One Step Ahead (4 page)

Without stopping, she opened her eyes and looked up into his face, seeing his kind smile and melting.

"Will you start moving your head on me?" he asked.

Amy leaned forward a little, taking a little more of his cock into her mouth, and then pulled back, never breaking eye contact with him.

"That's right, just like that," he said, "Keep on going."

She leaned forward again, pulled back again, bobbing on the end of his cock, getting his shaft slippery with her spit and his precum, sliding on it so easily that, without even realizing it, on just about every thrust she took a little more of his cock into her mouth. She shut her eyes in concentration without even noticing.

Soon, she pulled back and tried to bob at the end, but he put his hand on the back of her head and pushed her deeper onto his cock.

"No, that was good," he said, "I like that."

She struggled to obey, without even having half of his shaft in her mouth, the head of his cock hit the back of her throat every time she moved down on his shaft, and she fought not to cough or choke on him.

Suddenly, his cock slipped just a little too far into her mouth, and she coughed and gagged suddenly, spluttering and pulling off his cock.

She leaned over, coughing a little, trying to make sure she didn't retch all over the floor.

When she looked up, she saw that Josh looked angry and disappointed.

"I'm sorry!" she said. She knew that THAT wasn't what she was supposed to have done.

"You put your teeth on my cock," he said, pointing at a small red patch on his still-rampant erection, "I still need to cum, and I don't think that I can trust you to give a blowjob again right now. Obviously, you need more practice."

Amy felt about ready to cry.

"I'm so sorry," she said, "I didn't mean to hurt you, we can try again!"

"Didn't you hear me?" he asked.

She just looked up at him without speaking.

"I can't trust your mouth any more, I need to cum somewhere else," he said.

"Oh, no," she blurted, "You can't put your thing in me, we're not married, it would be so wrong."

"I understand," he said soothingly, "I know you don't want anything up your pussy, but you got me hard and let me give you an orgasm, you need to give me something."

"What else is there?" Amy asked. She knew that sometimes men wanted you to put their cocks in your mouth, and it was a sin, and sometimes they wanted you to put their things inside you, and it wasn't a sin if you were married, but you needed to be good and pure until then.

Of course, she reflected, it wasn't good and pure to let a man put your hairbrush's handle inside you, or to put your mouth on a man's cock. She'd already defiled herself today, and sinned - beyond repair?

He smiled at her.

"Get back on the bed, sweetheart, and get on your hands and knees," he said, and she obeyed, slowly, more reluctantly than she'd responded to any of his earlier commands.

She felt him come up behind her and stroke her firm behind with both hands, feeling and kneading her tender flesh.

It felt good, and she moaned a little and leaned back, but she was also nervous about what he wanted.

"Um, what?" she started to ask, before he said "Shhh," and she fell silent again as his hands left her body.

She heard a bottle open up and smelled her favorite lotion. When his hands returned, they were slightly slick and glided easily over her bare skin.

She wasn't quite sure what was going on, but she held still and let him do what he wanted to her body.

Eventually, when she was so relaxed that she had leaned forward onto her elbows with her behind in the air, she felt one of his fingers, covered in a lot of cold lotion, run down the crack of her ass.

She didn't think anything of it, besides it being cold and a little unpleasant, until she felt that broad finger find her little pucker and circle her hole.

"What? No!" she cried.

She jerked forward, tensing up and squeezing her ass shut, starting to crawl off the bed away from the bizarre violation.

Apparently, he anticipated that, because his strong arm encircled her waist and held her where she was, pinning her a little to the bed.

"You let me put my hairbrush inside your pussy, didn't you?" He asked her.

"Yes," she said, frozen with fear.

"I did it because you needed help and you wanted to be filled so badly," he said, "Didn't I?"

"Yes," she said.

"And you made me get hard, and you agreed to help me take care of it, right?" he asked.

"Yes," she whispered.

"And you bit my cock, correct?" he asked, slowly, patiently.

"I didn't mean to!" she whispered, totally miserable.

"I know you didn't, sweetheart, but the fact is that your teeth touched my shaft, and that's never okay," he said.

She was silent, but still. She heard everything that he said and knew that it was all correct, she'd done everything that he had said that she had, and she knew that she always had to face the consequences of her actions.

"And you don't want my cock in your little pussy, so you're a virgin when you get married, right?" he asked, just as slowly, just as patiently.

"That's right," she said, nearly inaudible.

"So, I can't put my cock in your mouth because you can't control your teeth properly, and I can't put my cock in your pussy because you want to be a good little girl, right?" he asked.

She nodded.

"All that leaves me is your little ass," he said, with the air of a man laying down an irrefutable argument.

She shook her head.

"I know, sweetheart, it feels dirty, but I promise you it isn't. You are so pretty and clean, and you were just spread right open for me, your asshole wasn't a bit dirty," he went on.

She shook her head.

"How about I make it up to you? Do you want my cock in your pussy, or in your ass?" he asked.

"I don't want it anywhere," she said, a little more loudly than before.

"Well, that's an option, of course. I won't ever put my cock in a girl who doesn't want it," he said.

She hesitated. His arm was still wrapped around her waist, his body was still pinning her in place... but her body was responding to the touch, her clit was aching, and she didn't want him to go.

"If you tell me to leave this room, I will," he said, "I'll leave this room and I will never speak to you again."

She stayed silent. She was so conflicted. The idea of having a big fat cock in her ass was horrible, but she knew that she'd made him hard and she had to suffer the consequences.

She didn't know what to do. She wished there was someone else she could ask, she wished someone else would walk into the room and rescue her from this decision.

"Of course, I'll tell all my friends that you blew me," he said, and she gasped.

"What?" she said, "You can't do that, I, no!"

"Of course I can," he said, still calmly, "I don't want any of my friends to get their cock bitten off by you, I'd have to warn them that you're a danger to their pricks and they should steer clear of you."

"But, they'll think I'm a slut," she whispered. She couldn't have people knowing that she'd let herself be alone with a man, let herself be used, let him tease her with a hairbrush, let herself get on her knees for him.

"Well, if you don't want people to think you're a slut, maybe you shouldn't blow a stranger," he said, still calmly, still cruelly.

The enormity of how badly she'd let herself get defiled in the heat of the moment hit her, and she sagged against the bed.

"Please don't tell anyone," she whispered.

"Okay, I promise I won't if I cum inside you," he said, and she nodded.

"Where do you want me to cum in you?" he asked.

She shrugged.

"Do you want me to fuck you in your pussy or in your ass?" he asked.

"Please not my virginity," she whispered.

"So, you want me to fuck you in the ass?" he pressed.

She held perfectly still, and finally, after five agonizing seconds of him squeezing her nipple, she nodded.

"Say it," he said.

"Please," she whispered.

"I want you to say the words ‘in my ass,’” he said.

“Please, in my ass,” she whispered.

“Well, if you insist,” he said cheerfully, and she felt the blunt pressure of his broad fingertip press against her reluctant hole.

Amy squirmed and winced as Josh’s lotion-covered finger pressed ever so slightly into her virgin ass.

She knew that she had to agree to this, the alternative was too humiliating, but she was terrified. Ten minutes ago, she hadn't even known that people had sex there, and now she was going to let a man she barely knew put his penis inside her, inside her tiny bottom, somewhere she knew in her heart of hearts that it was not meant to be!

"You want this, right?" Josh asked, as his finger pressed deeper inside her.

"No," she groaned. It felt alien and strange and she just wanted to hide under a pillow and hope it went away.

"Oh, sure you do," he said, "Or, at least you want this more than me telling people what a slut you are, right?"

She nodded.

All her life, she'd been a Good Girl, and done the right thing, and said the right thing, and never dreamed of violating her purity, letting her family down. She wasn't quite sure how she'd sunk so far so fast, but she knew that she would be ashamed for the rest of her life.

"My finger's all the way inside you," Josh told her.

She nodded. She could feel the knuckles of his other fingers where they were curled against her tender behind.

The intruding digit itself felt pretty awful. It wasn't at all fun or satisfying, even compared to the hairbrush she'd let Josh put inside her earlier, which had felt like something was missing. Nothing about Josh's finger in her butt felt right or comfortable, and it was already starting to hurt a little.

She thought of his cock, over seven inches long and so thick she could barely get her mouth around it, and held back a sob.

"What do you think?" he asked her.

Amy shook her head.

"Tell me," he insisted.

"It feels wrong, and it hurts, and I hate it," she said, petulantly.

"Oh, sweetheart," he said, sighing, and rubbed her ass comfortingly, "It's okay, I'm just stretching you."

He held still for a minute, and she tried to relax around him, until she felt him press a second finger inside her.

That definitely started an ache in her virgin hole, and she started to shiver, hiding her head in the blankets and breathing deeply.

Three fingers inside her, and Amy was panting in pain and considering just letting everyone find out how far she had fallen, rather than allow this to keep happening to her.