gonewildstories Archives — Page 3482 of 5640 — NSFW story

[MFM] Craigslist Blindfold Anal

So here is a true Craigslist success story from a few years ago. To set the scene I was 45 at the time, just an average guy who is lucky enough to have done some swinging. In 2014 I saw an ad from a guy on the north side of town near me. He had a submissive girlfriend who wanted to have her first three way. She apparently loved anal and wanted to try DP.

I ended up meeting the guy at a local irish pub for a beer where we discussed it, his name was Rob. The gal was a nurse named Kat, redhead, about 40. She had a few kids at home but her body was still tight. She was married to somebody else but Rob told me that her husband was abusive and they were headed toward divorce. Rob was strictly her Dom/fuckbuddy, they weren’t really dating in the traditional sense. Their relationship was mostly her getting off working the night shift and go straight to his place and get banged out before she had to go home. Read more »

My [M] first visit to a pro-dominatrix

This is a story from a few years ago when I [M] was 24 or so and had my first session with a pro-domme. It contains a lot of the same kinks as my previous posts. I’d found her on Fetlife and we had emailed discussing what I was interested in etc and the story begins when I get to her studio.

Enjoy!

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I approached the door, picked up the blindfold hanging from the handle, put it on as i had been instructed, and knocked.

As I stood in the darkness I heard the door open and was immediately grabbed into a headlock, my face squashed against the smooth latex of her outfit. I was pulled through the door and pushed to the ground, my heart racing.

“Strip naked so I can inspect you”

I struggled out of my clothes and stood naked, legs spread and arms raised, my half-hard cock bouncing in front of me and my heart beating in my chest.

I could hear her boots on the floor as she circled me and felt something hard and thin tapping my ass, balls and cock and tracing up and down the skin of my back and legs. Read more »

Summer with my ex-girlfriends sister [F]

I had been with my ex (let’s call her Meridith) for 5 years, since she was 17 and I 18. Recently we broke up because she’s going to college in Seattle, and I was working with my parents in their business in my home town of Cleburne. We ended on good terms and I remained close friends to her and her family, visiting them often, since I was really close to them because I lived with them at some point for a few years. Her sister and I (let’s call her Leslie), had become really close, mostly it had to do to the fact that I was the only guy she really trusted and liked. Let me tell you a bit about her. She’s 5’4”, dark brown hair, light skin and has some great curves. Not gonna lie, she was really attractive, but I hadn’t really looked at her that way until just recently when she turned 18, and my ex and I broke up, and I also thought of her as a kind of sister to me. Read more »

I 48F celebrate finalizing my divorce by tying up a college boy 22M and having my way with him [MF]

I had just finalized my divorce after almost 20 years of marriage. 3 kids. Marriage and a baby early in life. We had some happy times early but he was abusive, not physically, just pushy, verbal. I think he cheated a few times. We fought and weren’t in love anymore. I probably got less than I could have, but I wanted the process to hurry along.

I’ll call myself Mia. I’m 48, long hair dirty blonde, good healthy shape, little thicker than my younger days maybe. I work in real estate and my ex had a good job. We are professionals and belong to many clubs. I have been referred to as a milf and cougar ;)

I walked out of the lawyer office solo. I wanted to celebrate. Alone. I decided to go get my favorite meal. A local restaurant makes a gourmet cheeseburger that’s so messy you need fork and knife. While eating I texted me best girlfriend. She agreed drinks were in order. I had no plans tomorrow and had not been out in a long time. Read more »

My [M] Wife [F] And I’s Wild Introduction to Swinging.

It’s been almost a week and my brain is still processing the experience that my wife and I shared. Maybe sharing the story will help so here goes.

A little backstory first. My wife and I both come from extremely conservative fundamental Christian families. I even spent my entire school life in fundamental Christian schools. As such, sex has always felt taboo even after we were married. I know it’s unhealthy but it’s hard to shake that much programming. Even though I have been an atheist for years, the impulse to hide anything sexual in nature is still there.

My wife admitted to me years ago that she once lightly made out with a girl at a party years ago and that she was very turned on by it. She dealt with shame and confusion over this for years as a result of her background though so could never process it healthily. My wife is also rather well proportioned. I have always found her very attractive but she has a hard time being naked in front of me. Bedroom intimacy is usually lights off or requires some degree of coverage for her. Read more »

Hotel Security Confessions [FF]

I worked as Director of Security for 2 years at a hotel. It was my job to be in the shadows and places people normally weren’t which always gave me plausible deniability in the event someone questioned why I happened to be somewhere. The names are changed, but the ages are real. I saw a lot of just about everything, even participated in a few things along the way. But this is just one of the voyeur stories I have.

One particular evening I was coming around the side of our pool building. It was inside behind a mostly glass facade, but being 1030pm they were like mirrors to anyone inside as I learned though a few months of testing and observing when I was in there.

The hot tub was where most people decided they wanted to fool around, and I would sit in a closed maintenance section and wait until I saw the tell tale sings of a couple that I knew was probably going fool around. I don’t know why they got so easy to spot, but after a while they just do. I would then sneak down to the windows that were about 2ft away where I had a hide in an area off limits to the public and somewhere none of the staff ever went anyway. Read more »

I [F] have been blackmailing my Panty Thief for sexual favors

So a little TLDR:. I’ve been Black mailing one of my roommate’s for sexual favors. I found out he’s been stealing mine and my other roommate’s panties to smell and jerk off in. No big deal ?‍♀️, only it’s been really turning me on. I love it. I love knowing that someone is getting turned on and cumming to my juices. And honestly I’m looking to explore this more, but fuck I’m lazy and get high too much. I’m still gonna do it, just lemme hit this bong first.

So I thought I’d just list some of the stuff I’ve been having him do to me since I haven’t posted in awhile.

My favorite thing to do to him is wait for him in his room for him to get home from work or school. Most of the time I don’t have any pants on. I make him eat my ass while he finger fucks me. He’s always jerking himself off while doing this. Talented little guy can multitask. I like to bend over his dresser with all the panties in it while this happens and then when he’s about to cum just grab a pair and finish him off with it. Sometimes I let him keep it, sometimes I wear them. I’ve done this a couple times. Of course, he can’t cum until I do. Read more »

[M] First time experience using a sex toy.

Hi I’m 21 I’m a straight male from the UK, I’ll try and keep this one short as I’m not entirely sure it belongs in this sub but I’ll give it a go, enjoy.

Right, so around a year ago I was watching porn as you do and I got recommended a video of a girl using a fleshlight on this guy and I clicked on it and was absolutely hooked, I needed one of these toys, being a virgin at the time I was all for it. I managed to save up enough money to buy the one I wanted after much deliberation I settled on the Utopia (Riley Reid) and purchased it.

It arrived a couple days later in a discrete cardboard box which was something I was worrying about god if my parents found it I would die inside, anyway I took it up to my room locked the door and began tearing into this box, and there is was staring back at me, being a 20 year old who’d never had sex I was in awe that I had something that resembled a girls pussy in my hands and promptly got a raging boner, it was time to use it for the first time. Read more »

Losing my virginity to a tinder cumslut [MF]

So this story is from around a year ago so some of the finer details are a bit foggy but since it was the best, and only :(, sexual stories in my life i still remember the important parts quite clearly. Also, english isn’t my first language so pardon some of my syntax and grammar.

I have never been the type of guy to be on dating apps, but my friends put me on the app as a joke and i just continued using it for fun. One day though, i found a girl that immediately caught my eye. She was exactly my type. She was around 5’2, blonde hair, a very cute face with some full lips, but most importantly she had some huge tits. I’m not the most knowledgeable person in boob size but i’d guess they were about 32 DD. Yeah they were quite big.

We started to talk a bit and for once in my life, a girl seemed interested in me. This made me very happy and i grew to love texting her more and more. After about a week of texting, she invited me on a date. I was ecstatic. Read more »