I Feel Lucky by cmsix

Chapter 10

The driver pulled up below Judith's second floor apartment just in time for me to hop out with the flowers and get up to her door on time. According to my new watch, I knocked precisely at seven PM and waited, flowers in hand for her to answer.

Shelly and Shelia and Mom had warned me not to try hiding the flowers behind my back and then sweeping them into view.

"You'll look silly trying to hold them behind your back and even though there won't be much water in the vase, you might spill it on you or Judith if you whip them around too fast."

So I had the flowers held out in front of me when the door swung open.

It was a toss up as to who was more surprised when she opened the door. Judith's eyes went wide when she saw the roses but I barely noticed because mine slammed open when I saw what she was wearing.

It was a black dress; shiny black and it seemed like a second skin. There was a golden loop between her breasts that was attached to the zipper, which ran all the way to the hem. It was suggestive, to me at least. The top was scooped low and I could see at least a third of her breasts above it and they were impressive.

The contrast between her white skin, black hair and black dress seemed to scream, "Look at Me," loudly. The body that was in the dress said, "Don't you Wish," even more loudly, and did I ever wish.

Shortly after Judith's eyes went wide, a thousand watt smile spread across her beautiful face.

"Jimmy, they're beautiful, come on in and let me put them somewhere."

I entered and she took the vase and as soon as she touched it she raised it for a closer look.

"The vase is beautiful too, and I've never seen one with the card etched into it. Confess, who picked it out?" she asked.

"I'm not sure if it was Mom, Shelly or Shelia and it might have been all three of them but I made the delivery and I'm supposed to get all the credit," I said, teasing.

"Don't worry, they're so nice that there's plenty of credit to go around."

"Mom said to tell you that they'd need some more water, she poured out most of it to make sure that I didn't spill it on myself," I told her.

"Well come on in and sit down, I'll give them a drink and then of course I'm not quite ready yet, I am a woman you know," she said, laughing a little.

"If I'd forgotten, that dress reminded me, it's wonderful and you're still beautiful," I said, and hoped I wasn't laying it on too thickly.

"Thank you," she said, and then she took another look at me. "Wow, nice suit, don't tell me that you picked it out either. I can see some more of your sisters' handiwork," she said, teasing again.

"I can not tell a lie, well I could but I won't. Not only did Shelly and Shelia pick out the suit, they picked the shirt, tie, socks and shoes; all I got to choose was my underwear and they had to approve that," I said.

I wanted to tell her that they bathed and dressed me too but I decided not to at the last second. Judith might not be ready for that type of revelation.

I was standing in her living room and I watched her go to the kitchen and add water to the flowers. She came back out and put them on an end table by her couch and then she walked up to me. She came close and then kissed me, running her tongue in to take command of my mouth.

I'd been hoping for a big kiss over the flowers and had already made up my mind that I wasn't going to miss the chance to get hold of her ass if it came up. As she hugged me close and knocked my socks off I put a hand on each of her cheeks and gave them a good groping. She didn't shy away at all and actually seemed to press toward me a little tighter. Her ass felt fantastic.

She backed off after a few seconds but not far. I still had a purchase on her buns as she looked into my eyes.

"I only need a few more minutes and then I'll be ready, do you want something to drink while you're waiting?"

"No, I'll be fine, just go ahead."

"Ok, I'll be right back."

I reluctantly released her ass and she disappeared into her bedroom. She was back shortly and we left, heading for the car.

The limo was parked near the stairs and Judith spied it, as we were about halfway down them.

"Wow, look at that limo, I wonder who it's waiting for?" she asked, and I could tell from the way she said it that she really didn't have a clue.

"It's waiting for us, it's Shelly's and Shelia's work, I know for sure that Mom wasn't in the loop on this until the decision had already been made."

Judith was gobsmacked; I think that's the technical British description for her condition. She stopped, stared at it and her mouth dropped open, though she closed it again pretty fast. She had a hard time believing it at first.

"Jimmy, you didn't have to hire a limo for our date, I love your car," she said, and she really wasn't prepared for what came next.

"Oh, I didn't hire it, it's Dad's. He has to use it taking clients around sometimes or to fetch them from the airport and things like that," I said, being sure not to make a big deal out of it.

"Oh," she said, and I couldn't help but be happy then, since she snuggled a little closer into the arm I had around her waist.

Of course the driver had been watching for us to come down and he was out of the car and had a door open when we got there. I could practically feel Judith's smile widen when he did it. I held her hand to help her in and I kept my eyes open wide and trained on her lap.

Her dress's hem only reached about halfway to her knees and I was expecting a lovely display. Her legs were lovely but the dress was about a quarter-inch too long for me to give her an underwear inspection. I didn't realize that she was watching me too but I knew it as soon as I looked back up to her face. She was smiling her widest still.

I intended to go around and get in on the other side but she didn't let go of my hand. She tugged on it, indicating that I should get in with her and she scooted her beautiful ass over to make room for me. It suited me fine and after I sat the driver closed the door and got in himself.

He knew where we were going so I didn't have to say anything to him except thanks, just as he shut the door. The interior window was already up so I'd have had to let it down to talk to him anyway.

Judith hadn't moved over very far to make room for me and she was right up against me now, so I put an arm around her and as I turned my head toward her we were kissing again, and she could really kiss when she wanted to.

I was trying to get up the nerve to put my other hand on her hip when I felt one of hers start caressing the inside of my thigh, it wasn't quite high enough to rub my balls but it didn't need much. I decided that when I got home I would kiss both my sisters' feet, Mom's too.

Judith didn't let off on the kiss and at first I thought about grabbing for a titty but decided that would be a little much, so I settled for resting my hand on the outside of her knee and letting her do most of the early petting.

As far as I was concerned we could have just ridden around in the limo all night but the driver had us at the club before long. My dick was as hard as a brickbat but the coat would keep most people from being able to see it. I wouldn't have minded if Judith saw it but I'd have been embarrassed to let everyone at the club know I was coming in under full steam.

I was reminded that I was with a spectacular woman when I saw the look on the maître d's face as we entered. Here was a guy that saw beautiful and well-dressed women every night. You didn't have to be filthy rich to belong to this club but you did have to be rich and the women that came here were almost always beautiful or rich or both.

He was dazzled by Judith and I couldn't blame him. He knew his job though and he knew who I was and we were seated at once. Our waiter was the same one that had served me when I brought Karen here and he came over right away.

"Would you care for something from the bar?" he asked, and I could tell from his tone that there would be no discussion of my age, or lack of it.

I looked a question at Judith and she asked for white wine, I thought about ordering a drink but Dad's 'liquor is quicker' lesson flashed across my brain and I only asked for a glass of water. Judith didn't quiz me about it later and I assumed she didn't even think about it.

When he came back with our drinks we ordered and then chatted until we were served. The meal was great but we both passed on desert. At this place I didn't have to bother with the bill, it was charged to Dad's membership account, so when we were done we headed back to the dancing area and found a table.

The band was good and I liked it here because they played a lot of slow dances. Of course they were my favorite and she seemed to like them too.

We were having a great time, even early in the evening but the real fun for me started after eleven when the lights went down even lower and the song selection changed to almost all slow ones.

I was happy when they dimmed the lights and I nearly said something about it but I bit my tongue, knowing that I would sound like a horny kid if I brought it up. Judith knew I was young and I knew I was young but I wanted to put the most mature spin on things that I could.

"Oh, they turned down the lights, goody," Judith said, and she sounded happy about it.

So much for acting like the mature adult, I grinned widely too.

I could tell that Judith was ready for the low lights when we got back on the dance floor. I didn't have time to pull her closer because she did it to me first. Her arms went around my neck and what was I to do, I dropped my hands to her lovely ass and gave it a squeeze.

Judith let out a little sigh and lay her head on my shoulder and the monster from below began to climb again. I flashed on the 'dirty dancing' with my Mom and sisters but I knew that I couldn't go nearly that far here in public. I intended to do my best though.

Judith must have been ready for more intimacy too. When I started kissing and nibbling on her neck and ears she held me tighter and pressed herself up tighter to junior, wiggling slowly against him. My hands kept up their fondling of her ass and it seemed to be just the thing that she wanted.

I would have happily stayed until closing time, dancing with her the whole night, but around midnight Judith told me that I should probably be getting her home soon and we danced one more dance while I wondered if I'd screwed the pooch, but if anything, Judith was more affectionate than ever.

The driver was really on the ball because we hadn't been outside more than sixty seconds before he pulled up, hopped out and had the door open. Meanwhile I was still worried that I'd made some hideous fuck-up causing Judith to want to end the night early.

It didn't seem like it after we were shut in the back of the limo. Judith was more than willing when I turned to kiss her and her hand was right back between my legs, toying with my inner thigh and still maddeningly short of the real deal.

I decided that I needed a little of that type of entertainment too and I reciprocated with my hand between Judith's legs, stroking up and down. I didn't try to get to heaven, though I did make sure to slide my hand up beneath her skirt each time. I wasn't sure but I thought that I could detect a faint smell of aroused woman for most of the trip.

When we got to her apartment I took her to the door, expecting a toe curling kiss goodnight and some more time to fondle her ass but after she had the door unlocked she took my hand and led me inside. This was a new thing for me but thinking about it for a few seconds I realized again that no one lived here but Judith and it lent a new meaning to the old 'your place or mine' question I'd heard in movies.

She dimmed the lights as we entered and then told me that she needed to powder her nose and that she'd be right back. I stood in place for a few seconds and then my sisters' pep talk began playing in my head.

I was familiar with the layout here and I knew that there was only one bathroom but that it had an entrance from the hall and also from Judith's bedroom and I'd seen her go into her bedroom to reach it.

Shelly and Shelia had told me that I should take charge and I decided to start now. I quickly ditched my coat, tie, shoes, watch, cufflinks and belt and unbuttoned the top three buttons of my shirt and then followed into Judith's bedroom to wait for her there. The only light in the room was on the table at the far side of her bed and this suited me fine.

I knew that it was slightly intrusive to enter her bedroom unbidden but my course was set by my sisters. When Judith came out of the bathroom I detected just the slightest flash of surprise.

"I'm sorry, did you need to go too?" she asked.

I pulled her into my arms, told her no, and kissed her again. She came back up against me and we were right where we'd left off. My hands made their way to her ass again but now that we were alone, I didn't wait long to pull her dress's hem up so that I could feel some flesh under them.

I could tell that she wasn't offended at all by this move, since her kisses got hotter and she pressed herself even closer to me. I moved us toward the bed using a modified slow-dance step and without music to boot.

It was almost a natural move to get us prone when our legs bumped the mattress. I managed to get an arm around her shoulders for hugging later and we ended up with Judith basically on her back and me on my side, leaning over her and kissing for all I was worth.

I felt a jolt of anticipation up my back and it came directly from my balls. This was an exceptional position to be in since it left Judith's lovely body before me and everything was within easy reach of my free hand. I pressed my boner up against her hip too but I cautioned myself not to hump her leg, yet.

She had an arm around me too and it was stroking up and down my back, her other hand toyed in my hair and teased this ear and then that one. I used my free hand to stroke her off side from her knee, nearly to her breasts and then back down. I was considering taking hold of a titty but I wanted to get my shirt off first because it would probably require some help from Judith.

I left off stroking her and began unbuttoning the rest of my buttons. I only got the first one before Judith took over, and when she had it unbuttoned she began pulling it out of my pants and then she wrestled it completely off me.

She had both hands on me now, stroking and caressing my naked back and chest. We were still kissing passionately but to me it seemed that we'd hit a plateau. Judith wasn't cooling off but she didn't seem to be winding any tighter either.

I took my mouth off hers and began trailing kisses down over her neck and to the top of her breasts, going until the material of the scooped neckline got in the way. I put some light sucking kisses on the tops of her titties and then moved my other hand up to cup one through her dress.

We came to our first showdown then, since Judith used her free hand to remove mine. I wasn't fazed because I knew that this was probably an automatic reaction to a first grope but I was committed to the forceful approach now and as I put my lips back on hers for more kisses and to smother any upcoming protest, I used the arm I had around her shoulders to take hold of her impediment to my exploration and pull it out of range.

I was dreading what might happen all the while but my path was set and I put my free hand back on the titty and gave it a gentle squeeze, wondering what her reaction would be.

She shivered and gave the tiniest moan down low in her throat and I was ecstatic. I still didn't know how far I could take this but I did know that it was working.

This also got us off the plateau I'd thought we were stuck on since she was noticeably more excited now. I didn't release her off arm either, even though she made as if to pull it free and toward my offending one a few times. I also felt like it was now time to go ahead and give her hip a few slow humps, pushing my dick up against her.

I'd been afraid that I wouldn't be able to pull this off and felt that it might get too complicated, nothing could have been further from the truth of the matter. Now that I was into it, everything seemed to be coming naturally. Judith was writhing in my arms, and while holding her only defensive hand tightly, I was able to pretty much have my way.

I knew that she was going to have to make a blatant move now if she intended to dissuade me. I wanted badly to fuck Judith, tonight, and it seemed that I was in an excellent position to do it.

It was time to get my hands on some bare titty and I knew I needn't bother with trying to sneak my way into it. I put a finger in the loop of her zipper pull and drew it down to her navel. She tensed at first and tried again to pull her hand free but when she couldn't she relaxed a little and then shivered again.

I brushed her dress back off her titty and closed my hand on it, giving her a firm squeeze and mashing her nipple under my palm. She moaned more loudly this time and as I twisted the nipple between my finger and thumb I moved my lips and kissed her in the hollow of her throat.

I wasn't sure about the exact hickey etiquette for college girls but as long as I had my lips on her throat already, I didn't see any reason not to mark Judith as mine. I'd already decided that she was a keeper and so I started the suction that I knew would do the job.

I moved my hand over to squeeze her other titty and to worry its nipple and when I thought the hickey was finished I lifted my head and let my mouth take command of the unattended nipple. Judith sighed longingly then and tried to move her arm again but this time I could tell that she was reaching to put her hand in my hair and I let her.

I considered the battle won now but I didn't press my luck. While I nibbled and sucked at her nipples I let my hand stroke down her body, below her hemline and then brought it back up between her legs but under her skirt. Real estate was at a premium down there and so I had to wedge my way in slightly, urging her to spread her thighs as I went, she did it grudgingly but she did it.

At last I was able to cup Judith's hot pussy with my hand and I knew at once that things were going even better than I'd thought. Her panty crotch was soaked with her love oils and when I pressed her pussy through the thin cloth she pushed it toward my hand.

Her nipples were both swollen now and they were plump morsels for me to suckle. Feeling more and more like I was home free, I snuck a finger below the panel of Judith's thong and slipped the tip between her lips. Again she tensed a little and I think she nearly reached for my hand with the one of hers that I'd released but she didn't, she kept it twirling in my hair and teasing my ears.

I did a little more teasing of her pussy lips and then withdrew my hand. On its way back to her titties it detoured to release the button on my pants and to let down the zip. In our close quarters there was no chance that Judith didn't know what I was up to but I didn't consider it a problem.

When I was back to squeezing titties and twisting nipples, I returned to kissing. She was wound up tight now and her tongue was like a live wire in my mouth. In my mind it was time to get on with it and I reached for the loop on her zipper again, intending to finish the unveiling.

Judith's free hand shot toward mine again and fool that I was, I'd been the one to release it. She caught my wrist just as I took hold of the loop. It was a reach for me to get hold of that arm again and I had to half lift Judith to make the grab. I made it, but Judith wasn't going to let go so easily this time.

I debated over what to do while we were still kissing and her tongue seemed even more feverishly active than ever. I made up my mind that nothing short of a howling fit was going to stop me and I pulled Judith's hand off mine forcefully and then held it down against the bed.

It lit her up again and she shivered more than ever and moaned loudly into my mouth then she wildly sucked on my tongue.

There was no hurry now and I teased her by playing with the loop, flipping it up and back and for a few seconds I didn't even move the zipper at all. When I did draw it down, I didn't waste any time. I didn't yank it but pulled it firmly to the bottom and then apart.

She clutched at me with the arm around my back and kept straining to free the other one but I released the loop and put my palm down flat on her sinuous supple belly and then pushed my hand down, under the thong's panel and over her bush, sliding a finger back up into her.

It's always a thrill to get your hands into a girl's panties, no matter which way you do it but I get a special charge out of pushing it right down under the front and over her bush.

"Oh God," she moaned, pulling her lips from our kiss.

I didn't hear any word that sounded like stop and I really doubt that mere words could stop me now, screams maybe but not words. I pushed my finger farther up her and began moving it in and out, dragging it up over her clit each time and then pushing it back in her.

Her hips began to flex in time with my finger fucking and the sounds she was making now didn't have anything to do with words. I was ready to jump her bones but I didn't intend to let her hand loose this time until my dick was in her, and I wasn't quite sure how I was going to get my pants down far enough, not to mention my boxers.

I wiggled and squirmed my ass and was finally able to coax my pants below my hips at least. My dick solved the other problem by poking its way out of the flap. The only thing holding up the show now was Judith's thong, and while I hated to ruin it, it had to go.

I slithered my finger out of her pussy and then my hand out of her panties. She was still writhing and pumping her hips but I could tell she knew something was going to happen soon.

I grasp the thong's panel and, like I did with Shelia my first time, I pulled the thong apart and threw it.

"Oh, Oh God, Jimmy, Oh God!" Judith moaned and trembled, waiting.

I moved to cover her, making sure that I was able to switch grips and keep control of both her hands as I rolled between her thighs. There wasn't enough room at first but as she felt me settle in she spread her legs almost wantonly.

As I rooted for entrance with my unguided dick I kept her hands and arms pressed to the mattress, beside her head. She shook, shivered, trembled and moaned as she felt my dickhead press against her sex and slide off, two or three times.

It was awkward but finally I felt her hot wetness being split by my dick and when I knew it was in place, I pushed into her slowly but firmly. She was way past wet enough and hot enough, and I could almost hear us sizzling as we coupled.

As I began to pump up into Judith's hot wet pussy, I teased her mouth with pecks and kisses and just the tiniest bit of tongue. She whined and nipped at my lips and her head rocked from side to side, whipping her beautiful hair around.

Her pussy was wonderfully alive around my hard dick, snug, slick and clasping as I pumped up her with long firm strokes. Her legs came up and around my waist to clamp me to her as her hips began pushing her sweet slit up to me forcefully.

Finally, she ripped her hands loose, grabbed my head and pulled me fiercely to her lips for some feverish kisses. She released me shortly and grabbed my ass with both hands, digging her nails into me.

It spurred me on to pump harder and faster and I dropped my lips to suck on first one firm plump nipple and then the other. It seemed that we were fucking for hours but I know it could have only been a few minutes before I could feel the ultimate end, for a while at least.

"Oh Jimmy, uh, uh, oh Jimmy!" Judith moaned, and then she was there ahead of me, her legs squeezing me and her pussy slamming up to my dick.

Her come set mine off and in seconds I was pumping from the inside as my come mixed with her juices inside her wet tunnel.

Judith's legs were still clamped around me and her pussy still banging away against me when I was done so I lay down on her and pushed my dick up her as far as it would go and then held it there. She went off again, crying my name and moaning.

I put most of my weight onto my hands so that she could have room to breathe and as she panted she reached up to put kisses all over my face. After a few minutes I settled my weight back down on her and her arms went back around me, hugging, as her legs unwrapped and slipped from around my waist and onto the mattress. We settled into a long slow lovers' kiss then.