One Step Ahead (2 page)

She nodded.

"It feels good," she murmured.

He pinched them again, even harder, and she found herself rocking her hips a little, leaning into his touch and hoping for more.

"Wow, you really like getting pinched, I wonder if you'll enjoy this," he said.

She felt one of his hands start teasing her nipple very gently, while his other hand closed on her other breast and began squeezing it very hard. She squirmed and frowned, but the tingle between her legs was becoming insistent, and she found that the pain was worth the pleasure that it was bringing her.

"Again, please," she said, when he stopped.

This time, he squeezed both of her young tits in his strong hands, and she gasped as the pain hit her, followed by a wave of pleasure that made her moan out loud.

"Wow, that's hot," Josh said.

She didn't say anything, but, without even thinking about it, she spread her legs an inch or so, so that he had an even better view of her virgin flesh.

"Are you ready to be touched there?" he asked.

She hesitated, and then spread her legs further, until they hit his strong back and the wall and could be no wider.

He pulled her leg around and onto his lap, so that she could be spread wide and exposed. Gently, he stroked her thigh and smiled at her. She didn't really know this man, but he was so tender, so commanding, she couldn't help but feel safe in his care.

"Amy," he said, "Will you do something for me?"

She nodded.

"Will you touch your own nipples?" he asked.

She immediately reached up to her breasts and began to roll her sore nipples between her fingers.

"Pinch them," he ordered.

She obeyed, pinching them lightly at first, and then, at his command, even harder.

"Good girl," he said, "You can stop if you want, or keep going."

She hesitated, and began to simply rub her breasts and nipples softly. They were a little sore, and aching with need, but she still enjoyed the feeling of them in her hands, and her hands against them.

"Are you ready for me to touch you between your legs?" he asked.

She nodded.

He reached out and spread her lips open with his fingers.

"You have a gorgeous little pussy," he murmured, and she blushed with pleasure at the praise. She had had no way of knowing if her body was normal or attractive or not, and his compliments were delighting her.

She felt him brush against the little button between her legs and it was like she'd been struck with electricity. She gasped and her whole body shook with pleasure. She'd thought it felt good when she touched herself, but when he touched her body it was a whole new world!

"Oh, did you like that?" he asked.

"Yes, sir," she said quietly.

"Do you know what that is called?" he asked her in a professorial tone.

"No, sir," she replied, responding to his authority.

"It's called your clitoris, but I like to call it a clit. Your clit is one of the things that makes it feel good to be touched," he told her.

"I like my clit," she said, and smiled at him for the first time, making him laugh at loud.

"I like your clit too, Amy," he said.

He placed his thumb against it and pressed hard, in firm circles, and she melted with delight. It wasn't enough to relieve the pressure that was continuing to build within her, but it was the most fun she'd had in as long as she could remember, and she found that she was rocking her hips towards him again, trying to get as much pressure and pleasure from his hand as she could.

"Easy," he said, and she rolled her eyes.

He swatted her on the breast and she jumped.

"I saw that! Don't roll your eyes at me," he said, scolding and teasing, and she smiled at him again.

"Will you stop touching me if I do?" she said. She had heard his voice getting lower as he touched her, and wondered if the pressure was building in him the way it was building in her.

"Certainly not, but I'll tie you up and give you a good spanking," he said.

To her surprise, she loved that idea and wanted to ask him to do it now, now, now, but she was too embarrassed.

The thought of being totally helpless and at his mercy while he explored her body and punished her for her wrongdoing made her tingle in all the best ways, though, and she flushed bright red.

"Would you like that?" he asked.

"Yes, sir," she said, "I think I would."

"You are a treat," he told her, and turned his attention back to her clit.

When she got close to the edge, he pulled back, and after two or three times of that, she was ready to burst.

"Won't you let me finish?" she asked him.

"I thought you wanted to feel something inside you, don't you want to come with the hairbrush in your pussy?" he asked.

She nodded.

"Can we hurry up, then?" she asked.

"I think that that can be arranged," he said, sliding a finger up and down her crack.

He smiled at her.

"You're so wet," he said, professorial again, "You should never try and put something inside yourself unless you're very slick and wet and ready for it, or it won't be any fun at all."

She nodded, and he told her to feel for herself.

She slid two fingers in her slit and gasped at the difference. Her fingers slid easily in the slickness and she went right to her entrance and almost inside herself without any effort at all.

"That's nice," she said. She'd loved the feeling of her fingers sliding so easily over her clit, a little teasing touch she could feel all day and not get tired of.

"It is," he agreed.

She returned her hand to her breast and felt him trace the same path, rubbing circles around her entrance before sliding one finger barely inside.

"Is this okay?" he asked, and she nodded. It was more than okay, it was amazing. She felt like she were flying.

He pushed inside her a little more, until he came to the barrier she'd felt with her toothbrush.

"I can feel your hymen, you are such a good virgin that it's still perfectly intact," he said.

She opened her eyes for a minute and looked at him, and he saw the concern on her face.

"Would you like me to break it so you can get feel this inside you, or would you like me to be careful and save it? You can't get very far without breaking it," he said.

She hesitated.

"I... I don't know," she admitted, "I wanted to feel something inside me so badly, but I also don't want to lose it."

"Most girls lose their hymens from falling on the playground or riding horses, if you play sports I'm surprised you still have one," he said, "No one would think anything of it if you didn't."

She gulped.

"Okay," she said, and nodded. She shut her eyes and waited to feel it go.

"This will hurt a little," he said, "Are you sure I can do this?"

She nodded.

"I want to hear you say it's okay," he said.

"It's okay," she said.

"What's okay?" he asked. She heard the teasing in his voice, but still obeyed.

"It's okay for you to break my hymen," she said, almost inaudibly.

"Do you want me to?" he asked.

"Yes," she admitted.

"Will you ask me to, nicely and respectfully?" he asked.

"Sir, will you please break my hymen?" she asked, immediately and more loudly than before.

"That is so sexy," he told her, and pushed his finger a little further, testing the barrier. "I know how I'd like to break it," she heard him mutter.

"With the hairbrush?" she asked.

"What?" he asked.

"Would you like to break my hymen with the hairbrush?" she asked, and he laughed.

"Yes," he said, "Yes, I think I would."

She felt his finger withdraw from her, and soon she felt the rounded end of the hairbrush teasing around her entrance, following the same path that his finger had earlier, giving her a prickle of fear and pleasure and nerves in her belly.

Was she really about to lose her hymen to a hairbrush?

She was. The thick handle slid inside her easily, nothing like the toothbrush, and soon was resting against the barrier in her virgin passage.

"Okay, you've had my finger and the toothbrush up you this far, but everything deeper is virgin territory," she heard him say.

She nodded. It was.

The thick shaft of the brush pushed forward inexorably as Josh slowly pressed it deeper, stretching her hymen a little, testing.

He pulled it out and thrust it in deeper, tearing the hymen and sending the hairbrush several inches further into her passage than anything had ever been in her lift.

She cried out and he held the brush still, patting her thigh soothingly.

"Is that okay?" he asked. "I'm sorry if it hurt, it should feel better now."

She nodded, not trusting herself to speak. It did hurt, but in the same way that pinching her nipples had hurt, undercurrents of pain masked by waves of pleasure making it worthwhile.

Soon, the hairbrush was as deep inside her as it could go, and she felt Josh pull it back and forth, thrusting it in and out of her virgin pussy.

"You look so hot right now, sweetheart," he said, and she smiled at him without opening her eyes. It felt good, having something thick and hard inside her, but not as good as she had always hoped. There was no amazing, overwhelming pleasure.

She had gone looking for ecstasy and found... nice. Not bad, but not enough. She couldn't help but be a little disappointed.

"Why don't you touch your clit?" Josh suggested. "That makes it more fun."

She tried as he said, and he was right, but there was still something missing. Trying to push that to the back of her mind, she focused on the pleasure that she was feeling, rubbing her clit in hard circles and building towards a release, feeling herself clench around the handle of the brush.

"Will you come for me?" Josh asked, his voice hoarse.

"Sir?" she asked.

"When you touch yourself and then suddenly it feels amazing and satisfying," he said, "That's an orgasm. I want to see you have an orgasm."

He wanted to watch her? She was confused, but she'd remembered having some orgasms in the past and did want to feel one again.

She continued to rub her clit as the shaft worked in and out of her, Josh picking up his pace and reaching up with one hand to knead and squeeze her breast again.

That was more like it. It wasn't the blind joy she had been hoping for, but it felt amazing, and she let herself get lost in the sensations.