 pounds. I have a FWB I see while hubby travels for work, but my FWB been away a good bit lately. Anyway, I was changing companies and thought it might be a good time to fish for an experience there with some men I had flirted with. One of those guys was the VP at my firm that was recently divorced. I worked with him often and was in his office quite a bit over the years working one on one with him. He was tall and fit and I always had an attraction to him. He has a big office with nice views, but no windows towards the office itself. We were always professional with the occasionally flirting, but since he was married, it never went further.
[M]y [F]ormer coworker. We were both married.
****Disclaimer: if you don’t approve of cheating, exit this story****
My throwaway account for obvious reasons.
Me and my former coworker had worked in different departments of a large company. We’d frequently see each other when I’d stop by to drop some things to her department. Liz would always say hello to me, although I think she was just friendly to anyone she saw.
So Liz is about 5’2, white, and has natural boobs that are definitely going to give her back problems in the future lol. She has a huge ass with thick thigh (my weakness). This girl is thiccccccckk. She looks like a thick ass Lexi belle. I’m 6’, 175, and keep in excellent shape due to mandatory workouts at the office. She was 20 and I was 27, both of us going through shitty marriages.
Ok fun part, well Liz asked a question on a forum and I had the answer and emailed her. After she thanked me, I gave her my number and said to text me if she needed help with anything else. She said thanks! About a minute later, she shot me a text saying “Hey, it’s Liz. Here’s my number in case you need anything from me =)”. That was it. Subtle with no indication that we would be anything……so I thought.
[M]y first experience with another cock. [MM]
A few years back, my relationship with my long term girlfriend came to an end. I was 25 at the time, and she had been my first for everything. After five years together and limited sexual experience, I was ready to explore my options. I took a vacation to Austin, TX and one day I decided to take a visit to an adult video store. This particular store had video booths, so I went in, bought my tokens, and found a booth. I put in my tokens and scrolled through the channels until I found a video that I felt like watching. When I went into the booth, I intentionally left the door unlocked with the hope that someone else would come in. Well, the porn on the screen and the environment was enough to get me hard as a rock, so I pulled out my cock and started stroking it while watching a busty pornstar get fucked by an impressive looking cock. Not long after I heard the creak of the door and an attractive middle aged man with silver hair walked in. I tucked my cock into my shirt, and waited with baited breath to see what he would do. He put a few tokens into the slot and sat down on the bench next to me. At this point, my heart is beating through my chest and my cock was throbbing in anticipation. As if he could sense my thoughts, the stranger pulls out his thick cock and started stroking it. I lost any inhibitions I had and uncovered my own cock and started stroking along with him. I was staring at his cock and he was staring at mine until finally he reached over and pushed my hand out of the way. He gripped my cock tightly and started slowly stroking it up and down. I couldn’t believe what was happening, but it felt so good. He looked me in the eyes and asked if he could suck it, but I was too nervous to go that far. I shook my head no and told him that what he was doing already felt amazing. From somewhere he pulled out a small bottle of lube and added a few drops to my cock. At this point I was ready to burst, but I reached my hand out and grasped his cock tight. This was the first time my hands had felt another cock, and I loved the feeling. His cock was so thick that my fingers barely touched around it, and it must have been around 6 inches in length. I stroked him while he stroked me for a few minutes until finally I could feel my own orgasm coming on. When it finally hit, burst after burst of cum shot out of my cock onto the floor in front of me. There had been a few times that I had come like that, my first blowjob, giving my first facial, and this one ranks up there with them. After I came down from my orgasm, I thanked him, gave him the rest of my tokens, and headed out. The whole I was in shock as to what I had done, but it was just the start of my burgeoning bisexual adventures.
[Group] A day at the beach and how I helped to make someone so much luckier than they could ever have imagined
This is something that happened very recently, and I’ll try to be as concise with the details as possible in hopes that I can maybe talk about it more specifically with you people! That said, there’s a lot to say in order to really communicate what happened, so forgive me if it’s a bit longer than I intended.
I’m in my late 20s and I have a best friend who has been my best friend for pretty much both our entire lives. I have never really had a fixed friend group, as I prefer to have individual friendships, but she does have a close friend group and so I’ve got to know the people in it over the years.
They are a very close group of friends who have stuck together ever since early high school. So a very long time ago. They were the nerdy group in high school, and are still very much like that in a lot of ways. Most of them very successful, living incredibly normal lives. Nothing truly exciting to note.
[M]e cheating & finally having that exotic hot [f]riend post friend’s wedding (long)
So a bit of background, I met my girlfriend Rachel a while ago at the university and we started working in the same city after, and are staying together. While studying, one of my close friends was Reena – she was fun, gorgeous and hot (in a petite way) [here’s an image of a fellow redditor for refrence](https://i.imgur.com/6yYxV52.png) (not her but pretty close). I always had a crush on Reena and made it obvious to her but she was very shy and only wanted to date guys from her community back then so we could never get going and later I found Rachel, Reena and Rachel became friends too.
[MF] our first steps into soft bdsm
As by request by few members who send me a message my wife and me decided to put another story here. We both love teasing eachother and try all kinds of things to keep our sexlife interesting. Works great for us. Hope you enjoy.
My wife and me decided to go out for diner. Ellen put on a nice dress and put on some make up. She looked fantastic as we left home. We went to a nice restaurant and ordered our diner. We where just eating when i looked at her.
I looked in her eyes and just said, go to the toilet and get yourself off. She looked at me with questioning eyes. Go on, i said a bit more firm, masturbate till you cum.
Ellen got up and went to the bathroom. I looked at her nice butt as she walked away.
Her [F]irst time with [M]y cock in her ass
First post on here, hope you enjoy.
Just a little bit about us, Jenn is 5 ft 5 with light brown hair, 36DD tits and a round ass that fills out jeans perfectly. I am 6 ft 3 with a shaved head, beard, average build, average cock. This story happened last Saturday night.
Jenn texted me and told me she was very horny and wanted to come over. So I went to pick her up. Earlier in the week we had been discussing her needing to have a discreet but powerful vibrator to take on vacations and have in the car, just in case she needed some relief on her commute. I remembered that I bought her a smaller vibrating butt plug and we had never used it. I wanted her to try it out as a vibrator, so I brought it with me to pick her up. Once she got in my car I handed her the plug and asked if she thought this would work. She immediately began rubbing it on your pussy over her leggings, she was enjoying herself. I used the opportunity to lift up her shirt and bra, exposing her tits. I was playing with her left nipple and she was loving it. She was rubbing the vibrating plug on her clit and was soaking her panties. We finally arrived at my house.
[F] The first thing I’ve ever put up my own ass.
I’ll just get right to it. It was the end of a toy light saber. You know the kind that collapses in on itself. Messing around with one I used for part of a cosplay thing in college caused it to come apart. When I was putting it back together I thought about how smooth and gentle the end of it was and got the bright idea to put it in me.
It took a few days for a good opportunity to come up. I had a roommate in the dorms at college and she went to class about an hour before I did and had a longer walk so I could have some decent alone time in the dorm without her. She got up and left for class and before she made it out the door we exchanged a few words, mostly me feeling her out to make sure she had no intentions of coming back early. The way I figured it I would have about 45 minutes alone before I had to do my thing, clean up and leave before I had to leave for class. I gave her a minute or two then I went to the communal restroom/showers to relieve myself and then went back to the room. She wasn’t there so I reached up into my closet and retrieved the toy.
First time eating my shy wife’s ass [MF]
My wife is really reserved and would NEVER request or even talk about something like that. I’ve always been obsessed with her ass though. She’s very thin, but has a big, beautiful butt. I’ve always made sure to kiss it and rub it over panties whenever I had the opportunity. However, despite my clear obsession with all things butt, the couple of times we’ve discussed anal and butt stuff it’s been a hard “no” out of fear of pain and it being “nasty.”
A few weeks ago though, she was laying naked on her stomach and I started kissing her cheeks. I made a comment that I was being “bad,” but she said “no, it’s fine” and gave a content sigh. After that green flag, I gave her butthole a couple of kisses and a little lick, which made her giggle. I stopped after that as I figured I had already pushed my luck.