Guided masturbation phone sex

I love when someone sends me in a phone sex fantasy, that really means something to them, and then I get to dig in, get turned on, and make it work. Here is a very thoughtful fantasy I received recently. I thought I might share it with you Stroker Boys out there!  And, to the author, thank you for sending this in…

“I do not know if you do this type of fantasy or if this would be of any interest to you but you have a certain look to you that matches a fantasy that I have.  So let me tell you a little about myself and we can go on from there. Everything that I am about to tell you is not a lie since that would diminish my fantasy and basically make this worthless to me.  Anyway, I am 31 years old, am 5ft 9in tall and weight 170.  I do enjoy working out, but I am not a freak about it, so I do have a reasonably decent looking body and while I’m not considered handsome I’d say I am rather normal looking.

What she would do when she was in the mood for the fantasy would be to dress up in a black dress or in her leather outfit and that would be my clue that she wanted to do the roleplay.  When she was in her black dress she would always want me to wear one of her thong silk panties while we went to dinner or to a movie and whisper to me such things like “I know you are wearing my silk panties.  Does that turn you on baby?”  Of course I’d tell her that it did turn me on.  Then she’d ask me if I had a hard-on from it and of course I’d say I did.  This would always give her a laugh because she knew that even with an erection my cock would not poke out of her panties.  She knew how to play the game very well because she would again whisper to me “I know your cock is hard and I also know that it does not even poke its way out of my silky panties. I think it is funny because your dick is so small that it won’t even get its way out of panties let alone your normal underwear.

Now, Debbie was never mean or sadistic about our roleplay, rather it was usually seductive or simply erotic, never cruel or anything like that.  Anyway, if she wore her leather outfit I knew that I was in for a different kind of roleplay. If she wore leather she would want to treat me like a cuckold.  Here we would go out dancing and she would have me sit at another table and watch her as other men would come up to her and ask her to dance.  She especially loved the slow dances so that she could rub up against the guy, if you know what I mean.  After the evening was over she would tell me all about how the men she danced with all had much larger cocks than I did and then giggle at me.  Always after one of these evenings we would pretend that she went home with one of the guys and she would tell me that she sucked and fucked the other guys much larger cock and how much she enjoyed his much bigger cock and how she could not even get a good orgasm off of my much smaller cock.  Then she would come up close to me and whisper in my ear “Do you want to please me tonight?”  And of course I’d say yes, and then she would say something like “If you want to please me you will go down on me and lick and suck up all of his sperm out of my pretty cunt.”  Now see, I’m not a homosexual or anything so that was not the turn on for me or for her, but it was the seductive domination that was such a turn on for us.  Of course she didn’t have another man’s sperm in her pussy but it was still extremely exciting to go down on her when we did this, she was always very hot and wet when we did this.

Inevitably when we did this fantasy she would only let me masturbate in front of her while she giggled and laughed and made little jokes about my small cock and her lover’s big cock.  She would do this tease and denial type of thing, getting me close to ejaculating then telling me to back off.  She would keep this up for some time until she knew that I could not take much more of it.  When she knew I was at that point she would again whisper in my ear something like “I will never let you ejaculate your sperm in my pretty little cunt, but I will let you ejaculate onto my pussy or onto my tits.”  It was always up to her as to whether I’d ejaculate onto her pussy or her tits; it was whatever she wanted that night.  Then she would say “But there’s a catch, if you want me to let you ejaculate tonight you will have to do what I say.”  At this point I’d say I’d do anything she wanted if she would just let me release.  She would tell me “ If you want to ejaculate that big load of sperm that I know you have in those testicles you must lick and suck it all up right in front of me, while I’m watching.  And you must swallow all of your sperm right in front of me while I’m watching.”

Man, what can I say, an extreme turn on for me and for her.  So, she’d grab a tight hold of my testicles, whisper in my ear that she could tell just how full of sperm they were, and that she wanted to watch me ejaculate all of that thick, white, warm sperm on her pretty little cunt and boy would I let go of a big one.  And of course she would watch intently with this slight little smile on her face as I’d lick and suck up all of my own sperm into my own mouth.  Then she’d tell me “Now be a good little boy and open your mouth wide so I can see that thick load of sperm in your mouth.”  And I would.  Then she’d say “Now be a real good little dick boy and swallow all of your thick, white, warm sperm for me.”  And of course I would swallow my own sperm for her.  She would be s
o turned on by this she would want me to suck her off again.

Either way, thank you very much for reading and responding,  I hope that we can set up a time for a call when you’d really like to do this with me.”