Category: gonewildstories

Meeting up with my high school sweetheart years later [MF]

In high school I had a semi-girlfriend named Kelly who I was crazy about. Puppy love. We never really went out technically. I was too shy and timid and kind of chickened out of formally going out with her. We both knew we liked each other a ton, and flirted all the time, but other than one week of walking around school holding hands, we never went anywhere with it, but we were always very good friends.

She was a year younger than me, so when I went to college we slowly drifted apart. An email here or there, but we mostly lost contact as the years went by. After having not seen each other for 4 years, she emailed me telling me she was coming into town to visit a university she was considering for her masters. She was staying at a hotel nearby and asked if I wanted to meet up for dinner. I jumped at the opportunity.

I’d be lying if I said I didn’t still have feelings for her. In my mind she was always my high school puppy love that was a big “what if?” in my head. But we were just meeting up as old friends, so I never let my hopes get up. Read more »

[MF] I fucked my gf’s roommate who was also her ex-gf (Part #5)

So ummm I lied. This one is not gonna be the last. I wanted to put out what I have so far and finish up. Not too much going wild happens after this because we all started working and the deadline for Sam’s departure is soon arriving. The end is nigh. I still have other fun stuff to share with you all though. As usual, I hope you all enjoy.

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The day after Christmas was back to the typical routine. Sam was back to work. I left with Bila to go on a breakfast date. We munched, had coffee and chatted about today’s plans.

After eating, we walked over to my studio. I showered in my shitty bathroom. After a couple minutes, Bila joined me in the bathroom. She sat on the toilet and talked to me about New Year’s Eve plans. It’s Sam’s favorite holiday, so she wanted to make it special. We both knew Sam wanted to go out for the holiday so we had to find the perfect place. Not too crowded. Not dead. Good music. Bila suggested a place we went to before and our plan was set. Read more »

We matched and he didn’t flake[MFM]

My lady Jamie, decided to get freaky one night After the bar. We placed an ad, she did some vetting and decided on a guy. 45 min later he actually showed up. We had a few flake out before so this was the first time with someone from online.

We smoked to ease the tension and talked a bit. Description of each of us real quick: Jamie: 5’7 full C tits. Tiny ass and thick thighs. Tats on shoulder, tit,back, thigh Me: 7.5 inches Him: 7 and he had some tattoos that made me change up the playlist on the speaker before we proceeded.

We all removed clothing and she started sitting on the bed, dick in each hand. Got us both hard and started alternating sucking one and jerking the other.

She had mentioned that she wanted us to be rough so he grabbed her by the hair while she was sucking him and started to face fuck her. She had almost no gag reflex so he was able to go fulltrottle on her throat. Read more »

I 25 [F] occasionally fuck my teddy bear

My teddy is pretty big (4-5ft), (I got it from my ex for Valentine’s Day a few years ago)…

Sometimes when I’m really horny, and don’t have an actual cock to ride, I put my strapon on my teddy, and pretend ;)

I’ll lay him out, suck/stroke him, put on some porn, and ride him until I cum

Shopping with Julie[F]

*Some of you have asked me to share more of my experiences with Julie – a bombshell coworker approximately 15 years my senior. You can read the introductory story* [here](https://www.reddit.com/r/gonewildstories/comments/pdkkn2/my_coworkerf_and_im/) *. This story takes place several weeks later. By now, my “friends with benefits” situation with Julie has been well established.*

It was a Saturday around lunchtime. I had just gotten out of the shower from doing some yard work. I received a text from Julie while I was showering that read, “Hey! I’m at the mall. Wanna meet up, maybe get lunch?” I responded, “Sure. I’ll text when I get there.”

I lived close to the mall, so I put on some jeans and a polo shirt and headed out, getting there in about 10 minutes. Once there I asked Julie her location and she replied that she was in the department store looking at handbags. I spotted her right where she said she would be, looking at the various purses and wallets. She was always impeccably dressed, even when dressing casually. Today she had on tight skinny legged blue jeans, black heels, and a green button-down blouse with half-sleeves. I walked up behind her and put my left hand at the small of her back. She turned to see me and lit up. “Heeey!” She knew how to make a guy feel welcomed. Read more »

[M]y spanking session with a [f]reaky college girl

This was two summers ago (late summer 2019). I had been in a relationship for ~3 years that ended earlier that summer, and so I was on tinder for most of June/july/august. Not doing much, but messaging and dating occasionally. Honestly hoping to get back together with my ex, until a Friday night when I heard from a mutual friend that my ex was starting to date a co-worker of hers. Some jerk that I had never liked. I was pissed, and horny from a week of tinder chats with no sex.

I just wanted someone to take out steam on/fuck like a toy (my ex had been a submissive little thing). I messaged a dozen girls I had matched with/chatted with that week that I needed stress relief from a girl who “knew her place.” Most didn’t respond, and a couple unmatched, but I had a couple bites. One was a college senior who had been talking with me about her major/last year of classes earlier that week… She was a foot shorter than me, much younger, a little soft but curvy, curly brown hair and a big butt. Her initial response was a simple “You can use me Daddy.” Read more »

How I (M) started sharing my girlfriend(F) [MFM] Part 1: Exploring Fantasies

I dont know how people are able to write those stories. I’ve been trying for years, and every time i get so turn on thinking about it, that it just never happens.

At the time, we had been together for 2 or 3 years already. After the first year, she didn’t have much of a libido, no matter how I was trying to spice things up, massage, vacations, etc. I never gave up, even if I knew that her parents were the same.

The way I am, I get off from my partner pleasure. If she was forcing herself to do things to please me, I would stop her. I’m 100% a pleaser. So at some point, i was trying to make her open up about her fantasies. What kind of dirty mind she has and she’s scared to admit. It didn’t go far, she told standard stuff and other that I already new about i.e. she likes it rough, she likes to be dominated. Read more »

27F [FM] Much older married man couldn’t stop staring after overhearing my new bra size.

So today i went shopping for new bras with my husband since my current ones were too tight. We went pretty early to try avoid the crowd and so i could get measured which usually takes a while. Fortunately when we got there the store was pretty empty, there was only a woman looking at different bras and a man sitting by the fitting rooms who seemed to be her husband, both probably in their late 50s. When i passed by him to go into the fitting room to get measured i immediately noticed his eyes staring directly at my breasts even though i wasn’t wearing anything revealing. Im 5’1 and my large breasts are really noticeable even when i wear loose clothes especially since i was wearing one of my old tight bras. I wasn’t surprised and i actually enjoyed the attention. Read more »

[M]y First time with a MIL[F]…

As I sat on the couch, she ran to the door kicking off her shoes and locked it. She came literally running back, straddled me on the couch kissing me hard and awkward (sidenote her soles were so incredibly soft, I had never felt anything like that). She jumped off me and asked, “Can I get naked?” I nodded and she stripped. Her body was so lean and muscular. I immediately noticed her nipples on her small breasts were pierced along with her belly button. I slowly started to strip (kinda nervous) but took too long for her liking. She went right for my pants, but due to nervousness I was only partially hard. I literally saw the disappointment on her face.

As she got my shirt off she saw the six pack and toned arms and went back to kissing me. She sat me down and did a little show (very awkwardly) and stood over me. She pulled her panties off straddled me and slid down easily on my semi hard dick. I thought to myself how did I get here… Read more »

[MFF] The time I fucked my ex in front of my lesbian friend.

*Quick intro note: I’m a handsome, vaguely articulate, well-educated and generally successful 38 year-old, pervert. I have a long history of dirtiness, and there’s something about the year and a half of basic confinement that has had me reminiscing about my past and some of my hottest experiences. I’ve decided I’m going to start chronicling them here, to keep them from disappearing altogether. Let me know if they’re enjoyable and feel free to say hello. I like penpals.*

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I’ve fucked a lot of women in my life. Almost certainly more than is healthy. If I could only fuck one more it would be Sarah. 

It was immediately tangible the moment we met. Whatever it is that causes sexual attraction — the hundreds of thousands of psychological, genetic, and cultural inputs, pheromones, fate, whatever — aligned, and kicked off an intense six month love affair. I didn’t get fired from my job during that period, so I must have gone to work. But if pressed, I don’t think I could describe a single thing from that stretch of time that doesn’t involve fucking Sarah. 

There are a dozen stories I could tell about Sarah. But my favorite was fucking her in front of my friend Melissa.  Read more »