Author: thatcreepcanroll_

Naughty wife at the pool [MF]

This last weekend, my wife (37) an I (40) were on a mini-vacay to a place known for its party atmosphere and swim up bars. The resort we were on was pretty packed… plenty of eye candy to go around. On Friday, we did some sightseeing on our bikes, which at one point involved her blowing me on the shoreline at a state park. We got back to our resort mid-afternoon and the poolside DJ already had the party in full swing. We changed into our swim gear and got down to the pool area shortly after. I knew we were going to be in for a fun weekend because before I even returned from the bar with our first drinks, she already had two guys flirting with her. They were in matching speedos, which happened to perfectly match my wife’s bikini, so they of course wanted to take pictures.

So fast forward to Saturday afternoon, we’re both more than buzzed, sipping drinks sitting along the edge of the pool, pointing out the people we found the most attractive. We have discussed the hotwife fantasy for years, so I always find it exciting to hear who she found hot. What happened in the next few minutes simply blew my mind. Read more »

Old School Chatroom Hookup Part II [MF] [Long]

This is the epilogue to my earlier story about hooking up with a random 18 year old spinner from a chat room back in 2001. See that story in my post history for reference.

Just over two years had gone by since my amazing day of sex with Lauren. It was now 2003, I was 23, had been honorably discharged from the military and was enjoying living the civilian life back home in the Midwest once again. Her and I had kept in touch pretty well for about a year following our meetup, but that had gradually tapered off to almost nothing. I want to say it was around May when my dad asked me if I’d like to join him on a roadtrip to go visit our family in upstate New York. I hadn’t seen these family members for a very long time, so I got some time off work in June and we scheduled the trip. Read more »

Old School Chatroom Hookup Goes Pretty Well [MF] (21M, 18F) [Long]

(TLDR at the end)

So this takes place in 2001, when yahoo chat was still reasonably popular. I was 21 at the time and active duty military stationed in the Southeast U.S. I had discovered that chat rooms were an incredibly easy way to find girls- experience taught me that most of the girls willing to meet up with an internet rando were pretty much up for anything.

I first met “Lauren” in a chat room for the state I was stationed in, South Carolina. We got to talking and I found out she was 18 and a HS senior living in upstate NY, but she was going to be visiting family near where I was over her spring break in a couple of weeks. Obviously, digital pics weren’t near the quality they are now, but we exchanged the few uploaded pics we had of ourselves and liked what we saw (nothing NSFW). She had a cute face and straight, light red hair. She told me she was pretty tiny- only 4’11” and 95 lbs. I love petite girls, so that pretty much sold me. Read more »

Watching my wife get off [MF]

So I’m (39M) in the process of writing my wife (37) a very detailed story about watching her hook up with another guy while on vacation. Reading it gets her super turned on. The other night, I gave her the second installment for her to read while I showered. When I got out, she was absolutely soaked. We started fooling around and she tells me she wants me to watch her get herself off. Obviously I’m an enthusiastic yes to that. She gets her rabbit out and starts working on her clit while I just tease the rest of her body. She closes her eyes and says she’s imagining that it’s the guy from the story playing with her. I’m encouraging her along, telling her how bad he wants her and all the stuff he’s going to do to her. Read more »