Pegging punishment play always sends my sub over the moon! However, sometimes the focus is more on the toy than the punishment, and that’s where all the real fun happens. See, my sub is a pain-loving little masochist! He’s such a good boy when he wants to be and when I make him indulge in body worship and have him kiss and lick every bit of me. But other times, he really craves the pain and punishment of being a little brat. Of course, I love to oblige and give him the ruthless Mistress he tries to bait out of me! It’s a quick flip of the switch, and then he often ends up whining and begging for mercy.
His favorite example of that happened the last time that I wore my sexy cop costume. It was a cute look that I put together for Halloween, and he loved it so much that I kept it in the ‘kinky’ half of my closet for later use. Something about fishnet thigh highs always left him groveling for me, begging for everything he desired. The black mini skirt is a personal favorite, too, since it’s a short, shiny PVC skirt. These things leave him on his knees and begging for a pegging punishment from his favorite Mistress.
And, of course, I love to let my mean streak out to punish him! The last time he gave me a little sass, my bratty sub got the pegging punishment he didn’t know he needed. The moment he gave me attitude, a little “do I have to do that?” I let the bitchy flag fly! I ordered him down on his knees in front of the bed. Within seconds, he was quivering, waiting for the bite of the whip. I was busy strutting around the room, deciding what toy to use on him—first, the sinfully delicious cat o’ nine tails whip. I ordered him to drop his shorts and boxers. CRACK! All those steel-tipped whip tails smacked against his cheeks, stinging away.
He was a shaky little mess from the spanking and whipping alone, but the game was not over. The main course of the night was using my sexy police baton as his pegging punishment. Once his ass was littered with whip marks, welts, and lash marks, I ran the cold length of my baton against it. He moaned at the feeling. Perhaps it was refreshing to him to feel the cold plastic soothe those new sores. All I know is that he certainly struggled with the next thing I did. He felt the cool plastic rub up between his cheeks, poking at his tight little asshole. And suddenly, it was very, very slippery—one little squirt of lube, followed by another.
Just like that, the head of the baton slipped into his ass. I pushed it in slowly, letting him enjoy and suffer through the feeling of it stretching his ass out. Inch by inch, I made him grow accustomed to the size. He groaned and squirmed with every pump, indulging in his pegging punishment. This is what he had been acting out for all day! Finally, a punishment worth all his attitude. I started pumping my police baton into his ass even harder, working the angle. I made sure to rub up against his prostate with every pump, stimulating that g-spot relentlessly.
Soon, he was squirming, pleading. He was begging for all kinds of things! “Harder, Mistress Kali, please!” And then, in between moans, he would be begging me to slow down. Such an indecisive little brat! I just gave it to him harder as he initially begged for. With every thrust, I pushed the baton in a little deeper. It was the pegging punishment of his dreams, and his legs buckled under him from pleasure. With every pump, I turned him into my little submissive bitch. He was spent by the end of the night, completely milked! Do you wanna get pegged by my thick, hard sex toys?
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I started calling Jamie in June through August. She is so amazing. She knows how to push my buttons and I know how to push her. She is very caring and loving. She turns me on so much. She is truly amazing and really gets into our fantasy and role-plays. I had to take a leave of absence for about three months. We got back together and everything was like we never stopped. She is so special to me. She will make all your dreams come true she has mine. Jamie is the best of the best she will make you so hard as she does me can’t wait to go back to the barn.
Dawn is SO very hot, sexy and NAUGHTY.. I’ll be back, when I recover.
Vanessa is so smart, funny, and sexy with an Amazing laugh. Prostate dreams came true!
Lacey is the BEST you have!!! You have many good queens, but Lacey and I have SO much in common, and she likes the “type” of guy I am. She made me feel SO SO good, and I can’t wait to talk to her again!!
What a perfect way to start of 2025 with Queen Aileen. She keeps me coming back for more and more. If PSK offered a frequent jerk off card mine would be full thanks to all the times I call Aileen.
Lacey is Fantastic! She is patient and Makes me feel special, and wanted. She is everything an older guy wants in RL..
May is my favorite model here. Our calls are always what I need and so enjoyable. Love her voice. I can’t get enough of her.
May is smart, sexy, funny with a great voice and an amazing laugh!
Lacey is very understanding and so nice. It was an awesome call. I recommend her!!
Paris truly relaxed me and away we went into an incredible sexual encounter that ended with me drained. She guided me in every way I wanted. Paris also has a very sexy voice to entice you.
Jesse is really sexy and seductive. She truly knows how to get me off in the most intense way possible!
Sadie is phenomenal! Excellent at role play and pulling out what you really want, mean and need. Here voice and attitude are incredibly sexy. She knows exactly what to do and say. And her accents are incredibly hot!