My Dating Life NSFW / Sex 

The 3 Weirdest Sexual Experiences I’ve Ever Had – Part Three

Have you read Part One and Part Two yet? You might want to go back and read those first! 🙂

The last story I seemed to have a hard time with as I didn’t want to re-mention old stories. Like the guy with the silk boxer shorts who waddled towards me whilst pulling on a condom, and almost suffocated me with his huge, tall body on the couch. Or the Prison Warden guy with this knee-high football socks and THAT awkward threesome.

Gosh I really was a slut. Notice the ‘was’ though – I’m nothing like that now thankfully. My behaviour back then makes me cringe. I’m just glad social media hadn’t been invented at that point.

I think I’m going to have to go with Number 18 for this one. The Prison Guy.

I don’t really know what happened with this guy. He had just gotten out of prison and was honestly, not an attractive creature. I don’t even know how I met him, although I used to hang around with his girlfriend and we worked together for a while, so I can only assume it was that. Honestly though – she wasn’t all that either and she could have done so much better than this guy. He really was a fucking skank.

He was my friend though, and one night we found ourselves alone in his halfway house that I found myself hanging out in for a spell. I was living with my Grandmother and seriously rebelling I think – drinking too much and smoking too much pot. It wasn’t long before we were stripping and when his pants were removed, I literally stopped dead.

He had no penis. Like, I’m not even kidding. He had NO penis. It was smaller than my little finger ERECT and I have really small hands. It was tiny. And it was no bigger in girth either. Perhaps a tad but not much. I remember trying to close my mouth around it at one point and there was nothing to it, it was impossible to blow!

I don’t actually think we can class what we did as real, actual sex. I’m sure it didn’t even go in far enough to warrant calling it sex. Plus he came real quick. Clearly I was the best thing he’d had in his bed for a while.

I’m not proud of that moment, and I don’t admit it to anyone else. Mostly because she announced she was pregnant the next day, and the day after that he was arrested for robbing my Grandmother’s friend who lived up the road in the middle of the night. I remember hiding his stuff and trying to keep a straight face as I lied to the police about knowing his whereabouts but now I kick myself. He would have robbed my Grandmother in a heartbeat. I don’t know why I helped him, or why I classed him as a friend. I definitely have no idea why I got into bed with him. I can only assume I was rebelling to a very serious degree.

That’s what I’m putting it down to anyway.

I always thought I had no regrets in life and that I learned from every sexual experience but that one is a genuine regret. I’m pretty sure they’re still together and have probably had an estate’s worth of children by now. They deserved each other. They were both skanks. I always knew I was better than that. Except at the time, I wasn’t.

So yeah. Those are what I would class to be my three weirdest, strangest, most bizarre sexual experiences ever. Why don’t you carry on and tell me yours? Link to me – I want to read allllllllll about it.

Seriously though. Not proud of these moments of my life. I’m hanging my head in shame right now. All experience I guess…..




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One Thought to “The 3 Weirdest Sexual Experiences I’ve Ever Had – Part Three”

  1. Just a small technicality – the very first link, “Part One”, seems to be dead.

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