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Jimmy resisted the urge to wiggle at the new sensation, ducking his head to peer between his legs to see what Cold was doing. It was a thin leather band. He twitched when he heard a distinct click of a button snapping and felt instant pressure around his genitals.
A cock ring.
Cold had put a cock ring on him.
The rest of the snaps clicked into place, and Cold’s fingers caressed along the cock ring’s edge 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 would be the one fucking him.
Cold seemed to sense Jimmy’s apprehension and explained, “This will keep you hard, but you won’t come. You’re not going to come until I think you’ve earned it.”
Swallowing back a mouthful of spit, Jimmy nodded. His cock was beyond hard at that moment, and he was surprised at how fast all his blood pooled there. He was certain he could etch glass with the tip of his dick. His balls felt tighter too, and he groaned as Cold palmed them gently.
“But when you do, it will be very, very intense,” Cold assured him, grabbing more lubricant judging by the squelching sound.
Jimmy expected Cold’s cock to start filling him up, but instead it was the cool sensation of silicone probing his hole—a dildo. It was not as thick as Cold’s cock, but still enough to make him gasp as Cold pushed it inside him.
As Cold carefully thrust the toy in and out, he squeezed Jimmy’s stinging cheek and went deeper with the dildo each time. “Look at how beautifully you’re opening up. You’re taking it so well.”
Panting faster and faster as Cold fucked him, Jimmy arched his back to take it. While the toy didn’t have Cold’s girth, it was 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 thrusting the toy and stroked his fingers down the shaft of Jimmy’s member, delightfully taunting, “Why, Mr. Poe, you are positively dripping.”
Jimmy whimpered, embarrassed at how slick he was as Cold teased 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 thrust a little harder.
“Please, what?” Cold asked expectantly.
“Please… I need… I need more, sir,” Jimmy cried, tugging at the blankets beneath him.
Cold squeezed Jimmy’s hip affectionately before withdrawing the toy. He then tested Jimmy’s hole with his fingers, pushing in deep. “Mmm, are you ready for me?”
“Yes, sir,” Jimmy replied eagerly, shifting his knees and spreading his legs invitingly.
After 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 for Cold’s impressive girth. He was preparing himself for Cold to fuck him, waiting for the brutal slams to get going as they always had before, but it didn’t happen.
Instead, Cold rubbed Jimmy’s raw cheeks, sliding his cock in and out patiently, but with purpose.
Jimmy was left moaning wantonly and gasping with each thrust. He was so full, and Cold kept grazing his prostate, just enough to make him squirm and make his cock twitch. The ring wasn’t uncomfortable, not yet, but his balls were tight, and his cock was insanely sensitive.
Sex had always been good with Cold, but this was incredible. He was moving tenderly, holding Jimmy’s hips and guiding him back to make the most of every thrust. Jimmy crumbled into the mattress, moaning brokenly as Cold sweetly wrecked him.
Cold’s hands were soon all over him, caressing his sides and then 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, and the pressure neared 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 murmured, his voice hoarse with lust. He never stopped moving his hips, and his skilled fingers unsnapped the ring and grabbed Jimmy’s cock without missing a beat.
Jimmy shouted, every nerve instantly on fire, and he cried out as Cold stroked him. He was too sensitive and writhed in protest. He could feel all the blood rushing back between his legs, and two, maybe three quick jerks of Cold’s hand was all it took and he was coming. It was like being tipped over a waterfall, his stomach dropping as his cock pulsed repeatedly.
“Oh God, oh fuck, fuck, fuck!” Jimmy wailed, every muscle in his body spasming with pleasure as he came. He heard Cold grunt as his ass clenched down on Cold’s cock, Cold fucking him through it until Jimmy swore his bones had been replaced with cooked spaghetti.