gonewildstories Archives — Page 5592 of 5640

My Affair: The First Broken Rule [M/F]

This is the third in a series. You can read the first two parts here and here.

My wife and I had been at the club for a little over 30 minutes. It was still relatively early on a Saturday night and there were just a few people there with us. More friends would be arriving soon, but only one was truly on my mind. Rachel would be here any moment and my heart was pounding.

It would be the first time we’d seen each other in public with our significant others since we began our affair. She was nervous, too, and had been texting me all day. On one hand, we were both aroused at the thought of having to pretend there was nothing going on; that we hadn’t been intimate; that we hadn’t already broken our first rule. On the other, we both knew the danger if anyone found out.

Over the last five weeks, we had settled into something of a routine. Everything seemed to be going as planned, but looking back now I can see that escalations in our behavior started almost immediately. We weren’t breaking rules, but we were pushing the boundaries almost from the start. Read more »

Yolanda -my first time(s) with a married woman. (m/f)

So if you have read any of my other stories, you may have noticed I have have been with some married women. I know that makes me an asshole, but I'm definitely not alone there. The following is about the first time I was with a married woman and it wasn't exactly how I thought it would be…

Having a gay friend has it's advantages. My friend David was a friend from college and when he decided to come out, it wasn't a surprise. I didn't really care because a friend is a friend… and… he always had very hot women around him.

One of his friends was this girl Yolanda, who at the time I met her, was not married. David used to tell me things like "man, she is probably gonna go home and rub her pussy thinking about you'. Being the shy guy I was at the time, I laughed and later masturbated thinking about her. We didn't run into each other much and our lives kind of went on their own separate paths. Read more »

Finally fucked (m)y very long time (f)riend

Okay so I'll give you the usual quick back story. I'm 27 years old, male. I have a friend we'll call her Sam. Sam and I have been friends since 7th grade. I've always had a thing for her but was always to afraid to act on. We hung out a lot years ago but drifted apart due to us both being in relationships.

A few weeks ago I get a text out of no where and it was Sam. She starts telling me we should hang out and catch up. Me thinking nothing of it says yes I'd love to. So as we make plans Sam starts telling me how she's in a sexless relationship but she can't leave him and I am also in the same boat so I decide fuck it, it's now or never.

So we start sexting and I knew she was really kinky but she never realized I was also. So we start talking about what we like and sexting and we are both driving each other crazy.

Finally one night I say just so you know when we do hang out I'm gunna fuck you like the slut you are. She wants it and says she'll bring the rope cuffs and whip. Not kidding either lol. Read more »

Fucked her on the back of an ‘orse. Spanked and muddied (m/f)

G'day, I'm Craig and the shiela I fucked a cuppa days ago has the name Belinda. She's good fuckin' sort, big titties, sandy blonde hair, a few freckles – nuthin to freak out about, she's got nice long legs with great hips. She works out, hits the gym, eats rabbit food and drinks them healthy little drinks for softies. It's all good, makes her a fuckin little nymph. And boy is she the the nymph.

I met Belinda a cuppa years ago, she was the daughter of this townie, some fuckwit who owned a health shop. We are pretty bloody rural, why the fuck we need a health shop when all there is, is fresh produce is beyond me. Anyway her father is a right cunt. He's one of them uptight D-bags that thinks he is better than everyone else in town. Won't even mingle with the rest of the farmers and townies at the local pub on trivia night. He also thinks his daughter, Belinda is the Angel sent from above. Behold her majesty. Anyway, I had never talked to her before, because she only visited on weekends, her parents were divorced – probably because he is a closet homosexual and who the fuck would wanna stay married to his tight arse – excuse the pun. He really needs to get a root and pop outa that obstinate closet of his. So anyway, we had all seen her around every once in a while growin' up. She started off pretty standard, she was pretty, but obviously went to another level once those knockers popped out. Fuck she was hottie. Every young bloke in town wanted to get a good suck on em melons. Read more »

She made me cheat, finally did and it took our sex life to a new level.

So I have been dating this girl for a few years. We have sex like most of you do. It was all pretty normal, we tried things, the normal kinds of things as in positions, sex games, sneaky outdoor stuff, nothing out of the ordinary. It was good enough for me. We got to the point in our relationship where we were drunk and trying to sort out each others kinks while under the influence. I told her I was in to the a threesome (like most guys), nothing interesting again. She had something hidden and it took me a while to get it out. Turns out she had a weird kink? fetish? or something like that where she wanted me to cheat on her. I didn't believe her for ages and kept telling her she was lying. Then she went into detail on how she fantasized me being naughty with other women, doing bad things behind her back without her knows, her being the detective, being dramatic and teaching me a lesson. Pretty weird I know. So that was out and I still didn't think it was real, thought it was a test. Read more »

San Jose Craigslist Hookup [M/F]

Bored and horny at work, I wound up posting on CraigsList, looking for a casual encounter here in the south bay. Knowing that I wouldn't last long, and really all I wanted was to get off, I was honest, looking for a woman that wanted to be used as my sex toy, solely for my pleasure. This wouldn't be about getting her off, it would be about getting me off. And to prove there's a human responding, rather than a bot, I asked the reader to include her favorite position in the subject.

Besides the usual spam and gay guys, I received one response, titled "Stiff Cock in my Face". She was a bit of a sub, and just wanted to go down on a guy. We started planning our adventure: found a time we could both make it, and agreed to meet at a local hot tub place. As the day got closer, and we talked more, I learned more about what she wanted: she wanted to be used to get me off. Told me I could grab her hair, cum on her face, fuck her in any position I wanted, and in any hole I wanted. Sounded too good to be true. Read more »

Update #11 – I [M] fucked my uptight roommate [F]

Sorry, I know I said I was going to write this yesterday and technically I did but I just got distracted and never got round to actually posting it. Also, this first part isn’t really "gone wild" but you seem to mostly want to know about the state of our relationship so that's what I’ll write about first. It's been a little while since my last update so I can't write about ever interaction that we've had but I'll include the important details.

This actually happened a couple of weeks ago now. I had been out and got back quite late and I thought that the girls had both gone to bed, so I decided not to contact Bernice. But then I heard someone else come back and I could tell from which room she went into that it was Bernice. I sent her a text asking if she wanted to join me and she came through almost straight away. We gave each other a look – like we know what's going to happen and we didn't need to say anything to each other. I was lying on my bed and she got on top, so that she was straddling me and we started to make out. Soon I was rubbing her chest and she was rubbing mine and everything seemed like it was going the way it normally does but when I tried to take her shirt off she pushed my hands away. She did the same thing when I tried again so I asked her if she was okay and we then had a conversation that went a bit like this: Read more »

Age ain’t nothin’ but a number.

 Until that summer two years ago, my sex life had pretty much been non existent. I was determined to save my virginity until marriage, find the right man, dream house, you name it. I was basically your average hopeless romantic waiting for the right guy to sweep me off my feet, and end up a happily ever after. Looking back now two years later I regret that all. I'm not saying I had options left and right thrown at me, but I turned down a handful of opportunities. Until the summer I was 22. I met a man who made me look at life differently, including sex. Here I was a 22 year old virgin... about to fuck the hottest 41 year old I had ever seen. Sure... age seems a bit unconventional, and maybe it was. At that point I didn't care. I had gotten out of a bad 3 year on and off emotionally abusive relationship where he refused to fuck and used all aspects of sex against me. So I was more then ready to let my "perfect man" fantasy go. I found the most imperfect man instead, and it was one hell of a ride. We met through an online app. For personal reasons I won't disclose what it was, but we had been talking for awhile. A few months at best, just bantering back and fourth getting to know each other. He was hot-- and I was lusting. Bad. I didn't care that he still lived with his ex girlfriend, or had a son only a few years behind me. He was also very into BDSM. Which of course, turned me on. I guess you could say he was my "Master" for a breif period of time. Me being a virgin turned him on, and quite frankly, I needed to learn. I had been in a sex-less bubble for 22 years. One night we finally decided to meet. He picked me up from my apartment, and I was nervous as hell. We drove to an isolated location parking lot. It was like a hot sex scene out of a movie. Window's were already steamed- and damn he was a good kisser. Before I knew it he had had me pull my pants down, and undies off. He started rubbing my clit, and then slowly putting his finger in my pussy. He went back and fourth, making me moan until I cumed and fell apart in front of him.

Naturally, I wanted to please him back. I undid his pants, and out came a 9 inch hard cock. Which was intimidating, being the first one I had ever sucked. He taught me technique… and I quickly went down on him eager to learn and try. I quickly went down on him, sucking slowly.. then going quickly again making him as hard as a rock. Licking, and sucking eventually he cummed and I swallowed all of him proudly as he moaned for me, legs shaking. After I was done he quickly pulled his boxers and pants back up, as I did the same with mine. He said, "I think this will work. Next time though, hotel. and you better believe I'll be inside you." and then we drove off back into the night, like nothing happened… but I knew though. This was only the beginning…