Pegging Punishment and Hardcore Anal Training

He submits to his sexy Domme and a night of pain & pleasure.

A pegging punishment to train my boyfriend’s tight little ass. My boyfriend loves submitting to his Goddess and pleasing me in any way that he can. And sometimes, he is rewarded in kind with fun experiences like a girl-on-girl threesome that I invited him to. But other times, the kinky roleplay takes a dark and twisted turn, and I let out my mean streak. William was being too much of a little brat lately and asking for a punishment. One day, I walked into the room to find him looking through my laptop, and suddenly some things made sense… He’d been intentionally affecting the porn that pops up in my suggestions! What a little weasel!

And you wanna know what he was secretly sneaking into my recommended list? Pegging punishment and strap-on videos. He was such a little brat that he’d been dropping hints and breadcrumbs about wanting to be pegged. So one night, I really made things sexy and exciting for him. I invited him over, and he walked into my room to find the set of that night’s peginng punishment… unbeknownst to him, at least. Red lights. Handcuffs on the bed. Thigh-high boots, fishnet stockings, and a little black thing. He took a moment to take in the scenery. And finally, I walked in behind him and pushed him along with a little police baton.

He’d been begging for a pegging punishment, and now he was gonna get one.

As he reached the bed, I cuffed his hands down to it in the most compromising position. He lay on his stomach, with his ass in the air as I circled him. Click, click, click. The sound of my boot heels followed as I played with his excitement. Then, I harshly gripped his pants and yanked them off. He gasped and froze in excitement as I rubbed my baton between his cheeks, rubbing through his boxers. Finally, I yanked those off, too, and he jolted. “Mistress…” He begged, which almost sounded like a little moan. “Are you ready for your pegging punishment?” I asked, applying a dollop of lube between his cheeks and on the head of a bigger, thicker 8″ black strap-on.

Finally, I pushed that big cock head into his ass.

He groaned and squealed like a slut as the lube helped me pump that big toy in. He was spread open further than he’d ever been before, and I didn’t even warn him up with a butt plug this time. “Oh my god, it’s so big, oh my god—please Mistress!” He cried, and I could see that he was getting even more excited. His cock was starting to get hard. To make things even meaner and sexier, I took another pair of handcuffs and tightly fastened them around his cock and balls. I gave it a good squeeze, making the metal dig into him like a cruel cock ring. Oh, this was going to be so much fucking fun. The pegging punishment was only just beginning.

He had one inch of my big black cock in his ass, and there was much more to come. Finally, I pressed my strap-on deeper. Inch by inch, I slid into him, making his legs shake with pleasure. And when I finally bottomed out in him, I pulled it all out… To ram it into him all at once. His squeaks and surprised moans were like music to my ears.

Are you ready for your pegging punishment? Call me.

Call Kali 1-888-317-3123