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finally, a cuckold session again This post will be repeated in the comments... So, as I mentioned in earlier post, I finally got the chance to meet up with a guy again for a sex session, after such a very long break. It took a long time until I was comfortable to get back out after covid, and I also had my health problems to sort out as well. It didnt help that I had lost contact with the guys I had fucked before, so there was the issue of establishing new contacts and vetting them by texting and emails, which always takes time. One of the guys that i had started to talk with right before the shutdown had kept messaging me thoughtout the shutdown to keep the interest. Since we had already established a rapport prior, he seemed like the logical choice to start with. As he was from out of state but visited often we had to find a time that worked for both of us. I always prefer meeting with guys who travel as it just makes things easier. On the eveing we played I wore a black tank top and denim mini skirt. We met up in his hotel room, and after introductions were made and the room was set up with the camera for future teasing sessions for my sub later on, I tied my sub to a chair and blindfolded him. Then I was finally ready to have some fun again. We went over to the bed area, in earshot of where my sub was tied, and started to kiss and grope each other and I was liking what I was feeling in his crotch. As we started losing clothes, he found out I was wearing red lingerie, that I left on. He took off his underwear, and I found that he had not exaggerated at all on the length of his cock. He was already rock hard, and I was very happy to help put on a condom and begin. I reminded him that he might not be able to get the whole thing in and we would be taking it slow. We started out with me lying face up on the bed, with him between my legs, with my legs up in the air, and I will admit it took a couple of minutes before I was able to take all of him. It had been a long time since I had something that big in me, lol. But man, did it feel good, and once I was able to take it all, wow! We stayed on the bed until he came, which was about fifteen minutes and I had cum at least a dozen times. We had moved around the bed and used about 3 positions and he probably went the deepest when he laid on top of me in the missionary position rather than holding himself up with his arms. We then took a very short break for a drink of water and a new condom, and switched positions to one of my favorite hotel positions - in the window. We did this one standing up, me facing the window, and him behind me. This position doesn't usually work for me because of my height but I was leaning over far enough, and he was long enough that it worked fine. It is always such a turn on for me looking out the window, this time at the cars passing by on the freeway while getting fucked! We both came pretty quickly in that position. After that and another quick break, we moved over to the couch, where he laid down on his back, and I sat on top of him. The way he was lying made it so I was able to keep one foot on the floor, which gave me all the control on how deep he went inside me, and the rhythm of the fucking. It was very nice, and I kept changing the rhythm, and when he got too close to cumming, I would pull off a little until he got his bearings, then start again as I didnt want him to cum too soon and I ddint get my fill. We kept going like this for about twenty minutes, until I couldn't take it anymore, and started a fast rhythm going until we both came hard for the last orgasm. Once again, I came over 10 times in that position.  When we were done, he told me he was pretty much spent, which made sense since he had just cum three times in less than an hour. As it was my first time with a big cock in me in over 2 years, I was also max'ed out and already very sore. So I got dressed, untied my sub so he could pack up our stuff and said our good byes. All in all, it was a very good fuck. I mean evening. Lol Ms. Jay bleash; |
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So, as I mentioned in earlier post, I finally got the chance to meet up with a guy again for a sex session, after such a very long break. It took a long time until I was comfortable to get back out after covid, and I also had my health problems to sort out as well. It didnt help that I had lost contact with the guys I had fucked before, so there was the issue of establishing new contacts and vetting them by texting and emails, which always takes time. One of the guys that i had started to talk with right before the shutdown had kept messaging me thoughtout the shutdown to keep the interest. Since we had already established a rapport prior, he seemed like the logical choice to start with. As he was from out of state but visited often we had to find a time that worked for both of us. I always prefer meeting with guys who travel as it just makes things easier. On the eveing we played I wore a black tank top and denim mini skirt. We met up in his hotel room, and after introductions were made and the room was set up with the camera for future teasing sessions for my sub later on, I tied my sub to a chair and blindfolded him. Then I was finally ready to have some fun again. We went over to the bed area, in earshot of where my sub was tied, and started to kiss and grope each other and I was liking what I was feeling in his crotch. As we started losing clothes, he found out I was wearing red lingerie, that I left on. He took off his underwear, and I found that he had not exaggerated at all on the length of his cock. He was already rock hard, and I was very happy to help put on a condom and begin. I reminded him that he might not be able to get the whole thing in and we would be taking it slow. We started out with me lying face up on the bed, with him between my legs, with my legs up in the air, and I will admit it took a couple of minutes before I was able to take all of him. It had been a long time since I had something that big in me, lol. But man, did it feel good, and once I was able to take it all, wow! We stayed on the bed until he came, which was about fifteen minutes and I had cum at least a dozen times. We had moved around the bed and used about 3 positions and he probably went the deepest when he laid on top of me in the missionary position rather than holding himself up with his arms. We then took a very short break for a drink of water and a new condom, and switched positions to one of my favorite hotel positions - in the window. We did this one standing up, me facing the window, and him behind me. This position doesn't usually work for me because of my height but I was leaning over far enough, and he was long enough that it worked fine. It is always such a turn on for me looking out the window, this time at the cars passing by on the freeway while getting fucked! We both came pretty quickly in that position. After that and another quick break, we moved over to the couch, where he laid down on his back, and I sat on top of him. The way he was lying made it so I was able to keep one foot on the floor, which gave me all the control on how deep he went inside me, and the rhythm of the fucking. It was very nice, and I kept changing the rhythm, and when he got too close to cumming, I would pull off a little until he got his bearings, then start again as I didnt want him to cum too soon and I ddint get my fill. We kept going like this for about twenty minutes, until I couldn't take it anymore, and started a fast rhythm going until we both came hard for the last orgasm. Once again, I came over 10 times in that position. When we were done, he told me he was pretty much spent, which made sense since he had just cum three times in less than an hour. As it was my first time with a big cock in me in over 2 years, I was also max'ed out and already very sore. So I got dressed, untied my sub so he could pack up our stuff and said our good byes. All in all, it was a very good fuck. I mean evening. Lol Ms. Jay bleash;
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So glad you had your chance at some fun time!
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I would have liked to be attached, caged and to see and hear this frolic. It must have been fulfilling all this time 
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Wow sounds like you had a great time that was one very lucky to have a chance with you mmmmmm
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Sounds like a great time had by all!
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Excellent.
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Sounds like you got what you want and your sub got to sit there and listen to a man, fuck his wife You both came away "happy" At least you came and cane and came while sb hubby had to shut up and listen to the passion
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Mistress Jay...You deserved every big hard inch!!!! And I am so happy subby was tied there...being a sub sissy cuckold is the Ultimate for me! subsissycuck jamie nicole
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