Jacob wasn't sure exactly what he was doing, going to a dominatrix recommended by a friend. However, he trusted Dave, despite not having seen him for a while, and it had been a while since he'd had a good fuck. He showed up, wearing jeans and a t-shirt, not knowing what to expect but having had a couple shots for courage. He didn't really want to be dominated, but he was bored with his random one-night stands and really not interested in a relationship. Plus, Dave let slip that "Mistress" as she would want to be called, lets clients fuck her in the ass, a treat he'd never experienced before, despite the multitudes of women he'd been with. That alone would be worth a little role playing.
The address Dave gave him turned out to be for a mansion in a secluded part of town. It was a lovely property with elaborate landscaping. The parking lot was much larger than he expected, but he didn't know how many "clients" were entertained at once and if Mistress worked alone or alongside other dominatrixes. Or is it domanatices? He chuckled at the thought and entered the front door. There was a reception area, richly decorated in deep red velvet and satin. "Mr. Martinez, I presume? We've been expecting you." The receptionist greeted him quickly. She offered him a drink (scotch, neat) and a clipboard holding a copy of the contract he'd assigned to his assistant for review and signing. "If you'll just review your contract and ensure everything is correct, please. You'll be getting started as soon as that's done." Jacob glanced carelessly at the contract, flipped through it while downing his Scotch and quickly initialed next to his signature as directed by the sticky tab attached to the contract.
"All done." Jacob told the receptionist, feeling his throat tighten in anticipation of the sex to come. "Please follow me," the receptionist led Jacob through a door to her left, closing the door after he passed through. Jacob blinked, allowing his eyes to adjust to the darkness as the new room was pitch black other than a multitude of lit candles, bathing the contents of the room in a warm glow. There was a four-poster bed in the middle of the room, it was a luxurious piece of furniture with thick posts and restraints already attached to each post. Jacob felt his stomach flip, imagining himself tied down while being ridden to orgasm. He licked his lips and smiled. The receptionist turned to him and said, "please take of your clothes and kneel on the bed." Jacob did as instructed, feeling the receptionist's eyes on his body as he stripped down to nothing and knelt on the bed.
"Please reach for the restraints," directed the receptionist, fastening the leather cuffs around his wrists as he found them with his hands. Next, she blindfolded him, before attaching a spreader bar between his ankles, forcing them apart. He groaned in anticipation as he shifted on his knees to adjust to the constraints. He heard rustling as the receptionist moved around the bed, checking the bonds for tightness and ensuring nothing was twisted. Jacob's cock was hard and throbbing, begging for release. He secretly hoped the receptionist would take pity on his situation and offer him some relief, but as soon as she completed the task of binding him to the bed, she left the room, closing the door behind her.
He didn't have to wait long. He heard another door open and close and felt a presence in the room with him. Not wasting any time, he felt hands on his body, caressing his back and sides, down his outer thighs as he knelt on the bed, straining a little from having his arms tied in front of him while he was forced to kneel in an upright position. The hands slid to the front of his thighs above his knees before slipping to the delicate inner thigh skin and tracing imaginary lines up those thighs, toward his balls. Skimming adeptly the fingers skip past the balls and trace his chest, gently circling his nipples before pinching them delicately. The hands continued their exploration across his collar bones and up the sides of his neck, leaving goosebumps along the trail of their path. Jacob sighed and tried to writhe in appreciation and desire for more.
Suddenly the caresses stopped, and an open palm smacked his ass hard. He jumped and cried out in surprise. "Hey! Shouldn't we have a safeword or something?" He asked in shock, not really thinking he would be hit, let alone hurt at all during the session. "Oh, Pet," said Mistress. "I'm guessing you didn't read the contract thoroughly, did you?" Jacob muttered an expletive before responding, "I didn't have time, I had my assistant handle filling it out and signing it, it didn't see important to do it myself since this is just for fun." Mistress smacked his ass with an open palm a few more times before replying. "You see, there is no safeword, I find them to get in the way of exploring your true sexual limits and opening you up to a whole new world of ecstasy. Now, I need you to be quiet for this initial training session so I'm going to gag you." With that, he felt a rubber ball press to his mouth while his nipple was twisted cruelly until he opened and accepted the gag, feeling her tighten the straps behind his head.
Mistress patted his head before leaving his side again and returning to the foot of the bed. She picked up the flogger and began gently flogging him all over, starting with his thighs and buttocks before moving to his back and sides. He moaned behind the gag, enjoying the pleasure-pain sensations of his skin's fiery reaction to the abuse. Mistress ran her nails over the reddened skin, scratching lightly as she did so and eliciting goose bumps once again. He felt a hand slide over his buttocks and down his thighs, reaching between them to cup his balls and play with them gently but assertively. He moaned behind the gag and tried to twist his hips to increase the fondling and move the roaming hands up to his cock. But his efforts were in vain. Mistress's weight on the bed shifted and he realized he was once again by himself on the mattress and strained against his bonds in desire.
Then he felt something cold and wet drip down his ass crack as Mistress returned to the bed. He swiveled his hips, knowing escape wasn't possible but still trying to avoid the cool gel. He forgot soon enough about his ass when Mistress enveloped his cock in a lubed hand, jacking him off quickly and efficiently, while gently rubbing the lube around his anal pucker. Jacob was a little concerned, but his cock was ready to explode, and he figured once he came things would cool down a bit. Suddenly he felt something hard and narrow press against his virgin asshole and he jumped, trying to get away. "Pet, pet, pet," Mistress said. "Don't you know you can't get away? You may not have paid attention to your contract, but it's still binding. You've given permission for me to access and use all of your holes in any way I wish." With that, she pushed the thin dildo past his anal ring and a few inches into his dark hole. Jacob let out a guttural but muffled moan at the intrusion and once again tried to buck his hips away to no avail.
