The Road to Hell - Day 1
The first day I met Christie-Anne, she stood, facing away from me, and lifted her hands as high as she could above her head. Her theory was that she could show me the smiley face neatly printed on the ass of her panties without it being 'her fault'. I immediately corrupted her by lying that I couldn't see the face yet, and that she'd have to lean forward a bit. By the time she touched her toes we were committed accomplices, and plodding steadily along the road to hell. I couldn't have been happier. For the record, the panties were black, and the smiley was red. Her ass was gorgeous.
Chris, as she was more commonly called, was only a few months older than me, but was seen to be both 'mature' and 'trustworthy'. Neither appellation was appropriate, but both were useful. She had been assigned the job of babysitter, because my reputation was a little more tarnished. Alright, stained.
It didn't take her long to sink to my own level, though I'd have never even thought of any sort of misbehaviour in a sexual sense, until then. I am, therefore, eternally grateful for the start she gave me.
The second time we met, Chris had been involved in an embarrassing incident the previous night, where one of the boys from school thought he was persuading a reluctant virgin to partake in a sinful act. Virgin, yes. Reluctant, no. Sinful? Hell, if she could manage.
The problem was that Chris, while cheerfully bad, wasn't exactly the smartest, and honestly didn't know what was expected. Her new job as babysitter meant that she could use me to find out, without the social stigma that would have applied should she have fumbled with any of the jocks. You can tell how upset I was about this. As it happened, I might not have had any experience, but I knew a thing or two, and I wasn't averse to sharing, or experimenting. And so it began.
Chris had two personalities, by the way. Not really, but for some reason, which neither of us ever managed to fathom, she was Chris to her friends and Christie-Anne on the odd occasion she was in trouble with her mother. But when she was babysitting me, she was CA. I must have started it, but we both milked it for everything it was worth.
I walked into the lounge, peered around the corner to the kitchen, poked my nose through to the carport and checked for the absence of the Corolla, and then spoke.
"I assume, CA, that they've gone?"
"Yeah," she replied, her face buried in a magazine, lying back on the sofa. "Just now."
"So how's this work? Same deal as last time?"
"Huh?" See what I mean? Not top notch. Not intellectual.
"Well, last time they left, you decided you needed to do your exercises, in your short skirt."
"I did not."
"Did so."
"I was just trying to keep you amused by showing you a smiley."
"And you did."
"I did."
"No, I mean you did amuse me."
"Good."
"So are you going to show me again?"
"I'm not..." her head still buried in the magazine, "...wearing them."
"Panties?"
"Smileys, Paul."
"Let's just accept that it wasn't about the smileys."
She sat up, and peered at me across the back of the sofa. I could only see her from the shoulders up. She flicked her red head, sending her curls flying away from her freckled smile before answering. "I'm wearing jeans today, and anyway, how do I know you won't tell, and get me in trouble?"
"You think you'd be here now if I told Mum you'd been flashing your ass at me?"
"I'm not showing you again."
"No?"
"Uh uh. Not unless," she said with a grin, "You show me yours first."
"My ass?"
"Uh uh. I saw the bulge before. I want to see it without the shorts."
"That's fair. My undies, then yours?"
"Deal." She jumped up from the sofa, stood there with the furniture between us, and began to unbutton her jeans. "You keep your distance then."
"I thought I had to go first?"
"I'm just getting ready, Paul." She released her hands from her jeans, having given away the advantage of pretending not to care and having unbuttoned the jeans in the process. I couldn't see anything, but to this day I find that look very arousing. Just a little slide of the zip, and down they fall.
I wasn't at all shy anyway, so I didn't take advantage of her enthusiasm, instead I turned away and pushed my shorts down off my hips, letting gravity drag them to my ankles. I stood there in blue briefs, and waited for a reaction. In the end, I had to swing my head over my shoulder to see what was happening. CA, the trusty, was ogling my ass!
"Mmmm," she commented intelligently. "Now turn around, so I can see the front."
This time, I took the lead. I never really lost it again. "No. You first."
"Oh, come on Paul. Just spin around."
"Nope. Drop 'em." She did more than that. She turned away, and wiggled. She knew the jeans were barely holding on, and they fell to the carpet, baring her pale freckled bum, tautly covered in green cotton. Forgetting my bargaining position again, I turned for a proper look, and that made her turn to face me too.
"Oh, Paul, that's the bulge I meant. Is that comfortable?"
"It's fine for now. God, CA, you look yummy!"
"What? Oh, stop that. These old things?"
"Not them, silly. You."
"You think so?"
"I do."
"Hmmm... Listen, this is all strictly between us, right Paul? You're not going to blab, are you?"
"Blab? What in God's name for?"
"I don't know. It's just... Oh, what the hell. Come here." She kicked the jeans off her bare feet, and plonked herself down on the sofa. She looked perfectly respectable from here, her white shirt and head visible, but not the rest of her freckled skin.
I jumped out of my shorts, literally, and ran for the couch, leaping over the back to sit beside her, calculating in my mind how much time we had. She stared at my cock as it grew harder, smiling and not shy at all now, and leaned towards me. I was delirious as her pale lips touched mine, and fell into the kiss enthusiastically, not stopping for a breath until she startled me by touching my cock through the blue cover.
"Would you," she whispered in my ear, "Like to take those off? I'd quite like a proper look, and I'm beyond playing games."
"I could, CA. I'd hope to get the same rights."
"I promise. I couldn't stop you now, anyway."
"Okay."
"Lie back then, and let me do it."
"You have such good ideas."
"Shhh..."
I lay back on the sofa, and she crouched above me, straddling my knees as her blouse swirled around her, giving me glimpses of her lower stomach, as well as her green panties. She reached up and carefully lifted the waistband of my undies up and over the tip of my now rock-hard cock, started a little as it popped into view, and then carried on, dragging my briefs down to where her own body blocked progress. By then, she'd completely lost interest in my underwear, and was instead staring at my erection.
"I didn't think it would be so big, Paul."
"Oh, thank you. No, not like that." She was stroking it gently, but needed some help. "A little like this. How many have you seen, anyway?"
"Oh, enough..."
"CA, I'm half naked here. How about we stop pretending. You know I've never seen what you are going to show me. Why should you be any different?"
"Oh, but I have!"
"You have? When?"
"Last night."
"No way. Who was it?"
"We need a pact first."
"We'll need more than a pact if you keep doing that."
"Huh?"
"Umm... just stop for a minute. No, no, hold on to it. Yeah. Okay, what's with the pact?"
"Well, nothing I say goes any further, right?"
"We."
"Huh? Stop talking in riddles, Paul."
"Nothing we say. Not just you."
"You've got no secrets to tell."
"You don't know that."
"I do too. You just said you've never seen a... you know."
"Cunt?"
"Paul! Don't speak like that. Maybe... vagina, perhaps?"
"Vagina then. At least I can say the words. It's both of us, or no deal." I couldn't believe I was bargaining, while a nervous virgin had her fingers around my cock, but it became a habit later.
"Okay, okay. You have something to tell?"
"Not now. You were telling me about the cock you saw last night."
"Yeah. Mikey."
"No."
"Yeah. He was... interested, and thought he'd get me interested if he showed me."
"And?"
"Well, I got scared. But Paul, his didn't look nearly as big as yours."
"Oh. So are you scared now?"
"Uh uh. I'm on top here. You aren't much of a threat."
"Okay, I guess. But CA, did... did he get a look too?"
"Nope."
"Did you want to?"
"Part of me did, but I chickened out."
"God, I hope you're not planning to do that again."
"Tonight?"
"Yeah."
"Umm... nope. I won't. Umm... he did get a look at..."
"Oh?"
"....my breasts."
"You showed your breasts to Mikey? It's a wonder he was in any shape to be a threat."
"Yeah. Umm... you want to see them?"
"Oh, I sure do."
She leaned down then, and kissed me again, quickly, on the lips, before sitting up, and unbuttoning her blouse, grinning at me. "You know Paul, you could be dangerous. It's very easy to trust you."
"I'm counting on it."
"Hmmm..." The last button popped open on the shirt, and she pulled it off, and pulled her shoulders back. "Well?"
"Mmmm... nice. But I thought you said Mikey saw your breasts."
"He... well, he saw them like this."
"That's not your breasts, Chris... I mean CA. That's your bra. Nice though."
"Yeah, that was as far as I... Oh, what the fuck."
"Ooh, bad words. Oh..." She'd thrown caution to the winds, and reached back and unclipped the bra, threading it through her arms, as girls just seem to know how to do, and thrown it to the floor. Her breasts looked huge to me, though I know now that they were average in size. They were also pale, freckled, and topped with very dark nipples, hard and excited in their freedom. "Oh, CA, they are stunning!"
"Thanks." The compliment seemed to free her, and she shook them, inches from my face, before leaning down and kissing me again, pressing them against my chest.
When she sat back up again, she remembered my cock, and took it in her hand again. She began to stroke it some more as I stared at her breasts. "Ummm... CA, can I touch those?"
She seemed a little distracted. "Mmhmm... sure."
Her hand was stroking absently as my fingers reached up and touched a girl's breasts for the first time. The combination was more than I could take, and before I realised exactly how close I was, it was too late. I grunted, thrust my hips as best I could with her sitting on my legs, and shot my load all over my chest and stomach, as CA stared intently.
"Oh, Paul, I... sorry."
"Sorry? You kidding? No one has ever done that to me before. Well, other than me."
"You? You touch yourself, Paul?"
"Of course I do. Everyone does."
"Yeah?"
"Yeah."
"Umm... I... do too. I never told anyone that before."
"Nothing wrong with that."
"No?"
"Nope. Listen, you think you could get..."
"Oh, yeah, tissues or something. Sorry."
"Over there."
She climbed off me then, and ran over to the side table. Somehow I'd been preoccupied, and forgotten that she was only wearing her panties. She looked very cute. I waited until she came back with the box of tissues, and stood there, leaning over me, wiping up the mess. While her attention was distracted, I reached out with the closest hand, and hooked my fingers in the waistband of her panties. She looked at me and grinned again. "Yes, yes. I promised. In a minute. Lemme go. I'm workin' here."
Once she'd wiped the mess up, she stood up straight again, and stared at my face for a while. "Hey, sit up, would you?"
I did. My face was midway between her breasts and her panties, and I pulled her to me and kissed her stomach. "You have a plan?"
"Kinda. You have a bed?"
"What do you think?"
"Is it relatively clean in there?"
"Aside from me jerking off, you mean?"
"Yeah, aside from that."
"Yep."
"Okay, lead the way. Oh, take the clothes, just in case."
"I want to watch you pick them all up."
She flicked her shirt at me, and I pretended to be scared, and picked up the rest of the clothes. We both knew I wasn't, but enjoyed the game. "Right, boy, lead the way."
"Yes, Mistress."
"Ooh, I like that. Now get moving, or there'll be a whipping."
The banter didn't stop until we got to my room, and she made me sit down on the bed. She stood in front of me, and lifted my hands up, and put them on her hips. I looked up at her, and she spoke, serious for a moment. "You take them off, Paul."
"You sure?"
"Yeah. I trust you. I said. Come on."
I hooked the cotton in my thumbs, looked up again for confirmation, and hauled them down off her hips, uncovering a small ginger thatch, and a lot more skin. "You know, CA, I love your freckles."
"You do?"
"Yeah."
"I've always been embarrassed by them. And the... you know. Red."
"You shouldn't be. Red?"
"Hair."
"I love your hair too."
"No, not that hair. I like that. No, this hair."
"That's what I was talking about."
"Oh! It's... kinda freaky, isn't it?"
"No, silly. It's sexy."
"It is?"
"It is."
"Oh. Thanks."
"Any time. Listen, you going to get in this bed, or do I just get to stare at you?"
"I'll get in. But listen, Paul, we can't... You know."
"Fuck?"
"Yeah."
"Okay."
"Just because..."
"The risk, CA?"
"Yeah. And I'm not quite sure I'm ready."
"Hey, I like what you've done so far. No pressure."
"Really? God, I thought you might turn into some kind of monster."
"I will if you don't get in this bed."
"Sorry."
"You should be. Hey, don't push me out!"
"Whoops. Not much room for two."
"Nope. So snuggle in close."
"How come you are so relaxed and calm?"
"Well, this girl I know gave me an orgasm, and that always calms me right down."
"Oh! Cool. But... hmm... you're not that relaxed."
"That's your fault too."
"I love the feel of it."
"God, so do I!"
"No, not. Oh, never mind. You'll never understand. Boys!"
"I understand. I just like when you do that. I hope you're prepared for me to make up for it."
"I'm relying on it. Otherwise I'm going to have to deal with it myself, like I did the other day, after you ogled my ass."
"You did?"
"Uh huh. In the bathroom."
"So did I!"
"Quite the pair, we are."
"Yeah, now stop talking."
"Alright, bossy."
CA was pressed in close to me, and our mouths connected then, and we kissed, long and hard, without talking. Our hands were roaming at the same time. I was caressing her breasts, her neck and shoulders, and reaching over to rub her back, while she inched down a little, and had her hands on my ass, rubbing and exploring.
After a while, she spoke again. "Paul?"
"I told you to be quiet."
"No, I... listen, you don't need to... be so subtle."
"Subtle?"
"Yeah, you're wandering around up there, you know, shoulders and stuff. Breasts. That's nice, don't get me wrong, but I need some relief here."
"Oh, you should have said."
"I was told to shut up!"
"Oh, yeah. Sorry CA. Listen, you know I don't know much about this, right?"
"I have faith."
"In what?"
"In that you'll be able to figure it out without me saying too much. Good thing the light in here is bad. You can't see me blush."
"I did downstairs."
"Oh, God."
"I thought it was cute."
"Now you shut up."
I was telling the truth. I had only the vaguest idea what to do. But Chris was right too. Somehow, it just worked. After her comments, she took my hand and hauled it down her body, turning it to curl inwards, bending my finger into a sort of hook shape, and lifting her leg to give me better access.
I could feel her wiry red hair underneath my hand, and then something much softer, warm and very damp. Without saying a word, she showed me how to scoop a little moisture onto my fingers, and how to caress her most delicate, most personal, intimate parts. All joking aside, I was honoured to be the first to touch her there, and I paid close attention to her silent instructions, listening to her move, and breathe. I Made her sigh, and groan, and eventually, as she danced around uncontrollably on the end of my finger, I made her come.
Her body arched beside mine, her muscles tensing as he held her breath, and then released it all at once, and shook wonderfully.
It wasn't until she jerked her body away from mine that I realised I should have stopped. I also realised that she had her hand back on my cock, though it must have been there a while, and that I was about to come for the second time.
"CA, I love this, but I'm going to make a mess again."
"No problem. I'm sure I already leaked all over the place."
"Yeah, but do you want this sticky stuff on you?"
"My sticky stuff is on your fingers."
"True."
"Yeah. Unless... maybe I could watch again?"
"You better hurry..."
CA leapt up then, throwing back the blankets, and straddled my legs again. "Hey, this is becoming familiar," she said, stroking and grinning.
"So long as it's not boring."
"Not much chance."
"Oh, gooooooood!" That was the end of it. I sprayed all over my stomach again, arching my back and groaning. CA watched more intently this time, taking note of what my body did, and not just my cock. As soon as I finished, she jumped off again, and looked at me, a question in her eyes. My brain wasn't functioning properly, and I just stared back.
"Tissues, dummy."
"Oh, yeah."
"I know you gotta have some."
"Yeah. Just over on the shelf."
"Those ones?"
"Yeah."
CA grinned again as she walked back. "You know, I'd have thought you'd have had these in a more convenient place."
I talked while she wiped. "I normally grab them when I go to bed. And what happened to that shy girl?"
"You molested her."
"That was not molestation."
"No?"
"No way." I jumped out of bed and took her into my arms again. "See, no resistance at all."
"Mmhmm... Hey, thanks for not pressuring me."
"Pressure? You gave me two orgasms, girl."
"Oh, yeah."
"Yeah."
"I guess..."
"What, CA?"
"That means that next time..."
"There's a next time?"
"... I'm first. There had better be!"
"Fair enough. Hey CA, how fast can you get dressed?"
"Pretty quick. Why?"
"Mum's home. Just heard the car."
"Oh, fuck!"
"Potty mouth."