One Step Ahead (7 page)

"Go ahead and get on the bed. I want you to hold your bedstead with both hands and kneel with your ass in the air," he ordered.

She obeyed, of course. Her reputation was on the line, and, what was worse, as much as she was dreading another pounding of her tender ass, she was entirely curious about what this spanking would feel like.

"Before I tie you up, I need to remind you of something," he said in his most professorial voice.

"Yes, sir?" she asked.

"I'm stronger than you, and if I tie you up, you won't be going anywhere," he said.

"Yes, sir," she said. She wasn't going anywhere anyways, how would that make a difference?

"You know that you'll be totally at my disposal, right?" he asked, “Every inch of your body, every hole ready for me, nothing to stop me from taking whatever I want?”

“Yes, sir,” she said.

He didn't even have to tell her to hold still. She froze in place as he bound each of her wrists to the headboard, her fingers still wrapped around the cold metal. She could move a little, but she didn't imagine that she could get free without breaking her bed.

"Press your thighs together," he ordered, and she obeyed. Josh bound her legs together tightly, just under her ass, so that she was a little off-balance and couldn't spread her legs if she wanted to.

That made her feel a little better about his speech telling her that every one of her holes was about to be open to him. Surely he couldn't fuck her pussy if he couldn't spread her legs?

She tried to tell herself that she didn't feel a little thrill of disappointment at the thought.

"Are you ready?" he asked.

She nodded.

The first blow came before she expected it, a singing sweep of the belt that landed right across both of her asscheeks.

She whimpered.

"Oh, my apologies, I've forgotten something," he said, and walked away.

After a moment, he came back, Amy's forgotten dirty underwear in his hand, and pressed it against her lips.

"Open wide," he told her, and stuffed the pair of panties into her mouth.

She obeyed his command to shut her mouth and winced as he tied one of her kneesocks around her head, holding the panties in her mouth.

Amy could taste the salty musk of her own arousal on the soiled panties, and thrilled with shame and pleasure. She liked the taste of herself. How had she never known that before?

She looked up at Josh, fear and gratitude mixed in her eyes. He frightened and confused her, and the ass-fucking hurt more than she could have imagined, but he'd also introduced her to exciting pleasures that she could not have dreamed of.

He told her to shut her eyes, and she felt another kneesock being tied tightly around her head, this one as a blindfold that kept her from looking at her bed.

"You make a lovely picture like this, Amy," he told her.

Before she could decide how she felt about that, the second blow came, striking her hard across her ass, sore in a new place.

Amy moaned around the gag in her mouth and held herself still as she hoped that Josh would tire of this soon. The first blow still ached and tingled on her ass, and the second one hurt with a sharp intensity that she hoped would fade.

On the other hand, if he stopped spanking her, wouldn't he want to fuck her again?

It was too much to think about.

"You know, I think, for your first spanking, I should use my hand, don't you?" he asked.

She nodded, hoping that his hand, broad and strong as it was, would hurt less than the whistling intensity of that big belt.

The first blow was more than a tap, and she relaxed a little. That wasn't so bad, even though her ass was already a little sore.

The second was harder than any of the three before it, shoving her forward so she smacked her head against the headboard.

"Whoops, sorry, honey," he said, "Let me take care of that a little."

She felt him moving around for a minute, and then another of the vicious blows, but this time her head hit a pillow instead of the hard metal of the bed.

It was better, but her ass felt like it was on fire, and she found herself whining through the gag.

She'd hoped that she could take it through at least half an hour of a spanking, but she wasn't sure she could cope with three more blows.

She could.

The blows continued to rain down on her, totally unpredictably. She'd feel four or five light taps in a row, and then a series of rough blows that knocked her into the pillow and made her sob with pain.

Even the light taps started to hurt more and more as her ass got sorer and sorer, and she was almost grateful when he started to change things up and hit her thighs, her breasts, her nipples.

Especially when he hit her breasts or her nipples, she couldn't deny that some part of her was enjoying this rough treatment. The moans she let escape were more pleasure than pain, and, even when she sobbed and the tears rolled down her face, she squirmed with the desire to be touched.

All she wanted, at that moment, was to come. As the pain built, as her ass started to feel hotter and hotter with every blow, so did her desire for release.

She tried to say "Please, please," through the gag, but she never managed to make it understandable.

The only thing Josh said in reply was "We're not done here yet."

She started squeezing the muscles between her legs, getting a little sensation on her clit, the little thrills of delight making the unpredictable spanking easier to bear.

"All right, let's take a break before I get the belt back out," Josh said.

She gulped.

"It's time for another choice, Amy!" he said brightly, "Would you like me to belt your ass or your tits?"

She hesitated. Her ass was already hurting badly enough that she didn't want to imagine what more cracks from that wide belt would do to it, but her poor tits were even more tender and delicate, and the thought of a cruel blow to her nipples made her squirm and sob.

Even more than that, though, she could feel that she was dripping wet, and, even as the tears of pain rolled down her cheeks, she wanted to beg him to make her come, let her come, even if she owed him again, even if she had to let him use her in every way, she wanted so badly to come.

She gasped when he untied her gag and pulled the soiled panties out of her mouth.

“Which will it be?” he asked.

“Please, sir, please, please,” she babbled.

“Please what?” he asked. She couldn’t see him, he hadn’t untied her blindfold, but his voice was teasing.

“I need to come,” she gasped, “Sir, I need to come so badly, I’ll do anything.”

“Oh, wow, you almost came from that spanking? I’ve never spanked a girl that roughly,” he said.

“Sir, please,” she moaned, rocking back and forth, trying to get any sensation at all on her aching clit.

“You don’t look like a virgin right now,” he said calmly, “You look a lot like a little slut to me.”

She nodded and sobbed, once. She couldn’t say anything against that.

“You look like a slut, you’ve let me fuck your mouth, you’ve let me fuck your ass, you’ve let me tie you up and spank you, and you’ve let me break your cherry with a hairbrush,” he said.

Again, she nodded and sobbed in shame.

“Are you really still a virgin?” he asked.

“I don’t know, sir,” she said, gulping.

“I don’t think you are, not really,” he said, “What would it really matter if you let me slide my cock inside your pussy? It would feel so good for us both.”

She shook her head.

“You’re sure? You don’t want to find out how good my cock can feel inside you?” he asked.

She shook her head, but not as emphatically. She did want it. She’d loved the feel of his cock against her skin, against her clit, even against her entrance. She badly wanted to feel him slide inside her.

Could she let him? Could she sink that low?

“I tell you what, sweetheart,” he said, “You’ve taken this spanking like a champ, and you’re so cute when you’re desperate to come, that I’m going to let you.”

“Thank you, sir,” she sobbed.

“If you let me put the head of my cock inside your pussy, so I can feel you come around me,” he said.

"No," she moaned. She wanted to say 'yes,' she wanted him inside her so badly, but she just couldn't do it.

"Okay!" he said. With another slap to her abused bottom, she felt him climb up behind her and slide his cock between her thighs.

"No, please, sir," she said.

"Relax, I'm not going to fuck your precious pussy, I'm just getting my cock wet so I can destroy your ass and come inside it," he said. She felt the press of his cock against her sore ass, and gasped from the pain. He wasn't even inside her yet.

"No, sir, please, please," she said.

He stopped. Her arms ached from being tied for a while, and her legs were in such an awkward position that he was the only thing keeping her upright.

"Please what?" he asked, "You promised to take care of my blue balls."

"Please fuck my pussy, sir," she whispered.

"What was that, sweetheart?" he asked, "I want to be very clear."

"Please fuck my pussy, sir," she said, more loudly.

"You want me to take that last pesky scrap of your virginity?" he asked.

She paused and felt him slide his cock back and forth, between her asshole and the entrance to her pussy.

"Yes, sir" she said.

She felt him fumbling for a minute, and the belt around her legs fell away from her.

His thigh shoved her legs apart, and she felt one of his strong hands on her hips.

"Okay, Amy, it might hurt for a minute, but this will feel a lot better," he said.

She gritted her teeth and waited.

It was almost no time before his cock was at her entrance again, and she felt him push forward, entering her for the first time.

"You're so wet, you want this so badly, don't you?" he asked.

She nodded. She couldn't help but be honest, always.

"I'm so glad, sweetheart," he said.

She felt his enormous cock sliding home, stretching her. It hurt, but nothing like it had hurt to feel his cock in her ass, nothing like the pain of her spanking.

Her ass fucking had felt like it was splitting her in two, her spanking had made her feel like her body was on fire.

This... this was an ache. It was a little too full, a little uncomfortable, but she couldn't find it in herself to mind.

He was so much wider than the hairbrush, though, or than his fingers, that every inch of his cock stretched her deeper and wider than she'd ever felt before.

Finally, he stopped, and she felt his wiry pubic hair grind against her still-sore ass.