Begging Does Nothing

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Damon's P.O.V

"Damon, please.", Asher whispered. I chuckled lowly, tying his legs to the top of the headboard, above his head,

"When does begging ever work Ash?"

"Never. But I can still try."

"Mhmm."

"Can-Can you at least use lube today? I'm still so sore."

"When was the last time I used lube?"

"I-I don't know. It's been a long time."

"Exactly. Because naughty little brats don't deserve lube. You'll be sore for a very long time after tonight." He whimpered as I put a gag in his mouth  and grabbed a sounding kit. He shook his head frantically,

"Nu, nu peas!", he begged, the gag in the way of his tongue.

"Shh. You can always color out." He whimpered as I pulled out a small metal rod, still not the smallest, and started to rub his dick. Before long, he was nice and hard. I held his dick in place before slowly pushing the five inch rod into his six inch dick. He cried, trying to move around as I grabbed his dick harder, "Stop moving." When I finished, I taped his dick to his stomach and pit a binder clip between his dick and balls,

"Ow!", he yelped. I chuckled before going to his ass, shoving three fingers in hard as he cried out. I moved them in and out before shoving my dick into his ass hard and fast as he cried out. I fucked him hard and fast for a few minutes before I came,

"Don't lose a drop.", I ordered, pulling out. I got up and went to the dresser, pulling out a condom and putting it onto my ten inch dick.

"Why?", Asher asked. I chuckled,

"You'll find out." I covered the condom in icy hot before going back to his ass, where the cum I'd left in him dropped out of his ass. I sighed, "What'd I tell you?"

"I-I forry.", he whined.

"Uh huh. You will be." I went back to the dresser, taking the condom off and pulling out a vibrator. I came back and quickly shoved it into his ass on high, "Not that you could, but you're not allowed to cum." He whined, moving around as I grabbed a riding crop and laid it on his dick,

Smack! Smack! Snack! Smack! Smack! Smack! Smack! Snack! Smack! Smack!

He was crying by the time I finished. I laid the crop on his stomach,

"Don't let it fall. I'll be back.", I said before leaving.

~~~~~~~~

I came back about thirty minutes later, finding Asher the same sobbing mess. I turned off the vibrator and pulled it from his ass before putting on another condom, covering it in icy hot. I came back over and untapped his dick before slowly pulling out the metal rod and he whimpered. I grabbed his dick, rubbing up and down as he got hard.

"C-Can I-"

"Absolutely not.", I said before shoving my dick into his ass. I put a good amount of icy hot in my hand and rubbed it up and down his dick as he cried out in pain. I continued rubbing his dick hard as I thrusted into his ass as hard as I could. When I came, I pulled out and quickly replaced my dick with a 14" dildo. I reached up and took off the gag as he sobbed,

"I-I'm sorry! I'll-I'll do better Damon!"

"I know. It's okay babe." I untied him and helped him to the bathroom before putting him in the hot shower. I got in after him, slowly helping him get clean. "Are you okay?", I asked softly. He nodded laying his head on my shoulder as the water cascaded around us. "Come're, I'll take that out.", I said turning him around and pulling out the dildo. He whimpered before turning back around and wrapping his arms around my waist,

"I'm sorry."

"It's alright babe."

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