Inflatable butt plug pegging turns my sissy into such a little cock hungry bitch! Oh, he absolutely loves it. It’s such a wild mix of pleasure and pain that it’s both a punishment and a reward for him. See, I know he loves it when I use one of my vibrating toys on him. How could he not? When I use my strap-on to rub the big, vibrating cock head against his prostate, it’s like he has a clit. The pleasure drives him insane, it makes him squirm and whine like a little whore. But when I use the bigger toys that stretch him out, it’s a wave of pleasure that leaves him breathless. It truly transforms him into my little submissive bitch.
The other day, I decided to take it a step further. I’ve always been curious about playing with inflatable dildos myself. The feeling of being stretched out is so delightfully filling, that it sounds fun to use a toy that you can expand! So I decided to test it out with my sissy bitch first. I went shopping and found him a high-quality toy that looked like it could last to give him a good pounding. After all, I didn’t just want a toy that would fit in his ass and stay there, no! I wanted one I could totally rail him with for an inflatable butt plug pegging session.
I brought the toy home and cleaned it all for the first use. Then, I even sent him a little ‘teaser’ picture of it in the original packaging. I captioned it: be ready when you get home. He immediately started spamming my phone, half in excitement, half in fear of how I was going to stretch his little ass out. I didn’t offer him any comfort whatsoever. After all, I knew I was going to leave him sore and whimpering, begging for a beak. I even giggled and sent a follow-up picture with a set of handcuffs beside it. Oh, he knew he was in for a rough inflatable butt plug pegging! And just like that, my little sissy came running over.
As he walked in through the door, he fell right into his usual routine. I ordered him to strip naked for me and wait in the bedroom. He marched his little ass upstairs, where I found him kneeling over the edge of the bed. He held his ass in the air and even held his cheeks spread apart for me. “Good boy.” I rewarded him with a light slap on the cheek. And for his obedience, I even used a little extra lube. He squirmed in excitement as I applied the lube to his tight little ass. I even gave him a little extra pleasure by sliding a finger in to tease his prostate. But that was all that he was getting before his inflatable butt plug session. In seconds, I took his hands off of his cheeks and handcuffed them to the sides of the bed.
And with a little extra lube, the head of that toy finally slid in. At first, it was just like any other plug. He hardly batted an eye. But then, I wrapped my hand around the little pump and I gave it a few tests. “Aw, doesn’t feel that big, does it?” I taunted him, and he took the bait. “No Mistress, not very big.” Ha! He fell right into my little trap! With a few more pumps, he suddenly regretted that statement. The toy had expanded from about an inch wide, to a thick two inches. It was now thicker than most of the strap-ons that I used to rail him with. The inflatable butt plug pegging was now sounding like a punishment session to him.
“Hmm, how big can it go… how big can you take?” I continued to taunt him. My voice was sweet and mischievous, and he hated knowing I was totally in control! His hands were handcuffed so securely that there was no way out. He lay there, completely at his Mistress’s mercy. Pump, pump, pump… The inflatable butt plug pegging grew more intense by the second. Now, the toy had expanded to a thick two and a half inches, and soon three. Thankfully, it was a thick rubber material so I was safe to start tugging at it. Little by little, I tried pulling the toy out, which stretched his little sphincter out as the enlarged head pushed its way out. Ohhh, I left him so sore.
With every single push and pull of that toy, I stretched his ass out like he got railed for hours! Maybe I should use that toy on you next. Could you handle it?
My neighbor has a wicked foot fetish. I got my toes sucked by m... Read More
Oh, the naughty things I’ve done in front of an open window. &nb... Read More
Everyone loves a good cocksucker, futanari and shemale cocks too! &nbs... Read More
I fucked my boss with a 12″ strap-on. Pegging my boss was... Read More
Hardcore sissy training begins with the wardrobe. A sissy shopp... Read More
The punishment a panty thief deserves. JOI torture for a little... Read More
The panty perv got what he deserved! A panty sniffing loser sto... Read More
I fucking love sitting on his face. Pussy smothering drives my... Read More
I love cheating with big, juicy black cock. Cheating with BBC a... Read More
I love when there’s too much cock to handle. A BBC whore... Read More
A wicked night torturing his poor cock and balls. CBT punishmen... Read More
He couldn’t resist the girl next door. A sexy cheerleader... Read More
Mistress Monika is the best. She really knows how to put you in your place. She has become my favorite. She knows just what to say and all the right buttons to hit. I enjoy being her submissive slave. I worship mistress Monika. Do yourself a favor and call her. You won’t be disappointed!
Aileen is Goddess of Perfection. There is no comparison. If you are looking for the most perfect extraordinary Goddess to worship then I recommend Goddess Aileen. She is Number One in Female Domination to ever exist on this earth. She is worthy of all worship. I am both proud and forevermore humbled to be considered one of Her fledglings.
Always a great call with Megan! The things she Makes me do.. Wow!!
Kali was Awesome! She played out my fantasy just as I hoped.
I can’t get enough of this HOTT woman CJ. Just thinking about her brings on that need to make that call. She has a naughty mind that keeps me coming back often. “EXCELLENT” phone skills with the sweetest voice that brings on a VERY explosive ending, she’s turned me into a wake up the neighbors “SCREAMER”.
Mallory’s Great body, voice and her dirty mind makes lots of cum!!!
Just when I think we can’t get any dirtier or more perverse or deviant Raven proves me wrong. I’ve talked to a lot of girls on PSK and while they’re all great, none come even remotely close to my sweetheart Raven. I truly love what she and her voice do to me.
Sexy vixen. Sage is very good at what she does and very good at what she thinks she can do. I love the way she role plays and can tease and please. I love our current role play……we have a long way to go but she may get her prize sooner or later!!
Jamie remembers what you like and gets nasty just the way I like it. She really is a dirty girl. I can’t believe what she says to get me off!!!
Megan is very sweet and full of playful, wild, very naughty ideas. She listens very well, and I love that she always initiated and pitched fun and kinky scenarios. She’s amazing!! I’ll definitely be calling her back.
Roxy’s No Nut November challenge was amazing! My nuts were sore, my dick was throbbing and twitching. My pelvis and stomach were in pain at times. Sweet torture beyond compare. I made it through the month and busted a load like no other on our last call December 1st. Roxy is the best, hands down edging JOI tease and denial ruined orgasm. You want the best ball slapping, nut exploding, dick throbbing torture till you scream and spew cum everywhere? Call Roxy. The best on PSK!!!!
This was my fourth time calling Megan and I really appreciate the fact that she stays engaged in the entire call. I feel like she is right beside me as she talks and plays along with the scenario. Her voice is very clear and I can understand all of her words and emotions. I get excited to call her and spend some time with her as I feel it will be rewarding and well worth it.