“Hands and knees now, scoot toward me just until you’re about to fall off the bed,” Cold instructed, purring pleasurably as Jimmy quickly complied. He traced his fingers across the welt marks he’d left on Jimmy’s cheeks, proudly touching each one individually.
Keeping his ass up, Jimmy bowed his head down and tried to contain his emotions. Today was too much, too fast, and he focused on Cold’s voice to keep him from sinking back down into the abyss.
Cold did care for him, he was certain, and he had about two months now to prove it.
Jimmy heard Cold tinkering around in a drawer, a lid snapping open and the distinct squirt of something wet. He gasped when he felt Cold’s fingers sliding around his cock, praying for more friction but receiving very little.
“Hold still,” Cold warned, his dexterous fingers winding something around the base of Jimmy’s cock and starting to slip behind his balls.
Jimmy resisted the urge to wiggle at the new sensation, ducking his head down to peer between his legs at what Cold was doing. It was a thin leather band, making him twitch when he heard a distinct click of a button snapping and felt immediate pressure around his genitals. A cock ring. Cold was putting a cock ring on him.
The rest of the snaps clicked into place, Cold’s fingers sliding around to test the fit. “Nice and snug...” He paused before asking, “Not too tight?”
“No, sir.” Jimmy was confused. He had used a cock ring before when he was feeling super daring with an ex-girlfriend from college. It was one that had a little vibrating bit on it. But he only wore it around his cock, certainly not his balls, too. He was also completely mystified as to why he was wearing it when Cold was clearly intent on being the one fucking him.
Cold seemed to sense Jimmy’s apprehension and explained. “This will keep you nice and hard, but you won’t come. You’re not going to come until I think you’ve earned it.”
Swallowing audibly, Jimmy nodded. His cock was beyond hard at that moment, and he was surprised at how quickly all the blood began pooling there. He was certain he could etch glass with the tip of his dick. His balls felt tighter, too, and he groaned as Cold’s hand palmed them gently.
“But when you do, it will be very, very intense,” Cold assured him, his hand moving to grab more lubricant judging by the familiar squelching sound.
Jimmy expected Cold’s cock to start filling him up, but instead he felt the cool sensation of silicone probing his hole. A dildo, not as thick as Cold’s cock, was still enough to make him gasp as it started pushing inside him.
As Cold carefully thrust the toy in and out, he squeezed Jimmy’s stinging cheek, going deeper with the dildo each time. “Look at how beautifully you’re opening up. You’re taking it so well.”
Gasping faster and faster as Cold fucked him, Jimmy arched his back into the sensation. The toy wasn’t as thick as Cold’s cock, but it was definitely longer, making him groan as his body worked to adjust to the additional length. Cold’s soothing praise was a warm blanket wrapping him up tight, comforting and momentarily distracting him from his own throbbing erection.
Cold kept moving the toy, and reached down to stroke his fingers along the shaft of Jimmy’s member, purring delightfully, “Why, Mr. Poe, you are positivelydripping.”
Jimmy whimpered, embarrassed at how slick he was as Cold’s fingers teased at his cock. He was so wet, and Cold stroking him with feather-light touches made him want to scream for release.
“Please,” Jimmy implored, trying to rock his hips down into Cold’s hand and gasping when the toy was thrust a little harder.
“Please, what?” Cold asked expectantly.
“Please... I need... I need more, sir,” Jimmy cried, fingers tugging at the blankets beneath him.
Cold squeezed Jimmy’s hip affectionately, slowly withdrawing the toy and testing his hole with his fingers. “Mmm, are you ready for me?”
“Yes, sir,” Jimmy replied eagerly, shifting his knees and spreading his legs invitingly.
Quickly rolling on a condom and grabbing more lube, Cold positioned the head of his cock at Jimmy’s hole. He rested his hands on Jimmy’s hips and slowly pushed forward.
Jimmy groaned, the sound stuttering in his throat as his body stretched to take on Cold’s impressive girth. He was preparing himself for Cold to start fucking him, waiting for the brutal slams to get going as they always had before, but it didn’t happen.
Instead, Cold’s hands rubbed Jimmy’s raw cheeks, his cock sliding in and out with purpose, but patiently.
Moaning wantonly, Jimmy was left gasping with each thrust. He felt so full, and Cold kept grazing his prostate, just enough to make him squirm and make his cock shiver. The ring wasn’t uncomfortable, not yet, but his balls felt tight, and his cock was insanely sensitive.
Sex had always been good with Cold, but this was incredible. He was moving so tenderly, squeezing Jimmy’s hips and guiding him back to make the most of every thrust. Jimmy crumbled into the mattress, moaning desperately as Cold sweetly wrecked him.
Cold’s hands were all over him, caressing his sides, grabbing onto his shoulders as he rocked their bodies together. Mouth hanging open in a blissful smile, Jimmy tipped his head back. This was heaven.
But the tension in his balls was becoming uncomfortable, the pressure nearing overwhelming. He felt frantic, unsure what to do. He didn’t want to use the safe word because it did feel good, but fuck, it was almost too much.
“Sir, I need to... I need to come.”
“Yes. You’ve been such a very good boy for me,” Cold growled, his voice rough with lust. He never stopped moving his hips, skilled fingers quickly unsnapping the ring and grabbing Jimmy’s cock.
