I was married about 20 years ago. My wife was fairly adventurous when it came to sex. It would be this quality that would end up being the downfall of our marriage. This story is about a couple we used to hang out with and a progression of sexual encounters that would change my sexuality.
When I met my wife she was already dating someone. I met her through a mutual friend. Sam, my wife, was waiting on a girl that I worked with. I was a swing shift manager at fast food restaurant and Sam's friend Elizabeth was one of my employees. I was fairly young at the time. I was only about 22 years old. Elizabeth and sam were both still in high school but both were 18. I was eating my lunch when Sam walked in and asked how long Liz would be. I got her attention and told her that she didn't have long. Sam and I talked for a bit before Liz got off work. The two of them left for the evening. I didn't think much of the encounter. It wasn't until I started seeing Sam several times that she would become a person of interest.
The more Sam saw me, the more she started to flirt. I flirted back. After a few weeks of this, I then asked Liz to set me up with Sam. Liz mentioned that she was already dating someone. I told her that I didn't care about all that and I wanted a shot. Eventually I got my shot. On our date, she mentioned that she was living with a guy. I asked if it was serious and she said not really. She told me that they were having sex and his house was being repaired so he was staying with her. That didn't stop her from sleeping with me. Eventually her friend moved out and we eventually got a place together. Fast forward to us being married.
So, we had been married about 6 months. We dated for 2 years before getting married. We had sex damn near every day. She was horny and I was too. We had a unique relationship in my perspective. We would be out and she would tell me guys she found hot. I would tell her women I found hot. We watched porn together. She liked all kinds of porn. She didn't shy away from lesbian videos. She liked the threesome videos. She liked that I didn't shy away from the MMF threesomes where the guys would suck each other off during the encounter.
It was during one such video that she asked me if I would ever sleep with another man. I told her that I had experience with men in the past. It was something I don't tell just anyone. This was back when being gay or bisexual wasn't socially acceptable. I told her that I used to work in retail and that my boss had made numerous advances. I eventually gave in and slept with my boss. Sam asked if it was just the one time. I told her that it was several times. She mentioned that I failed to answer her original question. I told her that I wouldn't cheat on her if that was what she was asking. I told her that under the right circumstances, I probably would. That night she let me do anal for the first time.
That weekend she went to a sex shop in town. She came home with a bag of stuff. She had lube and a strap on harness. I asked what she would be doing with it. She said she wanted to try pegging me. I had told her that she could probably get me to do anything sexually at least once. That night we tried it. I told her that she would need to go slow and use plenty of lube. I enjoyed being pegged. We added it to our repertoire of things to do in bed.
A few weeks later, Sam got a new job. When she told me where it was, I mentioned that I had an old friend that worked that same job but a different location. She asked who it was and I told her that her name was Alicia. Sam said that she had met her at her orientation as it was at the main location. I called Alicia and we talked for a bit. I mentioned that I was married now and that my wife worked the same job as her. Alicia said that we should all get together for dinner and drinks that weekend. Dinner went over very well. Since neither of us had any kind of social life, we decided to make it a weekly thing. Every saturday we would get together, have a meal and drinks and then do something fun.
It would be a couple months of this before anything interesting would happen. The wives became very close. Alicia's husband, Dave, and I would do the usual guy chat. We would almost always play cards. After about two and a half months, something interesting would happen. Alicia asked during a hand of spades, for either of us to tell something that nobody else knew. Sam asked for more context. Alicia said to make it dirty. Sam then told them that I like to be pegged. Alicia had no idea what that term was so Sam told them that she has a strap on and she fucks me in the ass with it. Alicia about choked on her drink. She said, "Wow! I don't think we have anything that would top that!"
A couple weeks later, we were doing much of the same thing. A couple hands of spades down and several shots down. Alicia said that she needed a break and was going to go outside and smoke. I said that I would join her. Alicia asked if anyone else was coming. Dave and Sam were hungry so they started to get some pizzas ready for the oven.
So Alicia and I were outside smoking. Alicia was wearing silk pajamas. I was wearing boxers and a tshirt. She was resting with her forearms on the railing of the porch and i was leaning against the house. Alicia then backed up onto me. She started to rub her butt against me. I asked what she was doing.
She said, "I know you want me. I see the way you look at me."
I said, "I've wanted you forever but you've always had a man."
She said, "Well, here is your chance."
I said, "What about Sam...or Dave?"
She said, "They are in there. We are out here. They won't ever know about it."
