50 Shades of Housesitting
Posted: 22 Apr 2014 00:08
This is a different kind of recording than ones I've posted in the past. You probably need a description or you won't know what the hell is going on -- so apologies that this note is going to be a little long. As it is, my guess is that people are either going to love this recording or hate it, but I'm not sure which.
Deborah is a friend of mine I had not seen in person in years, when we used to occasionally hook up. She still lives in town, but she broke off our FWB relationship because she wanted something more long-term. She has a boyfriend now, but she reached out to me on Facebook a while ago anyway. That led to instant messaging, which led to emails. We flirted a lot, and talked about sex often. Not about stuff with each other so much as where we were in our lives now, sexually. When we had gone out, she was fun and responsive but never really liked to talk about sex, even what she did or didn't like. Now that we weren't dating (but had been intimate), she was pretty free about her thoughts and passions.
Three things stood out: 1. She really liked her boyfriend, but the sex ranged from ok to good -- never terrible and never great. 2. She was really taken with the 50 Shades of Gray books, and wanted to experiment with being dominated, but would never in a million years admit it to her boyfriend. 3. She was incredibly attracted to her boss. She would never make a move on him, because he was happily married, but she used to fantasize about him a lot both when she was masturbating and when she was in bed with her boyfriend.
After we had been talking online for a few weeks, her boss asked her to house-sit/dog-sit while he and his family went off on vacation. Our talks had become frisky enough that she asked if I would ever consider coming over while she was there for a one-time tryst. She was on the fence about whether or not she would actually do it, and so I told her if she wanted we could go out to lunch and reconnect somewhere near where her boss worked, and if after that she felt like it she could take the afternoon off -- and if not we could just have a fun lunch. She agreed, and I decided if things went very far I would try to give her a 50 Shades experience. (Note: Like most people, I've read about the book but never actually read the book, so I was going on best guesses. If you have read the book, you may find yourself thinking I was way off the mark.)
The guy lived in the suburbs, not that far from a high-end mall which is where we ate. I surprised her by ordering for her without asking what she wanted, as well as getting both cocktails and an entire bottle of champagne. After our cocktail, I gave her a box of benwah balls, and ordered her to go to the rest room and insert them, which she did. After the meal she asked if I wanted to know her decision. I told her she did not get to make any decisions, and that I was taking her shopping for something sexy to wear when we got to her bosses house. We went to Victoria's Secret and she tried on a few things before I decided on something called a Very Sexy Lace & Mesh Teddy with panties, garters and stockings. I paid for them, and then we went back to her boss's house -- which was like the size of a small country.
When we got there I left my suit from work on, but made her go change into her new outfit and serve me wine in the master bedroom. As we sipped, I explained that I would be telling her what to do for the afternoon, and that if she didn't -- or if I didn't like the way she did it -- there would be consequences. I took off only my belt and held it to show her what I meant. I stood her in front of the full-length mirror and stood behind her. As I slowly touched her, I asked her to tell me how beautiful she was and when she hesitated I punished her; after that she began answering with the answers I was looking for. Eventually I made her get down on her knees and take me in her mouth, and then I took her to the bed where I bent her over the foot board and used my belt to bind her hands. I entered her, but didn't really move in and out. Rather, I used my hands while I asked her questions about her boss and what she wanted to do to him.
After a while, I lifted her on to the bed and we had had sex in various positions, her hands still bound. At one point, I brought her hands, still bound, down between her legs and instructed her to make herself cum while I was inside of her. When we were at lunch, she had mentioned finding lube in their bedroom when she was exploring her first night there, so I got it out and let he know I was going to do something I knew she had never tried but had been curious about: anal sex. Because it was her first time, we went very, very slowly at first, and then after a bit we didn't go slowly at all.
Afterwards I freed her hands, and we then we just went at it. We ended with her on top, and she was riding so hard I wondered for a moment if she's break it off. She lay down next to me, and I thought we were done (I was sure I was), but as we were lying there she used her hand to stroke one last shot out of me.
Audio will be pleased to note there was no stereo in the guy's bedroom, so there is no music.
Deborah is a friend of mine I had not seen in person in years, when we used to occasionally hook up. She still lives in town, but she broke off our FWB relationship because she wanted something more long-term. She has a boyfriend now, but she reached out to me on Facebook a while ago anyway. That led to instant messaging, which led to emails. We flirted a lot, and talked about sex often. Not about stuff with each other so much as where we were in our lives now, sexually. When we had gone out, she was fun and responsive but never really liked to talk about sex, even what she did or didn't like. Now that we weren't dating (but had been intimate), she was pretty free about her thoughts and passions.
Three things stood out: 1. She really liked her boyfriend, but the sex ranged from ok to good -- never terrible and never great. 2. She was really taken with the 50 Shades of Gray books, and wanted to experiment with being dominated, but would never in a million years admit it to her boyfriend. 3. She was incredibly attracted to her boss. She would never make a move on him, because he was happily married, but she used to fantasize about him a lot both when she was masturbating and when she was in bed with her boyfriend.
After we had been talking online for a few weeks, her boss asked her to house-sit/dog-sit while he and his family went off on vacation. Our talks had become frisky enough that she asked if I would ever consider coming over while she was there for a one-time tryst. She was on the fence about whether or not she would actually do it, and so I told her if she wanted we could go out to lunch and reconnect somewhere near where her boss worked, and if after that she felt like it she could take the afternoon off -- and if not we could just have a fun lunch. She agreed, and I decided if things went very far I would try to give her a 50 Shades experience. (Note: Like most people, I've read about the book but never actually read the book, so I was going on best guesses. If you have read the book, you may find yourself thinking I was way off the mark.)
The guy lived in the suburbs, not that far from a high-end mall which is where we ate. I surprised her by ordering for her without asking what she wanted, as well as getting both cocktails and an entire bottle of champagne. After our cocktail, I gave her a box of benwah balls, and ordered her to go to the rest room and insert them, which she did. After the meal she asked if I wanted to know her decision. I told her she did not get to make any decisions, and that I was taking her shopping for something sexy to wear when we got to her bosses house. We went to Victoria's Secret and she tried on a few things before I decided on something called a Very Sexy Lace & Mesh Teddy with panties, garters and stockings. I paid for them, and then we went back to her boss's house -- which was like the size of a small country.
When we got there I left my suit from work on, but made her go change into her new outfit and serve me wine in the master bedroom. As we sipped, I explained that I would be telling her what to do for the afternoon, and that if she didn't -- or if I didn't like the way she did it -- there would be consequences. I took off only my belt and held it to show her what I meant. I stood her in front of the full-length mirror and stood behind her. As I slowly touched her, I asked her to tell me how beautiful she was and when she hesitated I punished her; after that she began answering with the answers I was looking for. Eventually I made her get down on her knees and take me in her mouth, and then I took her to the bed where I bent her over the foot board and used my belt to bind her hands. I entered her, but didn't really move in and out. Rather, I used my hands while I asked her questions about her boss and what she wanted to do to him.
After a while, I lifted her on to the bed and we had had sex in various positions, her hands still bound. At one point, I brought her hands, still bound, down between her legs and instructed her to make herself cum while I was inside of her. When we were at lunch, she had mentioned finding lube in their bedroom when she was exploring her first night there, so I got it out and let he know I was going to do something I knew she had never tried but had been curious about: anal sex. Because it was her first time, we went very, very slowly at first, and then after a bit we didn't go slowly at all.
Afterwards I freed her hands, and we then we just went at it. We ended with her on top, and she was riding so hard I wondered for a moment if she's break it off. She lay down next to me, and I thought we were done (I was sure I was), but as we were lying there she used her hand to stroke one last shot out of me.
Audio will be pleased to note there was no stereo in the guy's bedroom, so there is no music.
