This is a story I wrote for a wonderful sub of mine. I don't know if he's on his site, but where we met, he goes by TastefullyEvil. Thank you for your inspiration, pet. I hope some of you get some level of enjoyment out of this too. I am always open to feedback and will probably tweak this in the future.
----
Michael looked around, in awe of the lavish decor of the hotel at which he'd been instructed to meet his mistress. They'd had a few outings before, quick trysts in an field under the sun, a night of intense carnal pleasure at the closest motel, but nothing like this.
The man behind the lobby desk was polite, the picture of professionalism. Michael was still nervous that the man might know why he was really there. Even as he walked away, the room key clutched in his hand, he worried the man might see the thong that he had been instructed to wear. He'd originally sneered at the clothing when he'd pulled it out of the brown paper bag that his mistress had given him. He wasn't into that sort of thing, and she knew it. Still, an order was an order. So, he'd dutifully worn the small scrap of clothing. He couldn't deny the fact that it was arousing, if only a little bit. The smooth silk that stroked his manhood with every step was rather different from the comparatively rough cotton to which he was accustomed. But more than that, was the burning humiliation that came with always wondering if people knew what he was wearing. He was supposed to be a man. They would all laugh to know that he'd been commanded to wear such a thing by a woman, nearly a foot shorter than him, whom he should have easily been able to overpower.
There was just something about her that made him submit without thought. One look into her eyes drained his will, making him docile and weak. He loved it, but he would never be able to explain it. He pulled himself out of his thoughts long enough to realize that the elevator was on his floor. He stepped out, again taking a moment to appreciate the quality of the hotel. Perhaps his mistress had something special for him tonight. He thought absently about whether or not that particular day was of any significance as he strolled down the hall.
Michael found the right door and slide the keycard through the reader, suddenly becoming anxious when the door opened with a click. He always experienced this thrill just before seeing his mistress. He wondered what she would have in store for him this time.
As soon as he stepped into the room, he felt someone grab him by the shirt, force him against the wall and take his mouth forcefully. A moment of wild fear seized him before he came to recognize the taste and the feel of his Mistress. It was a rare occurrence for to pounce upon him, and he intended to enjoy it. He opened his mouth to receive her tongue as it swept in, searching every part of his mouth, massaging his tongue and working a sort of magic that seemed to turn him on, no matter how many times she did it. As they kissed, her hands unbuttoned his shirt and slid it off his shoulders. Her fingers were hot and seemed to be a little slick with something. The scent rose to his nostrils and eventually registered in his brain. Apparently, she'd been playing with herself when he came in. She was in a wild passion tonight.
Finally, she broke away just long enough for him to catch a breath and grin at her. She smiled back, then reached forward and cupped his groin. Rolling her fingers over his growing erection.
"We are going to have such fun tonight, pet. Now, strip and show me what you've got."
She stepped back and took a seat on the edge of the bed, then crossed a leg, bare, he noticed, and watched as he began to remove his clothing.
"Not like that! I want a show. If I paid a hooker to come entertain me and I asked her to strip, she wouldn't just throw her clothes off like that. Give me a show."
Uncertain of exactly what to do, Michael began to move his hips to the first song that popped into his head. He allowed his hands to slide up his body, from his legs up to his chest, letting his fingers tangle in his hair at the end. He unbuttoned his pants slowly, teasingly, then turned away from her. He looked over his shoulder to make sure she was watching, then slowly began to slide his pants down, even going so far as to stick his butt further into the air as he did so.
He twirled, attempting to step out of his pants in one smooth motion. Instead, one pant leg got caught around his ankle and he ended up stumbling to the side. His mistress, ever sensitive to his feeling, laughed. His cheeks burned red with embarrassment and this only fueled her amusement.
"You are a useless thing, pet. Oh well, at least you amuse me. Come over here and let me look at that nice thong my sissy boy has on."
Michael approached, still embarrassed by his performance, but turned on by the humiliation that came with it.
"This looks excellent on you. Turn around."
Michael did so, careful this time to mind his feet.
"It shows off your cute butt wonderfully! I love it. And look at your tiny little cock in this outfit? It might as well be a little clit. Yes, I think that's exactly what it is. It barely counts as a cock. As small as it is."
His hands fell to his crotch, hoping to hide his arousal. She simply smacked them away and continued to study his erection. The longer she stared, the harder he got. She leaned in close and let her hot breath roll over his cock, teasing it. She'd barely even touched him and he was almost completely hard already.
"We're going to do something special tonight, pet. Lay down on the bed."
Curious about what she meant, he did so. By the time his attention had returned to her, she had found a few lengths of rope. The grin on her face made him both uneasy and excited. With an expert efficiency, she bound him, spread eagle, to the bed. It seemed almost a matter of habit rather than a new experience for her.
She turned the bedside table and pulled a length of black silk from the drawer.
"This will make things more fun, won't it?"
Before he could say a word, she reached over and tied the fabric around his head. Now, he was completely helpless. He could not move and he could not see. He was at the mercy of his mistress' whim.
---
He first felt her hands on his calves. They were gentle and warm, massaging the muscle that had, at first, tensed beneath her fingers. The more she worked, the more relaxed he became. Her hands slid higher, moving in tight circles as she worked the kinks and stressed of the day away. Higher and higher she moved until her hands were on either side of his cock. She leaned in close and drew the tip of her tongue, light as a whisper, along the vein that bulged on the bottom of his cock. He groaned then, and thrust his hips up, hoping to catch the warmth of her mouth. Suddenly, the sting of a slap caught him by surprise. He felt the resultant sting on his thigh.
"Stay still, slut. You'll be satisfied when I decide. Besides, what makes you think I'd want your little clit in my mouth? When I suck a cock, it's a real cock. Mmm. My other lovers were so well endowed. Some of the biggest dicks I'd ever seen. Nothing like this pitiful display."
She flicked his cock and he groaned in response. She laughed at him.
"It's sensitive just like a clit too."
He nodded, afraid to anger her again and waited for her to continue. After a few moments of nothing, he became nervous, then gasped in surprise when a mouth closed over a nipple. Her tongue swirled around it, sucking gently as she coaxed it into hardness. Soon, he felt a pinch on his other nipple. She began to work it, twisting it between her fingers as she sucked on the other one. Michael settled himself to enjoy the treatment, and nearly cried out when she bit down. It wasn't that hard, but it had surprised him. A slap landed on his stomach.
"Be silent, pet, or you won't get the reward I have planned for you."
A reward? Curiosity made him more determined to please his mistress. When she began to such on the other nipple and bit down again, he was silent. Her other hand began to lightly trace designs on his stomach, sinking lower and lower. It was as if she was gathering up energy and sending it straight to his cock. Her touch was at once soothing and stimulating. He sucked in a breath when she dragged her fingernails up his skin and began kissing her way up to his neck.