I hooked up with my ex GF while I was on a date with a guy [FF]

Fuck my ex-girlfriend.

I mean, not really because she’s possibly the hottest, sweetest, coolest girl I’ve ever met, but she was not an easy person to date. We were horrible together and made each other miserable, but she was a hard one to shake.

For YEARS after our breakup we would continue to occasionally fuck. Very few people have been able to make me come like I did with her.

I’m also not sure I’ve ever been attracted to anyone like I was to her. I make it a point not to describe people physically, but I’m going to make a slight exception. She had black hair and blue eyes. She had such a hot body and she never, ever dressed appropriately. For example, in this story we were in a pretty conservative setting and she had on a skintight leather dress. She’d regularly wear things like plaid school girl skirts and act confused when I asked about it.

What I’m saying is, my ex was hot and naturally a very sexual person who really liked to lean into it. It used to drive me crazy.

The best vanilla sex [FM]

Someone actually asked me this question in an AMA. I almost forgot how much I love this story.

I started seeing this guy who I fell in love with really quickly. It was different for me and super scary. We liked each other so much we decided we needed to wait to have sex. I don’t know how to explain it.

Feelings are scary.

Also, we were really attracted to each other. He’s a ten and gives off pussy eating energy. Damn it, I had never wanted to fuck anyone so badly.

We’d be hanging one minute and then be making out against the wall the next. The amount of dry humping that ensued over the course of those subsequent weeks was unfathomable. Every single night we’d hang and then enthusiastically torture each other with restraint.

I spent hours getting myself off to the thought of him. God, the things I wanted to do to him.

So I officially became his girlfriend three weeks into this courtship and we decided it was time. After the amount of deprivation, we tore each others’ clothes off and went to fucking town.

I watched my friend get himself off [MF] [Cheating]

I’m going to start by saying I don’t like myself in this story. There are very few stories I regret about my past, but this is one of them.

I had pretty intense sexual tension with a friend back in the day. It was one of those situations where we almost certainly would have dated if the timing had been right, but I was with someone else when we met and then he got a girlfriend.

*I really don’t like this part of the story. His girlfriend was a really sweet person.*

One night we were studying together at my place and went over a piece of caselaw with a very weird sexual story embedded in the narrative. He made a comment about how no one would actually do that in bed and apparently I got noticeably quiet. Finally I just started giggling and was like, “Who wouldn’t do that in bed?”

*I’m going to be totally honest, I don’t even remember the act in question. I think it was actually something pretty tame.*

Well, that sparked his interest.

The hangover [MF]

*My apologies for the lapse in writing. I’m on vacation and a real person.*

Oh man, I’ve been waiting to write this one.

I used to have rough sex with a dude who liked to dominate me. He was also VERY into communication and boundaries.

*Side note to say he doesn’t get a cookie for appreciating consent. However, he was so upfront and open- even when it was a little awkward- that we did way more in bed than I have with a lot of partners. Explicit consent opens doors.*

So… one night when we were both wasted I did not safeword him and I got hurt. I broke my nose and it was very difficult to explain to outside parties.

After that he decided he couldn’t fuck me if I had been drinking because he did not think drunk me was good with limits.

*Drunk me is not good with limits but drunk me also didn’t like this rule.*

If we were going to go out, we usually fucked before to work around this because we were weird horny freaks who couldn’t go three hours without sex.

The weirdest dude I ever fucked [MF]

I’m pretty sure I’m still processing this damn story years later.

I don’t really like one-night stands. I think it takes a while to get to know someone’s body and sexual preferences. I also get kinky and it’s hard to establish that level of trust over the course of an evening.

However, I LOVED dating. When I was studying for the bar, Tinder was my best friend. I didn’t really take it seriously, but it was a nice way to get out of the house.

I matched with a dude once who wasn’t normally my type. He just kind of seemed like a gym bro which isn’t my thing. However, I was bored and wanted to chat.

He had some very interesting things to say…

I messaged “hi” and he immediately went off about family drama and his latest breakup. He went into CRAZY detail about his job and his workout regiment. He then wrote me a poem.

I very kindly told him I wasn’t really vibing and wished him good luck. He messaged back, “That’s totally fine, but I still want to fuck you if you ever change your mind. Do you want to see a picture of my penis?”

The actual worst punishment [FM]

I had a dude who used to tell me he “owned” my orgasms. I wouldn’t come without his permission, including when I was alone. If I wanted to get myself off I’d have to text him first. He’d usually allow it under certain conditions. Usually.

Once he wouldn’t let me all fucking day. He told me he wanted to get himself off at the thought of me in agony. I normally do this 3-4 times a day so after a few hours I was dying.

I broke down.

When I came home he asked if I had resisted temptation. There was no point in lying. He could see it on my face.

“Alright then,” he announced before he marched to my room and returned with handcuffs. “Facedown on the table, now.”

I did as he said and let him handcuff my hands behind me. He pulled my skirt up and underwear down so I was full exposed.

“Any idea what your punishment is going to be?”

“I’m guessing you’re either going to spank me or fuck my ass.”

The first time I enjoyed anal was with a bisexual man [MF]

By popular demand, you filthy animals. Here goes nothing…

I’ve mentioned briefly in stories that I’ve partaken in this particular act but I’ve held off on writing about it. Why? Anal is vulnerable and riddled with certain aspects that are inherently unsexy and kind of hard to write about accurately.

*Trust me, don’t skip those parts when trying this out. Preparation and aftercare are important.*

The first time I had anal was with the guy I lost my virginity to. I’ve never written about him. There’s not much to write unless someone on here has a fetish for missionary and unrealistic expectations of vaginal penetration.

The dude never went down on me once, hated experimenting, and told me using toys to get off while we were together was “cheating.” He’d get weirdly offended if I got myself off with or without him too.

*Men, please don’t be like this. Clit orgasms are a dream. I can orgasm through penetration and I still beg for this.*

So yeah, the first time I tried anal was not enjoyable. He made me feel selfish for asking for lube (so we did not) and he came inside me without us discussing it.

Traditional Birthday Humiliation [FM]

I dated a dude who was pretty into public humiliation. I mean, he was into humiliation generally, but the more public the better. He very often made me hand over my underwear when we were out as a reminder that I was his.

We were going out on my birthday and he came home and told me I had to open my present immediately. He had gotten me vibrating kegel balls with a damn remote.

“No way,” I said.

Don’t get me wrong because I am all for stuff like this but we were not in the U.S. We were, in fact, in a VERY conservative country and I’m pretty sure this would have constituted a crime.

“What’s the worst that can open?” He laughed.

“I orgasm in public and get fucking arrested.”

“Just be quiet when it happens.”

“Bro, you know I can’t.”

He chuckles. “Yeah, that’s the fun. If you don’t think you can handle it though…” he tosses them aside and shrugs.

*He knows me well. He loves using my competitiveness against me. We’re constantly in a game of one-upping each other. We both usually win.*

When I was an intern I fucked my boss [FM]

As we have established, I am a walking cliche. I was indeed the intern who fucked her boss.

As I said in my last post about this, please do not fuck your intern. The chances of it ending well for you are slim. This story is the exception.

So yes, he was about ten years older than me and kind of an asshole, but he was also kind of cute and we immediately had tension. Plus, I had intern goggles on so the fact that he was my boss made everything hotter.

My first few projects with him did not go well. He was very picky with my work and marked up everything I turned in to the point I had to basically rewrite every brief. I had done really well in my previous two internships and was getting frustrated by the feedback.

He stopped by my office quite a bit more than the other two interns which was pretty annoying at the beginning because it was usually to give me even more “feedback.” I called my dad crying once because I was convinced I was just a horrible attorney and that my boss hated me.

Fucking my sweet artist friend super rough [Part 2] [MF]

This is more part 3 because I’ve written about this dude a few times. The first time he fucked me he painted my body as foreplay, and then we continued to have a thing for a while after.

God, he was so good in bed.

So one night this hero literally goes down on me for thirty fucking minutes and then sweetly fucks me on his living room floor. As we’re lying there naked, I finally tell him I don’t usually have sex like this. He asks me what I mean and I disclose some of my usual… um… habits.

*I like being super degraded in bed. Sweet sex is not usually my thing.*

He is pretty intrigued and has a lot of questions. We talk for a bit and then he suggests we try it sometime…

So, a few days pass and we’re hanging out again. When we start making out he asks me how this usually goes. I just tell him I like being out of control and that he’s allowed to use my body any way he wants. He is really into this.