Blackmail pegging totally caught him by surprise. I didn’t think I’d ever get to use my big, thick toys on Josh, but he had a little surprise for me! See, he’d been dating a crazy friend of ours: a hot-blooded red-head dancer that totally had him by the balls. I guess he’d caught her cheating and getting railed in a threesome, and she wasn’t happy. He got himself into a pickle one day and she was raging mad, mad enough that Josh made a run for it and showed up at my front door. A few rapid knocks at my door, and I opened the door to find him hiding in the corner of my porch, asking if he could stay the night. I thought he was in serious trouble at first so I let him in.
As I let him in, I ushered him to my bedroom. He was spooked enough that it seemed he didn’t want to be within view of any of the windows. And sure enough, his girlfriend was spamming the group chat asking everyone where he was. We chatted for a bit while he calmed down, while I tried to distract him from our phones constantly lighting up with her crazy texts and threats. I even started asking him about all the stuff they did. Everyone knew his girlfriend Ari was a little kinkster; she loved playing with toys and loved trying new fetishes. And as we talked, I started getting new ideas; I wanted something in return for keeping him “safe” from her crazy ass. Maybe a little blackmail pegging was in order. After all, I knew he was into kinky roleplay and it’d be fun to make him my bitch.
The more that I asked about it, the more that he saw how curious I became. But eventually, I dropped it all and finally checked the 32 new text messages I had. “Damn… Josh, she’s gonna find out you’re here sooner or later.” I sighed as I set the phone back down. “Please don’t tell her, please, I’ll do anything.” His begging was like music to my ears. I felt a little mischievous whenever I heard a man beg. He must have seen the look in my eyes as I glanced at him. “Well, if you’re gonna spend the night anyways, what if we try something…” He was curious, but a little scared. “It’s okay, I can blindfold you so it’s a fun little surprise.” He was definitely going to be my blackmail pegging slut by the end of the night.
He went along with it though, eager to surrender to whatever fun I had planned. After all, it was better than constantly running from his crazy girlfriend, and way better than being out in the rain. I carefully secured the blindfold over his eyes, and then even handcuffed his hands up to the bedframe. He relaxed slowly, totally surrendering to me as I stripped his clothes off, finally getting rid of his boxers. However, when I raised and spread his legs, he grew a little worried… “What are you doing?” He asked in a timid tone. But I didn’t answer. I kept quiet and let him feel the thick, lube-covered head of my strap-on as I rubbed it against his ass. He was going to become my little blackmail pegging bitch now.
I thrust that big strap-on into him, inch by inch. He let off a soft moan, squirming as he struggled to take that big cock. I added more lube as it slipped out of him, just so I could really ram it into him. Harder, and harder, I turned him into my little blackmail pegging bitch. He knew it was either be my little slut tonight or go back to dealing with his crazy ex at this point, so… No complaints from him or his tight little ass. I fucked him all through the night until he was moaning for more.
Wanna be my little pegging bitch too? Call me!
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