Cold’s fingers suddenly dug into Jimmy’s hair, setting his scalp ablaze with pain and sensation. His hold was firm, his cock starting to move, his voice rumbling, “Open your mouth. As wide as you can.”
Jimmy sighed, letting his jaw hang loose. He inhaled sharply through his nose as Cold started thrusting his cock into his throat. Gagging instantly, he tried to swallow around the thick intrusion and his mouth rapidly filled with saliva.
“Relax,” Cold soothed, his cock sliding deeper down Jimmy’s throat.
Jimmy tried, God, did he try. It was almost impossible not to gag again, whining softly as Cold’s massive girth filled up his mouth. He was keenly aware of all the drool pooling, tears streaming down his cheeks as Cold fucked his face. He was getting more turned on with every slam, blood rushing down into his loins and making him shiver all over.
He loved Cold being in control. His mind was completely empty except for the sole focus he had of pleasing this man. It was soothing in spite of the discomfort, calming in a way Jimmy had never known before. He didn’t have to think or worry, he only had to obey.
It felt so fucking good.
Cold’s fingers were tangled tight in his hair, forcing himself deeper as he bucked his hips up. Jimmy was struggling, but he started to get the hang of it. Swallowing back around the head of Cold’s cock, he flexed his cheeks and lips to maintain some suction. He started moving his tongue, wagging back and forth on the underside of Cold’s shaft.
Jimmy could hear Cold’s breathing becoming a shallow pant, the quietest little groan managing to escape. Yes, that sound, that beautiful sound. He wanted to hear how good it felt, he wanted to know what a good job he was doing. Whining quietly, Jimmy gave everything he had, trying to make Cold moan again.
“Look at me,” Cold ordered, his voice raw and husky with need.
Jimmy’s eyes flickered upward to meet Cold’s gaze, unable to identify the intense expression on his face. He looked like he was concentrating, as if trying to figure out a puzzle, but there was an element of frustration like the solution was eluding him.
“You love this, don’t you?” Cold demanded, yanking Jimmy off his cock so he could answer him.
Jimmy gasped for air, his chest heaving as he licked his lips to catch some of the drool. He couldn’t nod because of how tightly Cold was holding him by his hair. Inhaling a few more precious gulps of oxygen, he finally whimpered, “I do...”
“Mmmm, good boy,” Cold sighed, rubbing the head of his cock over Jimmy’s lips.
Jimmy caught himself chasing it, his tongue darting out trying to get one more taste. He couldn’t explain the feeling of happiness that washed over him when Cold said he was a good boy, but nothing else in his entire life could compare. He whined again, managing to get one quick lick before Cold pulled him out of range.
“Easy,” Cold soothed, his tight grip finally releasing and softly petting through Jimmy’s ruffled hair. He wiped the drool away from his mouth, even his tears, fingers moving with a tenderness Jimmy hadn’t thought the gangster capable of.
Jimmy beamed up at him, trying to lean into Cold’s hand like before. To his surprise, Cold cradled the side of his face, thumb drawing little circles over his cheek. “Good?”
“Very,” Cold said, letting go all too soon and grabbing the condom from the table next to them. He rolled it down over his cock, patting his lap. “Come on.”
Jimmy eagerly complied, slipping off his robe and being mindful to only use the sides of the chair to pull himself up. He straddled Cold’s hips, shivering when he felt his cock pressing against his ass. He couldn’t wait for it to be inside of him again. He was already reaching for the lube when Cold grabbed his wrist, pinning his hand behind him.
“Uh uh,” Cold chastised, shaking his head. “You’ve got to learn to slow down, Mr. Poe. I didn’t tell you to do that, now did I?”
“No, sir,” Jimmy said, pouting. He cried out when Cold slapped his tender ass, his hips jerking forward. “Fuck!”
“Put both of your hands behind your back,” Cold instructed, reaching for the lubricant as he calmly waited for Jimmy to comply.
Jimmy held his hands as ordered, loosely holding his wrist. He cried out when Cold spanked him again, teetering unsteadily in his lap. He didn’t dare move his arms, tensing his legs to keep himself balanced.
He groaned when one of Cold’s hands slid up and pressed into the small of his back, holding him tight so he wouldn’t fall over. Lubed fingers were now circling around his hole, plunging inside with purpose and making Jimmy whimper.
Jimmy’s head tipped to the side, glad for Cold’s strong hand to keep him in place, arching his hips against the probing fingers inside him. “God...”
Cold made a small sound, almost a grunt, lewdly stretching out Jimmy’s hole and making him whimper. He withdrew, snatching the condom and rolling it on quickly. “Hands stay,” Cold reminded him, lifting Jimmy’s hips and lining himself up.
“Yes, si-eerrr!Fuck!” Jimmy yelled when Cold thrust his cock in, forcing him to take every inch in one deep slam. He squirmed, gasping from the sting, tears again starting to flow as his fingers dug into his palm.
Cold was savage, taking Jimmy apart with brutal slams. He held his hips tightly, his teeth bared in a snarl as he fucked him. It went on and on without any signs of stopping, Cold’s hips pivoting like a machine.
Jimmy could only scream and pant, struggling to move in any way that could offer a reprieve. Cold wouldn’t let him, forcing him to stay as he was, grabbing a handful of his ass and squeezing the bruised flesh.
Jimmy hissed in surprise and pain, his cock achingly hard as it bobbed between them. He wailed as Cold suddenly spanked him again. Cold was fucking him so hard he thought his body was going to break. It was overwhelming, it hurt, and he didn’t know how much more he could handle.
Too much, it was too much. Jimmy squeezed his eyes closed, the safe word right on the tip of his tongue—
