Category: gonewildstories

[T]urns out that the strong female presence I need in [m]y life was Trans

My life changed forever tonight.

I’ve always been submissive to women. From as early on as I can remember; 13 or so I think – I’m 23 years old now for reference. Anyway, I’ve always had the most fun as a bottom and have no real desire to be a top.

Lately, that has expand to include trans women. Well, trans porn at least. I noticed that was what was doing it for me over the course of the last 3 months or so and always felt better when I was watching something geared towards bottoms. Naturally, I got curious. The usual approach I would’ve taken to something like this would be along the lines of, “Research and self-exploration” before making any other decisions. That was not the approach tonight.

I downloaded Grindr, made my profile and fired off a few messages. I got a couple messages back and filtered out those I didn’t want to be involved with before finding Lisa*. Lisa is tall and beautiful. She has gorgeous caramel skin with a great ass and a nice thick cock. I let her know what I was interested in and we chatted for a bit before she asked if I wanted to come over tonight. I decided, “Fuck it. Why not?” Read more »

[M]y [F]irst encounter with a patient

Let me start off by saying I’m not attractive, this doesn’t happen to guys like me. I’m six and a half feet y’all leaning more towards fat than dad bod. I’m a nurse and have been for the past 8 years. I’m 30 years old. In that time I’ve had my fair share of flirty patients. But, this woman takes the cake.

I came into work Saturday night expecting my usual sequence of vomiting patients, diarrhea covered rooms, and repeated requests for medications. What I found was an empty facility except for one patient and one tech. Junie (fake name obviously) is 10 years my senior and a stunning woman. She just turned forty a few days before coming in. She presented with alcohol and benzodiazepine dependence. I’d be surprised if she is taller than 5’2” and more than 100lbs. She has an ample chest, sharp features, and brilliantly natural blonde hair. She’s a runner so her legs and ass are tight and toned. It would be impossible to call her anything besides beautiful. But, today I call her patient. Read more »

I (28[F])catfished my university crush (29[M]) and had the hottest cyber sex with him, with a big twist ending – PART 2

Hi all, I shared part one of my story a few weeks ago and got a really positive response which really surprised me as I didn’t really think anyone would read it! A lot of people asked for a part two once I met up with David in real life, so here it is.

If you haven’t read part 1 yet, you can find it [here](https://www.reddit.com/r/gonewildstories/comments/gdr3zw/i_28f_catfished_my_university_crush_29m_and_had/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

For info: We weren’t able to see each other in really life until 2 weeks after the events in part 1 due to wanting to comply with COVID restrictions where we live. We initially thought it would be ok to see each other that following weekend but unfortunately we were wrong. Sorry for keeping you all hanging. Below is the story of our first meeting after all those years.

Part 2-

It had been almost a two weeks since mine and David’s big reveals, him revealing that he knew it was me catfishing him all along, and me revealing my reasons behind my actions. Read more »

[F]ace fucking [M]y wife (30 F) made her insatiably horny

I could just get straight to the naughty bits here, but I feel it’s necessary to explain the events of the day leading up to this evening.

First I’ll say my wife and I are home 24/7 together and neither of us have any responsibility at the moment (Covid times. I’ll spare you the details.) What else is there to do but enjoy each other’s bodies constantly? My wife always obliges a sexual favor, but truth be told, I’m pretty vanilla. I’m not into crazy kinky stuff, and porn of that nature tends to turn me off. My wife’s preferences, by comparison, don’t match mine; she likes to get roughed up a tad bit, nothing too serious. For example, she likes gentle, yet firm spanking while in the the throes of passion. She likes a firm fistful of hair tightly grasped while she’s pounded into ecstasy. She asks that I cum all over her, on her face, in her mouth, on her chest. And with some things I oblige her as well, although I admit I’m selfish and rarely can I bring myself to pull out of her; I much prefer releasing deep inside her. But in all honesty, sex or a blowjob any time I ever want loses its luster. All I have to do is ask for anything, but to keep the novelty, I often find myself waiting, even though I’m horny, for my wife to initiate. Besides, I really struggle to enjoy myself when I have an ounce of suspicion that my wife is not enjoying herself as well. Read more »

Just before college, I mowed this older woman’s lawn in exchange for sensual handjobs [MF]

I remember this clear as day, since it’s like Exhibit 1 in my memory’s spank bank.

So I turned 18 over the winter of my senior year in high school. (I’m in my mid-20s now.) That spring, I didn’t have a job lined up for the summer before starting college, so I basically started doing yardwork around our (big) subdivision.

Ms. Smith (not using her real name) lives a few streets over and has known my parents since we were little. She hired me to come mow her lawn, cut her bushes, that sort of thing. Ms. Smith was really pretty – she was 52, in decent “mom” shape, blonde highlights. Played lots of tennis and did yoga, that sorta thing. Not skinny, but curvy in a really womanly way. Big breasts. Her two daughters were home from college for the summer (she was divorced), but usually out of the house for the day at jobs. Read more »

Is it just me [M] or is she [F] teasing me?

Am I just reading into this to much?

First off I am married to a beautiful woman and an amazing lover. I however have a burning lust for her best friend Amanda. BTW she is married as well and I am good friends with her husband. Amanda is very sexy and I am pretty sure she teases me each time our families get together. There have been multiple times where she is wearing a short tight skirt (typically black) with a red laced thong. Her living room is set up to where her and my wife will sit together and talk while I am across from them. Amanda will put her feet up on her coffee table exposing her thong and will slightly open her legs.

She bends over in front of me daily showing off her bubble butt. She also likes wearing a loose shirt and tends to bend over in front of me exposing her cleavage.

Just the other day she and my wife were sunbathing in my yard. While I was working on a project. They were turned almost sideways to me. Amanda was the side closest to me. She rolled over to her back with her knees bent. It looked like she rotated her hips towards me and then opened her legs. Read more »

Hot Tub Blowjob With A Cheating Trophy Wife [MF]

This happened about 10 years ago, when I was home for the summer vacation after a year of college. I lived in a wealthy neighbourhood and that summer I’d been cutting the grass for the houses in the area – I didn’t need the money but my parents had taught me to work hard and the neighbours paid generously. Anyway, one day I’d finished cutting the lawn at a house and was leaving when the woman next door called out to me.

Her name was Katie. The best way to describe her is she was a stereotypical trophy wife – she had a rich husband who let her stay home and buy whatever she needed and her main job was just to socialise with the other wives in their circle. And from what I’d heard from my parents, her husband was a bit of an asshole. Also, as you’d expect she was fucking hot. She was probably in her late twenties or early thirties with thick, long dirty blonde hair and a relatively slim, toned body with big perky breasts. I couldn’t help having stared at her whilst I’d been a teenager. I myself had always been a pretty scrawny teenager but going to gym at college had helped me gain a little muscle. Read more »

I, 21[M] lost my virginity to my aunt 30[F]

I’m working in the city in IT. I used to live at my own place and went home (80 KM away) on weekends.

When the lockdown was declared in India, I was stuck at my place alone. My parents asked me to stay at my uncle’s (mom’s older brother) place which was in the city. I’ve been staying there for the last 2 months now.

My aunt is 8 years younger than my uncle and is a total beauty. She has a 1 yo boy but still has a great body. She’s really friendly with me and we spend a lot of time together when uncle’s at work (he works for the government).

So last Friday, I was working. I went to the kitchen to help myself with some water and on the way, I went to check in on the baby and I saw my aunt breastfeeding the baby. I guess my sexual frustration kicked in and I went near her. She isn’t a shy person and didn’t usually mind breastfeeding in front of me. She had these huge breasts which were bigger since she was lactating. She asked me if I didn’t have any work and started talking about other stuff. I moved my hands on the baby’s face while talking and brushed her breasts. She smiled at me when I did that. That was a tipping point and I started caressing her other breast with my hands. She asked me to wait till she put the baby to sleep. Read more »

A Step Apart: Caught [FM][Stepmom][stepson][erotica]

Recap:

If you didn’t read all of the last book, A Step Apart: Strained Relationship, here is a recap! Matt has spent the majority of the month experimenting and practicing new sexual skills on his stepsister, Stephanie, while her mother is away. Dealing with a fast arriving decision on which college to attend, Matt joins Stephanie at a house party with her roommates at her university. There, Matt’s popularity with the ladies causes Matt and Stephanie to confront their desires for another. The following weekend Matt and his Stepsister are in various stages of undress when they look up to see Amy, Matt’s Stepmother, staring in shock at them.

***

There are times in people’s lives when pure dread sinks their teeth into one’s back like a predator. When they know their life as they know it was coming to an end. As Matt scrambled to pull his jeans up and push his erection back down into his boxers, he had one of these moments. Luckily for him, at this very moment, his stepmother was more intent on chasing down Stephanie who ran into the hallway with her clothes. It was pure pandemonium coming from Stephanie’s bedroom. Someone was crying while the other was cussing and throwing things. Matt tried to zip his pants up and nearly synched his shaft in the metal. Read more »

Jerking Off with My Best Friend in the 2000s – Part 5 [MMF]

[Part 4 Here](https://www.reddit.com/r/gonewildstories/comments/gn4oqj/jerking_off_with_my_best_friend_in_the_2000s_part?sort=confidence)

Gail looked at each of us, smug, her makeup running, face covered in spunk, and purred: “Good boys. Now it’s my turn.” The hot little mess laid back on the bed with Don and spread her legs. “Get to work” she said to me, and I jumped to follow her instructions. I kissed and nibbled all over her thighs, and teased her clit with my breath. She was squirming for me after a minute of this, and I looked up when I heard her moan. She was making out with Don, her face still covered in our cum. I licked her pussy lips, and she gasped when I got to her clit. She tasted like fucking sunshine and rainbows. I stayed down there for a very long time, until she started panting my name over and over again. She moaned loudly when I inserted a finger into her absolutely drenched slit, and I looked up to admire my handy-work: She had her tongue down Don’s throat while he squeezed her tits, and she was stroking his hard cock again. (I swear that motherfucker has a 5 minute refractory period, I’m so envious.) I fingered her and ate her out until she reached down and grabbed a handful of my hair. “I’m going to cum papi, I’m going to cum so hard!” she screamed. I would later learn that the entire hall heard this, and assumed it was Don’s handwork while I was away for the weekend. That was a blast. Read more »