[F/M] She Let Me Cum on Her Panties

Note: Another in an ongoing series documenting my (sometimes) interesting sex life.

I arrived at the bar early, uncharacteristic for me on first dates. Its always best to keep the girl waiting, give the impression that you have something more important to do. However, for reasons of work, boredom, and my consistent desire to make rules, and then bend and eventually break them – I showed up early and started with whiskey.

She and I had messaged back and forth a few times about standard topics, and agreed to meet. I picked her mostly because she had a bit more edge to her in photographs than other girls. If you're looking for what I'm looking for, small details in the picture – tattoos, booze – are a dead giveaway that she won't be the type of girl occupying a spot at my family's thanksgiving table. We messaged briefly about work – she was a recent grad working at a design firm. A few terse messages later I suggested drinks at a bar in Hell's Kitchen, about halfway between my office and my apartment.

I'd just ordered my second whiskey when she tapped me on the shoulder.

Summer vacation at a beach house with a big group of people.

(I tried to keep this as short so I cut out some not as stuff like a couple breaks.) I just got back from my summer vacation at a beach house me and a group of my friends rented together. We had me and my friend Katie, her friend with benefits, our other friend Sarah, and some of her friends as well as my good friend Kyle, his friend Rob. We invited Rob's friends Mark and Joe at the last minute. It was a smallish house for so many people but everyone had a bed, and bedrooms were enough to manage; we all had to share rooms though, even the couples. It also had a basement which was somewhat cut off from the rest of the house which was purely a rec room, couches, a TV and ip pong table sort of thing. I was really excited about the whole thing, ever since my last "hang out" with Kyle and them all I could think about was that night. So I really was excited.

Our first MMF Threesome

So we visit here frequently and decided we should add add some input. So here is our very first threesome.

Married for 15 years at the time and by now my hubby had often talked about a threesome for many years. It was usually his fantasy story he told me as he gave me a massage. Initially I didn't like the idea and simply ignored it, then increasingly I listened, then started to imagine it. It was is starting to watch threesome porn together that really made me start to seriously think about it.

My hubby asked the question again "do you fancy it" and for the first time, all be it with many caveats I said yes. We agreed to post an advert on a swingers site and amazingly we were swamped with messages. We spent many weeks weeding through all the messages to finally focus on a guy (joe) making a real effort and seemed our sort of guy. We messaged for a few weeks before finally agreeing to meet. My hubby booked us a family hotel room with two double beds and off we went.

[F]ucking [m]y high school gym student

Long-time lurker. I'm a 30-something married soccer mom who teaches high school phy ed. and have for years. You can call me Mrs. Jones. I'm short, about 5'2" and petite. I keep in good shape and have been told I look a bit like Krysten Ritter.

Alright, here goes. Several years ago a student found my sex blog, which included graphic nude pics of me with several boyfriends. It was highly personal, but totally anonymous. so no face pics. I used the blog to share some deeply personal thoughts and musings about men and crazy hot sex. I am shaking a bit just writing this – this is how I got in trouble – but I also feel the need to share, and I'm honestly turned on by the thought of writing this down for all you perverts. ^

Going down the group sex rabbit hole (MMF)

I had a really good thing going when I was 20. After not losing my virginity until I was 19 (it was an incredibly weird and awkward experience that took me an hour just to actually get her naked, but that story is maybe for another time), I quickly dove into the deep end of exploring my sexuality.

I had a great friends with benefits situation with a friend I worked with… let's call her Kristi. We were the same age and went to different colleges in the same area.

We fucked. A lot.

It was by no means a serious thing and we often knew that we were both hooking up with others around the same time. So late one night I get off a long shift (worked in a restaurant) and I'm tired and hot and gross. I get home into the air conditioning and get on my computer and start playing games and getting on AIM (yeah it was that long ago). I get a text from Kristi.

"Kurt is over, come over and lets get high"

I don't smoke weed, it gives me migraines. So I just respond with "look the only thing that is getting me out of this chair is guaranteed sexual intercourse."

Fiery Latina

Marizelle was this hot Latina chick. Actually she was half Latina and half Philippine. But she was a knockout! I knew her from work. I tried talking to her but we just never seemed to hit it off. Then one night I was at the office late getting ready for a presentation the next day. On the way out I notice Marizelle at her desk. It looked like she was getting ready to leave. I said "Hey, it looks like we are both burning the midnight oil. Want to walk to the parking garage together?" She said she did and that she was glad I was there since it was late and getting dark. I struck up a conversation with her. It turns out that she is a huge fan of jazz like I am. After we arrived at her car we stood there and talked for 20 minutes about what musicians we like and about what shows we had recently been to. I also found out that she was coming out of a bitter divorce and had not been out in a while. It was a prime moment to ask her out, but I choked. DAMN!!!

Ex-girlfriend as a schoolgirl [M/F]

This is a recap of an encounter with an ex from several years ago, but is still one of the hottest encounters I have ever had.

My hands were gripping the steering wheel with final relief in anticipation of what was soon to come. It had been a long day, and relief was finally in sight. The only thing was that time was my worst enemy right now, and I had to get to the airport fast so that one of my fantasies could be fulfilled.

m/f park sex

At the end of my senior year I had the best sex I have ever had. I decided to hang out with this petite girl in my class who I had been crushing on for years and after about a week she had already fucked me till I couldn’t come anymore. She was a really sweet girl but after she met me I changed her into someone who loves sex as much as I do. It wasn’t long before she was practically begging for my cock every day.

Double dip on the weekend (m/f, m/f)

Chrissy had been sending flirty texts since our last date. She clearly enjoyed the makeout session in my car and wanted to go further. She wanted me to come down to her high rise to use the pool and enjoy the views that weekend. So on Saturday, I packed a swimsuit and took the el downtown to avoid the traffic. We went up to the sun deck to eat a quick picnic, before jumping in the pool. We didn't wait 30 minutes, living dangerously.

Chrissy was in a striped bikini. She has an athletic build with a bit of bubble butt. Her shoulders and arms have some muscles on them from her daily exercising. In the pool, she purposefully rubbed her ass against my crotch several times. Or maybe I was pulling her into myself. Either way, she knew she was getting me hard. She even confirmed it by grabbing at my cock underwater. I could only take so much before suggesting we head back down to her apartment.

My slutty years

Hi there, I suppose this is a confession of sorts, I was a complete slut in my teens. I've never really told anyone of my past before but I have recently got engaged and confessed all to my boyfriend and I decided to also write it down here for him to read.

I have always been quite adventurous and often got into to trouble when I was young, I loved (and still do) to wear make-up, short skirts, flirt with boys and what not. I lost my virginity at 15 with a boy in a garden shed, it wasn't a spectacular event, kind of just happened. I had a couple of other boyfriends afterwards had little better sex on occasion. I was afraid to be called the school slut at the time so didn't put out too often.

After turning 16 my friends and I would often hang out at a park near home, there were a group of boys older than us (18 to 20 something) that also hung out in a different area of the park, normally drinking or smoking joints. My friends and I started to speak to them on occasion and got high with them a few times.