Chapter One

 

Going out alone is pretty difficult for a girl. You look pathetic, and it's hard getting around, especially in club dresses. You don't take public transportation in club dresses, not alone anyway. And if there's three or four girls you can hire a cab. It's expensive to get to Manhattan, but worth it. That's where the best clubs were, and the best clubs are where the best people are.

I'm not the best people - exactly. I mean, this is New York. You know who lives in New York? Some really, really rich people, a bunch of merely rich people, and then everyone else. The first two groups live in Manhattan, pretty much, with a scattering along the shores of the East River in Brooklyn. The rest of us lived everywhere else.

Including Queens. Queens could be a shithole, or it could be reasonably middle class, depending on what part you were in. All of it was more expensive than other cities. And everyone tends to have an attitude. Like, hey, I'm from Queens, so fuck yourself.

I don't know anyone who lives in Manhattan. No one I know knows anyone who lives on the island. You pretty much have to be rich to live there. Unless you live way north, like north of Central Park in Harlem or the Bronx.

That doesn't mean I don't want to go and party there. That's where the bright lights and the flash and sizzle are. That's where the 'best people' meaning the rich ones, live. Now I won't say I'm looking for a rich husband, because that would be weird and old fashioned. I'm nineteen. I'm not looking for a husband. Just... fun.

I was not meant to be a virgin. Not for long, anyway. I got so much flattery about how pretty I was that I got a bit of an ego. And I got so much admiration for my body once I developed that the urge to try it out as soon as possible became overwhelming.

At first, I tried it out myself. That was exciting! I enjoyed it so much and so often I had to get some help from a guy. So I did that, and that was even more exciting! If my own hands and fingers felt delicious on my body, well, someone else's hands and fingers felt even more delicious!

If a dildo inside me felt great, well, a real cock was just incredible! I loved having a big cock inside me!

Dating, however, is a bit... frustrating. I mean, guys can see what a girl's body looks like before they even ask them out. But an important part of a guy's anatomy is hidden. I wanted a guy with a big cock, because I liked to feel as if I was just being stuffed! I liked to be stretched! I liked it to ache! Not too much, but... yes, a nice ache from a big fat cock is hot!

But then there's the problem of guys coming too soon. Damn it! The only way to find out if a guy will last is to try them out first.

And as I got more experience, I began to understand the difference between a guy who knew what he was doing with his hands - and his tongue - and his cock - and a guy was just panting like a dog and hammering it into me.

But once again, that wasn't something I could know until after I'd let the guy have sex with me. So after a bit of time I started moving upward in the age range, figuring older guys would have more experience, and would know what to do with my body.

I wanted fun and games! Besides, men my age are mostly pretty damn boring. I mean, aside from the sex and making-out part. They watch a lot of sports. Boooring. They have a juvenile sense of humor. Their manners are often poor, and they get sulky when you don't want to do what they want to do.

That's assuming they even want me around aside from sex and dancing. Lots of times they expect you to sit at home until they feel like doing something with you. Yeah, like I'm gonna sit at home watching TV while you're out with your buds! Fuck you, man!

I'm a party girl. You don't like it, fuck yourself! I can walk into any club in the world and walk out with half a dozen guys drooling after me.

If you think I'm a bit arrogant, well, I suppose I can come off that way. I know just how attractive I am to guys. I know how much in-demand I am. I know my value, in other words. I don't need to settle, and I don't need to compromise. Why should I? Would you?

So I go out only with hot guys who have money. And if they want more dates they better treat me right, and they better be good in bed. So I figured, Manhattan was the place, so me and Angie and Brooke and Holly took a cab across on a Friday night looking for fun - and guys.

We went to the Cauldron, just because that was the hot place now, and since we looked like what we looked like, we got in ahead of the people waiting in line.

There are advantages to being a hot looking girl. Especially if you wear a hot dress.

Once inside we found a table, and then we set out hunting guys. That meant separating, since guys like to hit on you alone in case you turn them down.

Now usually I wear my hair parted in the middle and flowing down the sides. But when I'm looking for fun I try to make myself look more... cute. Guys get intimidated by hot girls. They want hot but... girl next door. You know?

Well, I wasn't girl next door in this glittery black dress, but I could do wonders with my hair, so I parted it more to the side so I had thick bangs cutting across my forehead, almost to my eyes. It softened my look. And it always worked. I started getting hit on right away.

I danced with several guys, but they didn't impress me a lot. Then Colin asked me to dance.

Colin was a guy who seemed to have a lot of potential. He was a big, studly, good looking, square jawed blonde guy wearing the right kind of clothes. I met him at a club, and he danced really well. I decided he'd be my boy-toy for the night, and I'd go home with him.

Now, a girl doesn't tell a guy that in so many words. I kind of let him know, though, but he wasn't quick on the uptake. Instead of taking me home we left the girls behind and went to another club. Okay, more dancing. He was good, like I said. But I was impatient.

So then the cab drove us to a condo. And then the door man opened the door to the condo. We went inside, but Colin was staggering a little and I had to help him.

We went up sixty floors in the elevator, and then he showed me around this fabulous looking penthouse! Whoa! I was his! But he kept drinking! And ignored my suggestions he have some coffee. So you can probably guess what happened. Yes, he fell asleep. Can you believe that!? What an idiot!

He fell asleep before we even got to the bedroom! I went to the bathroom and came back to find him snoring on the sofa with his head hanging back over the top cushion.

I mean, fuck me!

I sighed and looked around. Colin had blown his chances before I'd even had a chance to blow Colin. I could sort of, kind of make allowances for a guy my age getting drunk like that, but Colin was twenty five. Too bad. This was the kind of place that appealed to me.

I went out on - it was too big to call a balcony - sort of, a deck, I guess, and looked out on the city lights, appreciating the beauty of it, but pissed off that I wasn't going to get any tonight. And I'd been all primed too!

Now I was going to have to use my own money to get a taxi home. Believe me, I wasn't going to be riding the subway alone in a dress as tight, short and low cut as I was wearing. It was a club dress, which meant the only acceptable place to wear it was a club.

It was black, glittery, and the top was held up by two thin spaghetti straps going up behind my neck. It was mostly backless, and the front of the dress plunged down to below the bottom of my breasts. So it was decent enough from straight ahead, but sure gave a lot of views from any sort of angle.

The hem was a mini, and it had a slit up the hip as well. And the whole thing was tissue thin and clung to my body. Plus, there was no way to wear a bra with the top like that, and no way to wear underwear with the high slit.

Yeah, ride the subway? Not a chance!

And then Colin came through the big, wide door, which I'd left open. Or at least, I thought it was him, at first. I quickly realized it was a much older guy. A man, in fact.

"I take it you're my son's date," he said.

"Uhm... ."

Yes, not the most intelligent response, right? But I was surprised.

"I'm Oliver Mathews," he said, extending his hand.

"Uh, hi," I said. "I'm Courtney." I hesitated. "Courtney Rogers."

My hand kind of disappeared into his. He had a big hand, and a rough one. I mean, the skin of the palm was not smooth. And Oliver Mathews did not have a smooth face. It was... craggy, weathered, and old. Well, middle-aged. Like, late forties anyway.

He was pretty good looking, though. I mean, he didn't look like a dad. He looked like a ... cowboy or something. He looked like he could be out on a horse chasing rustlers. He was wearing a faded blue denim shirt and khakis. And had a kind of gravelly voice. He had darker hair, with piercing blue eyes, and practically no neck. I mean, he had very wide shoulders with a broad chest. Colin's dad was a big guy!

"I apologize for your disappointment," he said.

"Uh...?"

"I'm fairly sure you didn't expect to come back here and have your date fall asleep on the sofa."

I snorted. "No."

"Colin lacks discipline. He spent too much time with his mother growing up, and she had none."

I wondered why he was trash-talking his kid in front of Colin's 'date' but then, it wasn't like he was telling me anything I hadn't figured out already. I'd already seen it. I wasn't hoping for more than a fun time in bed, and maybe a name to add to my list for when I was bored.

I also wondered why he was still holding my hand.

I didn't mind it, though. He had a warm but not hot hand. He squeezed, but not too tightly, just... firmly. His hand wasn't sweaty, and holding his hand kept me very close to him.

And the more I saw him the more I thought.

This guy is fucking hot!

I'd never really considered a guy this old before, but boy, not many men are this good looking and this sexy, let alone men who have twenty-five year old kids.

I was still wasn't really considering him as anything more than a hot... man, yet, but I was appreciating his hotness even so.

"How did you plan to get home?"

"Uhm, a cab, I guess."

He shook his head. "I'll drive you."

"Oh, that's not necessary," I said.

But it was for form's sake. He might be rich. I was not. And a cab ride back across the river to Queens would cost a lot of money.

"I live in Queens," I warned him.

"That's a long drive," he said.

I felt anxious. Was he going to bail on me?

He was still holding my hand, by the way.

"Has Colin showed you around?"

"Uhm, yes... sir."

"You'll have noted, then, that we have six bedrooms. One is available for my daughter when she visits, but she's not here. One is Colin's. The master is mine. You can pick one of the three others and stay the night. In the morning, I can have my limo take you home. Jeremy starts work at seven."

"Uhm..."

The prospect of riding in a limo was cool.

"The guest room comes fully equipped, including with fresh, unopened toothbrush and other toiletries," he said.

"Well..."

"Let me show you the amenities."

He was leading me back into the house, and still holding my hand.

I was just... just starting to get the thought, a ridiculous thought, that maybe, you know... but come on! He was more than twice my age! But maybe... well... I mean... he was hot and...

He released my hand but then his hand was on my back, guiding me along, past the snoring Colin, and back to the entrance, then up a marble staircase.

The bedroom he showed me to was about, oh, fifteen feet by twenty or so. It was an incredibly luxuriously furnished room, with a big flat screen on the wall and the same glorious view of the city towers out the floor to ceiling window.

He led me into the ensuite bathroom, which again, was huge.

"Walk in shower," he said. "Multiple shower heads."

He opened the drawer and showed me all the toothbrushes and other toiletries, all in boxes.

"The only thing it doesn't have is a nightie," he said. "But... that dress would probably do."

He smiled ever so faintly.

"I don't think this would work well as a nightie," I said, smiling back, and then, feeling a bit of tightness in my throat said, with a sort of cheeky grin. "But I can just sleep naked."

"We have the best quality bamboo sheets," he said. "The fabric will feel great on your bare skin."

"Oh, uhm, cool."

"If you'd like to shower before bed I can get you some towels."

My chest got tighter, and I began to feel this little flutter in my lower belly.

My mind, though, was like... come on! No way! Are you crazy! This guy is too old! But he's hot! But he's your freaking date's dad! But I owe nothing to Colin! But he's old! But he's hot! And rich!

I was, in a word, kind of confused about what to do, and uncertain even about what he wanted. Maybe he was just being polite. Maybe he had no interest in sex with me. I was way younger than him, after all.

Then again, I'm pretty hot.

Does that sound arrogant? Look, I can see myself in a damn mirror. I have long blonde hair, a nice, toned body with lots of curves, high, round breasts, and a great ass. What's not to like? I've been pursued by guys for freaking ever. How could I not know I was attractive unless I was brain dead?

He left, I guessed to get towels, but my chest was still tight, my mind still moving at breakneck speed. Did I dare!? That would be sooo slutty! But it would be wild! Well, it could be. What would it be like with a guy this old!? What if Colin found out!? Fuck Colin! It's his fault for getting drunk!

Did I want to get a cab home and go to sleep early? No!

I wandered back into the bedroom, then over to the windows. Actually, it was a door, I realized. The door basically went all the way up to the ceiling fifteen feet above. A button on the wall made it slide open.

"Wow!" I said admiringly.

I stepped out onto a balcony which overlooked central park. Well, not that you could actually see anything in Central Park in the daytime. But you could see the wall of buildings along its edges.

"It's a beautiful view, isn't it?"

I gasped as Mr. Mathews came out onto the balcony.

"Yeah. Boy, there's sure no view like it from Queens."

He came up behind me and his arm moved quite naturally around my waist.

I felt my chest tightening again, felt the hot, thrumming of energy along with the wild confusion of thoughts which signaled I still had no idea what I was going to do.

"No, the view from the top is well worth the climb," he said.

His hand was on my right hip. He was on my left. I was very, very aware of both these things. My heart was starting to beat pretty fast and my mind was still considering what to do. Then the hand on my hip kind of pulled, turning me in against him as he turned to me.

"The view from up here is very nice," he said, looking down at me.

He wasn't even looking into my cleavage either!

Then he was kissing me! Whoa! His other hand slid up around me so both were on my back, and he pulled me in against him as his lips pressed lightly against mine, then sort of slowly melted against me! I was taken by surprise, my eyes widening, but I didn't struggle because I wasn't sure what I wanted to do!

My hands were against his chest, and they couldn't help noticing just what a big hard, firm, warm chest it was under that denim shirt! They slid up onto his shoulders as he continued to kiss me, as his lips moved more firmly against mine.

This guy knows how to kiss! I thought!

I felt my nipples starting to prickle against the inside of the dress as my breasts pillowed out against his chest! His lips were still on mine, now moving slowly against me as his hands, those big, hard, firm hands, slid slowly up and down, caressing my lower back, then the top of my buttocks and my lower back, then just my buttocks!

I felt an OMG moment as his fingers slid over the curves of my buttocks, then began to squeeze me gently, then harder. His lips were still moving against mine, his tongue dipping and brushing as my pulse raced and my heart beat like a drum!

His right hand slid onto my right hip - which was where the slit in the dress was, and then slid smoothly inside, caressing my bare bottom!

I felt a hot rush of energy, some more doubt and anxiety, and then another rush of heat as his hand kneaded my bare buttocks!

And he was still kissing me!

His other hand slid up and down my back, and then up under my hair behind my neck. And the next thing I knew the thin black strap going behind my neck was untied and the top of my dress fell to my waist!

I gasped, my hands instinctively jerking down off his shoulders to cover my now bare breasts!

But then he pulled his hands off me, looked down at me with this very, very... intense look that took my breath away, and reached out to take my wrists. He gripped them firmly, but not roughly and then pulled them slowly away!

The dress fell to my hips, and then slid down to my ankles!

OMG!

I could hardly breath as he looked me up and down, then lifted my wrists up into the air above my head!

Woah! What the...?

He lifted them up together and then crossed my wrists, raising me onto the balls of my feet! I was... confused, to say the least!

He was able to hold both wrists in one big hand. The other hand combed softly through my hair, then his fingers slid along my trembling lips, then descended. I gasped as he caressed my breast and gave my left breast a squeeze. He rolled and pinched my stiff nipple, making me gasp and moan, then his fingers slid up again, caressing my lips.

"Pretty girl," he said in a low voice.

He let his index finger push slowly forward, across my lips and onto my tongue!

WTF?!

OMG! This is so... different!

I had never been with an old guy before. Maybe this was how they did it!?

I mean, he wasn't panting and groping me everywhere and moaning and tearing at his clothes. He was calm, and he moved slowly and patiently, but... firmly!

His finger pushed slowly into my mouth, and I rolled my eyes up at him, then down, and then I closed my lips, sucking softly, then licking it as my pulse raced wildly!

He eased it out, then slid it forward, only now there were two fingers! I licked and sucked on them, moaning softly as he pumped them in and out!

Then he slid them out, and dropped his hand. I gasped aloud this time as I felt his fingers right there against my sex, as if he didn't need to even look! His warm, slippery fingers stroked along the line of my sex, right near the top, spreading them apart, and rubbing my clitoris!

He lowered his left hand, the one holding my wrists, and brought my hands against his chest.

"Undo the buttons," he said in a soft voice.

But... it wasn't a request, exactly. It wasn't a suggestion either!

He let go of my wrist and my fingers trembled a bit as I undid the buttons down the front of his shirt. I felt my excitement grow as more of his flesh appeared. I pulled the shirt out of his pants, and then slid my hands up and down his firm, flat stomach and onto his chest.

What a chest! I mean, it was a man's chest! I had run my hands over plenty of boys chests in my life, but not like this one! This one wasn't smooth and shaved and hairless, for one thing. It was also twice the size of most of them.

I was breathing raggedly already as my fingers stroked up and down along his chest. His fingers was doing wild things between my legs, and starting to push inside me!

I moaned as it dipped into the mouth of my sex, then pushed a little deeper as he kissed me again. We kissed as my hands moved up and down his chest, and then his hands slid around me, caressing my bare back, my bare buttocks. One of them slid upward into my hair, and then gathered it together.

I felt the pressure as he pulled backwards, forcing my head back and my back to arch until I was staring almost up at the sky! I felt his mouth on the center of my left breast, then, and whimpered as he sucked and licked and lightly chewed on my flesh!

His other hand was between my legs, his finger pushing into me, sliding up, rubbing and stroking!

Then he drew back a bit, and I felt the pressure on my hair again, forcing me down, down onto my knees. He ground my face lightly against his crotch, and I breathlessly reached up and undid his belt, then undid his pants and pulled down the zipper.

Please don't let him be tiny, I thought, hard pounding.

OMG!