Straight Male / 54
My best friend is a 28 year old woman. I'm 54. We used to work together and became incredibly great friends; she became my confidante and I her confidant. In process, her husband became a really good friend as well. We either go out with a group of just the three of us every few weeks, though Charlie (her full name is Charlotte) and I text or call each other every few days. We are even working on a project together even though she has moved on to another job.
About two months ago we were going to meet for happy hour but Rick, Charlie's husband, wound up having to stay late. Charlie and I still met and enjoyed a great evening of drinking and laughing. Part way through the evening she told me that Rick wasn't quite as wild sexually as she wanted and told me she had a r**e fantasy, among others, that he wouldn't fulfill. We discussed our sex lives a bit, still laughing and having fun, and wrapped it up just before Rick showed up with his coworker Janice.
As the night continued, Charlie seemed to be trying to seduce Janice ... for me. I don't need help in flirting with women or closing the deal, but Charlie kept going. And it worked. Janice gave me head in the back of her car. When she finished she said she had to get home to her husband, which was a bit of a surprise and never came up during the night.
The next day Charlie sent me a text to see what happened, and I told. She texted back that I owed her and I said I did and asked her what she wanted. Most of the day went by and I never heard back. Finally about 9 o'clock I got a text that said that Rick was going out of town for the next couple of days and she wanted me to r**e her.
Charlie is about 5-6, thin with 34C breast and nice round ass from years of running and a great pair of legs to match. But I was really hesitant because that is such a violent act. The next day, being a Sunday, I called her so we could talk a bit more. By the end of an hour long conversation she had convinced me that if done right it could be fine and that night I would do the deed. She couldn't know when it would happen, only that it would be after Rick had left for his meetings.
The longer the day went, the more excited I got ... not for the act, but because she is an exciting sexual woman. I waited until it was late in the evening and just starting to get dark. I parked a block away walked to the house, went into the garage and took off my clothes. Surprisingly I was already rock hard. I carried my clothes into the house, entering through the kitchen and finding the house dark except for a light coming from the direction of the hall. I slowly made my way in that direction, pausing to realize my hand was on my cock.
Charlie was in the bathroom brushing her teeth, so I sneaked into the bedroom and waited behind the door. She came walking in and I was she was wearing a wife beater and tight shorts. As she walked past the door I grabbed her, pushed her to the door, yanked her shorts off as she fought me. I pinned her down and my cock slid into a very slick pussy. I had her pinned down with my hand over her mouth fucking her as hard as I could and surprisingly she came almost immediately I was so excited I was ready to cum and I pulled out my cock straddled her and came all over her face.
Lying there afterward, she told me that she didn't want this to be a one-time thing. I told her that I wanted her to fulfill some of my fantasies and since that time she has become submissive to me and we have a D/s relationship and I have r**ed her four more times.
Her husband just got a promotion and he won't be going out of town as much, so we are going to have to spend more time planning how to keep this up. We both want it, and neither of us wants her marriage to end. I just got off the phone with her after great phone sex. It might be work, but this relationship could be fun for a long time.
About two months ago we were going to meet for happy hour but Rick, Charlie's husband, wound up having to stay late. Charlie and I still met and enjoyed a great evening of drinking and laughing. Part way through the evening she told me that Rick wasn't quite as wild sexually as she wanted and told me she had a r**e fantasy, among others, that he wouldn't fulfill. We discussed our sex lives a bit, still laughing and having fun, and wrapped it up just before Rick showed up with his coworker Janice.
As the night continued, Charlie seemed to be trying to seduce Janice ... for me. I don't need help in flirting with women or closing the deal, but Charlie kept going. And it worked. Janice gave me head in the back of her car. When she finished she said she had to get home to her husband, which was a bit of a surprise and never came up during the night.
The next day Charlie sent me a text to see what happened, and I told. She texted back that I owed her and I said I did and asked her what she wanted. Most of the day went by and I never heard back. Finally about 9 o'clock I got a text that said that Rick was going out of town for the next couple of days and she wanted me to r**e her.
Charlie is about 5-6, thin with 34C breast and nice round ass from years of running and a great pair of legs to match. But I was really hesitant because that is such a violent act. The next day, being a Sunday, I called her so we could talk a bit more. By the end of an hour long conversation she had convinced me that if done right it could be fine and that night I would do the deed. She couldn't know when it would happen, only that it would be after Rick had left for his meetings.
The longer the day went, the more excited I got ... not for the act, but because she is an exciting sexual woman. I waited until it was late in the evening and just starting to get dark. I parked a block away walked to the house, went into the garage and took off my clothes. Surprisingly I was already rock hard. I carried my clothes into the house, entering through the kitchen and finding the house dark except for a light coming from the direction of the hall. I slowly made my way in that direction, pausing to realize my hand was on my cock.
Charlie was in the bathroom brushing her teeth, so I sneaked into the bedroom and waited behind the door. She came walking in and I was she was wearing a wife beater and tight shorts. As she walked past the door I grabbed her, pushed her to the door, yanked her shorts off as she fought me. I pinned her down and my cock slid into a very slick pussy. I had her pinned down with my hand over her mouth fucking her as hard as I could and surprisingly she came almost immediately I was so excited I was ready to cum and I pulled out my cock straddled her and came all over her face.
Lying there afterward, she told me that she didn't want this to be a one-time thing. I told her that I wanted her to fulfill some of my fantasies and since that time she has become submissive to me and we have a D/s relationship and I have r**ed her four more times.
Her husband just got a promotion and he won't be going out of town as much, so we are going to have to spend more time planning how to keep this up. We both want it, and neither of us wants her marriage to end. I just got off the phone with her after great phone sex. It might be work, but this relationship could be fun for a long time.
