I Feel Lucky by cmsix

Chapter 9

Monday morning, when I took Shelly and Shelia to school, things were pretty much back to normal. There was no harem to greet us now, except for Sharon and Karen. It looked as if they might be becoming closer friends themselves. They were standing around near the school's front entrance and after I received my revelations, from between both my sisters' thighs as they got out, Sharon and Karen waved cheerfully to me as I got back into my car and drove off. They were still pals when I picked the twins up that afternoon.

I was dying to know if anything had happened and so I asked my two beauties about it.

"We can't say anything unless one of them asks us, it would be too weird if we were to bring it up," Shelly said.

"If we say anything it will seem like a put up deal, it is a put up deal of course, but we don't want to let them get wind of that," Shelia said.

"I guess you're right but I'm so curious. If they don't mention it I'll have to be content with only getting a date with Judith out of this," I said, trying again to make a stupid joke.

"Jimmy! Judith is our friend, even if she is older, we expect you to treat her really nice. If you're just trying to make a joke again you aren't being all that funny," Shelia told me.

"You're right, I was trying to make a joke and I guess we all know by now that I'll never make a living at it."

"Probably not, it's harder than you think to be a comedian; I think that they're pretty firm about requiring you to make people laugh," Shelly said, causing she and Shelia to both burst out into laughter.

I blushed and shut my mouth. My sisters were right and I figured the best thing for me to do at this point would be to keep quiet. Things with Karen and Sharon would come to a head soon enough. I was sure that they thought I was wrapped snuggly around their combined fingers and I knew they would be getting more and more curious as the week went by; meanwhile, my Mom and sisters would probably be very supportive during my time of mental anguish.

My curiosity was satisfied Wednesday afternoon when I pulled up at the twin's school to board passengers. Karen and Sharon were nowhere to be seen and I recognized some of Shelly and Shelia's friends, from before the Vette, waiting with them. My sisters had wide smiles on their faces as they got in and nothing covering their lower lips except their wispy auburn bushes.

"Sharon couldn't stand it any longer and she asked me if I thought you were going to ask her out for this weekend," Shelly said, as we left the parking lot.

"What did you tell her?" I couldn't stop myself from asking.

"You know what she told her, she told her that you had a date with a college girl," Shelia said.

"When she asked who with, I told her it was Judith. She and Karen both know who Judith is and you should have seen the look on Sharon's face," Shelly said.

"Both of them had long faces after Sharon told Karen. In fact she and Karen had an argument and I think it was about you. They're probably through collaborating over their plans now," Shelia said, almost laughing.

"I hope that this doesn't ruin your two's friendship with them," I said.

"They didn't want to be our friends, they thought that if they acted like they were it would make it easier for them with you. I doubt that the conniving bitches will stay away for long but I'm glad that they backed off a little. Our real friends felt funny coming up to us with those two always hanging around," Shelly said.

"God, high school may be too complicated for me."

"You're a boy, of course it will be too complicated. Shelly and I will keep you in line though, don't worry," Shelia said.

Mom was in the kitchen when we got home but I barely had time for a French kiss and a good grope with her before she and the twins were going over the details minutely. I went up to my room and did my homework but I didn't have enough to matter. Walking downstairs later let me see that the discussion was still in full swing. For the first time in a long time I didn't have much to do after coming home from school.

Actually, it was more that I didn't have anyone to do. Lately, coming home from school meant the very real treat of getting down and dirty with my gorgeous mother, and if for some reason she didn't have time, I would switch to plan B, diddling my sisters. This afternoon they had ruined both plans with the conference that was occupying all of them at the same time. I decided to call Judith to see if she had time to talk.

Judith seemed happy to hear from me and we talked for about an hour. You might think that with our age difference we wouldn't have any mutual interest but it didn't seem odd or anything. I had to tell her about the developments at school and I warned her that Mom and the girls would probably call her later.

"They might even be trying to get you now," I said.

"You're probably right but they can wait. They'll be just as excited to tell me about it later as they are now. To tell you the truth, at first I more or less went along with this just for fun, especially since I am so much older than you. The more I think about the date though, the more I'm looking forward to it. We've always had fun when I came over to help you study and I'm betting that we'll have a good time Friday night, you can dance can't you," she said.

"Yes, Dad and Mom made sure of that. I've had dancing lessons for years and every few weeks Dad has a little dance party for us in the living room. He and I spend a few hours dancing with Mom, Shelly and Shelia. I guess it might seem weird to some people but it's fun," I said, though of course I didn't let on how very much fun it had been last time.

"It doesn't sound weird to me, I'll bet it is fun. I'm glad to know that you can dance because I love to," she said.

"I know we're going to have a good time then. I always have fun when you're around, of course it doesn't hurt that you're beautiful."

"You're learning fast, just keep saying things like that and we'll get along fine," she said.

I had been exactly right about the telephone call Judith was due. Shelly came upstairs looking for me not five minutes later and when she saw me on the phone she signaled that she wanted to know whom I was talking to. I felt a little mischief coming on so I said 'hang on a sec' into the phone and then covered the mouthpiece with my hand.

"It's Sharon, I've changed my mind and I'm asking her to go out dancing Saturday night," I told her in a quiet voice.

The look on her face was priceless and I was tempted to ride the joke a little farther but I didn't. I pulled my hand from the mouthpiece then and told her I was talking to Judith and that the other had been a joke, this meant I had to tell Judith what lie I'd just told Shelly.

"No wonder her line has been busy so long. Shelia and I will get you for the other part later," Shelly told me, and then she left.

I told Judith what Shelly had threatened and she laughed but then she said that it was a mean trick and made me promise to go down and beg for forgiveness as soon as I hung up to give Mom and the girls a chance to call her.

When I went back downstairs and made my apology I'm sure that I was about to get a talking to but I saved myself by telling them Judith was waiting for their call, they forgot about me and went to the phone.

Dad got home just then, saw them all standing by the phone and gave me a curious look. I told him it was complicated and he motioned me toward his office.

Dad decided we needed a drink and a cigar first and after we were set I gave him the whole story. He was out of the loop on the Karen and Sharon deal but I gave him the scoop. He laughed hard when I told him what the girls and Judith had cooked up and even harder when he found out that today was the day the two high school beauties found out I wouldn't be calling them this week.

"I want you to respect all women and if I thought that you were doing this just to be mean I wouldn't like it. Since I think that you've all had the correct reaction I don't think it's more than they deserve.

"Some women and some men too just can't seem to go through life without wanting to play head games with others. I don't think that you're that type and I'm glad you're not. That doesn't mean that you shouldn't go ahead and play if someone else starts it. Just remember that when the game begins, it's time to think about winning and to put any potential relationship aside until the head game is settled.

"I can't see any downside to this at all. They inadvertently showed their cards and they don't have a winning hand, they don't even have enough chips to raise the bet. They assumed that a young man like you would be salivating at the thought of being with them and now they've found out that you are miles ahead of where they thought you were. Good for you.

"By the way, I didn't mention it before, but I got a vicarious thrill when I found out Monday that you had a date with Judith, she's a knockout," Dad said.

"You didn't get any bigger thrill than I did, I wouldn't have had the nerve to ask her out if it hadn't been for Shelly and Shelia though," I said.

"How's that?" he asked.

"Judith, Shelly, Shelia and I were talking about what I thought Karen and Sharon were up to and they all thought that I should ask someone else, not from their school, out. I mentioned that I might see if I could get a date with Kathleen, the new girl at your office. Shelly and Shelia were all over me then about not making her feel like she had to go out with me to keep her job and then they started cutting their eyes at Judith and I finally got the hint and asked her out," I said.

"Well I'm glad that Judith agreed to go out with you but you don't have to worry about making Kathleen feel uncomfortable by asking her out. We have a regular program in our firm that covers sexual harassment and we make it perfectly clear to all employees that none of their jobs depend on sexual favors.

"We're diligent about informing all of them, especially the females, that we do not tolerate any type of sexual harassment. If you asked Kathleen out, she'd know that there was no pressure on her to accept. Go ahead and ask her if you want to, she's a cutie and I don't think she's seeing anyone; if she does agree I'll make sure later that she understands it has nothing to do with her job.

"Of course that doesn't mean she won't be accepting just to see if it does help her out at work. We can't control what employees have on their minds. I doubt that she will be like that though; she just doesn't seem the type.

"If you take her out, just treat her with the same respect that you would anyone else and if she happens to seem really friendly just go ahead and bump her fuzz if she'll let you. I'm sure that you'll enjoy it no matter what her reasons," Dad said, and then laughed.

"You know, it seems that you are riding a lucky streak. You got a date with Karen and it pissed Brent off and then after his attack you ended up two hundred and fifty thousand dollars to the good. Then Sharon and Karen tried to pull the wool over your eyes and now you have a date with Judith and I'll bet they will be pissing in their pants until you call them again, not to mention that it caused you to think about asking Kathleen out. Things are really going your way lately," Dad said and then he got a funny reflective look on his face, as if he were thinking about something but didn't want to mention it.

He was welcome to join the club since I was thinking about something too and I sure as hell wasn't going to bring it up. I was thinking about how lucky I'd been over the "teasing horse" scenario. Dad had invited me to kiss and grope my Mom and I'd ended up fucking her to beat the band, often. No, I wasn't going to point out that little bit of luck at all.

The Kathleen thing was something for me to think about too. It was just another lucky coincidence that her job at Dad's office let me have contact with her and gave me a chance to get to know her. She was a cutie, like Dad had said, and thinking about her face and body gave my dick a tingle. She was also nice to talk to and that never hurt anything.

I knew one thing for sure though, I wasn't going to say shit to Kathleen unless Mom, Shelly, Shelia and probably even Judith knew about it and approved. I had too much going my way now to risk a train wreck caused by a stupid move on my part. I wasn't going to blindly go and piss off my Mom, Shelly or Shelia and I also didn't want to make Judith mad. I didn't really have anything going with Judith but I sure wanted to get something going; I wasn't about to start off by digging myself a hole that I'd have to backfill later.

Mom called us for supper just as we finished our cigars. I was glad because all of a sudden I was really hungry. I'd heard that smoking dulled your appetite but if it did I must have been starving before Dad and I had our cigars.

After we ate I went back up to my room. I'd already finished my little bit of homework but Shelly and Shelia had some to do. Mom and Dad were having their own little conversation as they watched television. I was bored and wanted to call Judith back but didn't want to be a pest so I just put on one of my instructional DVDs and had a studious review of some of the finer points of licking pussy.

After they'd finished their homework Shelly and Shelia asked me to come and wash their backs while they showered. I was happy to and after we dried off we all climbed into their bed naked. They said they needed to make sure that being betrayed by the two older girls hadn't damaged my ego and they each gave me a nice slow sisterly fucking before we fell asleep.

Thursday morning, when I dropped Shelly and Shelia off at school Sharon and Karen were nowhere to be seen again. Fuck'em, I didn't owe them shit and every time I thought about what they'd tried to pull on me I got a little pissed off. I wasn't saying I wouldn't ask them out again but I did intend to keep them guessing. They knew they had played dirty pool with me and I wondered if they had figured out yet that I had tumbled to their plans, time would tell all.

When I fetched the girls after school, lo and behold Sharon was waiting with them again. I wondered what was happening but knew I'd probably find out soon enough.

When we cleared the parking lot was soon enough for my sisters.

"Sharon hung around us all day today Jimmy, hemming and hawing and trying to find out if we would spill anything without her having to ask. She surrendered after school was out, while we were standing around waiting for you. She finally broke down and asked if you had mentioned anything about her," Shelly said.

"So I told her that just because you were a little younger didn't mean that you were stupid and that you actually were usually pretty perceptive," Shelia said.

"She asked us what we meant and I told her she'd have to figure the rest of it out on her own," Shelly finished.

I just laughed with them then. I was in a no lose situation, I had scored a real date with Judith over this deal and no matter what happened, my sisters were going to be there to make sure I enjoyed my nights, my Mom too. As far as dating other girls to keep up the smoke screen went, there were plenty of other girls. I was pretty sure that Sharon and Karen weren't the only girls around that wanted a ride in a Corvette. Shit some of them might actually like to go out with me even if I picked them up in the limo.

Mom was in the kitchen when we got home and she told us that supper would be early tonight because Dad had called and said he'd be home early. I gave her a good old-fashioned kissing and a short grope but didn't try to get anything started. It was one thing to leave her freshly fucked in her bed but it would probably be a little awkward to have dad come in and find us fucking like snakes on the couch.

The three of us went up stairs and just hung out in the girls' bedroom until Mom called us down to eat, about a half hour later. Dad was in really good spirits and it was infectious. We laughed and joked while eating and just had a good meal.

Shelly, Shelia and I went up to study after supper and we watched a little TV before we showered and got down to some serious incest for the night. I'll admit that I was thinking about Judith and our date a little and it seemed to inspire me quite a bit. Shelly and Shelia didn't seem to mind at all.

Friday dragged by. That afternoon while we were driving home Shelly told me that Sharon had hung around them most of the day today and that Karen had been with them a while once when Sharon wasn't. It seemed that Sharon and Karen weren't speaking to each other much now.

When we got home, after kissing Mom we went upstairs. Shelly and Shelia changed into long T-shirts and then called me into their room.

"We need to make sure that you don't start your night with a big lump in your pants. Judith wouldn't mind, we're sure, but even with Judith there's no sense to let her know how anxious you are," Shelly said.

"I thought Judith was your friend and that you were on her side," I said.

"She is our friend; but you're our man. We have to pay attention to what's best for you," Shelia told me while they were removing my clothes.

"For instance, we have a few things we need to tell you about Judith, a little inside information. She doesn't know that we've been doing the dirty deed together and so she isn't sure that you've ever had any," Shelly said, and then pushed me to my back on the bed.

"She knows that we've never dated so she's convinced that Shelly and I are virgins," Shelia said as Shelly took my dick into her mouth.

"We didn't say anything to let her know the truth and in fact we played on her misconception and encouraged her to give us the benefit of her wisdom, and she did," Shelia said, and then swapped places with Shelly.

"She gave us some details, and while we'd never tell anyone else, you're a special case for us," Shelly told me.

"Well what are you intending to tell me and why such a big build up?" I asked.

"The build up is to let you know how we got the information about Judith. She was letting us in on the facts of life, one girlfriend to another, or in this case, to two others," Shelly said.

"If you're trying to tell me that Judith isn't a virgin, I already assumed that she wasn't and it doesn't matter to me," I said.

"That isn't what we're trying to say. We want to give you some useful information to help you get your cute little ass between her legs, tonight. Some people might think that we were doing something awful but we don't look at it that way. We think Judith will be much better off for having a dose or several doses of your kind of love and so we just want to help her get inoculated as soon as possible," Shelly said.

"That's exactly right," Shelia released my dick and said, "there's no reason for her to have to wait."

"Well I can't just knock her down and jump on her," I said.

"You're closer than you think with that. We quizzed her pretty well when we were asking her to tell us about sex and we got an interesting insight. I won't say that Judith likes it rough but we're sure that she doesn't mind being held down, even if it's just a little," Shelly said.

"Held down?" I asked.

"That's not exactly how we should put it. I know you've heard that some women have rape fantasies," Shelia said.

"Yeah, but Judith doesn't seem like that type to me," I said.

"That's the point. Do we seem like the type that would lie down and let their brother fuck them? You can't tell by looks, or seems like, or almost anything else. A person's fantasies are very private and it isn't like they're going to tell anyone off the street about them but Judith revealed more about herself than she might have intended to," Shelly said.

"Judith didn't come out and tell us about her fantasy, but she did tell us enough to let us figure it out and we asked her enough questions so that we're sure we have it right. It was touchy going for a while there, trying to seem innocent and still get the lowdown," Shelia said.

"You mean that Judith fantasizes about being raped?" I asked.

"Not really about being raped, it's more like she wants to be date-raped if that makes sense. She doesn't really want to be raped but it turns her on to be held practically helpless and ravished. I think that's the best way to describe it. She doesn't want to be hit or roughed up or anything like that," Shelly said.

"She just gets turned on thinking about being helpless, especially about being as hot as hell and being held helpless," Shelia said.

"That's hard to believe, Judith is so smart that this seems odd," I said.

"Smart doesn't have anything to do with it. Thinking about it makes her horny, we could tell by the way she was telling us, especially by the way she was telling us about the ones that couldn't catch on at all. Believe me, if you treat her like a Queen while your in public and then don't take no for an answer in private, she is going to be burning up before you're through," Shelly told me.

"But what if she decides that she doesn't like it after all, I can't just hold her down and fuck her while she's screaming no," I said.

"Use your head, if she really doesn't want to do it you'll be able to tell. I doubt she'll ever say no, it isn't that kind of thing, but if she pushes your hands away or stuff like that just put them right back where you want to unless she does say no, or stop that or something," Shelia said.

"It might be tough to figure out but you'll be miles ahead if you can. I know she was burning up while she was telling us about it, I could smell it on her and her nipples were sticking out plainly," Shelly said.

"I'll give it my best but it is going to be a little scary. You two are sure about this?" I asked.

"We've talked about it all week and we're as sure as we can be. We've made some other arrangements to help you along too," Shelia said.

"What other arrangements?" I asked.

"Well we were pretty nosey with Judith and we found out that she didn't get a limo ride to her high school prom. Lots of kids go together and hire a limo for their prom but Judith's date didn't. We could tell that it was a little downer for her and so you'll be going in our limo tonight instead of your Vette," Shelly said.

"You'll also be letting us dress you. You do fine with casual dates but tonight is going to be a little more formal than your usual. Don't worry about it, Shelly and I will make sure that you look great," Shelia said.

"And don't forget to take the roses we ordered, Mom has them downstairs. They look beautiful, especially in the vase Mom bought," Shelly said.

I was blown away by all of this and more than a little skeptical about the struggle-fuck they were telling me to try. I knew that they wouldn't steer me wrong on purpose though and I had to think that they probably knew more about what women wanted than I did, so I was determined to do what they told me, to the best of my ability.

I knew that it couldn't hurt to dress extra nice and I guess that the limo would be impressive. I couldn't see how it would ever be a bad thing to give a woman flowers, even if I hadn't thought of it. Hell, in for a penny, in for a pound. All I could do was try my best.

Shelly and Shelia bent to their task of quelling my excitement then. Both of them gave me a thorough blowjob even though Shelly, who did the second one, had to really work for her reward. After we had our wind back they took me into their shower and I knew that it was going to be the cleanest I'd ever been for a date.

When it came time to dress me, they brought out a new suit, shirt and tie. Apparently Mom had helped them on this front because I know that they weren't out of my sight long enough this week to go shopping. Hell they even had a new pair of shoes for me.

Just before I headed downstairs to get the flowers and then leave they handed me a jewelry box.

"What, am I supposed to propose tonight? Is this the engagement ring?" I asked.

"It might be a little early for that, even for a stud like you, but keep that thought for later. It's a watch for you silly. That one you usually wear is too big and gaudy with all those stop-watch dials," Shelly said.

I opened the box and there was a Rolex inside. It was about the classiest looking man's watch I'd ever seen and I felt a little funny when I put it on. I knew that we were rich but damn, a ten thousand dollar watch seemed a little much for a Friday night date.

"Remember, we're rich and Judith knows it, but that isn't what she's after. It doesn't hurt but it isn't the point so there's no need to bring it up. She'll be reminded anyway but you don't have to help her by pointing it out," Shelia said.

"I know that at least," I said.

"Just remember it's old money and the less said about it the better," Shelly said.

I was finally able to get away from them, after some parting kisses, and go to see Mom about the flowers. I'd expected a dozen roses but there were two dozen, and I saw what Shelly and Shelia had meant about the vase.

It wasn't one of the regular cheap looking translucent green things that you got with flowers. Even I could tell that it was expensive crystal. What shocked me was that there wasn't a card, etched on the vase, in fancy script was 'For Judith, from Jimmy.'

The limo was outside waiting for me and I went to it. It was our limo, we didn't rent, we owned. We didn't keep a full time chauffeur though, Dad had an arrangement with one of the rental places and they always provided a driver when we needed one.

A thought struck me as we were headed toward Judith's apartment. I'd wondered for a second how late Judith could stay out until it dawned on me; since she lived in her own apartment, there were no parents to tell her when to be home. Our date could last as long as she wanted it to.