A sissy strap-on punishment can never be too easy. I love letting my wicked, creative streak out when it comes to punishing my little submissive toy. See, sometimes I wonder how he’d react if I gave him a very LIGHT punishment. I think he’d be even more paranoid, looking around every corner and wondering when the actual punishment is coming. Maybe I’ll try that next with him and barely give him a spanking. I’m sure the paranoia will riddle him. He’ll be looking over his shoulder and expecting a room full of toys I could use to fuck him with!
But usually, he gets exactly what he’s aching for. I’m always willing to supply the matching pain for his actions. In fact, he expects it and yearns for it. My little subbie is a bit of a masochist, a total pain slut that wants a hard, rough fuck every time he “breaks a rule.” And trust me, he’s had me set up plenty of easy rules for him to break. For example, when he comes over, he’s supposed to dress up like a sissy within five minutes of entering my house. Otherwise, he gets a sissy strap-on punishment.
My little sissy toy always wants whatever I can give him. So when he comes over, sometimes he talks and talks, knowing I’m keeping time on my phone. Sometimes he talks so much as he goes to my room to change that he purposely exceeds his time limit. And then, of course, he’s guaranteed to get what he wants. He craves a sissy strap-on pegging punishment, and I give it to him. Once he’s earned his punishment, it’s all up to me. I could be kind, or I could be cruel. I could make him stick a little butt plug covered in ginger paste in his ass. Or even better, I could fuck him for a certain amount of strokes and have him count out each one.
All our games are so wicked and fun. The last time I got to fuck his ass was an improvisation of that second punishment. I had him pick a random number from one to five hundred. The poor soul picked three-fifty-two! Now, he clearly didn’t know what he was choosing, or maybe he was hoping for a spanking instead. Because his eyes went wide the second I told him to bend over and spread his cheeks. And this time, I gagged him too. I slipped a little ball-gag over his mouth, so he was a mumbling and moaning mess during his sissy strap-on punishment.
He couldn’t really move, and he couldn’t yell or whine. I secured his hands to the headrest and had him put his tight little ass in the air. Then, he was entirely under my control. All his days of strap-on anal training didn’t prepare him for such a high number of strokes. He tried to count them out one by one, but I quieted him with the gag. He couldn’t look back at me either; all he could do was twitch and squirm. With every stroke, I made him take the toy from the base of the balls to the head. I could feel his struggle every time I got it in, almost down to the balls. Poor little subbie was getting SORE from this sissy strap-on punishment.
The pegging was too much for him, but it was delicious! He came twice for me through the whole ordeal. I wonder how you would feel, bent over the bed, tied up, and at my mercy. Could you handle my strap-on fucking?
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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.