Hard Earned Cash: A Dark Mafia Romance

by K. L. Hiers

  Panting softly, Jimmy tried to arch up into Cold’s touch. His skin felt like it was on fire, and he could feel his pulse down between his legs from where he’d fucked himself so hard. He whimpered quietly when Cold refused to give him anything else except the softest whisper of a caress, his cock twitching from the delicious torture.

  Cold circled the tips of his fingers around Jimmy’s nipple, tracing it slowly until it became hard and tingling. “Already so very sensitive, aren’t you?”

  “Yes, sir,” Jimmy gasped, moaning as Cold pinched him. The quick flash of pain made the rest of his body ache, and there wasn’t anything he could do to urge Cold along.

  Cold continued to play with one nipple, neglecting the other entirely. He bowed his head to run his warm tongue over the sensitive nub of flesh, sucking it until Jimmy was absolutely squirming.

  It made Jimmy want the same for the other side, but Cold was already moving on. His long fingers lightly trailed down his ribs and his hip, reaching firmly between his legs to fondle his balls. When he only massaged one, Jimmy finally caught on to what Cold was doing.

  “I’m sorry,” Jimmy whimpered. “I’m sorry, sir!”

  “Mm?” Cold petted Jimmy’s groin, working his thumb down against his taint. “Sorry for what, Mr. Poe?”

  “For making fun of you, sir,” Jimmy replied breathlessly. “That’s what this is about. Because of your ankle monitor.”

  “Perhaps,” Cold said with a hint of a smirk, his thumb playing in some residual lube and stroking around Jimmy’s hole. Only one side of the tender muscle got his attention, and he refused to actually move even the tip of a finger inside of him.

  “I didn’t mean to upset you, sir,” Jimmy pleaded. “I understand now, I do!”

  “Oh, do you, Mr. Poe?” Cold tilted his head curiously.

  “It was uneven.” Jimmy took a deep breath, trying to focus his thoughts as Cold’s teasing fingers continued to torment him. “Balance and order are very important to you, and you couldn’t have it. You couldn’t control your socks!”

  “My socks?”

  “Yes! Your socks, sir! They’re part of you, part of your armor, and it, it upset you. It upset you because you couldn’t change it, and I shouldn’t have teased you about it... I was rude, so rude, sir.”

  “Good boy,” Cold praised, pushing a finger into Jimmy’s hole at last and making his hips jerk. He smiled sweetly as he said, “How very perceptive of you. You were rude, Mr. Poe. I dare say almost unforgivably so.”

  “I’m sorry!” Jimmy whimpered, savoring the pressure of Cold’s fingertip grazing his prostate. “Oh, God. I’m so very sorry, sir!”

  “Soon.” Cold clicked his tongue and took his hand away.

  Huffing in frustration, Jimmy turned his head to wipe his sweaty brow on his bicep. He watched Cold move to their bedside table, his icy gaze thoughtful as he looked over the various toys.

  Cold held up a small vibrator, simple and functional, and he glanced back at Jimmy for his approval.

  “No, sir,” Jimmy said, shaking his head. He made a small, shameful sound. “That’s not... it’s not enough.”

  “Quite right,” Cold said with a pleased smirk. He returned the small toy, perusing their selection again. He held up a much thicker dildo, this one curved and boasting a fat head. “Yes?”

  “Yes, sir,” Jimmy agreed.

  After applying a fresh coat of lubricant, Cold pressed the toy up against Jimmy’s hole. He didn’t actively push it inside, instead urging, “Come on, Mr. Poe. Take what you want...”

  Jimmy gritted his teeth, straining against the ropes to arch his body into the dildo. He could feel himself slowly sinking down onto the slick head, clenching around it tightly and trying to pull it deeper.

  Cold allowed him to work away, pushing it up into him with a satisfied sigh. “There you go... just like that, Mr. Poe.”

  Jimmy’s breathing hit a frantic rhythm as Cold pushed the full length of the dildo inside of him. It was cool, hard, supplying complete and unyielding pressure that he could squeeze down on for a quick rush of hot pleasure. Its very presence left him full and sweating, but he needed more.

  Cold was holding it in place, nearly flush, teasing, “You don’t seem satisfied, Mr. Poe.”

  “No, sir,” Jimmy replied, tugging at his restraints as he tried to give himself more leverage. His efforts failed when Cold simply moved his hand to keep the dildo just as it was.

  Jimmy couldn’t pull away or press any deeper, locked in a static state of having his hole stuffed with absolutely no friction. He whined, low and full of need, trying to resign himself to this new state of being.

  Full, hot, buzzing with energy, and completely helpless.

  Cold was watching him intently, tracking every minute twitch and sound, and he began to slowly thrust the toy. He pulled it almost all the way out before plunging back in, twisting his hand with every steady stroke. “How’s that, Mr. Poe?”

  Gasping shakily, Jimmy couldn’t even think of how to reply. He was strung out on a blur of sensations, and Cold wasn’t showing any signs of stopping. The toy was so deep now, and Jimmy couldn’t get over how loose and open he felt.

  The dildo glided inside of him so easily, and Jimmy moaned softly with each smooth push. He was being such a good boy, such a very good boy, and he smiled blissfully as he surrendered himself to the incredible pleasure.

  “Well?” Cold asked, skillfully shifting the toy and pressing in fully. “How about this, Mr. Poe?”

  “Good!” Jimmy wailed, more of a breath than a real word. The tip of the dildo was directly pressing into his prostate, and he instinctively tried to close his legs to escape the intense stimulation. “Mmmph, I’m sorry, sir! I’m trying to be good!”

  “I know you are,” Cold assured him, gently removing the toy. He petted Jimmy’s damp hair, smoothing it back from his face as he promised, “I have something that will help you be good.”

  Jimmy watched as Cold reached not into the bedside table, but beneath the bed for something. He whined when Cold presented him with a new spreader bar, a short length of metal with straps at both ends.

  “Do you like it?” Cold asked.

  “Yes, sir,” Jimmy said, eagerly parting his legs. “Thank you so much, sir!”

  “Mmm, I did tell you I’d gotten some new things,” Cold chuckled, fastening the straps around Jimmy’s thighs above his knees. He checked the fit, nodding for him to give it a try.

  Jimmy tried to bring his legs together, and the straps held them firmly apart, at least a foot, and he could not move. The further loss of motion made his stomach clench with lust, and he pleaded, “I’m ready, sir! I can be so good for you now!”

  Cold smirked and picked up the dildo again, returning it with a fresh squirt of lube up to Jimmy’s ass. He pressed it as deeply as before, tilting it this way and that, musing, “Now... where were we?”

  Jimmy wiggled, shifting his hips as he tried to help Cold zero back in on that sensitive spot. The sound of the straps tugging on the rings that attached them to the bar between his legs was new and a bit distracting. “Mmm... sir...”

  Cold pulled out, then pressed back in slowly and grinned when he found what he was looking for. “Ah, there we go.”

  Groaning softly, Jimmy began to pant as Cold pushed the toy against his prostate. The bar kept his legs from closing in, and he felt wonderful bursts of pleasure as Cold kept at it. Small little nudges grew into precise thrusts, and Jimmy’s cries got louder.

  His body felt tight, on edge, and the pressure in his balls was throbbing. His legs jerked against the spreader bar and sweat was beading back up along his brow. The toy was moving faster, stroking his prostate relentlessly, and all he could do was moan excitedly.

  He didn’t think it could be any more intense, but then Cold turned the vibrations on.

  “Oh, Rod!” Jimmy wailed, his hips bucking erratically. He started to sob, the vibrations making his thighs shake and his vision blur. His body was absolu
tely aching, and he fought against the spreader bar to give himself relief.

  “Shhh... easy...” Cold soothed, holding the toy firmly and pressing his hand on Jimmy’s stomach to steady him. “You can do this, Mr. Poe. Breathe for me... nice, deep breaths...”

  The first few breaths Jimmy attempted were gasps, blinking through the tears in his eyes as he gazed helplessly up at Cold. He took one breath, quick and stunted, and then another. It was a little easier now, inhaling shakily and exhaling as a moan, but he wasn’t struggling against the vibrations.

  He could feel himself sinking down into a pleasurable haze, his cries becoming deeper and more frantic. He wasn’t even pulling against the ropes now, instead trying to spread his legs more and whining when the bar kept him firmly locked in place.

  “Oh, sir,” he gasped, his voice strangled with lust. “It’s so good, it’s so fuckin’ good!”

  “There you go,” Cold growled, sounding strained, as if he was suffering right alongside Jimmy. “There, Mr. Poe. Just let yourself go...”

  Moaning desperately, Jimmy gave into the vibrating monster that had taken over his body. The feeling was resonating down into his bones, and when he breathed in, he could feel it tickling up the back of his throat.

  The pressure between Jimmy’s legs was pulsing faster and faster, and he could feel himself syncing with the relentless vibrations until they were totally inescapable. He was going to come, he was going to come just from this damn toy. He barely took a breath before his thoughts bled together and became reality, his hips convulsing with the quakes of an intense orgasm.

  Jimmy’s cock spasmed but only offered a clear dribble in reward for all of its shuddering. His first thoughts were that something was wrong, that his dick had to be broken because how could he come and not come, but Cold’s strong hand was there to reassure him.

  Long fingers curling about the base of Jimmy’s dick, Cold said, “Beautiful, Mr. Poe. You’re always so beautiful when you come for me.”

  “But, but I didn’t!” Jimmy whined, breathing in and out in sharp little gasps while the toy continued to make his bones tremble. “But I didn’t... oh... Rod...”

  “Mmmm, you did just fine,” Cold said, adjusting the toy to a lower setting but not removing it. He tilted it so the bottom caught on the sheets beneath Jimmy’s ass, warning him, “Now, if you move, this will slip out. I want it to stay right here...”

  “I won’t move, sir,” Jimmy swore, adjusting his hips to find a comfortable position to keep the toy in place. There wasn’t much of one to be found, but he could be a good boy. He could hold still for as long as Cold wanted him to.

  “Good,” Cold said, leaning down to kiss Jimmy’s brow. “Stay just like that for me, and I will be right back.”

  A stroke of fear crashed Jimmy’s happy glow, and he asked frantically, “W-wait! Sir! Where are you going?”

  “I’ll be gone just a moment,” Cold said with a soft smile. “You know there’s a party going on downstairs. It would be terribly rude of me not to check on my guests.”

  “Mmmmph... sir...” Jimmy closed his eyes and bit back the urge to cry. “Yes, sir.”

  “Manners are very important, Mr. Poe,” Cold reminded him, winking slyly as he put his shoes and socks back on. In moments, he appeared as perfectly neat and pristine as always with no evidence of the present debauchery visible.

  Jimmy watched him leave, listening to the doors open and shut, and sighed. The vibrations in his ass were dull compared to their previous levels, but their continued hum was making him ache. He was shivery and too sensitive, tipping his head back as he tried to breathe through it.

  It was endless, and he could feel the muscles in his legs twitching on and off. The pressure was building again, demanding release, and he arched down on the toy trying to find a way to relieve the incredible pressure.

  Moving that way only made it worse, and he gritted his teeth as he felt another climax wash over him. It wasn’t a sudden drop off a ledge, but like riding the crest of a rolling wave. It was slow, consuming, and Jimmy had to fight with all of his strength not to pull away.

  He had to keep the toy inside of him, whining pitifully as the overstimulation became almost painful. He took ragged breaths as the spreader bar rattled between his legs, struggling to stay as he was.

  Jimmy was starting to feel faint, terrified that he was going to pass out and the dildo would slip out of him. He didn’t want to be a bad boy, no, he wanted to be good! He’d worked so hard, and he moaned in frustration, refusing to give in.

  When he heard the click of the bedroom door, he openly sobbed with relief. Hot tears ran down his face and dripped onto his chest, groaning, “Oh, sir... I did it. I was so good for you, so very good—”

  “I’m here now,” Cold soothed.

  He had something in his hands, but Jimmy was too worked up to see what it was. He melted as Cold pulled the dildo out and released him from the torturous buzz, though he could still feel its echoes inside of him.

  “Are you ready for my cock now, Mr. Poe?” Cold asked, climbing up into bed in front of Jimmy.

  “Yes, sir,” Jimmy said, breathless and wanting. “Please, sir. I’ve been so good! Please!”

  “I’ve got you,” Cold promised, grabbing the spreader bar and forcing Jimmy to fold himself in half. He held him there while he pulled out his cock, sliding down into Jimmy’s slick hole in one quick thrust.

  The heat of Cold’s cock was so inviting after the cool clutches of silicone, and Jimmy moaned rapturously as Cold fucked him. There was no tease, no slow build, only an immediate pounding that made Jimmy scream. “Oh, fuck, fuck, fucccck!”

  Cold held onto the bar for leverage, drilling Jimmy’s ass with ruthless slams. He was already close, his quick pants punctuated by hungry little growls that Jimmy knew so well.

  Jimmy cried out when Cold grabbed his cock, pulling in swift tugs that made his toes curl. He could feel another climax building up inside of him, stacked upon layers of pleasure and frustration, one final act of ecstasy for his body to play out.

  “Come for me, Mr. Poe,” Cold grunted. “Come for me, my beautiful, beautiful boy...”

  “Rod!” Jimmy screamed, the tension reaching volcanic proportions, and shouted as he came. He watched as his cock dumped load after load on his stomach and chest, groaning as he felt Cold’s own release filling him up.

  The rush was so intense that it made his head hurt, his vision flooded with a quick flash of colors as he trembled weakly. He was a slave to his own tremors, moaning as Cold pushed in deep to pump every last drop inside of him.

  “Mmm... good boy.”

  “Thank you, sir. Thank you so much.” Jimmy smiled, exhausted but happy, murmuring contently as Cold began to slowly unwind from him.

  Cold freed Jimmy’s hands and removed the spreader bar, finally pulling out and leaving him dripping. When Jimmy closed his legs, his thighs shuddered and he groaned lightly, “Oh, my God...”

  “Are you okay?” Cold asked, smoothing a firm hand over Jimmy’s hair.

  “Oh, I’m good. So very good.” Jimmy was ready to pass out, his limbs heavy and warm from the strain of such an incredible release. He knew they still had to clean up, and he was surprised when Cold offered him a glass of champagne.

  “Now, do you consider yourself to be thoroughly rewarded and equally defiled?” Cold asked confidently, raising a glass of his own in a toast.

  “Absolutely,” Jimmy confirmed, clinking their glasses together and taking a long gulp. “Mmm, I’m so happy you like your ring.”

  “It’s perfect.” Cold reached over to start rubbing Jimmy’s thigh where the bar had been strapped, tilting his head as he openly admired the new jewelry on his finger.

  “So,” Jimmy asked with a tired smile, “how’s the party? Everyone having a good time?”

  “Mm, I wouldn’t know,” Cold replied with a sly little smirk.

  “Huh?” Jimmy was instantly confused. “But you went downstairs, didn’t you?�
��

  “What kind of man do you take me for?” Cold scoffed. “You thought I had really left you?”

  “But the champagne—”

  “I opened the door, but I didn’t leave. I texted Jerry to bring me the champagne.”

  “I didn’t hear anyone knock!”

  “I told him I would be waiting.” Cold looked very proud of himself, lifting his glass to his lips to take a dainty sip.

  “You just stood out there, doing what?” Jimmy fussed. “Listening to me freakin’ squirm? Waiting to see how long it would take me to snap?”

  “Precisely.”

  “I take back all the nice things I’ve ever said about you,” Jimmy declared, laughing as Cold tugged him into a firm hug and nearly spilled the champagne. “Hey, no way! You’re a mean, mean man! You don’t deserve hugs!”

  “Oh, don’t be so dramatic,” Cold chuckled. “I was only gone for a few minutes. Besides, I already know that I don’t deserve you.”

  “But you’ll take me anyway?” Jimmy asked with a coy smile.

  “Yes.” Cold kissed Jimmy firmly and curled his long fingers around the back of his neck. “I always take what is mine... and you’re what, Mr. Poe?”

  “Yours,” Jimmy replied happily. “I’m yours, sir.”

  “Always.”

  Chapter Twenty-Two

  Jimmy thoroughly enjoyed his private party with Boss Cold until the sun was coming up the next morning. The music that had been blasting away outside had turned off, a sign that the Gentlemen were also finally done with their celebration. Exhausted and happy, Jimmy fell asleep with Cold’s hand in his, tracing the new ring on his finger with a content smile.

  His sleep was peaceful and thankfully devoid of nightmares, allowing all the worries from the past few weeks to vanish from his mind. The case was over, their enemies had been defeated, and they were both safe. All that was left now was to get married, and everything would be right with the world.

  Right?