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“Otherwise, you’ll be punished again.” Cold gently rubbed his fingers over Jimmy’s raw flesh. “Do you understand?”

“Yes, fuck, I do.” Jimmy wiped his tears off on the sheets before turning his head to look up at Cold. “I understand, sir.”

“Now. The toy. Finish what you started, and perhaps I’ll let you come,” Cold taunted.

Jimmy’s eyes bugged out at that, his mind reeling. Being denied his orgasm hadn’t occurred to him, and he whimpered at the thought. This was torture—sweet, beautiful torture—but he quickly grabbed the dildo again. Rolling onto his back, he winced as his tender cheeks touched the mattress.

“Good boy.” Cold sighed, a breathy and pleased sound that made Jimmy shiver. “Now remember, slowly.”

Jimmy nodded, groaning as he pushed the toy inside him at the requested speed. Every inch made him gasp and cry out, and sweat beaded across his forehead. The toy felt so much thicker than it had first looked and the angle was awkward. He took his time, managing to push it all the way in and slide it back out, fucking himself at a sluggish pace.

“There.” Cold unbuttoned his pants so he could reach down to touch himself as he watched Jimmy. “Just like that, Mr. Poe.”

Jimmy strained to look up at Cold, hopeful that he was about to start stripping and Jimmy would finally see what he looked like naked. But the mob boss did little more than open up the front of his pants, and that’s when Jimmy got the first glimpse of Cold’s cock.

“Oh shit.” Jimmy’s eyes went wide in shock. Now he understood why all of the toys were so large, but still, not a one could compare to what Cold had going for him.

“Oh yes.” Cold actually grinned, that smug bastard, stroking his thick length as he watched Jimmy squirm. “Get back on your knees for me. Now.”

To say that Roderick Legrand had been blessed sounded too innocent. It didn’t quite capture the underlying terror of knowing that massive thing had to fit inside Jimmy’s ass.

Groaning as the toy slipped out of him, Jimmy scrambled to get into position. He scooted backward until he felt Cold’s hand stop him, sliding along his spine before reaching his head and pushing down. He could feel the warm head of Cold’s cock pressing against his thigh, and he closed his eyes while taking a long, deep breath.

He could hear the crinkle of a wrapper, a condom, and then Cold’s blunt fingers were probing at his hole.

“Mmph, you’re still so tight.” Cold chuckled cruelly. “Maybe next time you’ll prep better.”

Jimmy moaned as Cold’s fingers sank into him. Next time. Cold had just said it. There was going to be a next time. That meant this was going well despite Jimmy’s previous infraction. He tried to relax as Cold fingered him roughly and remember what had brought him here.

Cold continued to tease and stretch out his hole, his long fingers playing in all the slick left behind from Jimmy’s earlier efforts. He at last seemed satisfied that Jimmy was ready, the head of his cock there in place of his fingers without warning.

The first sting of penetration took Jimmy’s breath away, and he tried to inhale through his nose and not scream. Cold was pushing and pushing and forcing Jimmy’s body to open up. He couldn’t hold back any longer, and he shouted as Cold slammed the last few inches of his thick cock inside him.

“Oh God, fuck, fuck, fuck!” Jimmy cried, up on his elbows, trying to find any way to relieve the intense pressure.

“There you go,” Cold purred low, already moving his body forward, thrusting deeply into Jimmy’s tight hole. “Just like that, Mr. Poe.”

Jimmy couldn’t find relief, Cold’s hands holding his hips in place and pulling him back to meet every savage slam. He whimpered and moaned, his eyes fluttering closed against the incredible sensations. The pain was intense, but pleasure was starting to lick its way up his spine, sending all the right signals to his brain to make his cock twitch.

It was starting to feel good.

Really good.

Jimmy had never felt so full, his body stretched to its very limit, and he sobbed almost hysterically against the mattress. He didn’t realize it at first, but Cold had been holding back. His thrusts were deep and mean, but there were a few precious seconds in between each one to let Jimmy prepare himself for the next.

Jimmy pushed up onto his hands and started to rock back on Cold’s cock, grunting loudly for more. The movement caused Cold to moan, and Jimmy thought he sounded pleased.

“Yes,” Cold growled. “Come on. You look so beautiful fucking yourself on my cock.”

Whimpering and blushing at the nasty compliment, Jimmy continued to slam his hips. Beautiful. Cold had called him beautiful. Then he soon realized that Cold was no longer moving. He was letting Jimmy control the pace. Eager to please, Jimmy threw his whole body into each thrust, taking every inch as he rocked back as hard as he could.

Cold allowed this to go on for several minutes, his hands alternating between squeezing Jimmy’s hips and petting over his raw cheeks, making small noises of encouragement for his efforts. But soon enough, he was bored of it, and that was when he finally showed Jimmy how much he had been restraining himself.

His hips snapped forward brutally, setting a rapid pace that pushed Jimmy’s hips flat against the bed. He cried out, gasping as Cold pressed right on top of him, forcing his legs to spread as he slammed into him. Jimmy could only moan and sob, helpless to defend against such rough treatment.

No one had ever fucked Jimmy so hard before. Cold was using his body only for his own pleasure, snarling as he took everything he wanted from Jimmy without mercy. The pain waxed and waned, mixed in with an alarming amount of ecstasy the likes of which Jimmy had not experienced before. He submitted to Cold’s cock pounding away at him, and he whimpered as he gave himself over completely.

Cold was a quiet lover. He grunted, growled, maybe a soft moan here and there, but he gave little indication that he was enjoying himself. It wasn’t until he started to get close that his breathing became labored and he grew louder. He cursed, his growls becoming stunted little roars, and he lifted a hand to slap Jimmy’s already sensitive ass.