Page 6 of Hard Earned Cash


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“Oh? Did you have something in mind, sir?”

“I’m thinking some more trust exercises are in order,” Cold replied with a sly smile, pulling his belt from his pants and cracking it across his palm.

Jimmy shivered at the sound. “Do you want me to strip, sir?”

“No,” Cold said, moving to sit down on the chaise at the foot of their bed. “Pull your pants down. I’m going to bend you right over my knee.”

Jimmy approached before he wiggled his pants down, bunching them around his ankles with his underwear. He stretched himself over Cold’s thigh and arched his ass up for him.

Cold rubbed the leather over Jimmy’s cheeks, saying quietly, “Always so eager for me.”

“Yes, sir,” Jimmy panted, inhaling slowly to prepare himself for what was going to come.

Cold caught him with a sharp smack of the belt as he exhaled, immediately rubbing over the red mark he’d left.

Jimmy made a small sound, the sting lovely, and whined for more.

“Do you understand why you’re being punished, Mr. Poe?” Cold asked calmly.

“Because I didn’t trust you, sir,” Jimmy said, hanging his head down. He cried out when Cold spanked him again, harder this time. He grinded against Cold’s thigh, gasping, “And I should always trust you! Only you!”

“That’s right,” Cold growled, snapping the belt across Jimmy’s cheeks several times in quick succession before stopping to pet the welts that were rising up.

Eyes squeezing tight and fighting back tears, Jimmy moaned at the tender touch. Cold’s hands felt so cool against his hot skin, and he whimpered when he moved to spank him again. The pain made his head spin, and every nerve in his body was extra sensitive. His cock was absolutely throbbing now, and he was certain he was leaking all over Cold’s slacks.

“Ten in all, Mr. Poe,” Cold said sternly, giving Jimmy a brief reprieve. “That should be enough to remind you, hmm?”

“Yes, sir!” The last strike was the most forceful of all and made Jimmy yelp. He felt too hot, too sensitive, and he moaned as Cold’s fingers pressed between his cheeks. He was dry, but Cold didn’t try to press inside yet.

Cold was merely pushing against his hole, tracing small circles around it and nothing more.

“Please...” Jimmy croaked earnestly.

“Please, what?” Cold’s voice carried a warning.

“Please, sir!” Jimmy begged, trying to push against Cold’s hand and staring up at him desperately. “I was such a good boy, I took all my spankings! Please... please let me come?”

Cold pulled his hand away, noisily licking over his fingers before returning to his torture. He pressed a single fingertip inside, his thumb sliding over one of the tender welts. “Do you trust me, Mr. Poe?”

“Yes,” Jimmy sighed longingly. He relaxed, dropping his head back down. “I trust you, sir.”

“Good boy.” Cold rewarded Jimmy with a deep thrust of his finger. “You may come now.”

Jimmy eagerly reached down to grab his cock, bucking up against Cold’s finger. He whined when Cold grabbed his arm. “What is it, sir? You said—”

“Don’t use your hands,” Cold ordered, fucking Jimmy with two fingers and snatching his hair. He pulled, forcing Jimmy’s back to curl as he buried himself down to the knuckle. “Come on, Mr. Poe... before I change my mind.”

Panting quickly, Jimmy redirected his efforts. Caught between Cold’s tight grip in his hair and his fingers pounding into him, he began to grind against Cold’s thigh with renewed vigor. His ass still stung from the belt, each individual welt tingling when Cold’s hand brushed against them.

He could feel the pressure in his loins rising to madness-inducing levels, sobbing as he struggled to rut himself to completion. Cold’s fingers burned as they pushed into him, and Jimmy moaned when they curled in the most delightful way. He was finally getting close, letting himself go and giving in to all the delicious attention.

Jimmy’s cock was pressed between his stomach and Cold’s thigh, and he focused on the sensation of the smooth material rubbing against him. He grinded faster and faster, groaning when Cold moved his fingers to match the new pace. His balls were absolutely aching and there, finally, he felt his body tipping over the edge.

All he could hear was his own ragged breathing and the soft smack of Cold’s hand against his skin, taking a deep breath as he started to cry, “Fuck! Yes! I’m coming! I’m fucking coming!”

“Beautiful,” Cold praised, letting Jimmy twitch and grind against him through every withering tremor. He gently moved his hand, leaning down to kiss the top of Jimmy’s head. “Mmm, so very beautiful.”

Jimmy sighed contentedly, groaning as Cold effortlessly picked him up from the awkward position in his lap and carried him to their bed. He stretched out on his stomach, smiling warmly as Cold lay beside him and began to massage his sore cheeks.