One Step Ahead (6 page)

She collapsed forward onto the bed and held still as she waited for him to come back. She heard her shower run for a minute, and soon after it stopped, Josh returned, damp, clean, and smiling.

"Hey, sweetheart, you did well," he said, "I think a break is a great idea."

She nodded, lying naked on her bed in front of him.

"Why don't you let me take care of you for a minute?" he asked.

She hesitated. She didn't want him to say that she owed him again.

"Relax, once I cum, we're done unless you want more," he said, "This would just be a pleasant way to kill some time."

Finally, she nodded. Her ass was on fire even without something in it, but there was still desire pooling in her belly, and her clit was aching with need.

"Go ahead and lie on your back," he said, and she obeyed.

He knelt between her legs, spreading them open and looking down at her, exposed and bare before him.

He stroked the soft little patch of her pubic hair, neatly trimmed.

"I like your pubes," he said, "So many girls shave, they're sort of a novelty, but it's not like you have a great awful bush."

She smiled at him, a little, hesitant but glad of the praise.

"You're so beautiful," he murmured, and turned his attention back between her spread thighs.

She gasped as his finger found her clit, tracing lazy patterns around it. It felt so good that she could almost forget her burning back hole, caught up in the pleasure that she was getting from his finger.

He pressed his thumb against the little nub, steady pressure that made her eyes almost roll back into her head.

She moaned, and he smiled at her.

"That's better, right, sweetheart?" he asked, and she nodded, shyly.

He brought her to the edge of orgasm twice, both times backing off and moving his attention to her breasts or her hips when she started to rock towards him, making breathy little begging noises, desperate for release.

The third time he brought her close with one hand, he slipped his other between her legs and found her entrance with his other fingers.

His fingers slipped easily inside her, and she hummed with pleasure for a moment before she realized what he'd done.

"Wait, you can't, wait!" she blurted, backing up onto her elbows and staring pleadingly at him.

"Shhh, Amy, I'm just trying to make you feel good," he said, "I'm not stretching you to get fucked, I'm just trying to make you cum around my fingers because I think you'll like it."

She hesitated.

"After all, you let me put my fingers inside your pussy when I was stretching you for the hairbrush handle," he said, "This is nothing new, no uncharted territory."

His fingers twitched, rubbing just over her clit, and she relented.

Sliding back down onto her back and spreading her legs wide again, she nodded.

She had to admit, the fingers inside her did feel good, much better than the hairbrush.

“I’m fucking you with my fingers, does that feel good?” Josh whispered.

She nodded.

“Your pussy is so wet and ready to get really fucked,” he said softly, “Whoever gets to show you how wonderful that is will be a lucky man.”

“Thank you,” she whispered. The ache in her ass was still there, but the easy pleasure she was feeling helped her to not care. She was even starting to wonder if it had been worth it, and think that maybe it had been.

“I’m going to slide my cock in your slit for a minute,” Josh told her.

She stiffened.

“You can’t put it inside me,” she said.

“I know, princess, but it will feel so good, let me rub my cock on your clit,” he said.

“Okay,” she finally said. She knew that when he stopped playing with her pussy, he’d fuck her ass again, and she wasn’t ready for that.

He climbed up and knelt between her legs and, as he’d promised, slid his cock through her wetness.

She groaned with pleasure as she felt his cock touch her clit. Nothing had felt so good, so right against her as his cock - not the hairbrush, not his fingers, not hers. She couldn’t help but feel that she’d been made for his cock.

“Oh, good, you like that?” he asked.

She nodded.

He leaned over her, putting some of his weight on her body and kissing a line from her ear down her neck, filling her with pleasure and desire. She found herself arching up into him, trying to get more touch, more of his skin on hers, more sensation on her aching clit.

“More, please,” she whispered.

“More?” he asked, and she realized that the head of his cock was pressing against her virgin entrance.

Her eyes flew open and she froze. She couldn’t let him take her virginity, could she? No matter how much she ached to feel his cock inside her?

"No, Josh," she whispered, "I can't."

"Okay!" he said, cheerful as ever.

She felt the head of his cock slide from the entrance of her virgin pussy to the entrance of her abused ass.

"I'm going to use your pussy juice as lube to fuck your ass, then," he said.

"Please, not yet," Amy begged. She'd just let Josh fuck her hard in the ass, and she'd sucked his cock, and she'd let him finger her and fuck her with a hairbrush, but her poor asshole hurt so badly, she couldn't bear the thought of him sliding inside and pounding her like that again.

"So, what then?" he asked, "My balls are bluer than blueberries, and you don't want my cock in your ass, or your pussy, and I can't trust it in your mouth. You promised me that you'd take care of this raging hardon you made me get. What else is there possibly to do?"

She thought hard. Before today, she hadn't even known that men put their cocks in tiny puckers like her ass, she was obviously not as knowledgeable on the subject as Josh. If he said that there was nothing else that could be done, maybe she had to let him fuck her in the ass again.

Wait, though. She remembered something he'd said near the beginning of their bizarre encounter.

"I'm being a bad girl, aren't I?" she asked hopefully.

"In every way, sweetheart, why do you ask?" he replied.

"You said earlier that bad girls get tied up and spanked. Maybe you could tie me up and give me a good spanking before you, um, keep going?"

"Keep going how? I want to hear you say it," Josh pressed.

"Um, do I have to?" she asked.

In reply, she felt the head of his cock start to press insistently against her tight pucker of muscle. Just feeling the press against her hole hurt, she couldn't have him fuck her again yet.

"Before you fuck my ass!" she blurted out.

"Oh, sweetheart, you would rather I tie you up and spank you than fuck that pretty ass again?" he asked.

"Yes, sir," she whispered.

"I think that that can be arranged," he murmured, "Help me find something to tie you up."

She obediently got out of bed and ran over to the dresser, pulling out the neatly-rolled belts she kept in the top drawer.

"Would these work?" she asked.

"Yes, I think that they'd do nicely," he said, "I liked it when you called me 'sir,' Amy, you should keep doing that."

"Yes, sir," she said, looking at the floor, still holding the belts out for his approval.

"That's only two, though, I'd like to tie all four of your limbs," he said.

She looked around the room, trying to figure out anything else that could be used.

"Go ahead and find just one more, and we'll see about spanking that tight ass of yours before I fuck it again," he said, sitting at his ease on her bed, hard cock bobbing between his thighs.

Amy tried not to look at it. She knew she'd feel it inside her again, and she knew that it would either be painful or devastating, depending on whether she told him to fuck her ass again or crumbled against the fear in her breast and told him to fuck her pussy and take the last shred of her virginity.

That cock frightened Amy, but her own desire for it frightened her even more. What would she do if she let her passion win out against her better sense? Who would she be?

"Oh, you have a belt, too!" she blurted out, "That's three!"

"So I do!" he said, "My belt is being reserved, though. It doesn't count as a tie, but trust me, you'll feel it."

She gulped. His belt was long and thick, made of good leather that looked unforgiving when she viewed it in that light.

"I don't know of anything else, sir," she whispered.

"Did you check everywhere?" he asked.

"No," she said. She started looking through her drawers and, finally, crawled on her hands and knees to check under the bed.

"That's a lovely view if I've ever seen one," Josh told her, and she blushed, feeling that strange combination of shame and delight that welled within her whenever he complimented her debauchery.

Finally, under her bed, she found a third belt, one that she'd thought she'd thrown away. It must have fallen out of the trash can.

Amy couldn't decide if she was grateful or horrified to have found the required three items.

She couldn't put her spanking off much longer, and the sooner the spanking was over, the sooner that her ass would be fucked again.

There was nothing else for it, though. She'd found the belt and she needed to bring it to Josh. She started inching backwards, trying to delay the moment where he saw the belt in her hands and knew he could get to work.

"I take it by how slowly you're moving, Amy my dear," he said loudly, "that you've found something that will work for our purposes?"

"Yes, sir," she said quietly, and gave up on dawdling. She backed up and stood, presenting the third belt to him.

"Good girl," he said.

She held still, trying to keep the misery off of her face, hands held tightly together behind her back.

"Amy," Josh told her, "I want you to have some choice in this. Would you like to be tied with your feet on the floor or lying on the bed?"

She blanched. She didn't want a choice in this. She didn't want to think that she had an opinion about such wicked, wicked acts.

But... when her feet had been on the floor earlier, the fucking had hurt so much more. She was afraid of that again.

"On the bed, sir," she whispered.

"Oh, interesting choice," he said, "Are you looking forward to thinking about how I feel inside you, how your ass feels just spanked, when you're touching yourself at night?"

She blushed. She was, a little. How did he know? Her pussy had started to grow damp again as she crawled on the floor, thinking about the spanking - and the fucking - that was to come.

"I don't know, sir," she said.

"That's okay, you'll find out," he said.

She nodded.