A strap-on anal training session isn’t complete without a deep, rough fuck! And, of course, the toy is the main attraction. So trust me, I have plenty of toys ready to go when it’s time to fuck my sissy’s tight little ass! Sometimes I even give him a pegging punishment with some very creative toys, and other times it’s full-blown costume playtime. For the most part, though, I love to warm him up with an enticing butt plug pegging session. Often, I’ll give him a little ‘homework’ that will warm him up for a strap-on anal training session. It’ll be something more manageable, such as wearing a butt plug all day. That really helps stretch his tight little ass and get it ready and relaxed for me.
And once he comes home, we get to have all the strap-on anal training fun that we want! First, I make him shower up so he gets his booty ready to play. And then I’ll often give him something to try on for me. Sometimes it’s a little on the sissy side, and I’ll make him wear a cute lace thong. Other times, the thong just gets in the way! So I’ll have him put on a mini skirt with no panties. Isn’t that so much easier to fuck? I certainly love it, and so does he.
Just like that—showing his ass off and holding it up in the air for me. When he’s all dressed up, or even just bare and naked, I love to see his ass! Sometimes I even tease him, ordering him to “assume the position.” But often, he does it all on his own, knowing exactly what I want. Isn’t he such an obedient little sub? I bet you’d be very obedient and greedy to take my big toys too! Whether or not you behave, we’ll be having a hell of a strap-on anal training session. I can be sweet and gentle or very rough and turn it into a punishment session. Either way, I LOVE giving a good, rough pounding with those toys.
But the best strap-on anal training session always involves my biggest strap-on. I have an impressive, thick, twelve-inch black monster that even vibrates! Doesn’t that sound delicious for a good ass-fucking? It has a nicely shaped head, so I often have to lube it up very well. Of course, this also involves warming up my little sissy slut’s ass with those butt plugs and toys first. Could you take such a big cock without being stretched out slowly first? If you’re greedy to try it, I’d certainly let you have it…
Inch by inch, I love slowly stretching my sissy’s ass out. Sometimes I even have him lay on his back for the occasion. Because it’s always so much more fun to see the look on his face as he watches me slide my cock into him. It’s so exciting for me to make him fit it all. As all of it slides in, you can imagine the feeling, the pressure. The waves of ecstasy rock over your body, especially strong when the vibrations from the toy brush gently over your prostate. Strap-on anal training can be such a rush of pleasure. I certainly always want to dish out more of it. Could you handle a rough training and stretching session like my sissy can? Call me—I’m sure we’ll both love to find out.
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Sage provided a wonderful role play that rocked my world. Such a sexy voice. Very attentive and resourceful. Don’t miss out on this hottie.
Been regular PSK for years but first call with Chloe —- OMG I may not ever call anyone else —- she made it seem like she was literally sucking my cock and fucking the daylights out of me — SHE WAS INTO IT 110% — Chloe, THANK YOU !!!!!
CJ and I had the most awesome sex tonight and after that we cuddled and talked. I love my CJ so much!
Once again you have hit a home run with hiring your new ladies! Brooke is an AMAZING and FANTASTIC partner! One of the best that I have had in years! It is like she literally read my mind. She took my fantasy and made it seem real! She made perfect comments and expanded on them! I will definitely call her again and would recommend her to everybody!
Megan is absolutely Amazing! She is also thoughtful and kind.
Joey was absolutely phenomenal..It was a long time since we have spoken but she still remembered me and made me feel so special.. She is incredible.
I can’t say enough about Joey. It had been several years since we spoke but she was just as incredible as I remember her.. She is an absolute credit to PSK!!
Wow! Just did a first call with Sloane and she was great. Charming funny and 🔥 will call again!
I had an excellent tease and denial session with Montana, she enjoyed tormenting me.
Giana was AMAZING!! We had a sexy roleplay call that made me cum so hard it was as if she was right there in front of me swallowing up all that cum.
Megan is incredible! She knows my needs and desires and fulfills them impeccably each call!
Romi is so good at tease and denial, leaving me very close, and throbbing. Romi approved of my goal of being teased and denied by each and every one of the young ladies at psk.