One week later my sister and I were in Charleston, South Carolina. My efforts at earning money had been sporadic after that first day, and we were down to only fifty bucks when we rolled into town. Thankfully we were able to find a hotel in easy walking distance from the bus station.
“We need a room, please.”
“Alright,” said the bored looking manager. “$14.95, please”
Well, at least the room was cheaper. When we go to the room, though, we saw that it had only one bed. I picked up the phone and dialed the front desk.
“Do you have any rooms with two beds?” I asked.
“No, but I’m sure you and your girlfriend will make arrangements just fine,” he said with a snicker and then hung up.
I scowled at the phone. “Looks like we just have this bed,” I said to Cassie. “You sleep on it, I’ll take the floor.”
Cassie shook her head. “You’re the one who’s going out and working. You should get a good night’s sleep. YOU sleep on the bed, and I’LL take the floor.”
“I’m not letting you sleep on the floor.”
Cassie shrugged. “Well… why don’t we share the bed? It’s big enough.”
I thought about that. There wasn’t any real reason not to. “Ok.”
Cassie and I sat up and watched TV for a while, but there wasn’t really anything much on. Finally she said, “I wanna get to sleep.”
“Ok.”
I turned off the TV and turned off the light before the two of us stripped down to our underwear. Once we were largely unclothed we crawled into bed and went to sleep.
Or at least Cassie went to sleep.
I had almost drifted off when Cassie turned around in her sleep and backed up, snuggling against me. Since I was lying on my side, this meant that her butt was now rubbing against my crotch. My virgin penis hardened instantly. I felt my pulse quicken at the unexpected contact of her body against mine.
I swallowed hard, trying to think about what I should do now. What I should do, I guessed, was pull away. I started to do so, but Cassie whimpered and pushed closer to me, something that really made my penis twitch.
Not wanting to wake up Cassie, I simply put an arm around her and held her tight, trying to calm myself down, willing my erection to go away and wishing that I was somewhere else. Maybe if I just ignored these feelings they’d go away and I could get to sleep.
My sister whispered something in her sleep and moved slightly under my hand. I felt a strange, soft mound under my palm and after a moment I realized that I must have had her breast in my hand.
My penis, which had softened very, very slightly, now returned to being completely hard. I was holding one of my sister’s breasts! I could feel the gentle mound and the hard nipple underneath the thin fabric of her undershirt. It was incredible.
Now what should I do, I wondered. I squeezed Cassie’s breast very gently, very tenderly. It was soft and warm and yielding. I wondered what it would feel like to actually touch it for real, not just over the cloth of her shirt.
I knew it wouldn’t be right for me to try. But it’s not like it would actually be WRONG, would it? I mean, I’d just be touching, just feeling, seeing what it was like. I wouldn’t actually be doing anything bad.
Cassie’s undershirt was sleeveless. It was an easy matter to pull my hand away from her breast and slowly slide it under the fabric. I felt the softness of my sister’s skin, and then, as I traced my fingertips along, I could feel a gentle, sloping curve start to form.
Swallowing hard again, I moved my fingertips along the mound until I found them brushing against Cassie’s nipple. Slowly, gently, I stretched my palm out until I was completely cupping her small breast.
I was actually touching my sister’s bare breast! My penis twitched against her butt. Oh, god, this was soooo fantastic! I couldn’t believe I was actually doing this! It was the most wonderful thing in my entire life! I started wondering, in the back of my mind, what else I could do.
Then a horrible mental image of my father between Cassie’s legs, her naked, vulnerable body under him as he unzipped, getting ready to do something horrible to her.
Strangling a little scream, I jumped out of bed and dashed into the bathroom, standing at the sink and breathing hard, not daring to look into the mirror. Oh, god, what had I done? I’d just almost molested my sister! I’d almost…. I shook my head. I was turning into my father. That evil, booze swilling bastard. I was turning into him! No right, good, decent person would do what I’d just done!
I splashed some cold water onto my face and then looked into the mirror. I’d almost made a terrible mistake in there as I’d laid next to my sister. I vowed that it would never, ever happen again. I loved my little sister. I’d killed to protect her. I couldn’t ever let myself turn into someone that would harm her.
Shakily I made my way back into the bedroom. Cassie was peacefully asleep. I pulled the blanket up over her somewhat exposed body, gave her a kiss on the cheek, and grabbed a pillow from the bed. I laid it and myself down on the floor and finally, eventually, drifted off to a sound sleep.
* * *
The bus ride to Atlanta was very bumpy, almost to the point of making me car-sick. It’d been a month since Cassie and I had left our home in New York. We were taking a long time to get to LA, but it seemed like a good idea to take it slow, just in case the police were on our tail.
Cassie was sleeping, a small transistor radio on her lap. I’d bought it for her the day we’d left Charleston. We’d done pretty well there. I’d been able to get enough money that I knew we’d be able to be ok until we reached Atlanta. After there, I didn’t know what would happen to us financially, but our plan seemed to be working out well so far.
Cassie hadn’t said anything about that night in the motel room. She’d asked me why I’d wound up sleeping on the floor, but I’d made up an excuse about the mattress being uncomfortable. I’d kept myself from sleeping next to her ever since then. I just couldn’t risk turning into my dad.
When we finally got into Atlanta we checked ourselves into our standard flophouse hotel. This room was nicer than most, but still not great. It was also more expensive than we were used to. I thought about a cheaper place, but cheaper than this would have been really, really bad.
The next morning I set about trying to find some work to do. I was really hard, though. I went out to the suburbs and tried to find people who needed their lawns mowed, only to find out that there was pretty much no one who wanted me to work for them. Oh, there were a few. Enough to keep Cassie and I in our room, but not enough for us to get ahead. Not enough even to cover food. We were working our savings down to nothing.
Finally on the fifth day of looking for someone who needed work done, I knocked on the door of an old, grand looking house. The door was opened by an even older, grand looking black man in a nice suit.
“Help you, suh?”
“Yeah, I’m looking for some work to do. Yard work, house work, whatever. I just need to earn some money. I’ll do just about everything.”
The man looked me over. “You just wait right here. I’ll get Mister O’Daniels for you. This is his house.”
“Alright.”
I stood there, shifting my weight from foot to foot, wondering if I’d be able to do anything. Finally, after waiting nearly five minutes, the door was opened again by another man. He looked to be in his fifties. He was wearing a white suit and carrying a drink of some sort. He smiled at me.
“Kensworth says y’all are lookin’ for some work?”
“Yes, sir,” I said with a nod.
“Hmmm.” The man looked me over from head to toe. “How old are you, boy?”
“Fourteen, sir.”
He reached out and placed a hand on my arm, squeezing gently. “You’re in pretty good shape. Must work out a lot.”
“I get lots of exercise doing yard work,” I hinted.
“Come on inside.”
As I followed the man inside, I looked at his house. It was very nicely decorated, but it had an odd smell of age to it. It distantly reminded me of my grandmother’s house.
“What’s your name, boy?”
“Hunter, sir.”
“Hunter? A good name. My name is Ashleigh.”
“Like the guy from ‘Gone With the Wind’?”
Ashleigh smiled a thin smile. “Exactly. My mother knew Margret Mitchell, you know.”
“She did?”
“Oh, yes. Come. Let’s go to the drawing room.”
We went into a small room devoid of any easels or anything that might be used for drawing. I sat down on a slightly dusty old couch with red upholstery.
“Kensworth! Oh, Kensworth!” Ashleigh called out. Kensworth came into the room.
“Yes, suh?”
“Why don’t you bring our young caller a Coca-Cola?”
“Yes, suh.”
Kensworth shuffled off as Ashleigh turned towards me. “Kensworth has worked for our family as long as I can remember. His father even used to work for us.”
“Oh, ok.”
Kensworth returned in a moment with a bottle of Coke on a silver tray. He set it down on a coaster in front of me and then shuffled off, closing the drawing room doors behind him.
“So, Hunter. What brings a young boy like you around lookin’ for work?”
I licked my lips. “Well… my sister and I are on our way to Los Angeles. Our father died recently and we’re trying to get out there to find our mother. We don’t have a huge amount of money, so I’ve been doing basic work for people as we go.”
“Why, what a good brother you are, to take care of your sister that way!” Ashleigh said with a smile as he took a sip of his drink.
“I try to do what I can, sir.” I took a sip of my Coke. It was really, really good.
He smiled again and set his drink down. “Sadly, young Hunter, I have to confess. I don’t have any work around the house that needs doing. Kensworth does most of it, and what he doesn’t do, his nephews take care of. Those people all stick together, you know,” he said. “They help one another out.”
“I see.” I was disappointed, but at least I’d gotten a Coke out of it.
“Now, don’t look so downcast, young Hunter. There may be something we can work out.”
“Oh?”
Ashleigh took another sip of his drink and set it down with a happy sigh. “Kensworth does know how to do the most amazing things with a mint julep.” He smiled at me. “I have a proposition for you, Hunter.”
“Ok.”
“You’re a very attractive young man.”
“Uh… thanks?” I was confused, but not worried.
“I’ll make you a deal, Hunter.” He reached into his pocket and pulled out an old looking wallet, from which he pulled five new looking twenty dollar bills.
“What sort of deal?” I asked, my eyes fixed onto the money as he set it on the table.
“I like you, Hunter. I like attractive young men.”
“You do?”
“Oh, yes.” He smiled again. “So here’s the deal. If you’ll undress and let me have a look at you, I’ll give you twenty dollars.”
“Undress?” I squeaked. He wanted to see me naked?
“That’s right.” He took a calm sip of his drink.
“Oh. I can’t… I mean…”
“It’s very easy, Hunter. All you have to do is undress and let me see you in the nude. Then you get twenty dollars.”
My mind spun while I looked down at the money on the table. I wondered distantly what I’d need to do to get the other bills. It wouldn’t be so bad, I knew, just to take off my clothes and let him see me naked. It would get me money. Then I could always go out and try to do some more yard work.
“Alright,” I said softly.
“Wonderful.” Ashleigh sat back in his chair and said, “In your own time, Hunter.”
I stood up and rather shakily pulled my shirt up and off my body. Then I reached down and unbuttoned and unzipped my pants. I paused long enough to kick off my shoes and then removed my pants. Finally I let my briefs slide down my body and stood there nude before this rather strange man.
Ashleigh took a sip of his drink and let out a soft sigh. “Very nice, Hunter. Very nice. You’re quite a beautiful boy.”
“Thank you, sir,” I mumbled.
“Turn around.”
I turned around in place, showing my entire body to him.
“Very nice,” he murmured. He handed me a twenty. “I’ll give you another one if you get yourself hard,” he replied, gesturing towards my mostly soft penis.
“Really?”
“Yes.”
Closing my eyes I thought about what it had felt to have Cassie’s breast in my hand as I reached down and touched my penis. It didn’t take much more than that before I was completely hard.
“Oh, very wonderful. Very, very wonderful.”
“Thank you.”
I was a little creeped out by all this, but I needed the money, so I let my mind wander elsewhere while this was going on. At least he wasn’t trying to touch me or anything. I wondered if I’d let him if he did? Of course I would, if he had the cash.
Setting a second twenty on the table, Ashleigh said, “Now. Do you want the other three of these, Hunter?”
“Yes, sir.”
Smiling, Ashleigh said, “I bet you do. Well, it’s really easy to get.”
“Alright.” I wondered what he had in mind.
“All you have to do, dear young Hunter, is just lay down on that there couch and… enjoy yourself. Until you’re done.”
My mind processed this. “You want me to jerk off until I cum?”
“Rather a bit crudely put, but yes.”
“And I get the rest of the money?”
“That’s right.”
I licked my lips. I didn’t really want to do it, but it wasn’t all THAT bad of a deal. My penis was still really hard, and I hadn’t had the chance to masturbate in over a week. Getting off would be pretty nice. And if I got paid to do it… well…
“Ok.” I laid down on the couch. “Once I’m done cumming that’s it, right?”
“Right.”
“Ok.” I closed my eyes and took my penis in my hand, stroking it rapidly. I didn’t really want to waste any time. I wanted to make sure that I came pretty fast. I didn’t want to be doing this for too long.
To help myself cum, I pictured various girls, like I always did, and thought about all sorts of sex acts. That was usually enough. At least this felt good. There were certainly worse ways to earn money, that was sure.
After about five minutes, I really wanted to get off and get out of here, and it just didn’t seem to be happening. My mind had been trying to drift down a certain path the entire time I’d been masturbating and finally I figured I might as well let it go there.
So it was that I started remembering, once again, how it had felt to be cupping my sister’s breast and what it was like having her butt pressing against my penis as she slept. I started wondering about what was between her legs. I’d seen it that one night, of course, but I started to wonder what it would be like to touch it, to kiss it, to slide my penis inside of her vagina and… and… and…
I let out a series of sharp gasps as my penis began to convulse in my hand, my sperm flying out all over my naked body as I laid there on this strange, dusty old couch. It was far from the best orgasm I’d ever had, but it certainly wasn’t the worst.
As I began to recover, I looked over at Ashleigh. He was simply looking at my naked body, his drink still in his hand. With his other hand he reached into his suit and pulled out a small handkerchief. He dabbed at his upper lip briefly and then tossed it to me.
“Clean yourself up, now.”
I wiped up my sperm and handed the handkerchief back. Ashleigh folded it neatly and put it down on the table.
“Can I get dressed now?”
“Certainly.”
As I got dressed, Ashleigh put the rest of the money on the table and stood up.
“You’ve done very well here today, Hunter. Enjoy the money. I hope it helps you and your dear sister. Kensworth will see you out.”
With that he left the room and just as I finished dressing, Kensworth came into the room.
“Are you ready to leave, suh?”
“Yes, sir.” I followed Kensworth towards the front door, stuffing the money into my pocket as I went. He handed me one last Coke and then shut the door behind me.
I made my way back to the motel, my mind spinning. I felt a lot of guilt about the fact that I’d climaxed while thinking about fucking my little sister. That was just wrong, no question about it.
Well, so far since we’d been on the road, I’d had a woman give me a blowjob and now an older man had paid me to masturbate in front of him. What was WITH these people? Still, it had made me enough cash that I was no longer worried about what Cassie and I would do for the next few days. That made it all worthwhile.
END CHAPTER TWO
Copyright 2005 by Alex Hawk, all rights reserved. Mea mihi conscientia pluris est quam omium sermo.
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