Chapter 18

Chapter eighteen

“Have you ever had an orgasm from prostate stimulation alone?”

Scott choked on his mouthful of mash. Thomas leaned over to thump him on the back until his airway was clear.

“Sorry,” Thomas mumbled. “I forgot how vanilla you can be…”

“There’s a time and a place,” Scott said. “Asking me that while I’m eating isn’t it.”

“I thought you’d done.”

“I literally just put it in my mouth.”

Thomas pointed at Scott’s plate. “After you made a mountain out of the remainder.”

“It’s a volcano, actually,” Scott replied, then poured the leftover gravy on the peak. “See.” He wiped his mouth. “And of course I have. What kind of escort would I be if I couldn’t come while being fucked? Guys need to see that; they need to know their cocks are incredible.”

Thomas widened his eyes. “That’s a big advantage.”

“But only after I’ve got myself really worked up with my fingers first, when it’s mind over matter.”

“Elaborate.”

“When you’re that close to coming you only have to think about it to make yourself come. They say that eighty per cent of an orgasm happens in the brain.”

“Who says that?”

“Scientists.”

“Yes.” Thomas huffed. “The kind of people who get turned on by statistics and algebra and wouldn’t know an orgasm if it slapped them on the dick.”

“Going back to your original question,” Scott said. “I’ve never had a prostate orgasm from penetration alone. I’ve always needed a helping hand, specifically my own.”

Thomas’s gaze drifted up the wall opposite him and ended up on the ceiling. “If we do what I’ve got planned, I’ll be taking your prostate virginity…”

“Hey, my prostate is definitely not a virgin.” Scott frowned. “And I thought you were all about sex toys and devices.”

“I am. I’ll be controlling it.”

“And what is it?”

“A prostate massager.”

Scott squirmed in his seat. “And you happen to have one of these machines?”

Thomas slowly nodded.

“Of course you do, does your secret room happen to be a sex dungeon?”

“It shares some similarities, yes, but I’d like to use both the massager and the milker. I think…” Thomas swiped his tongue across his bottom lip. “I think you’ll like that.”

“It’s not about what I like, it’s about –”

“Our subscribers, I know.”

“Our?”

Thomas nodded. “Yes. Our. I think they’ll come in their pants at a video of you being fucked out of your mind both inside and out. I know I certainly might.”

Scott stopped breathing.

“Do I need to whack you on the back again?”

“No, I’m good,” Scott replied before putting his empty fork in his mouth and chewing.

Thomas hummed. “You thought that had mash on it, didn’t you?”

Scott nodded. “I thought I could style it out.”

“You couldn’t.”

“Yep, I realise that now.” Scott sighed, dropping the fork to the plate. “When are we doing the…massager and milking?”

“Tomorrow,” Thomas replied. “But promise me you won’t jerk off thinking about it tonight, I need you locked and loaded…and ready to blow.”

Scott had been an escort for over ten years, but he hadn’t realised just how ‘vanilla’ his job had been until he peeked into Thomas’s world.

Sure, he knew about kink, and BDSM, toys, role play, and extreme fetish, but that world existed on a parallel plane. His clients were after oral and sex in its simplistic form.

He had a dildo he used to stretch himself, but it wasn’t for pleasure, it was practicality, to bring someone else pleasure without ruining the mood. He knew how to touch himself inside and out, but again, it wasn’t for his benefit, it was for the client.

It was a show, a performance, and his clients didn’t need to be aware of the nitty-bitty stuff that made sure it was Oscar-worthy.

“Here,” Thomas said, sitting beside Scott on the bed. He had the massager in his hand. It was black, made of smooth plastic in a hook shape. Thomas squeezed the bulbous head.

“It doesn’t look like a cock,” Scott remarked.

“It’s not supposed to, its size, shape, texture and movement are for the pleasure of the user.

It’s not trying to replicate anal sex; I’ve got other toys for that.

This will stroke your prostate,” he said, rolling his thumb over the head, then he slid his hand down the toy, and Scott’s cock twitched.

“At the base, there’s beads which will move in a clockwise direction, stimulating your hole, and this flat piece at the bottom will rest against your perineum. It vibrates too.”

Thomas passed it over.

“It’s like the Swiss army knife version of a vibrator,” Scott murmured.

Thomas switched on each individual element for Scott to feel against his fingers, then put them all on at the same time.

It whirled and buzzed in Scott’s hand, and he found it a turn-on.

Why the hell was it a turn-on?

“I’ll never be able to walk into a factory again.” Scott snorted. “Not without leaving in a police car.”

Thomas reached behind them on the bed. “And don’t forget your old friend, which I’ve now fondly named the chorizo maker.”

“Ah yes,” Scott said, taking the pump from Thomas. He darted his eyes between both devices.

“Feeling overwhelmed?”

“Apprehensive maybe, but mostly…”

“Go on.”

“Intrigued.”

“Did you get ready like I told you to?” Thomas asked.

“Yes, I’m whistle clean, stretched and lubed.”

“Then I suggest putting the vibrator in first. I won’t turn it on. We’ll get you warmed up with the pump first.”

“It’s the weirdest thing,” Scott said softly.

“What is?”

He lifted the pump. “To be turned on and wary of something at the same time.”

“You talking about me or the thing in your hand?”

“Both.”

Thomas smiled as he pushed to his feet and busied himself with the cameras while Scott slipped off his boxers. He made sure Thomas had his back to him when he pushed in the vibrator. It slipped inside without issue, and he didn’t need to adjust; it was snug and secure.

“One size fits all, huh…”

“Lie back on the bed like before,” Thomas said.

Scott shuffled up and lay down.

Thomas loaded the pump with lube. “I’m going to switch it on.”

Scott was already hard for it, which Thomas must’ve noticed, but he didn’t comment. He passed it back to Scott, who sighed while putting the pump back on himself.

“Still good?” Thomas asked.

Scott hummed, dropping his head back onto the pillow. “Yes, still as good as I remember…for now at least.”

“You’ve got to let go of it,” Thomas reminded.

“But –”

“Scott…”

He huffed as he let go, and the weight of it sent his dick crashing to his stomach. It kept pumping him, though, unaffected, relentless.

It was insanely hot.

“I’m going to start the cameras now,” Thomas said.

Thomas had gone hands-free, setting both cameras up to record the action. He told Scott his touches would be minimal and only if he needed to adjust Scott’s position or pin his foot if he tried to lift it off the bed, like a dog being scratched in a particularly good spot.

“Here comes the vibrator.”

Scott barely heard him above the sound of the pump, but he knew when Thomas turned on the thing inside him. It hit him like a jolt behind his balls. He cursed and reached down, only for Thomas to snap at him to keep his arms by his sides.

“If you want to touch, touch only yourself.”

His balls and perineum were both vibrating, shooting pleasurable sparks at his dick.

Thomas turned on the beads, and the shift of them at Scott's rim made him shiver. “Holy hell.”

Thomas chuckled. “Feels nice?”

“I’m not going to last.”

“I told you before, it’s not about lasting, it’s about giving me everything.

” Thomas stepped into view of the cameras and held up the beaker attached to the pump.

He had a Sharpie in his other hand and drew a red line on the plastic.

“That’s how much I want… That’s how much you’re going to give me. ”

Scott lifted his head and wide-eyed, looked at Thomas. “I can’t –”

“You will,” Thomas said with promise. “Both your cock and your pussy are going to fill it for me.”

“My…my pussy?”

“Yes,” Thomas replied. “Pussy.”

He activated the prodding bulbous head, and Scott cried out.

It was beating against his prostate like a pulse.

“Looks to me like your pussy needs a good pounding…”

“Fuck,” Scott panted, bringing his feet flat on the bed. He lifted his hips and squirmed his toes in the sheets. He needed to thrust, to shake the thing inside him away from his prostate, but it stayed in place, stroking him.

The sound of the pump was loud in his ears, and his cockhead fluttered with the first warning.

“Oh fuck,” he yelled, then whimpered as he lost his first load to the pump. It sucked him through it, swishing lube around him in pleasant sips, then the oversensitivity came crashing into him, and he scrunched up his face, pressing back into the pillow.

He growled through his teeth, curled both his toes and fingers and tensed his stomach muscles.

“Let it get you to the other side,” Thomas said somewhere close by. “You know it can.”

Scott didn’t know where Thomas watched him from with his eyes squeezed shut.

“It hurts,” Scott managed to force out.

“It’ll pass,” Thomas insisted.

And Scott knew it would, and when it did, it was abrupt, disorienting, almost as if the Scott who had been in pain had gone entirely, switched out with one who had the urge to thank Thomas over and over for telling him to endure.

“That was a penile orgasm, but I’m after a prostate one from that beautiful pussy of yours.”

Scott relaxed into the bed, sliding his feet along the crumpled sheet until his legs were flat again. As he sank, the stroking inside him got more intense, until he chased the stimulation, arching his back on the bed, pushing his chest out and staying suspended like that as his breathing hitched.

“Yes, Scott,” Thomas murmured. “You’re going to come like that. That thing inside you under my control is going to make you come. You’ll feel the difference, and I’ll get to see it when your dick oozes instead of shoots.”

“I… I…”

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