[MF] Well, THAT was fucking quick!

One night I caught a girl’s eyes at a local bar. The atmosphere was chill. The TV’s featured silent sports as pop/rock music played through the speakers. Sporadically, when she liked a song, she would dance in front of and brush up against me as I sat in my chair. Over the course of a couple drinks, we didn’t have a proper conversation – more like flirty interactions as she migrated between her friends and me. Her mischievous grin turned me on to no end. More than once, just as I thought I could command her attention, she would turn back to her friends. During one of our “moments” I invited her to my place, albeit almost jokingly. To my surprise, she accepted.

When we walked in everything was fun and hot as we made out, stripped, felt each other up and worked our way to my bed. I grabbed a condom and entered her in missionary. She was very wet, and I slipped out before I could find a rhythm.

25 [M] 37 [F] – I loved how she ripped my condom off when I came

Jenny and I were regulars at my neighborhood bar. She usually sat with friends, but one night she was alone and joined me. She was fit, attractive, quite a bit older, and tall. I’m 5′-10, and I’d say she had an inch on me. Her style was what I’d call “cute conservative”. She wore jeans that showed off her figure, and her top landed just below the top of her jeans which revealed hints of skin as she shifted in her seat. She had shoulder length dark hair and brown eyes.

Thanks to our familiarity and prior banter across the bar, our first one on one conversation flowed easily and naturally. The more we talked, the more chemistry I felt. Our mutual buzzes certainly helped grease the wheels. We got on so well that it felt natural to suggest she leave her car and join me for the quick walk to my place.

Once inside, I led her to my bedroom where we made out and undressed. As we kissed and touched each other, I could tell that she was going to be very vocal. I paused to grab a condom, and said “I want you against the wall”. She giggled and eagerly stepped back. Wall sex is my Achilles heel of positions, but thanks to her height, I couldn’t resist.

[M]y [F]irst freak in the sheets – Her mom set us up

After some traveling, I was back in my hometown and my old reliable college job. It was an upscale retail gig where employees are encouraged to establish professional relationships with customers. A couple days after returning to work, I smiled at Lisa, a client I knew from before I left to travel, as she entered the store with her daughter. I knew Lisa better than most of my clients, and this was my first time seeing her daughter.

Lisa introduced Katie, who had shoulder length dark hair and an amicable smile. I caught my eyes drifting and reminded myself that Lisa – not Katie – was my client. At the end of our transaction, Lisa said they were headed to lunch. About an hour later Lisa returned to the store alone. She said Katie would be interested in getting to know me. Lisa handed me a note with Katie’s number and encouraged me to give her a call.

I called Katie that evening, and we decided to go out the following night after my shift. When I picked her up, she looked way hotter and more sophisticated than she did in my store. She wore a low cut midriff bearing flowy top and tight jeans that flaunted her slim yet busty figure. I was nervous because she was the type who was normally out of my league.

[M] – Masturbating as I overheard my roommate have sex

I had recently moved into a house with two girls. One of them was Jenny. She had dark hair just past her shoulders and was blessed with that naturally sexy Italian olive skin. It’s really strange, but my favorite feature were her ears. Other than that, she was all around cute, about 5′-5″ tall with an average build. We all went out a couple times where she wore revealing dresses, and I’d guess her tits were C cups.

The house was a strange setup, and I didn’t have a proper room. My sleeping quarter so to speak was separated from hers by only a curtain and a door. One night she came home with her asshole boyfriend and for whatever reason he was playing the sensitive guy. It wasn’t my best time, so I was alone in my “room” with nothing to do. Of course I was listening as they went in their room and started making out. I heard her sigh and that’s when I felt my cock throb. I was afraid they would hear me, but of course that didn’t stop me from pulling down my pants and going to town. I did make extra effort to be quiet. I pressed my ear against the heavy curtain and heard more kissing sounds and sighing from both of them.

Dipping my fingers in crazy. And a blowjob! In a parking lot! [MF]

Ok, so for a lot of you, this barely registers on the crazy scale. I didn’t get hit, my property wasn’t damaged, and my reputation didn’t suffer. That said, I was legit nervous and scared as shit! If you want to skip the semi-public make out, fingering, and blow job, I’ll write “CRAZY STARTS HERE”

I was 22 and she was 21. We met online. She was cute, but her pictures were the type that hid her body. Nevertheless, she seemed nice, our conversations flowed, and I thought her voice was sexy.

When it came time to meet, I picked her up at her place. She was cuter than her pictures, but she was indeed plus sized which isn’t my type. However, she was my date for the night and I wanted to make the most of it. We grabbed dinner and a couple drinks at a brewery. We sat close, and I felt a lot of sexual tension.

Hooking up in Las Vegas – 32 [M] 27 [F]

This one has a lot of buildup. No, I’m not giving you guys the ****** or the “SEX STARTS HERE”- you know how to skim.

A bit about me – 32 years old (at the time), 5′-10″ tall, decent looking with hazel eyes and dark brown-gray hair, slender. I was in Las Vegas for a convention, and I booked an extra night to wind down and hopefully get laid. I’m not a player, so I need a good hand and a bit of luck. This night would have both in spades.

After the convention and a nap, I ventured to a casino bar to grab a beer. Before I finished my first drink, a group of friends rolled in. There were eight – four girls and four guys. They looked to be between 25-30. The group ordered a round of drinks and hung out at the end of the bar. I looked over a few times and more often than not locked eyes with one of the girls. She had medium brown hair just past her shoulders and pale skin with a big smile and blue eyes. She had that nerdy-cute vibe going on. Her green dress was sexy and clung to all the right places showing off her slender yet shapely figure. She revealed a hint of cleavage and the dress came down to just above the knees. She was 5′-6″ give or take.