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I put my legs in front of my hips and scooted forward, giving myself the best angle to stick my cock deep in Jason’s ass, then pushed my hips forward, jamming the dildo deeper into his ass than it had been all night.
Jason yelped and flinched and his eyes widened suddenly.
In a condescending tone, I said, “Oooohhhh, poor baby, was that too much dick for you?”
But I didn’t let Jason answer. I just continued pummeling his asshole with my cock, driving it deep into his anus, slamming my hips into his asscheeks with every thrust.
“Take my cock,” I said, growling the words now. “Tell me you can take my cock. Tell me you can take all of my cock.”
“I can take it,” Jason said, barely able to get the words out. “I can take all of your cock.”
“Yes you can,” I said. “Yes you can! You’re a good little boy, aren’t you? You’re a good little ass slut!”
“Yes I am,” Jason said. “Yes I am!”
“Say it!” I said. “Tell me you’re a good little ass slut!”
“I’m a good little ass slut!” he said.
“That’s better,” I said. “Now jerk your cock off. Jerk yourself off while I fuck your asshole.”
Jason did as he was told, just as he had been all afternoon. But he didn’t seem to be making any progress towards cumming, so I decided to help him out.
“Do you want me to help you cum?” I asked.
“Yes please,” Jason said.
“Yeah?” I asked. “Do you want me to jerk you off so you can cum?”
“Yes, mistress.”
“Then move your hand,” I said.
After Jason released his cock, I reached over and again grabbed the bottle of lube. While still fucking his asshole (albeit more slowly for the moment) I squeezed the bottle, squirting the liquid all over Jason’s cock. Then I dropped the bottle and worked the lube all around, coating his cock with it.
Once that was done, I went back to fucking Jason’s ass with a renewed intensity, giving it to him balls-deep again, pummeling him with my cock, bottoming out with every thrust.
As Jason grunted and groaned, I went to work on his cock, jerking him off just as aggressively as I was fucking his ass, the lube coating his cock making my job easy.
“Holy fucking shit,” Jason said, clearly going through a wide range of feelings from the look on his face—part excitement, part pleasure, part pain, and part confusion.
“You like that, baby?” I asked. “You like when I jerk you off while I fuck your asshole?”
“Yes, mistress,” Jason said. His eyes were wide and his entire body was quivering as though is was hooked up to a low dose of electricity.
“Tell me,” I said, my hand flying over his rock-hard cock. “I want to hear you say it!”
“I love it when you fuck my ass and jerk me off!”
“That’s it,” I said. They were both talking loudly now, if not quite outright screaming. “Are you ready to cum?”
“Yes, mistress,” Jason said.
“You can cum whenever you want,” I said. “But you’re going to have to do it while I’m pounding your asshole. Do you think you can do that?”
“I don’t know, mistress!” Jason said. He was breathing heavily and his whole body was heaving. “I don’t know!”
“Well, if you want to cum that’s how it’s going to have to happen,” I said, smiling down on him like a demon.
