Anal Training and Stretching: Boyfriend Caught Stealing My Toys

Caught red-handed and fucked hard.

Anal training was one of my boyfriend’s hidden kinks. He’d always masked it pretty well. Though he loved it when I cuffed him to the bed and had my way with him. I thought it was a simple and straight kink, the same way a man would love a wild and sexy college girl to take control of him. But sometimes his kinky roleplay ideas grew even naughtier, and I wondered… How freaky was this little perv?! Was he submissive to the level of being told how to jerk off for me, or did it go further than that?

I was intent on finding out. I’d always noticed my panties would go missing, and would magically reappear in my hamper a week later. Then one day, I noticed my favorite TOY missing. I live solo, and I don’t often misplace things, so I knew he was the only one to blame. Maybe he thought I didn’t play with it often. But once I realized it was missing, he was in for a world of pain and punishment. I planned a little trap for him whenever he planned to come over and return it. I even prepped some lube and a strap-on for the anal training session to come.

He had no clue he walked into an anal training domination night.

One day, he asked to come over and bring me dinner. Well, I knew what this little perv was doing. So when he came over, I watched him. When he asked to go to the bathroom, I waited in my bedroom closet. After a minute, he came tiptoeing into my room. And then he tried to return my favorite dildo. Had he been using it for his own anal training curiosities? Finally, I opened the door. “I wondered where I left that,” I called out, squinting at him. He froze, caught red-handed with my 9″ dildo in his hands.

He tried to give me a thousand excuses. I knew it was all a lie. So, I told him to strip down and get on the bed. He reluctantly obeyed, stuttering as he tried to get out of his punishment. I gave him an evil little smile with a wicked giggle that left him even more nervous. Finally, I retrieved the dildo he had returned, and then I showed him the collection of toys I’d be using on him that night. His eyes widened as he saw my selection for the first anal training session. Several butt plugs, vibrators, and a big, thick strap-on.

He’d never had anal training before.

He said he hadn’t even gotten to use my dildo. Why would you steal a dildo and not use it? His little twink ass probably couldn’t fit it. So once I had him tied up and naked on the bed, I got the lube. He squirmed a little as he saw me squirt the bottle onto the first butt plug. I went easy on him… for about five minutes. The first toy in his ass was a nice beginner butt plug to let his hole relax and stretch around it. But before long, I wanted to turn it up a notch. It was time for the real anal training session. So, I pulled the butt plug out and got the real strap-on.

That would be his vice for the night. “You didn’t get to use my dildo, right? Here, I’ll help it fit.” I smiled at him, mean as ever, as I slowly eased the big mushroom head into his ass. It stretched and pushed past his little hole and filled him up. I counted out every inch as I pushed my big cock into him. My poor boyfriend looked so nervous as he heard me get closer to the end. And finally, with a big push… “Nine! That’s all nine inches of cock in you, my little bitch.” I’m sure he was relieved for about 2 seconds. Then, he realized that the anal stretching was done, and the real fucking would begin. I pounded that ass all night!

Were you planning to use my toys? Watch what happens when I catch you. Call me.

Call Kali 1-888-317-3123