Anal Sex- Pegging And Strapon Fun

Anal is fucking awesome, being bent over while some guy dominates me. I usually let him have it without any fuss but I wanted Evan to work for it as payback for acting like a dick. He just expected me to give it to him like he was owed it or something and I prefer to give it as a treat, you know? So I kind of forced him into agreeing to be pegged with my strapon before I gave up my ass to him. He wasn’t happy about it but I put my foot down: If he wanted to fuck my ass then I had to fuck his first. The guy thought about it for a couple of days then sulkily agreed to let me fuck him.

Evan took his time getting naked and sat on the bed while I got the strapon. I wanted to rub salt in the wound so I made him lube it up and he stroked the dildo like it was poison. I teased him, asking if he liked touching my dick and talked about how I’d be pounding his tight little asshole while he begged for more dick.

His face got all red and he stayed silent as he slicked me up and when he was done I made him put lube on his own asshole.

I started to make him get down on all fours. Then I thought it would be more humiliating for him if I fucked him face to face. A constant reminder that he was being used by me. I told him to lie on his back and pushed his legs apart. I pressed the strapon against his hole and he scrunched his face up. Then I asked if he was ready to be my little bitch. He didn’t like that at all and only made a sound when it began pushing into him. He gasped in pain as his virgin hole stretched around my dick and he shifted, trying to get away from it.

I pushed it in slowly, taking my time so he could feel every inch slide into him.

When it was in deep I stopped and kept still, knowing that he was really feeling it now. He laid under me, biting his lip and squinting his eyes. He tried to find a way to not feel like he was being ripped in two. I began to fuck him and he bit his lip harder. Trying to keep the whimpers of pain silent as my dick slid past his hole in slow, steady strokes. I fucked him nice and slow then went faster. Picking up speed and going at him hard until I was driving him crazy.

His eyes got wide as I hit his prostate and his mouth hung open as I fucked him harder. I grunted as I hit it again and again and his dick twitched in the air. He started making little gasping noises and I taunted him. “Does my bitch like that? Huh?” I fucked him a hard as I could and his eyes rolled in the back of his head. He pushed up and strings of cum shot out of him. Splattering everywhere as I rammed into him, making his body shake.

I milked his prostate until all of his cum was on him instead of in him then stopped.

I pulled out of him quickly. Getting one last cry of pain from him and said: “In a couple of days when you’re full of cum again I want you to fuck my ass hard and fill it with a big load.”