A Devil’s Threeway [MFM]

One of my buddies from when I used to work at a bar reached out to me one day and wanted to get together and go fishing. I said sure and we spent a day by a stream drinking beer, catching and releasing some trout, and talking about women. He had recently been broken up with and I had recently started a friend with benefits situation with a girl I had gone to high school with.

My buddy, lets call him Dillon, was a stand-up guy. Smart, charming, good looking. 6’3” or 6’4”, long curly blonde hair, and really confident in himself. As we talked that day about the women in our lives it occurred to me that my FWB, we’ll call her Penny, would probably be into him. So, I reached out to her and asked if she would want to fuck me and my friend Dillon at the same time. I was pretty confident she would be into it, we had talked about threeways a few times by that point and she lamented how she had never had one with two guys before. She asked me to send some photos of him to see if she’d be interested so… I asked him if he would be down for a threeway with me and her.

Mardi Gras (AKA the start of the best sex of my life) [MF]

In my mind this started at a wedding. Two of my friends from high school were getting married and had a big outdoor wedding. That meant that everyone was going to be there and the party was going to be insane — which it absolutely was. One of the highlights was late that night after 95% of the guests had left and just the wedding party and a few really close friends / stragglers stayed behind. There was a lot of flirting and general sexual tension between just about everyone. We were in our early 20s, most of us drunk, and all having known each other when we were awkward kids seeing each other for the first time in ages in the heat of our respective “glow-ups.”

One of the friends that remained, lets call her Penny, was someone I had been off-and-on friends with for years. She had moved away at some point and we had lost touch. She was really good friends with the groom though — he had the biggest crush on her throughout high school and… well, still did to that day — despite that he had just gotten married. She was really cute, 5’5”, curly dark hair, big blue eyes, genuine smile, and lovable personality. In high school she had been incredibly skinny with a firm backside and small breasts. In the years that followed she had put on some weight but in all the right places. He B cups had filled out to Cs and her hips were a little wider and very inviting.

The Blowjob that Really Sucked [MF]

I was in the middle of a year of abstaining from sex — not masturbation, making out, or trading oral — just abstaining from sex. In truth, I think if the right person had shown up during that year I would have caved for sure. Fortunately, or unfortunately, for me all the people I dated that year either understood my solemn vow or just cut me off and walked away knowing that I wasn’t going to be as much fun as they wanted.

Interestingly, the first 3 – 6 months were the hardest because in that early stage of the game I was still meeting a lot of new people and they seemed very interested in me. As my lack of sex-life became evident to others my confidence — and their interest — began to wane. By the latter-half of that year I went on zero dates and had no obvious prospects.

Then, one day, about eight months into my year of abstaining, I met a girl online. She was cute, petite, had a fun personality, and wanted to meet me. We went out one weekend afternoon and drove around town to get to know each other. She was feisty and fun and I enjoyed her company. She was in the US Marine Corp, had just gotten home from boot camp, and was only around for a short while before shipping off to train in her MOS.

My Last Fling with the Navy Girl [MF]

I had gone one a few dates — and had some truly incredible fucks — with a girl who was enlisted in the US Navy. She had been gone for a while, but was back in town for an undefined period of time and living in a new place with some roommates about an hour from where I lived. When she reached out to me one night — even though it had been months — I knew we were in for some fun.

The first available chance I had I went to visit her. She brought me inside, introduced me to her roommates — who were the biggest douche-bros I had ever or have ever met — and then we went to her room in the basement to grab something before we went out. As soon as we had closed the door I grabbed her and kissed her. I had been horny as hell since I saw her name pop up on my phone a few days earlier.

Blowjob in a Blockbuster Bathroom [MF]

I was talking to a girl I had met on MySpace — technically, I was probably talking to seven girls. This one was interesting though. I believe she was a freshman or sophomore in college, long brown hair, big blue eyes, incredibly pretty. We didn’t have much in common though, and the conversation always seemed a bit forced, so I wasn’t in any rush to hang out with her.

That changed one day when I was traveling for work. She sent me a text when I was in another state for a few weeks on assignment and asked how I was doing. I lamented the discomfort of not being home and getting to follow my routine. She asked about my accommodations — which were quite nice — and she asked if I had the hotel room all to myself; I did.

“Well at least you can jerk off whenever you want.” I’m paraphrasing for sure.

“That is true, but I have nothing no jerk off to.” It was true. I didn’t have my personal laptop with me that trip and I wasn’t going to search for porn on the company one.

Did you know that many elevators have cameras in them? We didn’t. [MF]

I had one week left working at the bar before I moved away. I had already started my new job and was strictly working weekends to make some extra cash. Apparently, they had hired a new girl to be a hostess and maybe pick up some serving shifts once I was gone; let’s call her Amy. Amy was 18 or 19, had just moved to town from across the country, and was getting used to the change of pace things brought in this little college town. She was tall — probably 5’10 — long dark hair, blue eyes, slim figure, and a lot of tattoos. She had ink on her arms, neck, face, legs, stomach, everywhere. This was a pretty uncommon thing to see on girls her age — especially where we were — but it was really hot.

We fucked so hard that we broke the legs off the bed [MF]

I got a message from a man on AdultFriendFinder one night. That isn’t my thing, so I considered not responding to the message, but I believe in politeness. I opened the message and the author claimed to be a woman using a friend’s account to send messages. I looked at the profile and was 100% confident that it belonged to a man in his 40s that lived 30 minutes from me, but decided to give the message the benefit of the doubt.

I replied back with my concerns and suspicions; they responded back a few days later explaining that they were for real and sent a few photos as ‘proof.’ She explained her story to me suggesting that she was a recently divorced mom of two, just found her own apartment, was a few years older than me, and looking for sex. Her next door neighbor told her about AFF and had a paid profile, so he let her use it to browse for guys. I was the first one that had replied after numerous attempts. I let her know that, that was probably because most straight men just ignore messages from single guys.

Tequila made us horny as hell [MF]

It was one of my last few weeks working at the bar before I moved to the city. In the past I had hung out once in a while after work or gone out with my peers to another bar. The last few weeks of working there, however, I went out with the crew almost every night. I really liked 95% of my coworkers and 100% of them were fun to hang out with.

The night in question was late summer and one of my coworkers, lets call her Eva, had her sister, Amanda, in town visiting. Eva was adorable; bright blue eyes, dark black hair, killer body, beautiful face, and great personality. Amanda was equally as cute, a little bit taller, and had gorgeous blonde hair.

I had a standing ‘don’t shit where you eat’ rule about sleeping with coworkers, but that did not apply to their sisters. So, that night, when we all went out to the bars in town, Amanda was my focus. She lived pretty far away and was only in town for the weekend. She had recently broken up with a long term boyfriend and was eager for a distraction. This was a match made in heaven. That night at the second bar the conversation turned to body shots. Not only had I never done a body shot, I had never had tequila at that point either. When Amanda heard that, the game was on and she confidently marched up to the bar and ordered us a round.

The best thing about sex with her was going skinny dipping afterward [MF]

AdultFriendFinder had worked for me a few times and I was back to it again looking for someone fun to spend some time with. One day I stumbled upon a profile for a girl that had just joined, had face pics up, lived 30 minutes away, and was ready to fuck according to her profile. I reached out in the chat and she responded right away, we talked, and she invited me over right then and there. That had never happened before so I was pretty stoked and, since I was on AFF, I was already quite horny and this was an easy — bad — decision to make.

It was the middle of summer, nice day, very hot out, but otherwise great. I took a shower, headed out to her place — she had just moved to town from Arizona, her family bought a small farm nearby — and enjoyed the music with the windows down the whole way. When I arrived she came out to greet me and she was really sexy. Tan skin, raven black hair, dark eyes, and full lips. She was probably 5’5”, 100 lbs, and very athletic.

I met a former stripper online and had an amazing one night stand [MF]

Another adventure from the land of AdultFriendFinder. I had met two people successfully at this point — oddly, both of them in movie theater parking lots. Only one of them had a story worth talking about. Actually, I’ll recap it here briefly. She was really pretty and incredibly sexy, but a liar for sure. She sent very old photos of herself (from when she was 23) and lied about her age (said she was 23, when she was 35) and we didn’t have anywhere to go. We made out for a while in the parking lot at the movies, but then got stopped by mall security and asked to leave. She invited me to meet her a few times later on, but I refused based on the nature of the situation. I like older women, I don’t like being lied to.

Anyway, this was the third person I met and it was a lot of fun. She had really sexy photos on her profile and a killer body. She was a former stripper and was now in graduate school, before she eventually went off in pursuit of a Phd. in something; psychology I think. I had seen her online a few times and tried to message her in the chat unsuccessfully. I’m sure she was popular based on her profile thoroughness, photos, and generally seeming like she was not a bot.