I Feel Lucky by cmsix

Chapter 14

I could feel her shiver a little when we first saw it and then as we got closer, she hugged me tighter; by the time we were in the door, color was flushing her neck and she licked at her lips.

She took over from there, pulling me in among the racks of unmentionables while I tried not to look like a fish out of water; but, I'm not sure that I was doing a good job. Gail was looking at this and holding up that and I didn't dare to imagine what she would look like in any of them.

A sales lady, or girl really, came over and offered to help. While she and Gail talked I snuck over to sit down in one of the chairs they had scattered around. In a few minutes, Gail came over to me, bent down and kissed me but not on the cheek this time, though she didn't volunteer any tongue. I was about to when she broke it off.

"Come on, I've picked out some things and you need to tell me how I look in them, they have a more private place for that. We have to pay first though, because they don't allow you to put on the underwear unless you've already bought it," she said, and then gave my ear a little nibble.

It sounded reasonable to me; anything would sound reasonable to me about now. The sales girl came over and I used a Visa this time, leaving it with her in case Gail sent out for something else. With the details out of the way I was ready to meet my fate.

I followed Gail toward the back and they did have small rooms, probably eight by ten feet with mirrors on all the walls and a small changing booth in one corner. She led me over to the only chair in the room and kissed me again when I sat down. I saw that there were already several different items for her to try on in here.

She disappeared into the booth, closed the curtain and came back out in a few minutes in something. I didn't have a clue what it was called, since my knowledge of women's lingerie was nearly nonexistent. I knew bra, panties, garter belt, thong and I was pretty confident that I could recognize a "baby doll nightie" if I saw one, after that I was lost.

What Gail was wearing was similar to a long light robe except it didn't open in the front, the back either, for that matter. It was dark green and satiny and I could tell that the material was delicate, even though it wasn't transparent; it clung to her remarkably. It covered her completely, tiny buttons from about the top of her breasts up to her neck closed it and it reached nearly to the floor but it was very sexy; it molded her body and seemed to emphasize instead of hide. Since Gail had been a model she knew exactly how to show it off too.

Next on the agenda, as if my dick wasn't hard enough already, was something similar, except it was very sheer and white. I could see through it easily and Gail's nipples and bush were apparent at once. Also apparent was the fact that she had nothing else on; her French cut panties had disappeared.

This was the first full view I'd had of her long legs while she was standing. They were wonderfully shaped and when she turned around so that I could see the back, I fell in love with her ass.

Soon enough she was out again and whatever this was called, it looked even more like a robe, a short robe at that. It did open down the front and was tied at her waist with a sash. It had wide lapels and it was the brightest red I believe I've ever seen.

The material was an almost shiny satin type. It only came down an inch or so below her beautiful buns and it was open in a deep V between her breasts. When she walked I got flashes of her titties on one end and of her buns or bush on the other, depending on the way she was turned. She still had nothing on underneath and I was beginning to sweat over that fact.

I recognized the next one, it was the ever popular baby-doll, helping my composure along was the pair of tiny red panties that she was wearing; I mean, of course I wanted to see her pussy, up close and personal at that. I just wanted to see it in an even more private setting and I wanted to have the chance to examine it by hand.

The baby-doll didn't have anything extra for her breasts and this was the best view I'd had of them yet. They were impossible; so round and fat and they didn't appear to sag one bit, I couldn't understand how they seemed to defy gravity. Her nipples were fully plumped now too and they looked delicious but I knew that I couldn't get a taste of them here.

The finale was what I can only refer to as a genie top, it was billowing and diaphanous and doing nothing to hide her breasts but was drawing attention to them by its transparency. The bottom was a fascinating thong; it was pulled snugly to her vulva and so sheer that it was molded to it perfectly, strangely there was no string up between her cheeks. I'd have to ask about how that was done, later.

She came over to me in it, kneeling before me, putting her hands on my knees and asked how I'd liked the show. I was nearly babbling but I managed to tell her I loved it and that I'd sit there and buy lingerie as long as she would keep modeling it. Her smile was radiant, along with all her other features.

"This is probably enough for now and it's almost time for you to start thinking about the plane," she said.

"What plane?" I asked.

"The plane to Dallas with your Dad, dufus," she said, laughing.

"Oh, that plane, I don't want to go now," I said.

"You have to, even if your Dad didn't care, you'd still have to; Kathleen would slit my throat if she thought I'd caused you to miss it. I'll be dressed again in just a minute and then we'll leave, you sit here and rest," she said, and then leaned over and gave me another searing kiss, with plenty of tongue play this time.

I rested as she'd asked and did my best to recover my composure. I couldn't really complain since I'd never imagined any meaningful contact with her until we left Dad's office. She was so beautiful and so far out of my league, but at least I could remember today and this little private modeling adventure.

She didn't help me much with my composure though since she didn't bother to close the curtain while she was dressing. I didn't discover how the thong worked, since I hadn't been watching close enough when she took it off. Well there was a mystery for another day.

I retrieved the Visa and we gathered all the packages and headed for the car. When we got to it there was barely room to get all her stuff in and I was glad I'd thought to call the limo for my things. When I let her in I got another wonderful glimpse of her panties and I was struck by the difference in seeing her in natural light. She pulled me down for another kiss before I closed the door and she curled my toes with it.

"Wow," I said, when we parted.

"Well, I have to make sure that you don't forget me after Kathleen has her wicked way with you," she said, and then pouted a little.

"It'd be easier to forget my feet," I said.

On the way, I called Dad to make sure that I didn't have to hurry and he told me not to worry about it, reminding me that the plane wouldn't leave without us.

Since there wasn't a rush I drove Gail to her apartment, she needed someone to help her carry her things, after all. I was rewarded with another great kiss and this time she was pushed up tight to me.

"That's the best time I've ever had shopping," she told me, "in fact it's the most fun I can remember in the last year or two."

"It was?"

"Sure, you were so nice and you never tried to grope me, not even a little bit, even after I started doing my best to try and get you to. You weren't staring at my titties slack jawed or drooling or anything. You were such a gentleman that it started to turn me on," she said.

"I seem to remember doing a lot of looking at you and loving every second of it."

"That's just it, when I showed you willingly you looked but you didn't keep trying to sneak peeks, you openly looked at me and admired my body. It was very sexy of you, very sexy. We're going to have to do this again sometime soon. I don't mean the shopping, I mean were going to have to do something else together, if you have time," she said.

"When I get back, you just tell me when you're free; I'll make time," I told her.

"Oh I can go almost anytime that I'm not working, I gave up dating nearly three years ago. I just couldn't seem to find anyone that I wanted to go out with. I was pretty down on men for a while, it isn't that I don't like sex, I just haven't seen anyone for a long time that I thought I wanted to have sex with, do you know what I mean?" she asked.

"Gail, I'm a boy and I'm fourteen, of course I don't know what you mean, but I'll try to think about it from your point of view and see if I can grasp the concept," I said.

She laughed and kissed me again and I wanted to get hold of her ass so bad while we were kissing. I couldn't now though, not after she'd told me how much she appreciated me not trying to grope her earlier.

After that, we said goodbye and I went to my car and headed for the airport. I called Dad on the way and he told me which exit to take and where to show up. The limo had already brought both sets of my luggage, the one from home and the one from shopping. He asked me if I'd gotten Gail some nice things for all the work she must have done.

I decided to rub it in, so I told him that I'd bought her several things from Victoria's Secret.

"The sales girl just kept bringing her things to try on then Gail would model them and let me decide, I bought her quite a few," I said.

"Hell I guess you would have, if it had been me and I was younger, I'd have still been there and wouldn't give a rat's ass about a trip to Dallas, I don't see how you managed to force yourself to stop," he said, and then laughed.

Using my head for once I also called the florist that Mom always used. I ordered two-dozen roses to be delivered to Gail's apartment tomorrow morning. I knew that she left for work to be there by ten AM so I told them to deliver right around nine.

Naturally I remembered the vase for Judith's flowers and asked them if they could do that for Gail too. The woman said she remembered the vase precisely and that she'd be happy to do another one.

When I got there I decided that a private jet was the only way to travel. All I had to do was drive to the proper part of the airport, get out of my car leaving the keys in it, and walk onto the plane. Everyone else was already there and inside.

It was larger than I'd expected and the interior wasn't like any commercial plane. There were only seats for twelve people and there was easily room enough for twice that many. They weren't like airline seats either; they looked more like love seats with an armrest that folded down out of the back for separation, if you wanted it.

Dad and Francis were in one seat near the front and Kathleen was by herself near the back. She waved and motioned me back to her when I got in.

"You have to sit by me, I'm scared, I've never flown before," she said.

"There's nothing to it, we don't have to do a thing but sit here, and the pilots do all the work."

"I know that silly, but I'm still scared."

"We'll probably be bored before we get half way there, really. All the excitement is over after we get off the ground and landing isn't even that much fun," I said.

"Just the same, I want you to sit here and hold my hand the whole time," she said.

"Well I'd be happy to do that anyway," I said, grinning.

Then I had a great idea; I remembered one of Dad's anyway. I knew that this plane had a bar in it.

"Do you want me to get you a drink, I'm sure that there's a bar in here," I said.

"Oh, do you think it would help?" she asked.

Did I ever, I knew for sure that enough of them would help, but I wasn't counting on that.

"Dad, isn't there a bar on here somewhere?" I asked him, leaning out to.

"Sure, why? Do you want a drink?" he asked.

"I wouldn't mind one and Kathleen has never flown before; she's a little nervous about it," I said.

"Come on up and I'll fix us all a big one, we've got time because they haven't even started the engines yet," he said.

I asked Kathleen what she'd like and she told me to surprise her. I planned on that all right but I'm not sure we were thinking along the same lines.

When I got to the bar I told him what she'd said.

"She probably hasn't done any more drinking than you have, maybe not even as much; I know she's not old enough yet. I'll fix her a rum and coke, the coke will mask a pretty strong drink and the first one will really mask the second one," he said.

Dad fixed the drinks and I carried each one to the recipient as it was finished. He did Francis' first and when I took it to her she thanked me, twice. She told me thanks and she bent at the waist a little for something off the floor and gave me a really nice shot of her titties. Hers were every bit as nice as Julian's had been.

I took Kathleen her drink next and then came back to Dad for mine. He'd stepped into the cabin to talk to the pilots I guess but he was right back out in less than a minute.

"I was checking on how long it would be before we took off. They were about to start the engines but I asked them to wait about ten minutes."

"Why?" I asked.

"So that we can get Kathleen started on her second drink before we get into the air," he said.

I didn't know what to think about that, I guessed that it couldn't hurt my chances any. He made my drink and I went back to sit with her.

"This is good, don't tell but I've never had a drink before. I think I might enjoy this flight after all. It isn't every day that a girl has her first flight in a private jet, and such a nice one too," she said.

"I've flown before but only in commercial planes, this is my first time on a private jet too," I said.

"I think it'll be really fun, if it doesn't crash."

"They can't crash, I know for sure that Dad went in and told them not to," I said.

"They won't then if they know what's good for them. He scares me sometimes when I hear he and other lawyers yelling at each other in his office."

"I think all lawyers do that; you should hear them yelling in the judges chambers during a trial. First there's some objection or something and then the lawyers go up and whisper to the judge, arguing a little bit there. If it is something a little odd they'll go into the judges chambers. That's when the yelling and screaming starts," I said.

"I'm glad I don't have to go to court, I like it fine right in the office, doing my little job and minding my own business," she said.

"Yeh, it must have been awful for you, having to come on this trip."

She looked up at me like I was crazy and then she asked, "Are you nuts, I was so excited when Julian asked if I could go that I nearly wet my pants," she said and then blushed over it.

"Oh, so you wanted to come along?"

"Of course I wanted to and it's only a miracle that I got to. Julian was in a snit when the trip came up and she realized that she couldn't go. I think she asked me to go instead of Marsha out of spite. Well it wasn't really spite, she, Francis and Marsha are really good friends," she said.

"Well why do you think she asked you to go instead of Marsha?"

"She doesn't want Marsha to get hold of you before she does," Kathleen said.

"What?"

"You heard me, she'd rather sick me on you than let Marsha get the first chance," Kathleen said, then giggled.

"We'll all have separate rooms when we get there," I said, lamely.

"Like I'm going to spend a second out here alone in the hotel room. You might as well go tell your Dad to call and cancel that reservation. I'm not letting you out of my sight, especially if your Dad is off somewhere and Francis is unescorted. Not a chance; I've had my eye on you since the time you talked to me when I first started," she said.

"You have?"

"Sure, I think you're handsome and you were so nice to me that day and every time I've seen you since then. You make my panties wet," she said, and then she put her mouth up and slithered her tongue into my ear.

I was dumbfounded. I'm sure that things like this happened but they'd never happened to me before. I didn't really know what to say so I didn't say anything, hoping that she'd pick up the slack.

"I'm not a slut or anything, if that's what you're worried about but for some reason you just get my motor running. I've only done it a couple of times, and that's another thing, I've been out of school since last year and I haven't had a decent date since way before the prom. I'd have been easy pickings for you even if I hadn't already told you," she said.

"Damn, I wonder how long it'll take us to get there?"

"Too damn long, I'm getting horny since I've told you already. I was intending to string you along for at least an hour or two but that's shot to hell now," she said.

I still couldn't think of much to say and so I set my drink down and leaned over to kiss her. Even though she'd done a good job on her drink already, her mouth still tasted like cinnamon and her tongue wanted to play. I was just thinking how hard my dick was going to be when we finally got to our room when it hit me. Mile high club.

Before I could get my hands on her titties Dad asked over his shoulder if we needed another drink. We broke our kiss and I told him yes and got up to go fetch them.

"Dad, don't bother to make her a strong one, just put a taste in it," I told him, when I got there.

"What's up?"

"I want her in good shape for the mile high club," I said.

"What?"

"Julian might not have told her she needed to make a V; but she's already said that you should call the hotel to cancel her room," I said, and I'm sure that I was grinning like a fool again.

"You little stud horse, you're headed through the women in my office like a tornado. I saw Francis showing you her titties when you took her the drink. I don't mind a bit either, whatever you did to Julian set her on fire. We were in my little bedroom for nearly three hours, we didn't even get anything for lunch," he said, patting me on the back.

I took Francis her drink again and she gave me an even better show this time. It was easy to tell, when her hard nipples swung into view, that she didn't think a bra was necessary for short flights.

When I got back to Kathleen with our drinks she was smiling widely.

"I missed you while you were gone and I saw you ogling Francis' titties. I happen to think that you're going to like mine better," she said.

"Probably, and we're going to find out in a few minutes, have you ever heard of the mile high club?"

"You don't mean you'll have the nerve to do me right in the plane, up in the air, with Francis and your Dad in here too?" she asked.

"If they don't hurry this thing up you and I are going to join the taxiway club before we join the mile high club," I said.

"God, you have my panties soaked already."

"Let me see," I said, kissing her and putting a hand between her knees.

She spread her legs when she felt my hand, and I slid it up to her pussy. She was wet, and hot too. I gave her a second to put her drink in the tray.

"If you've got the nerve, I can't resist. I'm burning up just thinking about it," she told me.

I kissed her again and managed to get my hand high enough to get hold of her panties' waist. Hers were low cut too so it wasn't hard. I slid my hand around toward her ass and started pulling them down. She shivered at the thought and then raised her sweet ass to give me room.

This was going fast but I'd been worked up all day, thanks to Gail, and if Kathleen was willing we were only a few minutes from fucking. I felt an engine start to spin up just as I got her panties off one foot.

When I had my hand back on her pussy I could tell that she was even wetter. I teased her clit a little and then wiggled a finger up her. She was tight, very tight. I think she was even tighter than Shelly or Shelia had been. She hadn't put much mileage on her hot little pussy but I planned to help her finish breaking it in.

While I pumped my finger up her she unbuttoned her own blouse and pulled it off. She was braless too but her titties were so firm I couldn't see a reason for her to even own one.

Her little nipples were as swollen as they could get but they weren't very big. I left her lips and put my mouth on one, teasing it. Her hands went into my hair and I marveled again at how a woman's hand teasing my scalp made my dick pound.

The plane had just started rolling and between sucks I thought how wild this was. Here I was in someone's private jet, with a girl I'd just kissed for the first time only moments ago, and she was naked to the waist and had shed her panties already.

"Oh, Jimmy; I've got to get this skirt off and you've got some clothes to get rid of too, I'm burning up over here and I can't wait until were off the ground, much less a mile high," she said.

I turned her loose and started off with my clothes. Her skirt was history and she was bare assed in seconds and then she started helping me with my pants. She stopped helping when she got my dick out and she took the head into her mouth, giving it a good going over with her tongue.

That lit me up and made my hips buck. It also made me get the rest of my clothes off pronto.

When we were both naked, I sat down again, releasing the seat lever. Thank God for custom interiors since the seat reclined all the way, nearly making a bed. I lay back and Kathleen straddled my hips, facing me.

"Oh, Jimmy, I can't wait a second longer. I've been wanting to give you some since the first day I saw you and it's damned sure time right now," she said, taking hold of my dick and placing it.

When she had it to her entrance she lowered herself onto it; taking ten or twelve short strokes to open up enough to get it all up her. The whole process was sweet torture for me but I kept my ass still.

Once she had it all she sat still, letting it soak for a minute. When she was ready, she rose up until the tip was barely in, and then came down fast. She didn't drop onto it but she did slide down really fast, and when she hit bottom...

"Oh, Jesus," she screamed, "that is so fucking good!"

It was too; she had a sweet clasping pussy and it was tight and slippery. I looked forward toward Francis and Dad's seat and they were both turned around looking at us. There mouths were hanging open, and as Kathleen fucked the bejesus out of me, I saw Dad slip a hand into Francis' blouse and take hold of a titty.

That reminded me that Kathleen had some fine titties of her own and I was able to urge her down so I could get my mouth on one of them. I let my hand work on her fine little ass and she liked to have it handled. When I'd squeeze a cheek good she would buck all the harder.

Of course for my next trick I reached under her and got a finger wet with her pussy juice. She had more than enough and when I started teasing her rosebud with the finger she pushed her face down, broke me loose from her nipple and pressed her mouth to mine for a searing kiss.

As she fucked me silly I pressed against her sphincter but not inside. She fucked faster and faster and then I felt her tensing up to go off. I pressed my finger inside and up as far as I could while I banged my hips up to her and held her tight with my free hand.

I know she screamed even louder this time but it was muffled because our lips were still together. Her pussy squeezed hell out of my dick and it set me off too. We slammed against each other hard for about twenty seconds and then it was over.

Kathleen sagged down onto me and then started kissing around on my neck, cooing and sighing. I pulled my finger out of her gently and then let both hands toy with her great little ass while my dick softened some but stayed mostly up in her pussy.

We didn't get any applause from Dad and Francis and I guess they'd turned their attentions to each other. They hadn't let the seatback down though, so I couldn't see exactly what they were doing. Whatever it was, they were being a lot quieter about it than Kathleen and I had been.

We cuddled and kissed and didn't bother with the seatbelts when it was time for takeoff. We lived over it but as the plane's angle of attack became steep we nearly slid off over the back of the seat. It leveled out in a few minutes.

"Have you got your breath back?" I asked her.

"Yes, I'm waiting for your dick to get hard again," she said.

"It won't be long and that's a good thing since we'll still have a chance to join the mile high club."

"Good, I don't really care about the club, except for bragging rights at the office, but I do want another fucking, pronto," she said.

I began to play with her to get us both worked up again. I was still marveling at how straightforward she'd been about wanting to fuck. I knew damned well that it wasn't common but I was really happy about it and I congratulated myself for finding out. It looked like my days of being bored, down at Dad's office, were over for good.

Kathleen lay back on the seat this time and I moved between her legs to mount her from the top. Her small hand took hold of my dick and put me right where we both wanted me. As I slid slowly into her I was determined to take a little more time to enjoy my pumping.

"Oh God, Jimmy you've got a big dick, and I like it, it's stretching me but it feels great," she said.

I didn't think that my dick was that big but I wasn't going to argue with her. I know that it fit in my Mom, Shelly, Shelia and Judith just fine and right now I seemed to be getting all of it into Kathleen too. She was a tight fit though but I didn't think that could ever be something that would cause me to complain. I was just bumping her cervix at the bottom of each stroke and that was fine with me.

We were able to keep the tempo a little slower this time and it turned out to be a really good fuck. When I did blow another load up her I wasn't so winded and I had plenty of strength to get down and lick up my mess. She guided me with hands in my hair and I had her worming and squirming only a few minutes later.

I got up in the seat with her after I'd made her come again and we cuddled some more. She thanked me for licking her pussy and told me that I was the first one that had; she promised me a long slow blowjob later tonight. Before we knew it, time had come to get dressed because the plane was in the pattern at Love Field.

We scrambled back into our clothes and tried to look respectable for deplaning. It was a job though, since somehow we'd gotten a little bit mussed up. One of the pilots was out to open the door when the ramp was in place and he gave me a big grin as we left.

The limo was already at the bottom of the plane's ramp and we got in and were on our way to the hotel. When we arrived we didn't even have to check in, a bellman met us with our keys and he took charge of the luggage.

"You two are on your own; the client's representative will be coming for Francis and I in an hour. The limo will stay here, in case you want to go out," Dad told me, as we rode up in the elevator.

I didn't have any idea where to go in Dallas, except maybe to bed with Kathleen. When we got to our suite she told me that she had pretty much the same thing in mind. "I would like to go get something to eat, but the hotel's restaurant will suit me fine," she said.

"You and I are on the same page, I had a little snack on the plane but it wasn't really filling. The dish sure was pretty though."

"Oh you, I bet you tell that to all the girls," she said, teasing.

"All the girls whose pussies I lick."

She blushed a little but she got over it. We decided to take a shower before we went anywhere. Our bags weren't up yet but there were robes in the bathroom and so we shucked our rumpled clothes and got wet.

We took plenty of time for playing with each other in the shower but we didn't get serious about it. Her titties and bush were a treat to wash and she gave junior a good cleaning too. When we got out to dry off, I noticed that our bags had appeared while we were showering.

We dressed and went to eat and then returned to the suite to crawl between the sheets. That was pretty much the routine for the whole trip. We did go out and have lunch in Reunion Tower's restaurant all three days that we were there but it was the extent of our sightseeing. It's pretty impressive though, as it rotates to give you an ever-changing view of the city.

Kathleen and I were good fucking buddies by the time we climbed onto the plane for the flight back to Atlanta. We were a little smarter about what we wore too, especially me. I made sure that my clothes would come off easily and that they'd be easy to get back into.

I didn't even consider the junior lawyer outfit that Dad had me wearing the day we left. We had two claims to the mile high club on the way back and I was sure that we were both members in good standing now.

We landed about seven PM and after all the bags were loaded we took Francis and then Kathleen to their apartments. The driver took care of the bags and while we were at Kathleen's place, I went into the bedroom with her while he was at it.

"I really had a good time on the trip, Jimmy, and I hope you'll call me soon," she said.

"You don't have to worry about that, I'll be calling, and maybe we'll be able to do a few things here in Atlanta. At least I know a few places to go here, we didn't get much sightseeing done in Dallas."

"I saw the main thing I was hoping for, I got to see the ceiling in the hotel room and that was my main point of interest. I'm going to have to call Francis when you leave and tell her not to let everyone at work make fun of the bowlegged way I'll be walking for the next few days," she said.

"You aren't sore are you?"

"Of course I'm a little bit sore, I told you I haven't done it much. In fact we did it a lot more on this trip than all the other times I have, a lot more. I'm not sorry though, I loved every bit of it," she said, and kissed me sweetly on the lips.

"I did too, Kathleen and I'm going to want to see you a lot more often," I said.

We kissed again as I was leaving and my dick was back up. Well, I was headed home and I knew that there were women there that would help me out with it. I already had Kathleen's number and address and on the way home I called the florist, ordering two-dozen roses for her, in another of the crystal vases.