Well I have had many calls regarding this subject and wanted to share a recent one with all of you! He was new to the phone sex world and never had anything bigger then his finger in his ass before, but he craved much more he craved the feeling of being filled with a nice thick strap on….and of course I was more then willing to pop that cherry!!!

I started out this session with him bringing a bottle of lube and a nice 6 inch dildo….a skinny one because after all this is his first time so I didnt want to push him too far and wanted him to realize the pleasure he would get and not focus on the little bit of pain. He is not into men or being a sissy boy he simply was someone interested in being fucked by a mistress who would give him no choice but to take it….There is no backing out once your on the phone and on your web cam.

I started out with getting him good and hot…he was already semi erect when the camera came on so it did not take much a few simple instructions on stroking his cock for me….and he was harder then a rock….I started out having him use the lube on his ass just getting used to the idea of how wet his ass would be and then having him slip his finger inside…Ohhh he let out a loud moan when that finger slipped in…and I commented on how I thought he would be a natural at this. I then had him add another finger into his tight ass and he did exactly as I instructed only this time his moan was mixed with a tad bit of pain and he was unsure he could do this…..I had him take a deep breath relax and slip it in further and told him just to give his ass time to adjust…of course within a few minutes he found he enjoyed that feeling of two of his chubby fingers in his ass…and he began to do as I told him working them in and out…..his moans and the hard on he displayed told me all I needed to know!

After he was throughly enjoying his fingers fucking his ass I told him it was time to get that cock ready…he almost didnt want to stop playing with his ass but I assured him if he thought that felt good he would be amazed at how good that strap on was going to feel!!! He went for the lube but I told him no no no not yet first slip that cock in your mouth…he resisted and I insisted that he had to suck that cock before he was aloud to fuck himself for me…and like a good submissive phone sex slut he did exactly as he was told.

After he got used to sucking that cock and actually enjoyed performing for me I had him slip it out of his mouth and lube up the strap on he had sitting on the desk waiting for me….every inch he got nice and slick ready for his tight ass…..he was unsure and I could even hear fear in his voice but I sweetly reminded him that his two fingers made his ass feel great and that this cock was about the same width of them so there was nothing to worry about………..I had him begin to tease  his ass at first untill he was so hot and turned on he was begging to fuck himself….I let him slowly slip it in and he let out a loud grunt followed by a deep moan….further I said go on slip it in more…feel ever inch of that strap on slide in and he began to moan louder and before he even realized it he had every inch up his ass….he was shocked when I mentioned it to him and said it felt so good!!

As I watched him and instructed him to fuck his ass faster and harder I also had him jacking off his cock he couldn’t believe how good it felt and said he was such a slut….mmmmmm I said yes my new strap on slut!!! he was breathing heavier the sweat was beading up on his body and his ass was taking that cock like an expert fuck slave!! He kept moaning over and over Mistress it feels so good my ass is so full ohh please let me cum please….and I had him shove that cock all the way in and sit up straight on it and told him to just grind back and forth while he stroked his cock for me…..he said it was unlike anything he had ever felt….and that’s when I let him cum he began to pump and squeeze his cock and his load was HUGE covering his belly and his hand he was screaming out as those squirts came one after the other after the other………..Ohhhhh my my my what a strap on slut you have become and so quickly I said!! And then I informed him out next session we would be going larger…he panted and collapsed back in his chair thanking me for bringing him to the most intense orgasm of his life….and how he looked forward to bigger cocks  and harder fucks with me!

Ready to take a cock for me? Get out those toys and pick up that phone!

Mistress Constance      1-800-601-6975 

Can’t Talk on the phone but still need to satisfy your urges? Try A  sexy text session. I  guarantee a hot explicit Chat that will leave you satisfied!