Audrey's Boy

There's a first time for anything, and so it was for Audrey. Everything up to this had been a fantasy, from the opening of her first dating site account till the last message she exchanged with Sam. She had been able to go back for so long, even up till that last one. She could have just ignored Sam, the androgynous boy she only knew from his headless profile picture and the one selfie he'd send, closed her laptop and never come back. That was what she could have done, but Sam was different than all the others.

See, life as a dominant woman wasn't easy, she'd found. Especially not on the internet. Now, being a woman on the internet wasn't an easy task at all, but she'd hoped kinksters might be a little different. They weren't. Men here fell into three categories: dick pic, be my Mistress, and be my sub. That last one was the biggest surprise, but she got quite a bit of an "explanation" from the helpful male doms that explained that no woman could ever be dominant and he'd show her the true way. She went from politely declining to ignoring to blocking. The dick pic man was an automatic block too, she'd learned that from her previous internet experience. Then there was the be my Mistress category. These kind of men, well, they usually started out with their own badly written erotica in her inbox, with herself as no more than a dispenser of kink. How a man that was supposed to be a sub could make her feel so dehumanized was a question she didn't want to answer. After a few weeks she felt like she had already blocked half of the site. The only vaguely interesting messages had come from either switches or women, but she wasn't very interested in them. She was straight, after all. Barely, if this continued...

Then, just before she considered deleted her profile and forgetting all about this first step into kink, Sam came into play. Sam was cute, male, a sub, and most of all, respectful. He had started to ask her how her day went, and she had been so shocked she replied immediately and they'd talked all through their workday. And now, today was the day he'd actually be ringing her doorbell, standing right in front of her. She was dying inside.

How does a true Domme open a door?

It wasn't a true first time, no, a college boyfriend had been interested in getting his ass spanked, and no matter how fun that had been, they'd never much further than a little bondage and spanking (and at the end her hand hurt more than his butt, and that was just unfair). That relationship, like many college relationships, didn't last very long. It was a pleasant memory still, remembering his soft moans and whimpers, how wonderful it had been...

She shook the thought off and rampaged through her wardrobe. Being a newly graduate, she didn't really have money for any of the cool but oh so expensive outfits she saw dominatrices in porn wear. So in the end she settled on a faux leather skirt and a black bra, along with a long coat and heels. To the outside she had to look as powerful and strong as the women she saw in the media, the women she'd looked up to for so long, without even knowing it. Inside, she was dying of nerves.

A few rounds through the apartment made her feel better. She didn't usually wear heels, but when she did, she towered over everyone else. Many women hated it, and she grew up to believe she should too, but today she reveled in her tallness and stature. Impressive without having to try much. That was a bonus.

And then, the doorbell. Oh god.

While walking up to the door she thought of all the advice she was ignoring right now, how a woman should never let a strange man into her house, especially not from the internet. How her friends would shake their heads, how the newspapers would blame her if she got killed. But somehow she was not actually scared of Sam. For once she felt like she was in power now. That was exciting.

The last echo of her heels disappeared as she opened the door with a wild beating heart. There he was, Sam, the boy from the selfie. He was not as tall as she expected, and especially with heels she could look down on him a little, look at the cute dark curls and his nervous smile.

"Hello," she said, making sure her voice didn't shake.

"Hi," Sam answered. "You look beautiful."

"Thank you." She stood there for a second before she remembered. "Come on."

Sam was just wearing jeans and a black shirt, and as she let him walk in, she couldn't help but take a look at his butt in those jeans. It was really as cute as she hoped.

Did she always have those kind of thoughts?

Sam waited for her in the hallway, expecting to be led, and a part of her heart melted.

"Come," she said. "We'll sit in the living room."

She had a sparsely decorated living room, with an old television she never used and a couch she got from goodwill. Regardless, it was hers and having Sam in her domain felt strange, but comforting. In a place like this she was at home, and not just that, this was hers.

"Okay."

His voice was soft, nothing like hers, that people often characterized as too loud. He looked shy, as shy as he had seemed in his message. Even sitting down he barely touched the couch and sat up perfectly straight.

"How are you?" she asked.

"Nervous." He chuckled. "You're so pretty."

She blushed and smiled at him. "Thank you. So are you."

"No one's ever called me pretty."

"Now they have."

"Yeah," he said, and she could swear she heard a giggle.

"Do you want to just talk or...? Oh, and what do you want me to call?"

"Mistress will do, love."

He nodded. "Yes, Mistress."

There was something delicious about the way he blushed and looked down when he said it. She'd never made a man do that, and the rush that came with it was amazing.

"I think, darling, we should go to the bedroom."

Audrey was probably as nervous as Sam looked, but she felt like she was hiding it quite well. The way Sam followed her, just a step behind her, just a collar and a leash missed for it to be perfect. But he was very cute like this already. Just adorable.

"Come in."

She led him into her bedroom, where she'd had laid a couple of items she had ordered way in time before today, on her desk.

"You have a collar for me?" he asked and swallowed. "Mistress?"

She smiled. "If you want it."

"I do want it."

Audrey raised an eyebrow.

"Mistress. Sorry, Mistress."

"Yes." She nodded. "That's a good boy."

This is coming so much easier than I thought.

"What now, Mistress?"

Oh yeah, that was up to her.

"Undress, pretty boy."

"Yes, Mistress."

He undressed slowly, starting off with the shirt. He held it in his hand for a split second, before laying it down on the bed. He was just as skinny under his shirt as he'd seemed in it, but that wasn't a bad thing. It was cute.

"Pants now."

He nodded. "Yes, Mistress."

His jeans came off even slower, and he let out a groan when his hand brushed against his hard dick. It brought her joy how hard he was for her, and it was strangely cute. He didn't have that same expectation other men had when he noticed he saw his boner. He waited and stripped down. The jeans landed on the bed too, and he took a deep breath before he pulled his underwear down and his dick flopped out.

"What a pretty dick," she said. "On such a pretty boy."

He moaned and swallowed. "Thank you, Mistress."

"Lay down."

He didn't hesitate, made his way over to the bed and laid down on his back, his legs spread a little. She had the most perfect access to him now, and she smiled.

"Such a good boy."

She stepped out of her heels, shrugged off her coat and moved over to the bed, her eyes fixed on the boy that was following her with his eyes. The blush on his face was so irresistibly cute and as soon as she touched his legs, he shuddered.

"You wanna be touched?"

He nodded wildly. "Yes, Mistress. Please, Mistress."

She sat down on his lap without touching his dick, and grinned. He was so pretty like this. She couldn't help but touch his face, to drag her thumb across his lips. And he looked up at her, so helpless and so beautiful.

"Open up, pretty boy."

He did what was asked without question and took her thumb in his mouth, sucking long and slow, with such enthusiasm she wondered what else she could make him suck on. He was certainly talented.

"That's a good boy."

"Thank you, Mistress."

She leaned down to kiss him, and as soon as their lips collided, she remembered this was their first kiss. She'd never kissed a man like this, not with him helpless under him, his lips so pliantly under hers. She'd never led a kiss before, but now she had she'd never want anything else.

He blushed even harder when she was done.

"You want to cum, baby?" '

"Do I get to, Mistress?"

She'd never even thought of sex where a man doesn't get to cum, but now the thought had made it into her mind, she couldn't get it out.

"Maybe."

"Can I see your beautiful boobs, Mistress?"

"What a naughty boy." She laughed. "I think you need to try harder."

"Please, Mistress?" he said, and she couldn't resist the genuine puppy eyes he was giving her.

"Fine."

She smiled and unclasped the bra. It was one of those way too expensive ones with five clasps. Having big boobs was no fun more often than it was, but she very much did enjoy the way Sam's eyes went wide as soon as she let the bra fall on his lap.

"Those are beautiful, Mistress," he said. "May I please touch them?"

"You may."

His eyes still wide, as if he couldn't believe what was happened to him, he lifted up his hands to gently cup her breasts.

"So soft," he whispered. "You're so pretty, Mistress."

His hands moved over to her nipples, and he shyly played with them. She liked how careful he was, how he looked up to her to gauge her every reaction, and she let out a moan.

"That's a good boy."

She was wetter than she'd ever been, feeling her panties getting wetter and wetter till she could swear she must be leaking. She wondered if he could feel it on his legs, and if it turned him on even more. Sam still had two very full hands of boobs and he was mesmerized. She decided this would be a good time to tease him some.

She reached out for his dick, a pretty one with the perfect sizing. She never liked big dicks much, but this one looked like it could fill her up perfectly without being uncomfortable. Now, even the smallest touch made him whine.

"Mistress," he moaned. "Please."

"What do you want?"

"Touch me."

If she hadn't been so dripping wet, she'd have let him wait, but she couldn't any longer.

"I got condoms," she said. "Do you wanna be inside of me?"

"Yes," he begged, "yes, Mistress, please."

She opened her drawer, let the lube she'd bought just to make sure be, and got out a condom. This was the worst part. She opened it, and placed the condom on his perfect dick.

"You like that?"

He whimpered and nodded.

When she rolled out the condom that was the most she'd touched him, and for a second she was scared he'd cum from just that. He didn't, he stayed hard like a good boy and just whimpered and moaned.

"Ready, baby boy?"

He nodded hard and took a deep breath. "Thank you, Mistress."

She didn't reply, but instead let herself slide down on his dick. She shuddered from the sensation of having something inside of her, finally.

"Such a good dick, baby," she moaned. "I'm gonna use that."

She rocked back and forward, finding the spot where he rubbed against her clit, she wetted her hands and rubbed herself, and watched him whimper and moan. She'd never heard a man moan like that and she loved it.

"Please, Mistress," he said. "Can I cum?"

She moaned a yes and immediately he groaned, and he could feel him soften inside of her. It was a disappointment, sure, but this time he wasn't getting away before she came. She got up and threw away the condom, and like a good boy, he went nowhere.

"Now it's my turn."

"Can I eat Mistress out?" he asked. "Please?"

She'd never seen such enthusiasm from anyone before. She'd always loved being eaten out, especially by a man who knew what he was doing, a man that got all into it and made her cum good. Unfortunately not everyone was like that.

"You can, baby boy."

She lied down with her legs spread, giving him good access to her, and like a good boy he went up and crawled towards her, positioning himself between her legs.

"Good boy," she said, but she'd barely finished her sentence before he'd licked a way up from her lip to her upper tight and she gasped.

"Is that good, Mistress?"

"Yes," she said, still out of breath. "Yes."

He licked her other thigh with glee, looking up to her with big innocent eyes, and she moaned. He was so good. She never expected him to be this good. Next he licked her lips, agonizingly slow, until she pulled his head towards her clit and she finally had him where she needed him. The first lick send a bolt of pleasure through her body like she'd never felt before, and when he started applying more pressure she was already lost in orgasm. Bolts of pleasure shot through her while he licked and licked until it was all over. He looked up to her satisfied, like he just had the best meal of his life, and she lied there, gasping for breath. He looked amazing, his mouth wet from her, with a silly smile on his face. Please don't let this first time be the last.