It’s always the crazy ones. [M/F]

They say you should never stick your dick in crazy. And, really, it’s true. It’s just an insanely bad idea. Play stupid games, win stupid prizes and all that.

What they neglect to tell you is how fucking awesome sticking your dick in crazy feels.

A few years ago, I started dating Crazy. She contacted me through OkCupid and I could tell from a mile away that she came from a rough childhood. It’s pretty easy to spot trauma survivors if you know what to look for. Thing is, I actually liked her. She liked me. We fucked on the first date, but that’s not where this story takes place. In fact, this story takes place after we broke up.

One thing you should know is that Crazy was spectacular in bed. Like… holy shit. I still have a (VERY poor quality video) that, even years later I enjoy watching her fuck herself. Not only is the video itself enjoyable, but it reminds me of how amazing it was to fuck her.

Sadly, she ended up cheating on me while we were together, and we broke up shortly afterward – Crazy could only constrain crazy for so long. She had a bunch of rationalizations about how she wasn’t cheating with other guys, and I bought them. But I know now that she only considered sex with other guys to be cheating (fortunately, because I’m not a COMPLETE idiot, we always used condoms – my rule).

So after we broke up, I got over it pretty quickly. I loved her, but I wasn’t as emotionally wrecked about our separation as I have been for other girlfriends.

But we continued to still be “friends.” And this is how I found out that Crazy didn’t consider anything but intercourse to be cheating. One would think that finding this out, I would have been heartbroken. Nah. Being sexual with her was so addictive and pleasurable that I pretty much didn’t care.

One night, almost immediately after we had broken up, she called and wanted to hang out. “Doesn’t your boyfriend mind if we get together?”, I asked.

“Why? I’m not going to cheat on him, so he’s fine.”

I shrugged my shoulders as she hopped into my car. Through muscle memory (and I’m sure a desire to break the sexual tension), my hand moved pretty quickly from my gear shift to her thigh. It was as warm and soft as I remembered it. AND, notably, freshly shaven.

Crazy wasted no time. She grabbed my hand and slowly moved it up her thigh, scooting to reveal her soaked pussy.

“Soo…” I hesitated. “I guess your rule about cheating is pretty much out the window?”

Crazy giggled. “This isn’t cheating. Besides – if I didn’t have your hands on me soon, I was just going to start fingering myself.”

“Huh”, was all I could think of to say, followed closely by, “well maybe you should do that.”

So she did. And let me tell you – keeping my attention on the road as I drove was difficult. Crazy was content to finger herself for a bit. Circling her clit with her finger, stopping occasionally to plunge her fingers inside of herself. I never tired of watching her do this. I’ve always had a bit of a masturbation fetish, so being able to watch her do it next to me was intoxicating.

Soon we got stuck in a traffic jam. I was hard as a ROCK and needed some form of release, but the situation made it pretty much impossible. Crazy, on the other hand, had no such restrictions. She reached into her purse and pulled out her purple vibrator. After inserting it into herself, she started moaning slowly, slipping it back and forth. She reached over, and took my hand, placing it on the vibrator, effectively having me fuck her with it while I tried to drive.

Obviously – that wasn’t going to work. We were in stop-and-go traffic and I had to keep my eyes on the road, and my attention in front of me (traffic would speed up to about 20, then come to near sudden halts). It was on one of these halts that I found myself braking hard – which had the effect of pushing her body against the vibrator that she had braced against the seat.

A smile crept across my face. Every time I would start accelerating, I made sure to leave a good amount of space between my car, and the next. So that when I had to slow down, I could tap the brakes just hard enough to force the vibrator into her, and then let it off – effectively, I was fucking her with my car’s brakes.

This worked well for her, but not…quite enough.

“Oh my god. Will you just get enough room so that you can keep doing that? I’m so close”, she pleaded. “I wanna cum so badly.”

She cooed, squirmed, and begged for the next few minutes – unfortunately for her, traffic had cleared. She got frustrated, and started working the vibrator in and out of herself. When I saw this, I reached over and stopped her.

“Nope”, I said. “You couldn’t cum during that, so now you have to wait.”

Crazy, not surprisingly, was quite the sub. I’m not much of a dom, but with her I found myself enjoying it. I was still wrestling a bit with the fact that me and my ex were in a clearly sexual situation, and she had a boyfriend, and I knew I would feel terrible if I were him, knowing what she was doing with me.

But, either because I was thinking with my lower head, or because she was in a relationship with the guy that she cheated on me with and left me for, I came to the conclusion I didn’t care.

Arriving at my place, we moved quickly into the house. As soon as the garage door was closed, we were all over each other. Our kissing was as passionate as anything I’ve ever experienced, and I took every opportunity to explore her body with my hands as we moved towards the bedroom. I bent her over my washing machine in the laundry room so that I could finger her from behind. We stopped in the kitchen so that I could drink a beer while she sucked my cock.

Finally, after the beer had been consumed, I pulled her to her feet and gave her a gentle shove towards my bedroom. Once we were in there, we were kissing once again. One of the ways we always enjoyed making out was to have her entirely naked with my boxers-covered cock rubbing up against her pussy. It was delightful torture for both of us – her wondering if she could break my will to fuck her bareback, and me torturing her as she begged me to fuck her. This was no different, except it was. She was clearly enjoying having my cock next to her, but she wasn’t begging for it.

Fair enough, I thought, we’re not together anymore – some things are bound to change. After what seemed like an eternity, I reached for a condom. This is where she first stopped me.

“No”, She said. “I’m not cheating on my boyfriend.”

Huh? Was all I could think. And I’m sure it showed on my face.

“We can do anything you want – except have sex. I’m not cheating on my boyfriend.”

The irony of this statement was not lost on me, but I was so turned on I basically parked that part of my brain. But I also know that once she says no, I’m certainly not going to challenge that. So I just started fingering her – something that I always liked to do to her, and something she definitely enjoyed.

Where it turned into something new, was in that she got up, and had me lay down. I expected she was about to start riding me, so I reached for the condom again.

“No,” she once again said, much to my frustration. “We’re going to do something different.”

In a deft move, she moved herself over my left hand, grabbed my hand, and inserted my fingers into her. I started fingering her in a way I knew she liked, but it didn’t really do much for me. Then she started gyrating.

So one of my other fetishes is being ridden. I absolutely love being below a woman and staring up at their body and watching them as they move their bodies in such a way that feels good to them. In this case, I was watching her ride my hand, as she reached over, grabbed my hand, and placed it on me in such a way that she made it clear that she wanted me to stroke my cock.

This was her compromise – she would be fucked, by me, but not by my cock.

And to my amazement, this was AWESOME. As she rode my fingers, she put her nipple into my mouth, my hand stroking my own cock. I actually had to take it easy on myself, because I was enjoying this and wanted to make sure that she either came before or with me.

After a few moments, she started riding my hand in such a way that my fingers were touching a spot inside of her, and I knew she was getting close.

“Oh god. This feels so good. May I cum, please?” she asked. Pleadingly. I always made sure to make it clear that she needed to seek permission from me to cum.

“No,” I said (having a hard time concentrating). “Because you don’t want my cock inside of you, you have to wait.” At this point, I wasn’t actually wanting to fuck anymore, I just wanted to torture her.

At the same time, I wasn’t going to be able to last long myself. I could feel an orgasm coming, so I quickly took her nipple out of my mouth and said, “I’m about to cum. You can cum IF you can cum with me.” With that, I felt her pussy clinch down on my fingers and she ground her clit on my hand. At the same time, I released, and sprayed high into the air.

Wow. I don’t know if it was because I knew I was doing something wrong, or because of the unusual nature of everything, but it was one of the best orgasms of my life. One that I enjoyed as she screamed through hers.

We went to bed shortly afterward. Apparently she didn’t consider sleeping with me to be cheating either.

So in this case, I didn’t actually stick my dick in Crazy. But I did later, after despite her insistence on not cheating, she begged me to fuck her again.

But that’s for another time.

Source: reddit.com/r/gonewildstories/comments/4cif72/its_always_the_crazy_ones_mf