Dog Park Introduction Ends Up in Doggy Style Back at the Apartment [MF]

Being home at my folks’ house for the holidays this year made me think of this story, from the holidays several years ago. It’s a fun memory for me because it’s a time when I was single and trying to just have as much sex as possible — and because it’s an example of me being able to carry out a plan to get *exactly* what I had wanted, as opposed to a lot of my younger-self sex memories, where things just unfolded in fortunate directions.

A few years back, when I was single and in my late 20s, I got my dog, Bruce. I went over Christmas to the city where my parents live several hours from the city I lived in at the time. They lived in a suburb that was mostly single family homes, families with young kids and a few retirees. But their community also had some apartments and condos, and, what I was most looking forward to with Bruce, a great dog park.

“Sorry for what you’re about to hear” [MF] [Voyeur] [Overhearing]

This happened a few weeks ago, and sadly doesn’t involve me as an active participant, but it was still hot.

I’m a mid-30’s dude, settled down in a long term monogamous relationship. My friend Billy, though, is one of those guys in their 30s who never settles down. He’s a former Army officer, about 5’6″ but undeniably attractive and fit. (I’ve been with him at a restaurant before when a woman came by and asked if she could just touch his forearms.) He certainly has no problem getting dates and one night stands, and that’s the life he loves. He’s also just one of these super-high-energy people. CrossFit every morning at 5:30, etc. His apartment is a big one bedroom place, but deliberately in a part of town where the average age is about 6-8 years younger than him.

Even when I was younger I wasn’t as much of a playboy as he is in our mid 30’s, and especially now that I’m in my mid 30’s, I confess to a certain jealousy of the sex he still seems to be having.

Sharing the Girl Next Door With My Roommate [MFM] [sort of] [College]

The first story I wrote on here did pretty well, so I thought I’d write up another adventure that brings back fond memories.

I still lived in the dorms as a junior in college, and my roommate was my best friend (both then and now) Dave. Dave and I were on the rowing team together, and it was our second year as roommates. People joked that we were the “inseparables.” Dave and I are similar in a lot of ways, and at the time of this story, I think we were roughly similar in terms of sexual experience, although he’s a more outgoing and openly flirtatious guy than I am.

Jess was a senior who lived in a single room across the hall. She was one of these girls who was just “fun.” Not stuck up, not obsessed with her appearance, just always up for a good time. She wasn’t someone I would call slutty, but she was someone who you just knew was generally down to fuck if she met a guy who she wanted to hook up with. At the time, she was the most sexually open person I had ever met, just in terms of being willing to talk about what she had done and what she was interested in. She had very long brown hair, was around medium height, and curvy and full figured although you wouldn’t ever call her fat. I don’t know how to explain it, but even though she wasn’t the most conventionally beautiful, she just exuded a frank sexuality.

[MF] Conference Sex With the Hot 22 Year Old

Fair warning, this story involves cheating on my part, which I’m not proud of and was very guilt-inducing/difficult to work through. If that turns you off, move on. That said, it did involve some very, very hot sex, so I thought it would be a good story to share.

The field I work in has a big annual 4-day conference in a big city. Chicago, New Orleans, Las Vegas. This happened the year it was in Vegas, about 2 years ago. I was 31 at the time.

Twice during the conference, some people I work with had introduced me to some people at a similar company in a nearby city. All good people, and our two groups started to somewhat stick together when we’d run into each other at the various presentations, happy hours, etc. One of the people from the other company was a 22-year old I’ll call Laura. I was 9 years older, and really feeling like college and my 20’s were a world away. If you’re in your 30’s, you get it. The hangovers are worse, staying in shape is harder and harder, and you miss not taking more advantage of those crazy nights when you were younger.