Category: gonewildstories

Summer fling [MF]

Her: “I got some new thigh high socks. Come over.”

Amazing. Last time she came over, we were discussing various turn-ons. I was still relatively inexperienced then, we were 22 and had been tumbling around the city, both in and out of the bedroom. The Playboy aesthetic informed much of what I found sexually attractive at the time and I loved those centerfolds that would wear thigh high socks. (Who am I kidding, I still do) I asked if she had a pair and she told me all about how she’d been exploring the role of pain in her arousal.

…

I hadn’t replied yet.

…

Her: “Just got a wax this week. Seemed like an important detail.”

We were platonic friends through high school and kept in touch through college. She got an internship in the town I had moved to after college. There was always a little bit of something between us and absence of parental oversight allowed for the introduction of naked times to our relationship.

Me: “I’m on my way.”

Her: “Apologies in advance. Craigslist roommate is here.” Read more »

[MFM] Girlfriend [25f]’s ex [25M] was in town…

He was her first real love and she was his. The two had separated two years before I met her. They had met in high school and he was leaving to study overseas, for college.

They had been each other’s first. I know that they had had tons of sex, for over a year, and I know the separation was brutal. The two had remained good friends over Facebook; he had invited her a couple of times, but she had obligations here.

Before I go on, I should say that we have a rather kinky relationship. I have other stories that could illustrate that, but we occasionally allow each other to sleep with other people. We love each other to death, we’re still together today and even more in love than we’ve ever been, but we are also known to… be curious and experiment a bit. Our rule was the other person had to accept it, and that it had to happen “occasionally.” Frankly speaking, I can see how some couples aren’t okay with this, and I understand why, but I don’t personally see anything wrong with it personally. We even did swinging with another couple, friends, once. Read more »

The time I [F21] got fingered by my boss[F26] at work[FF]

Okay so for a bit of a back story, I had this weird relationship about a year ago, we apparently weren’t dating but we were super relationshipy, and things didn’t end well but she was my best for a lot of things, including sex. I used to stay over at her place a lot and that’s generally when we used to “get our freak on”. She also happened to be my boss at the time, it wasn’t planned at all, in fact we were together and she got me a job at another branch, but the owner of the business wanted me working there so bad that when I had an issue at the other branch and had to leave that job he asked me to work at the branch she was working at…Under her….Her as my boss. SUPER HOT but also a little strange and it posed it’s issues.

So it’s a normal day at work, but we have scheduled load shedding (power cuts) for about 2 hours just before our lunch break should start. We work at an optometrist, in a small store, share a desk and we don’t have a permanent optometrist there so we are alone most days unless we have patients and because of load shedding we’re alone on this particular day. Anyway onto the juicy part! Read more »

[FM] Getting fingered by my (19F) boyfriend while his roommate was in the room

I had been dating Chris for a couple of years and he was well aware of my exhibitionist kink and how much I loved getting fucked whenever he felt like using me. One night, I came over to his apartment early while he and his roommate finished up some homework. I laid on my side in his bed and waited for him to finish.

Not long had passed before he moved from his desk to sitting behind me on the bed. I didn’t think much of it at first, and Chris continued talking to his roommate who had his back turned to us. After a minute or so, Chris leaned over and squeezed my ass before he slid his hand down and started teasing me through my leggings, rubbing his fingers up my slit and applying pressure to my clit. I immediately pushed back into his hand and waited for him to do as he liked. Read more »

Don Good Friend to Great Lover Part 2 [MF]

After making love to Ally for the first time, (Part 1 here: https://www.reddit.com/r/gonewildstories/comments/hlq2ni/a_good_friend_becomes_a_great_lover_mf/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

I knew I wanted this to be more than a one-time fling based in the crisis I had been dealing with.

Ally and I had kept up communication for the 2-3 days after we’d fucked so intensely, but the talk had been fairly constrained to small talk. I had been dealing with more fallout from my dad’s surgery, so I hadn’t had a lot of free time to think or talk or anything else.

But, a couple of nights later, I made time to go see her.

When I arrived at her place, I was nervous. Things had gone so well between us, and I didn’t want to blow it, and I didn’t know what she was thinking exactly.

She greeted me at the door with a smile, a hug, and a soft, luscious kiss. I took a deep breath and relaxed a bit. She looked dynamite in an off-the-shoulder top, cream-colored, that exposed her tanned, shapely shoulders, and a pair of tight denim shorts. Read more »

[M]y [F]avorite Whore

I found Kat on an escort site. A little bigger than I usually go for, but cute. She looks like Rebel Wilson. “Facepaint Queen Kat” her ad said. I clicked on it and she had a bunch pics in a pink G-string and bra; including one on her knees with a face full of cum. She had a twitter linked as well. The first tweet I saw read “Taking bookings now. I have 3 holes ready for stretching and a face that needs a constant supply of slimy jizz.” I’ve become one of her regulars and am addicted.

For $500 I get my own personal porn star for an hour. She’s a filthy, enthusiastic, pleaser that’s down for anything. Treats me like a king and lets me explore my kinks.

I’ve watched her use a dildo, fucked her in every position, put it in her ass, gotten rimmed, had her wear different outfits, you name it and we’ve probably done it…

Amazing sloppy deepthroat… My favorite thing is to facefuck her. Read more »

[FM] Fourth of July

The fourth started off as a beautiful summer day which was perfect as my husband and I were going to have our college aged kids and their friends over to celebrate.
I spent most of the morning cleaning up and setting up for the party while my husband caught up on yard work etc. Our kids and their friends would be over later for food and drinks by the pool before we watched some fireworks.
My son Chad is a SR in college and my daughter Sophie a JR in college… both back at home for summer and because of the Covid situation. Chad and Sophie had asked their childhood friends Tyler and Sarah to come over and join us.
Tyler was a talented football player for a Div 1 school and Sarah had played soccer with Sophie growing up, but is now only focusing on school. They were at our house daily growing up so we were glad to have them over.
Once I had the house ready to go I decided to throw on a small bikini and go outside to lay out and get some sun. I had some time to kill before everyone came over and hubby was still working on the yard so why not.
An hour or so later I woke up to the dog barking and when I opened my eyes I saw my kids and there friends standing above me. ”Hi Mom” from my kids… and hellos from Tyler and Sarah as well.
They had their arms full of seltzers and light beers so I guess they planned on partying, not a surprise as they were all in college. I was a little embarrassed as I was in a tiny bikini in front of these kids so I got up and went inside as I heard some can tops pop. Read more »

Hiking in the right place, right time (now my world is turned upside down) [MF]

I’ve read this sub off and on over the last couple months for entertainment purposes. Many of the stories seem a bit too serendipitous and I question their authenticity, but once in a while there are some really good experiences that people share. Regardless, I didn’t think I would ever experience something like I’ve read on here, but I actually did, and it’s kind of turned my life upside down. For the last week I’ve been beside myself trying to figure out what to do, if anything at all, with what has just happened.

I’m married with kids. I feel like I’ve always been a good dad and husband. I have a pretty demanding career but I take time to be there for my kids and really enjoy life with them. I’m active and when I’m not working, enjoy the outdoors and staying in shape. I try to get my kids to appreciate the outdoors as well and physical activity. I tend to be very optimistic and enjoy some adventure and a good challenge. Read more »

[MF] My Mistress has total control

One of the first intimate sessions I had with u/Miss_Baby_Peach will always be memorable. Not only because it was a bit embarrassing, but also because she reminded me just how much control she has.

We were having an intimate session. She sent over a few photos and really had me worked up. I was very hard and tied up with hair ties. She kept me on the edge, gently stroking my cock for what seemed like forever. I was leaking nonstop and my cock was throbbing, my fingers rubbing over the tip until I couldn’t take it anymore. I took my hands off my cock but came without Miss Tay telling me I could. I sent her a video to show her what happened and it was at that point I knew I was in trouble.

Her instructions next were stern and she did not mix words. Slaps to the balls. Slaps to my cock head. Harder and harder. She was not done with me yet. She then instructed I better not even think about jerking off, much less touch my cock, until she decided. If I had a cage, I would probably still be in it. Read more »

[FF] Post-breakup sex with my ex

During my first year of college I dated a girl from my hometown named Jena. We hooked up the summer before we both went away to college and decided to try long distance, since we were both just going to different state schools about an hour away from home. We saw each other most weekends and we were able to make the distance work for awhile, but by the end of that first year I knew that I wanted to break it off. That all solidified after we got into a huge argument while she was visiting one weekend near the end of the spring semester, and after a pretty intense shouting match I broke up with her. There were a lot of unresolved things between us but we were both stressed out and busy from the last two weeks of school, and so I wasn’t surprised when I got a text from her asking if we could meet up and talk at a coffeeshop just a couple days after I came back home for the summer. Read more »