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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Aileen is HOT, Imaginative and FUN! Her roleplay is extraordinary and she seems to get in to it. If that’s not the case then she deserves an Oscar. I don’t call all that often but when I do, I always look for her first. I look forward to our exchanges. I just send her an email of a scenario I’m interested in, and she does a magnificent job of filling in the blanks. I can always count of some good kink, and light domination riddled with some smoldering dirty talk. Shit, I’m getting erect thinking about it.
Goddess Romi is so amazing! I am so lucky she allows me to serve her and when she sends me to take cock for her I cum so hard it’s truly incredible. Thank you for putting me in my place and letting me make all those cocks cum Mistress Romi I hope I get to speak with you today…
Tiffany is by far the best operator I’ve ever talked to. She goes the extra mile to ensure happy customers and I can’t wait until the next call with her!
I had so much fun with Kora. She has such a sexy voice! I will definitely call her again.
There are no words to describe the level of perfection Vicky achieved on tonight’s call. She pushed all of my buttons….HARD!!
Valerie is a great listener, creative, and makes you feel like you’re the most important person in the moment. She’s versatile and genuine. She’s like that dessert that’s the perfection combination of sweet and salty. I highly recommend her.
Hands down the most nasty and willing operator on the site (and that is saying a lot!) Addison is down for anything and I recommend her even more highly, but I want her to be free when I call!
Brittany is the ultimate Pro. She knew exactly what to give me without me asking. She helps me explore new sexual fantasies.
There is something about Aileen that drives me to do the things I do. I could spend a whole day with her. What a hot sexy voice.
My session with Sammy was literally one of the hottest I’ve ever experienced!
Once again I had an amazing session with my Goddess Aileen. It was my most intense in years. We covered a vast number of areas including, but not limited to, CBT, NT, humiliation, degradation, ridicule, blasphemy, etc… I must say if you truly want the best there is, the best there was, and the best there ever will be contact Goddess Aileen. I am proud, and humbled, to be numbered among Her disciples.
Gracie is absolutely amazing at being the perfect person you want in your fantasy. She made me burst rather quickly. Will definitely be calling her again real soon to hear her whimper for me. I Highly recommend Gracie!