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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Hailey listened intently as I shared a personal experience. She then switched gears and helped me bring a fantasy about her to an amazing climax! What a fantastic lady she is.
WOW, just WOW!!! Amara is wonderful. Her voice is amazing and she listens to your desires to make the call a thing of beauty.
Raven knows how to make you feel comfortable and bring out the most taboo fantasies you didn’t even know you had!
I Have spoken to Emily on several occasions! She is one of the top ladies at PSK. Her sexy voice and sweet personality makes you feel like she is right there next to you. Highly recommend giving Emily a call!!
Megan has a great voice and an imagination that can be whatever you need it to be. A great partner on a call that will suggest great ideas you didn’t even know you needed!
Awesome call with Emily! Her role play skills are Excellent. She is Sweet and Sexy .
Lovely call with Aileen! I think it’s great that she emails me and references the call we did!
Romi is without question the Real Deal. She was attentive, patient and had me in sub space almost immediately. She took control of me from the get go and directed me with an easy intuition that is rare on this earth. Far from some just trying to get money with as little time and effort as possible. Romi already extended my boundaries and I hope I can suck cock for her as much as possible. Thank you Mistress Romi!
Maddie was the BEST older sister I could have hoped for! She is downright amazing and her voice is so Sexy. Thank you Maddie for an amazing time!
Everly was simply Amazing. She nailed it! She has a wonderful personality. Looking forward to enjoying Everly’s company again sometime soon. Thank you so much.
Omg, Scarlett will do ANYTHING to make you Cum. You will want to call her back again and again!
Wow ! My English Mommy/Mummy Emily is downright Amazing. She is the best. She must be as beautiful as her voice. She is intoxicating! This was my second call with Emily and it is was much fun!! THANK YOU FOR AN AMAZING TIME EMILY! YOU ROCKED MY WORLD…. AGAIN!
