First Date

As he continued to weave through the crowd, a young man wearing red leather pants, a torn white shirt, and a collar approached him and gave him a questioning glance. Jason's stern expression didn't change as he moved past the young man. He wasn't in the mood for a docile submissive; he wanted to play rough tonight.

The Raven was Anteros Island's premier S&M club. It catered mostly to tourists and the occasional islander who wanted an evening of alternative entertainment. The Raven had several private bondage rooms and a staff of well trained Slaves and Masters. There were also several public BDSM rooms which any patron could use. As one of the Raven's most sought after Masters, Jason's evenings were usually booked several days and sometimes weeks in advance. It cost the patrons a hefty sum to request a specific Master or Slave but that didn't deter many. Periodically Jason requested open nights so he could choose his own playmates. Tonight was one of those nights.

A brown haired man wearing jeans and a blue and tan striped rugby shirt was heading towards him. Jason smiled thinly at him but wondered how the man was faring. Mr. Warren. He'd been one of Jason's clients last night and he'd wanted extra rough play. Foolish man. Jason’s bull whip had reduced the man to a simpering lump.

“Evening, Lord Jason,” the man said with a slight bow.

“Back for more, Slave?”

The man laughed. “Oh, no,” he replied. “I need a few days to recuperate. I'm here to have a few drinks and maybe sit at one of the tables in a public room. I saw a couple of Goths go into room three.”

“I'll allow you to enjoy yourself tonight, Slave,” Jason replied sternly.

“Thank you, Master. I have another appointment in a few days.”

Jason wanted to roll his eyes and tell the man he didn't really care if he had any or a hundred appointments but he refrained. It would be bad for business and the owners might get upset with him. Instead he deliberately reached out, grabbed the man's shirt and pulled him in roughly. The man's hard cock slammed into Jason’s thigh. “See to it that you behave, Slave, or I'll have you licking the bottom of everyone's shoes the next time.” He shoved the man away so he fell against a pole and then walked away.

A commotion several tables away caught his attention. Nishant, one of the cocktail waiters, had been accosted by a client and was trying to free his arm. Jason's crystalline blue eyes narrowed and a frown set across his face. He despised abusive behavior towards any of the employees except the subs who expected it. Nishant frequently worked as a Slave but today he was serving drinks. The young Indian man was also Jason's friend and they occasionally played together when they were bored or Nishant needed a “fix”. Jason was willing to practice his skills on any of the employees.

Approaching the table Jason gave the occupants a frigid stare. “What's going on here?” He asked coolly. There were four handsome young men and all wore very expensive club clothes. Jason immediately concluded they were spoiled rich brats used to getting their way all the time. One of them, a strawberry-blond with dark blue eyes, looked familiar, and Jason thought his name might be Troy.

Nishant gave him a relieved smile and again tried to pull his hand free. The man, who held him, had light brown hair cut elegantly so it surrounded his face and made him look aristocratic. He had hazel eyes that sported a malicious glint. Instead of releasing Nishant, he pulled the Indian boy into his lap causing him to drop his tray and spill several glasses and their contents on the floor.

“Clumsy whelp, I think I'm going to have to punish you for your ineptitude as well as your disobedient behavior,” the man hissed then eyed Jason with a bored look. “Go away, I purchased a room and I'm about to teach this worthless sub a lesson.”

Jason eyed the key in the other man's hand; it was for the deluxe suite. His eyes rose and he gave the man a cold calculating smirk. “Nishant is working as a cocktail server this evening in case you were too stupid, I mean distracted, to notice.” Two members of the cleaning crew arrived and started working on the mess.

Jason then reached forward and grabbed the man's neck. “Nishant go back to work,” he ordered in a steely tone.

“Get lost ass-” the man started saying but Jason squeezed his neck enough to silence him. Nishant took the opportunity to wiggle out of the man's grasp and stand up next to Jason.

“Go ahead,” Jason said in a reassuring tone. “I'll take care of the trash.” He released the man's neck and gave him another frosty glare. “You have a choice,” he explained in a cold patronizing tone, “You can either leave now, wait for me to call security and have them toss your pathetic ass out of the club, or you can go to the room you purchased, take your clothes off, and wait for me like a good boy. That’s about the only choice you’re getting tonight.”

“I don't have to take any shit from you,” the man hissed at him. “I bought the time and I get whatever piece I want.”

“Fine, I'll guess I'll call security,” Jason quipped with a malicious smile. He turned and signaled one of the guards, Justin, that was standing by the bar talking to Nishant. Jason guessed the young man was in the process of telling Justin what had just happened.

Two of the man's companions chuckled while the one seated next to him punched him in the arm while complaining about getting them kicked out.

The man stood up and glared at Jason. “That won't be necessary,” he gritted out. “I'll be in the suite; we'll see if this place is all it's chalked up to be.” He eyed Jason from top to bottom and added, “So far I'm not impressed.”

Jason didn't bother to respond. He pointed to the direction of the private rooms. “Over there; I'll join you in a minute,” he said tersely and watched the man head in the direction he had pointed out.

“I'm sorry, Captain Jason,” another one of the man's companions said, “It's his first time.” Nodding, Jason turned and went to the reservation desk.

Mindy, a cute perky brown haired girl with sparkling dark blue eyes, gave him a smile. “Hi, Jayce,” she said, “I hear you had to save the day again.”

Jason rolled his eyes at her. “News travels fast around here. What's the name of the guy who rented the suite?” He asked quietly.

She gasped at his request. “He’s a jerk!” She said emphatically as she looked over her reservation book. “Bryce Farrington; his father owns a big investment firm on the mainland. He's visiting for a few weeks and he's just obnoxious.”

“How do you know this?”

“Him and his pals were bragging.”

“He and his pals were bragging,” Jason corrected her with a wink. He liked Mindy.

“Whatever, smarty-pants.”

“Thanks, Min.”

“Are ye going t’make him walk t’plank, captain?”

“Aye, matey!”

“Yipee!”

“You're silly, Min. Mark me down for that room, okay,” Jason said as he turned and walked toward the private rooms.

“Sure! T’plank, captain, t’plank!”

Jason entered the private suite and eyed Bryce who was naked and lounging languidly on the bed. “Get up Slave,” he said tersely, “I did not give you permission to relax.”

“I give the orders around here, pirate,” Bryce retorted, “It's my room.”

Jason's eyes narrowed and his lips thinned. He gave the other man a cold glare and whispered icily, “I'm giving you the safe word of pizza. All you have to do is use it and we'll stop; you can put your clothes back on and I'll have security escort you outside.”

“You can't do that. My father will destroy this place if you don't do everything I say and I'm really pissed at you, cabin boy.”

“I don't care who your father is,” Jason replied coolly, “and you made enough of a scene outside that I'll have enough witnesses to corroborate what happened.” He smiled maliciously as he continued, “I'm sure your father would love to hear about what happened or maybe that you insulted a cocktail waiter enough for him to sue you. I'm sure your father will love the scandal.” Jason smiled as he saw Bryce's face contort in anger.

“So...pizza is my safe word,” Bryce said getting up, “Do your worst, pirate. I'm good at this and I expect to be impressed.”

Jason sneered at the other man then threw a pair of handcuffs at him. “Put those on,” he ordered. “I’m tired of your useless prattle; from now on you will not speak unless I give you permission first. Moans and whimpers are allowed as is screaming.” He paused and watched the other man give him a murderous look and while cuffing his hands. “I think I’m going to enjoy making you whimper.”

Bryce had to admit the pirate was cool, collected and certainly didn’t give up a millimeter of control. He openly smirked back at the captain; tomorrow he’d have his father take care of this place and this man. “You won’t even get close, asshole,” he replied in a challenging tone of voice as he cuffed his wrists together. “You’re not half the man I am…”

Jason gave Bryce an even look that implied he wasn’t affected in the slightest by any of Bryce’s words. He quickly grabbed Bryce’s wrists, spun him around once, and hurled him against the nearest wall. The barest smile appeared on his face as the other man hit the wall hard. Very hard.

“What the fuck are you doing?” Bryce demanded as soon as he caught his breath. The pirate was stronger than he’d imagined.

“Punishing you for your obnoxious behavior out there and for speaking twice without permission.”

“Fuck off-” Bryce was cut off from finishing when Jason slapped him across the face, again grabbed his wrists and this time picked him up bodily. He gasped as he was easily flung him onto the bed and his ankle was then captured in an iron grip. Dazed Bryce looked on as his ankle was also cuffed and then shackled to the bed.

“Anything else you’d like to say?” Jason asked with a slight sneer as he walked over to the dresser that contained all the toys. Hearing nothing he retrieved a fat black dildo gag and returned to the side of the bed. He smiled as he saw Bryce’s eyes open wide with apprehension. The dildo was fat, about four inches long and realistically detailed. Jason guessed the other man had probably never been gagged before. He placed the wide swollen tip at Bryce’s lips and said, “Open your mouth Slave and take it.”

Bryce closed his eyes and kept his lips shut. He was strong; he worked out regularly; he had an athletic build; and he’d been bested by this pirate captain. For the first time in a very long while, Bryce felt the stirrings of apprehension and possibly fear. He couldn’t give in to this man; he was top, a very dominant top. He again opened his eyes and looked into an unflinching, controlled, icy blue stare.

Jason returned the stare coldly before reaching for Bryce’s nipple and pinching it viciously. As soon as the other man gasped in shock, he pushed the dildo in half way. He could have rammed it all the way in but he chose to be lenient in this. Jason wasn’t truly malicious or cruel even when he felt the circumstances justified extreme measures. Another smile graced his features as he saw Bryce’s jaw relax and his mouth open to take the rest. “Good boy,” he whispered pushing the gag in all the way before securing the straps. “You lost the privilege to speak,” he continued as he traced one finger down the side of Bryce’s face, “which means you won’t have the luxury of a safe word. I guess you’ll just have to trust that I have some self control towards an individual who is rude and has no manners.”

Jason took a step away from the bed and eyed the other man for a moment before waking back to the dresser. He retrieved a spreader bar, a long strap, a pair of Japanese nipple clamps, and a birch switch. He was pleased that this particular room had a birch switch. Jason was the only one of the Masters who preferred them to whips or other flogging devices so they weren’t included in all the rooms.

He returned to Bryce’s side and gave him a wicked grin. One by one he dropped the items near Bryce’s head so he could see each and every one. Jason thought he detected a slight tremor go through the man and he chuckled. “Concerned?” He asked with a smirk and then chuckled again as Bryce defiantly shook his head. “You should be…”

Jason first took the strap and connected it to the center of the handcuffs before walking to the head of the bed and yanking it upwards so Bryce’s hands were on the bed stretched above him. A muffled gasp was the only indicator that the other man had felt that. Jason pulled the strap through the buckle underneath the bed and fastened it. Looking across Bryce’s muscular body, he noticed how aroused the man was and smirked to himself.

“Comfortable?” He asked with a sly grin as he picked up one of the nipple clamps. He walked back to the side of the bed and took the closest nipple in his fingers. He rubbed the rosy nub between his fingers until it stiffened and then proceeded to knead, pinched and twist it causing Bryce to moan softly. “I want to see your responses, Slave,” he said coolly and gave the nipple a particularly vicious twist. Bryce let out a muffled scream and Jason immediately applied the clamp which caused Bryce to scream again. “Very good, Slave,” he continued. “These are Japanese clamps; they’re stronger and they…hurt more.”

Bryce’s head lolled from side to side as the exquisite pain radiated out from his abused nipple. His cock was rigid and leaking pre-cum. Part of him hated what was happening; hated losing control; yet another part of him was savoring the sweet torture and the blissful surrender. Absent-mindedly he thought that at least Jason was the most gorgeous man he’d ever seen, bar none. His pale blond hair, crystal blue eyes and high cheekbones gave him an almost regal bearing. His body, underneath the pirate costume, appeared fit and muscular. A small voice quietly suggested that losing control to this man might not be particularly bad.

Jason then gave Bryce’s other nipple the same treatment. By the time he was done, every one of his touches elicited a moan from Bryce and caused his body to writhe. Jason marveled at how responsive his new Slave was considering how difficult it had been to make him submit and how much of an ass the man had been earlier. When he finished, Jason flicked his fingers at both clamps and watched Bryce buck in agony. Jason smiled; Japanese nipple clamps were the best.

Trailing a finger along Bryce’s leg, Jason walked over to the other side of the bed and reached for the spreader bar. He picked it up and, with a serenely malicious smile, held it in front of the other man’s gaze. It was adjustable so Jason extended it slowly to thirty six inches and then attached one end to the ankle that was tied to the bedpost. He smiled even more as he saw Bryce’s eyes bulge out in trepidation and his cock twitch in anticipation. “Give me your free foot, Slave” he ordered briskly and extended his hand.

Bryce trembled at Jason’s words. Having one leg free still gave him the illusion that he retained some power. Bryce knew it was just an illusion since the blond had already proved he was stronger. But it was the last shred of control he had and he didn’t want to give it up. He noticed Jason’s eyes narrowing. Whenever a sub had even the barest hint of reluctance or hesitation in executing his orders, Bryce would punish them immediately and rather brutally. Jason came across as an exceptionally stern Master and yet he’d been somewhat lenient so far; he hadn’t punished Bryce yet. Sighing softly, Bryce closed his eyes, lifted his leg, and placed it in Jason’s outstretched hand. He winced as he felt the restraint click into place around his ankle and his leg was summarily dropped on the bed.

Jason reached over Bryce’s form and picked up the birch switch. He placed the tip on Bryce’s cheek and drew lazy patterns with it all the way down the strong line of Bryce’s neck and torso. Then, with a quick flick of his wrist, he caught one of the clamped nipples with a sharp strike. Bryce’s eyes flew open and he let out a muffled scream as his body writhed in pain. Jason’s expression didn’t flinch. Keeping the other man’s eyes pinned, he circled the other nipple and also gave it a searing strike.

“You disobeyed a simple command three times,” he said coolly as he again traced idle patterns with the tip on Bryce’s chest. “Three times.” He struck a nipple once more. “You were disrespectful.” The other nipple. “You were slow and hesitant.” The next strike hit Bryce solidly across the abdomen and left a thin red welt as a testament of its passage. Jason then trailed it further down and languidly circled Bryce’s cock. Seeing fear replace the shock of pain on Bryce’s face, his expression turned to a sneer. “You were rude and ill-mannered,” he said all too quietly and lifted the switch with an exaggerated motion as Bryce whimpered and tried to move out of the way. Jason brought the switch down hard and switched the angle just at the last possible moment. Bryce tried to scream and turned his head as the switch struck his thigh not his cock.

“Don’t. Move,” Jason ordered as he brought the switch down across the other thigh. “You are being punished for all your transgressions.” He then struck one inner thigh. “You will not close your eyes.” Again. “And when I’m done.” The other side. “You will thank me for showing you your place.” Again. “Do you understand, Slave?” Jason again brought the switch to Bryce’s cock and gave it a light tap. “You’re enjoying this.” He struck Bryce’s hip. “Aren’t you, little slut?” The other hip. Smiling coldly Jason watched as Bryce finally nodded in agreement.

At that Jason proceeded to strike the other man’s thighs and hips repeatedly. His movements flowed between strokes as if he were dancing and he fashioned an intricately woven pattern on Bryce’s body. The switch created thin red welts that would disappear in about two days. It was Jason’s preferred implement because it didn’t leave any bruises and the pain was erotically sharp and sizzling.

Bryce was completely mesmerized by Jason’s intense blue eyes, his graceful movements and the searing pain and pleasure that coursed through his body. He’d never submitted to anyone and he’d never had anyone inflict anything on him. Every strike caused a lightning bolt of pain to race through him followed by a thundering wave of ecstasy. Bryce felt as though he were lost and floating in a dizzying haze of passion and burning desire. After what seemed to be an eternity, Bryce felt the strikes stop and gasped when his one leg was lifted in the air so he was almost on his side.

Jason gave Bryce an evil smile as he held the other man up by the spreader bar using just one hand. “Ready for more?” He asked in a smooth calculating voice before starting to strike Bryce’s ass and the back of his legs with the switch. He heard the other man moan and whimper but could no longer see his face because of the way he held Bryce suspended. Bryce’s hard-as-steel arousal was clearly visible from between his legs and it was obvious how turned on the other man was by this.

Jason prided himself on his control and his ability to read his clients. Being able to determine how much or how little his subs could take was a skill Jason used and honed every day. Being a Master was not just about humiliating a Slave or inflicting pain and pleasure. It was about controlling the encounter to maximize the sensations and the experience.

As soon as Bryce’s ass was decorated with bright red striations and the man was moaning and whimpering constantly, Jason knew it was time to end. He dropped the switch and brought a finger to his mouth. Bryce was probably tight since he was a top so one finger would probably do it. Jason slicked the finger then slid it into the other man’s puckered opening. Once it was fully seated, he crooked it and drew it out making sure to graze Bryce’s prostate.

Bryce writhed and contorted even as he was held on his side half in the air. Pleasure and pain overwhelmed his every sense and white light flashed across his eyes. He screamed as he reached orgasm and he fell into a conflagration of ecstasy. His body convulsed and tightened around the invading finger and he screamed several more times while still in the throes of the powerful orgasm.

Jason carefully set Bryce’s leg down but there wasn’t anyplace on his lower body that didn’t have welts. He smiled to himself as he watched the other man luxuriate in the aftermath of his orgasm. Walking to the head of the bed, he released the straps to the gag and withdrew the phallus from Bryce’s mouth.

“Don’t make me say it,” Bryce whispered.

Jason chuckled softly but then ordered in a crisp tone, “Say it.”

“Do I have to? You know it’s true, damn you.”

“Say it.”

“Thank you for punishing me.”

“Go on.”

“No.”

“Yes.”

“Master.”

“Good boy. One of the subs will come in to help you. You can use the shower or the hot tub if you want although I wouldn’t suggest adding any bath salts.”

Bryce looked up and gave Jason a perplexed look. “Are you leaving? What about you?” He felt somehow incomplete that Jason had not taken his pleasure from this. “Don’t you want…some?”

“You owe Nishant an apology. I expect you to do so before you leave this establishment,” Jason said coolly as he walked towards the door, “And I never do on a first date.”

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