One Step Ahead

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One Step Ahead Page 2

by Lee, B. N.


  "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.

  To her surprise, she found herself thinking about what he'd said, about tying her up and spanking her. She pictured herself tied to the bed and wondered how a hard swat from his hand would feel - like the squeeze of his hand on her breast, sharp and painful and hot, with the waves of pleasure running through her body?

  Her orgasm took her by surprise, thinking about the warm weight of his hand on her bottom, finding herself tensing and releasing, clenching her passage hard on the hairbrush, gasping and moaning and wanting it to never end.

  He pulled the shaft out of her and kept idly stroking her nipple, causing tingling aftershocks to radiate out and the pleasure that she now knew was an orgasm to wash over her in lesser and lesser waves.

  “Was that as good as you’d hoped?” he asked.

  “No,” she admitted.

  “It wasn’t? How so?” he asked.

  “Well,” she said, “I’ve heard for years that there’s nothing as fun as having something inside you, but it felt like there was something missing. It felt good, but not wonderful like I’d hoped.”

  She couldn’t keep the disappointment from her voice.

  “They were probably talking about cocks,” he said, calmly, “A hairbrush handle is never going to feel as good as a man’s cock inside you.”

  “So, I could feel that way someday?” she asked.

  “You could feel that way today, if you like,” he said. She looked at him and saw that he was rubbing the front of his jeans, where a bulge was tenting the fabric.

  She gulped. She’d lost her hymen, was she ready to lose her virginity?

  “Oh, Josh,” she said, “I don’t know. I’ve already been so bad today, I don’t know if I can give up everything to you.”

  “Amy,” he replied, stroking her thigh, “You’re being selfish. You got your orgasm, and wasn’t that fun?” he asked.

  She nodded and blushed. It wasn’t as spectacular as she’d hoped, but she was still happy to have been filled.

  “Well, if a guy gets as hard as I am and doesn’t come, he can get pretty sick. Haven’t you ever heard of blue balls?” he asked.

  She shook her head. There was so much she didn’t know about sex!

  He explained that the semen built up and caused problems for a guy, headaches, nausea, a lot of pain, and in extreme cases, could cause permanent damage.

  “Well, you were so nice to me, I don’t want you to be hurt,” Amy said, reluctantly, “but I really don’t want to lose my virginity until I get married.”

  “Oh, that’s okay,” Josh said, “There’s a lot we can do that will let you keep your cherry.”

  “Like what?” she asked.

  “Well, you can put your mouth on my cock and suck it until I come,” he told her.

  Amy screwed up her face.

  “Isn’t that a sin?” she asked.

&
nbsp; “No, no,” Josh told her, and then flashed her a wicked grin. “Well, no more of a sin than touching yourself or putting something inside you to see how it feels.”

  Amy felt awful. She hadn’t thought about that, of course she’d already sinned today. What was one more sin to repay Josh, when she’d already sinned badly against herself?

  She nodded.

  “What do I have to do?” she asked.

  He stood up and pulled off his shirt, and then unzipped his pants and stepped out of his jeans, leaving him clad only in boxers, with his manly parts straining to be free of them.

  “Ready to see your first cock?” he asked.

  She nodded, although she wasn’t at all sure. She couldn’t help herself - she was so interested, so excited. Even though she’d just come, she started to feel a tingle between her legs at the thought of seeing a man’s cock for the first time, of getting to touch one.

  “Yes, sir,” she murmured.

  He pushed his boxers down and stepped out of them and his cock sprang free, jutting out proudly from against his body.

  She gasped.

  “It’s so big!” she blurted out. She hadn’t realized how large a man’s cock was, it was so much bigger than the hairbrush that had filled her so full.

  “Well, it’s bigger than average,” Josh said, “It’s about seven inches.”

  It looked a whole lot bigger than that to Amy. She would have believed him if he’d said that his cock was a foot long and self-aware, it looked like it was straining towards her with a mind of its own.

  She hardly believed herself, but her first thought was ‘I want that inside me.’

  It looked big, sure, but it also looked warm, and alive, and right, and she wanted to feel it inside her. She knew it was a sin, and was filled with shame even as she felt the wetness start to grow between her legs, and the tingle there increase.

  She wanted a reason to avoid letting him see that, so she closed her legs and sat up.

  "So, um, what now?" she asked.

  "Go ahead and touch it," he said.

  Josh walked over to her and stood by the bed, presenting his hard organ to her.

  She reached out a small, slim hand, and cautiously petted the top of it, as though it was a strange cat she was just meeting.

  He laughed.

  "Wrap your hand around it," he ordered her, and she obeyed.

  Her small hand made his giant member seem even larger, and she could hardly believe that these fit inside women.

  Without prompting, she started to stroke her hand up and down the shaft, slowly and hesitatingly, looking up at Josh with wide eyes to see if she was doing the right thing.

  "Yeah," he breathed, "Yeah, just like that."

  After a few minutes of stroking, he wrapped his hand around hers and jacked himself off with her hand, showing her the rhythm he wanted, showing her the speed he craved.

  Tiffany bit her lip and concentrated when he removed his own hand, trying to get the speed right and keep up the rhythm.

  She found that she liked touching his cock. It was hard and threateningly long, but the skin was soft and she liked the way she could feel it twitch and pulse in her hand.

  She felt the pulsing start to increase and wondered what was going on.

  "Oh, jeeze, I'm gonna nut," Josh groaned, "Stop now."

  He pulled her hand off his cock and breathed hard for a minute. She was confused, she thought that he wanted to come so he wouldn't have blue balls, but she thought that maybe it didn't work if he came like that.

  Knowing he'd talked about her mouth, she hesitated and wrung her hands for a moment.

  "Um," she asked, "What's wrong?"

  "I don't want to come like that, if that worked I could just jack myself off," Josh explained, "I need to come inside you. Open your mouth."

  She obeyed, shutting her eyes and waiting patiently.

  "Actually," he said, "I'd like you to kneel first. It's easier to suck cock if you're kneeling."

  She opened her eyes and climbed off the bed, kneeling on the cold dorm floor.

  "Wow, you look amazing, naked and on your knees like that," he said.

  She blushed again, a combination of pride and shame warring across her face. She was glad to look good, but she knew that good girls didn't kneel naked before a guy, ready to suck his cock.

  Maybe she wasn't a good girl any more, but what did that make her? She had always been dutiful and obedient to her religion and her family, both of which would be appalled if they could see her now.

  She shut her eyes again, to hide from his gaze as best as she could when displayed before him.

  He stepped forward and the cock she'd been stroking ended up right on her mouth, smearing precum over her lips and chin.

  Immediately, she opened her mouth and let him press his cock inside, just a little bit.

  She didn't know what to do then, so she held still and waited for further instructions.

  "Lick it, stroke it, suck it," he said, and laughed. This laugh didn't feel as friendly as his laughs before, and she felt shame and fear in her belly, warring with the arousal she was still feeling.

  She reached up a shaking hand and wrapped it back around his shaft, stroking a little as she opened her mouth further and darted out her tongue to lick the underside of his shaft.

  "Oh, yeah," Josh said, and she knew she was doing better.

  She opened her eyes, so that she could see the cock in all of its veiny glory, head hard and red, throbbing a little in her hesitant grip.

  She licked around the top of the head a few times, experimentally.

  It didn't taste too bad, she realized. A little musky, a little salty, but not unpleasant. Exciting, too. She knew that she was doing something wrong, something forbidden, and the thought warmed her up, making her nipples throb and her clit ache to be touched.

  She moaned a little and shut her eyes again, taking the head of his cock into her mouth and starting to suck a little, stroking the shaft to her mouth.

  "That's right, moan on my cock," he said, and she obeyed, letting herself moan again with her mouth full of hard dick.

  "Amy, touch your breasts," he ordered, and she obeyed again, without thought to do otherwise, reaching up with the hand not on his shaft and rubbing first one and then the other breast, moaning again on on his shaft as she teased her own nipples.

  "That's the best show I've ever seen," he said, and she was again filled with that combination of pride and shame that she was starting to associate with showing Josh her body.

  She felt her body react to the act of touching his cock. Her nipples and clit kept aching more and more, desperate to be touched. She wanted to slip her fingers between her legs, but Josh had told her to touch her breasts and she didn't see any reason to disobey him.

  Amy was a very obedient girl. That is what her family had always expected of her, and it never occurred to her not to extend that same obedience to Josh, even though he was a stranger. She also athletic, beautiful, sweet, and friendly.

  -

  Josh could hardly believe his luck. He'd heard that his new stepsister was a hot piece of ass, but he had also heard that she was shy and deeply religious, so he never expected to have her like this, on her knees, lips wrapped around his tool, touching her own nipples as he commanded.

  He wondered if he could have her riding his cock with more firm handling, and resolved to find out. He wasn't religious himself, but he knew that such a sweet, innocent girl could be corrupted into a massive slut for him.

  He liked the prospect a great deal. Maybe he'd even marry her, to keep her around for him, or maybe he'd just use her in every way that he could and then let her go.

  He knew that he didn't want to waste his cum, though, he wasn't one hundred percent sure that he could coax her to spread her legs for him, and he didn't want to miss out on this. Should he have her swallow it, or should he just cum all over her?

  Amy simply kept doing what she was doing, sucking at the end of his knob
like a lollipop, until he decided that, as pretty as she looked, he wanted more fun from her.

  -

  She was busy with his cock shaft and cockhead and her own nipples when she heard Josh above her tell her to look at him.

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

 

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