Chapter 6
I shuddered as I felt the palm of George's hand against the base of the dildo. His palm was almost laying flat against my ass, so the dildo was practically embedded inside my hole. I'd seen how big and thick it was, and the knowledge that the whole thing, except maybe an inch, was up my asshole was extremely exciting.
The head of the dildo was pressing against my guts kind of hard, way up inside me, and the more he pressed against the base the more pressure I felt on my guts. It wasn't painful, though, quite the contrary.
My insides were turning to jelly as he rubbed his hands firmly over my ass and the base of the dildo. I was stuffed with cock, real and rubber, and my guts were churning with heat and excitement.
"Sit up," he whispered, his hands sliding off my ass and onto my breasts.
I groaned, laying on his chest, then put my hands against the bed and slowly pushed myself up into a sitting position. I had his cock way up my snatch and was sitting down fully atop it as the dildo shifted in my asshole. I felt like my belly would tear open from the pressure.
He closed his legs tightly together and I humped up and down against his body, sliding my taut, exposed cunt lips around on his groin, and rolling back and forth over his balls.
"Turn around," George urged.
"Wha ... what?" I panted.
"Turn around. Twist around, Allison."
Somewhat dazed, I slowly twisted around on him so I was facing down the length of his legs. I felt his hand press flat against my asshole, against the base of the dildo that stuck out there, and he pushed against it.
"Oh God!" I gasped.
His hands moved to my hips and he began to hump his cock up into me. He jerked my body up and down and I moaned again, then gasped as my ass came down on his lower belly.
He used the spring of the mattress to hump up and down, making me bounce atop him. Every time my ass came down on his belly it smashed that dildo against my guts and made me cry out in shock. Of course I was riding up and down on his prick at the same time.
My mind was blasted by the fantastic sensations of pleasure that were ripping through my belly, and all I could do was grunt and moan and yelp in delight as I bounced up and down in wondrous pleasure.
My glistening ass cheeks were slapping down again and again on his belly, and that dildo was being jammed and jarred inside me, until there was hardly even an inch sticking out through my straining asshole.
Then George grabbed my hair and jerked me back so I fell back on his chest. He fucked up into me, his arms sliding around me and his hands mashing my breasts as he sawed his cock back and forth through my pussy lips.
He shoved my up again and I groaned in dazed confusion, almost falling off his cock but grabbing his thighs to hold myself steady. I started to ride him then, using his thighs as leverage and for balance. I rode up and down, up and down, sliding my dripping wet cunt up and down almost the full length of his hard prick.
The dildo was fully buried in my asshole now. My asshole had actually closed around the thing, and the whole long length was inside me. It still shifted and jerked around me, though, and still mashed against my guts every time my ass slapped down onto George's belly.
What felt best was when he grabbed my hips and pulled me down, then held me there with his cock fully buried inside me, and his groin pressing against the base of the dildo, and then just kind of ground me from side to side and around in circles.
I came the first time he did that, then came again only about a minute later as I started bouncing again. I fell forward onto his legs, gripping them against my tits, rubbing my oily, glistening tit orbs from side to side against his lower thighs as I continued to ride his prick.
George sat up then and slapped my ass. He gripped my hips and shifted me forward, then slid his legs out from under me and listed me to my knees. Then he started fucking into me from behind. He stroked my ass cheeks as he pounded his cock up my snatch, and his two thumbs pressed against my asshole, right against the base of the dildo which was just barely inside.
I bent over and felt my guts tightening around the big dildo in my asshole, even as George's prick pounded up my cunt. I was soon grunting insensibly as the waves of lust and heat rolled over me and the pressure inside my skull grew to crushing proportions.
Then he spewed his juice up my cunt and fell forward atop me, bearing me to the bed, where I lay groaning exhaustedly, my belly still packed with cock.
I left the dildo in my asshole because it kind of felt hot and sexy there, and I lay back next to George on the bed as he recovered. He lay on his side idly stroking my oiled flesh as he smiled down at me.
"George?"
"Uhm, hmm?"
"I don't think I should go to college after all."
"Oh?"
"Well, what's the point. If I graduate I'll wind up making less than I am now. I mean, less than you pay me. Besides, with how hard it is to find jobs now, maybe it'd be better if I tried to do this full time."
"You mean come here every day?" he grinned.
"No, no," I laughed. "Not that I'd mind that. But what I was thinking was that I should, like, find other guys like you and Jack, you know, become a real call girl. The only thing is I don't know if I could get more clients."
"I'm sure you could. You're a lovely girl and you're starting to become quite ... talented."
"But where would I find these guys? I mean, you found me Jack, but where would I find guys?"
"Well, you can't go around asking strangers if they're looking for a call girl, and I'm afraid I don't know all that many men who require the services of a luscious morsel like yourself."
I nodded and sighed.
"The best thing would be for you to sign up with an agency while you're in college."
"An agency? You mean one of those escort services?"
"I know a very ... discrete, and high calibre agency. They're always on the lookout for talented newcomers."
"Wouldn't they take most of my money?"
"No. The one I'm thinking of, in fact, would pay you more money than you're getting now."
"How come?"
"Well, they generally charge fifteen hundred dollars to the client. They keep five hundred, and you keep the rest, plus any tips you get."
"Fifteen hundred dollars!"
"Want to know what they charge for an overnight?"
"What?"
"Ten thousand."
"No way!"
"Absolutely."
"How can they get away with that? I mean, there are girls on the street corners who only charge a hundred or so."
"Yes, cheap whores, full of diseases, gum chewing, rough edged uneducated gutter trash. No millionaire is going to want to pick up one of those. He wants a cultured, educated, beautiful woman who is clean, safe, and discrete."
"I'm not cultured."
"True, but your youth will make up for that for now. Later, you will be cultured."
"Huh?"
"You'll have to go to college."
"Why?"
"Well, you don't have to, but if you want to set yourself up as an expensive, independent call girl, you need to know about how to act, how to talk, how to understand the language of bankers and lawyers and other wealthy men. Having sex is only part of what you do as a call girl, you know."
"What else is there?"
"Oh, well, you have to attend fancy parties with them, go to the best restaurants and nightclubs. You have to be able to talk with other educated people, give no sign that you're anything but an educated, wealthy businesswoman."
"So I have to go to college anyway?"
"I'd advise it. Learn about business and finance, investment and banking. You should also learn something about art and music. Take art and music appreciation classes so you can talk intelligently on the subjects. Take modeling so you can move gracefully. Take makeup and hair styling and massage."
"Massage!?" I laughed.
"Learning how to give a good massage could help make you in high demand. Most of the people who hire call girls are middle aged or older. After a night out dancing they'd appreciate a good massage before sex. You need to be cultured, sophisticated, beautiful, and more, not just good between the sheets."
"That's what makes you worth fifteen hundred an evening."
"If other girls are worth fifteen hundred, I should be worth two thousand," I sniffed. "I'm prettier than almost any girl I know."
He laughed and squeezed my breast. "You'll go far, my dear."
"I hope so," I said. "I don't want to be like my dad, working at a job I hate for not much money. Do you know he gets less money than you pay me?"
"Most people do," he grinned.
"Well I want a lot more."
A lot more, I said silently.
The next afternoon I got a phone call from a lady called Suzanne. She said George had called her and recommended me, and gave me an address to come down and see her. Since I had nothing else to do I went right away, and found myself outside the gates of a big mansion not that far from Jack's place.
I buzzed and the gates slid open, then I drove through and up a tree-lined driveway to a big red mansion. A man in a black suit was waiting. He smiled and led me through the front door, then down a long hallway and into an expensive office that reminded me of Jack's.
There was a blonde woman behind the desk. She was about thirty or thirty five. Her hair was tightly bound in an intricate style, and she was wearing a very expensive, tailor made blue suit.
"Allison?" she smiled, coming around the desk and extending her hand.
"Yes," I said, shaking.
"I'm Suzanne, come and sit down."
She led me over to a sofa and we sat down there.
"Mister Henderson tells me you didn't like working at the wine store."
"Not much," I said.
"And he's been seeing you privately for the past month or so."
"Uhm, once a week," I said, a little embarrassed to be practically admitting I was prostituting myself. I mean, she was a stranger, and even if she was supposed to be some kind of madam she was really elegantly dressed.
"You plan on college in the fall?"
I nodded.
"Well, I'm sure we can find some things for you to do in your spare time," she smiled. "Providing you meet our standards, of course."
I shrugged and smiled. What else was I supposed to do?
"Mister Henderson was very satisfied with you, but we have some clients who are much more demanding. That is, they want a lady they can take out in public. That's not something George has tried with you yet I understand."
"Uh, no."
"No. You do look rather young. Still, a little makeup can add years, and you're tall enough. I'm sure we can take care of your appearance all right. We'll have to keep your clientele select until you've become somewhat more sophisticated, but that young face of yours will make up for many things for some time to come."
I nodded again.
"That hair color is real?"
I nodded.
"Down below too?"
I nodded again, blushing.
"Take off your clothes, would you dear?"
"Uhm, here?" I asked.
"If you're shy this is hardly the business you should be getting into, dear," she smiled.
"I'm not shy," I frowned.
"I do trust Mister Henderson, but I am responsible for every girl I send out, and I have to assure myself there's nothing that will surprise my clients."
"You mean like a giant scar or something, maybe six or seven toes on each foot?"
She smiled but said nothing.
I stood up and after a moment's hesitation, began to unbutton my shirt. I started to just strip it off, then I remembered I was in a kind of audition, and started undoing it the way George had had me do, slowly, teasingly, slitting my eyes and sliding my tongue over my lower lip.
I was a bit embarrassed, not knowing if she was sneering at me inside her head, whether she thought I was a gauche amateur, whether she thought I was a cheap slut, or what. It was also embarrassing striping naked in front of a fully clothed woman who was, after all, going to "examine" me to see if my naked body was good enough for her clients to fuck.
She didn't say anything so I continued that way, letting my shirt slide back over my shoulders, then undoing my pants slowly and letting them slide down to my ankles. I stepped out of them, straight-legged, smiling in a sexy way, then slowly undid my bra.
I covered my breasts with my arms and gave her a sort of shy, bashful look, then slid them off and ran my hands through my hair, arching my back a little. I turned and wagged my ass a bit, then slipped my thumbs into the waistband and eased them down, bending over so she could get a real good look.
I straightened and turned slowly around, sliding my hands up and down my hips, then up through my hair again.
"You'll do," she said.
"I'll more than do," I sniffed.
"Don't get a swelled head, dear," she said, her eyes narrowing. "Do as you're told and be modest about it and you and I will both make a lot of money."
"That's what I want," I said.
She stood up, and I reached down for my panties.
"Don't get dressed," she said.
She walked over to her desk and I turned around and watched as she picked up the phone. "Philip, come in here. There's a new girl here I want you to see."
My heart gave a lurch as I realized a man was going to come in the office, and here I was naked. Yet she'd specifically told me not to get dressed. She wanted this guy to see me naked. I would just have to get used to people seeing me naked, I figured. Eventually it wouldn't be embarrassing any more.
The door opened and a tall, big chested guy came in. He looked pretty good looking, actually. He was about thirty, maybe younger, and his arms bulged beneath his short sleeved shirt.
His eyes went to me immediately, nicking up and down my body appreciatively.
"This is Allison," Suzanne said. "She's going to come and work for us."
"That's nice," Philip said.
"Why don't you give her a check and see what she's made of?"
That sounded a little insulting, but I didn't protest.
"Come over here, dear," Suzanne said.
Feeling somewhat uncomfortable, I padded across the floor, fighting to keep my hands from instinctively covering my groin and breasts. I walked over and stood right next to the desk, right beside Philip.
"Done any whoring before?" Phil asked.
"Excuse me," I sniffed.
"She has a private arrangement with George Henderson," Suzanne said. "He apparently found her in a wine store."
"Really?" Phil said, smiling in amusement.
"I like fucking better than working," I said daringly.
"Don't we all?" he laughed.
"You'll understand, dear, how we need to make sure before we send you out with one of our clients. We have a certain ... reputation, and we wouldn't want a squeamish girl to wind up refusing to service a client and running off."
"I'm not squeamish," I glared.
"Or shy. So you've said. We need to be sure. Philip."
I turned my gaze on him and he smiled. "Now this won't hurt a bit," he said, griping my arm and turning me around. He pushed me against the desk.
"Bend over and spread your legs," he said.
Suzanne sat down in the chair and lit a cigarette as she eyed me with a slight smile. I felt like telling her to fuck off or something. I mean, it was bad enough to fuck some stranger without some snotty woman watching.
"Give us a good show, dear," she said.
Fuck you, I thought.
Phil's hands slid around me and cupped my breasts, mashing and kneading them, then I felt one pull loose, and a second later his cockhead nudged my pussy lips. He drove it in slowly, and I made no squeamish resistance.
I sighed as his cock drove upwards into my pussy sheath. It was bigger and thicker than any other I'd ever had. I turned but couldn't see it, so I turned back, not looking at Suzanne, trying to pretend she wasn't there.
Phil started kneading my breasts again as he began to pump his cock up and down in my pussy. It felt good, so thick and hard and all, but, well, it was hard to get excited with this woman watching me.
Phil suddenly took his hands off my tits, reached down, and grabbed my thighs, then lifted my feet off the ground, pulling my legs to one side and rolling me on the desk. I yelped in surprise, then found myself on my back, my legs up high in the air as Phil held them apart. His cock was still inside me, and he resumed pumping, only now I could see him.
He dropped my legs onto his shoulders and slid his hands up and down my body, kneading and stroking my flesh, then working up onto my breasts. He bent, pushing my legs back, then slid his tongue onto my left nipple and sucked and chewed. He eased his lips over to the other nipple, then up onto my mouth.
My legs were crushed back against me by his chest, but it was a position I'd been in with George a few times and it didn't bother me. I kissed him back, and our tongues slid together in a wet, passionate dance.
His hands slid underneath me then and he pulled up and back, lifting me off the desk. My legs slid off his shoulders but were held by his arms until he sat down and pulled them aside, then my legs slid down around him and I found myself sitting on his cock, straddling him and the armless chair that was in front of the desk.
He stopped working and I knew I was supposed to start. I began grinding my loins against him, sighing and panting a little as I rubbed my breasts over his face and let him suck and lick on my breasts and nipples. I rose and fell three or four times, then ground myself against him again, then rose and fell three or four or five more times.
I slid my hands through his hair and behind his shoulders as he sucked on my nipples, then eased my upper body back, arching my back as I lay down across his thighs. My chest bent way back as my head and shoulders slid over his knees, and my hands and hair trailed along the floor.
My legs were tightly gripping the chair and I was still grinding and rubbing myself over him, my pussy still packed with cock meat. I knew he'd have a really great, and erotic sight of me like this, and his hands immediately went to my straining breasts, stroking and squeezing them.
He pulled me back up and his lips slid onto my hard, erect nipple and began to suck as I started rising and falling on his stiff prick again.
I was starting to forget about Suzanne. No, it would be better to say I was losing any care that she was watching. It was no longer a hindrance to my enjoyment. In fact, I started thinking of it as kind of a turn-on, fucking a guy while some woman watched.
I gripped his shoulders and began to bounce harder and higher on his prick, sliding my moist pussy sheath up and down with deep, rapid movements as I groaned and panted and whined in heated sexual delight. His hands cupped and fondled my ass cheeks, pulling me up and making me go even faster as he sucked on my nipples.
I shook my head from side to side, groaning and moaning as the pleasure mounted to the breaking point. Then I came, my pussy sucking and chewing and milking his prick as I rode desperately, bouncing higher, almost rising right off his cockhead, then dropping heavily, impaling myself on his rock-hard manhood.
He spewed his seed out moments later, and groaned in pleasure as his hands tightened on my ass and his teeth gnawed on my nipples. We started slowing down, then finally stopped, panting for breath.
"All right, Philip," she said.
Phil smiled and stood up, lifting me with him, then turned and set me down on the chair. He walked out then, leaving me sprawled naked on the chair under the gaze of Suzanne.
"I think you'll work out," she said. "Ever done sodomy?"
I nodded tiredly.
"What about deep throat?"
I'd heard of it, but shook my head.
"It'd be a good thing to learn, though we don't insist. Ever done any lesbianism?"
I shook my head again.
"Often our clients ask for more than one girl. When that happens he often wants the girls to put on a show for him as well as having sex with him. You don't have to like women to do that. It's really fairly easy. All you have to do is lick her pussy and suck her nipples, and pretend you're having a great time."
"I uh, I've never done anything with women," I said uneasily.
"It's no big deal," she shrugged. "Just remember, you're not doing things for your own pleasure ... even if you do happen to like fucking ... you're doing things for the client's pleasure. If it turns him on to see you and some other girl moaning and writhing together in bed than that's what you do. It's good, clean, easy money."
The truth was I'd thought about doing it with a girl before, but never had the opportunity. I mean, I wasn't gay or anything, but it would have been a neat thing if it turned out I could fuck a girlfriend and have fun. We could pleasure ourselves whenever there was no guy around, which was most of the time.
No girl had ever approached me, though, and I was too chicken to approach one of my girlfriends about it, in case she went nuts on me and I lost a friend.
"You have no major objections to this?"
"No," I said.
She nodded.
"We also have a very few wealthy women who ask for our services. Some want Philip, or one of the other men, and some want a pretty girl to be nice to them. The pay is good, but you'll have to learn how to make love to women before you become eligible for that kind of service."
"You going to show me?" I asked, feeling cocky now.
"No, dear. I'm above that sort of thing now."
I sniffed.
"I can find a girl to break you in though. Quite a few of our girls are gay so I'm sure it wouldn't be difficult to find one that wants to show you what lady love is all about."
"I'm sure," I said.
"Sometimes our clients want a little fantasy with their sex. They want you to pretend you're their secretary, or maybe a stewardess or nurse ... "
"Or a schoolgirl?" I interjected.
"Yes, that's a favorite. I imagine you'd be perfect for that."
"I did that just last week, with some friend of George's. He seemed to like it."
"You're still living at home?"
"Yeah."
"I can set you up in an apartment if you want."
"Not just now. I'll be moving out when I go to university in the fall."
"You're going to U of C?"
"Yeah."
"Good, so you can keep on working."
"Sometimes, on weekends, I guess," I said. "I don't want to work full time for awhile."
"What do you think full time is anyway?" she smiled. "You think our girls come in here and punch a clock, work for eight hours and leave?"
"I don't know," I said. "I never really thought about it."
"Obviously. All right, what we'll try to do is set you up for day jobs. There's always a certain demand for those, and since you're allegedly working, your parents aren't going to miss your sweet presence. You can get dressed now, by the way."
I got up and went over to my clothes, picking up my underwear and putting it on.
"We'll call you to notify you of a call, then send one of the men in car to pick you up."
"A limousine?" I asked.
"I don't think so. Not for you. It would be little ... showy in your neighborhood. I think decent Chrysler will do for now."