Mister Jack Miller Ch. 07

By way of introduction, let me say that if you haven't read the first chapters of this story, then much of the next few pages will mean very little to you. So I suggest you go back and read "Mister Jack Miller: Chapters 1 thru 6" to get the background on this tale. That having been said, please...read on...

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I gathered the girls around me and looked at my watch. "It's 10:30 now. I'll see all of you upstairs in about fifteen minutes? When you get up there, just press the bell and I'll ring you in. It's exclusive, you know..." they all looked like they were VERY impressed, and followed me out. when I reached the elevator I would have thought they would all be right behind me, but I looked back and saw them coming out of the curtained-off area, Debbie fanning my mother with her hand as they walked. I held the doors and waited for them. Mom got off at seven, Shari at eight, and Debbie, Alex and myself at ten. Debbie went off to her room, and Alex and I walked to ours. As soon as we were inside, Alex turned to me and said, "that was really great what you said about Nana tonight..you made my cry...," and it looked like she was going to start again, when I stopped her with a kiss on the lips and said, "I'm actually a little worried about her. She looked really weak tonight. I hope she's okay."

"Well, it's been a pretty busy week for her, bro," she said as she backed away and started to take off her clothes, "She probably just needs to catch her breath. She'll be fine."

"Yeah, I know," I replied as I got down to my underwear, and, sliding it off, continued, "but I'm still a little worried."

"That, Jackie-boy," she said as she came up to me and squeezed my cock, "is because you are such a good grandson. I mean, a good GREAT grandson...or is it great good grandson....?" she giggled and went into the bathroom to retrieve her blue bikini. I pulled my black and white swim trunks up over my stiffening cock and tied the string as Alex bent over to pull her bottoms up over her ass. She came over to me and turned around so that I could tie her bikini top, then whirled around and said, "Ready?"

"Sure am, Sis. Thanks." And I pulled her to me, wrapped my arms around her and kissed her, deep and sweet, warm and full of tongue, gripping her butt and pulling her against my bulge as we kissed.

She broke the kiss and looked at me and said, "Save it for Shari, cowboy. I know you wanna spend the night with her tonight. Deb and I talked about it, and decided we're gonna back off a little tonight and let you two be together."

This, of course, probably meant that Alex and Debbie had talked to one another about what had happened with each of them over the last couple of days. but it made me feel a little less nervous about being with all three of them at once, so, grabbing three keys (my room, Shari's room, and the Rooftop key) and squeezing Alex's ass one last time, we made our way to the elevator. Of course, we met Debbie there. She was wearing a yellow bikini in the exact same style as Alex's. I looked from one to the other and then back again, and they giggled. "Just wait till you see what Shari's got on!" they chimed, and I knew it was going to be an interesting night...

On the way up to the rooftop Alex told Deb that she had told me about their plan regarding Shari, and Deb breathed a sigh and said, "Good. We want our Jackie to be nice and relaxed tonight, don't we, Al?" With that, Debbie turned me toward her and looked me straight in the eye and said, "We sure do," then wrapped her arms around me and kissed me hard and deep. I responded as I had done with Alex by sliding my hands down her back and gripping her asscheeks firmly and pulling her against my bulge as we kissed.

"Wow," Alex said as she observed this scene, "that's almost as fun to watch as it is to do."

"Trust me, Al," Debbie winked, "Doing it is WAY better." she bounced on her toes like an excited teenager, then squeezed my dick through my shorts and talked to it. "Better get ready, little guy, 'cause I think you are in for some fun tonight." Despite the fact that it still was a little sore, it jumped at the contact, and when the doors opened, I WAS ready for anything. there was only one door outside the elevator on the roof level, and that was the door to the Hot Tub area. I carded us in, and we walked into our little slice of paradise for the evening. It was just like in the picture, with a huge heated hot tub, and, embedded into the wooden deck right next to the tub was a long ice chest that was stocked with beers, bottled Cokes and a couple of bottles of white wine. Nearby was a low cart with Bailey's, Jack Daniels and a few other liqueurs and spirits. On the cart was also a remote control which worked the hot tub controls, the stereo and the door. I set the room keys on the cart and pushed the button on the remote control that said "LIGHT 1" and the lights inside the hot tub came on. I pressed "LIGHT 2" and all the other lights on the roof outside of the hot tub went off, and suddenly the only light in the whole place was the light coming from inside the tub.

I used the remote to turn on the stereo to some mellow jazz music, then pressed another to turn on the jets on the tub. The bubbles rose and the steam rose off the water like the Fulya Escort spray that rises off a mug of freshly-poured root-beer. I asked the girls what they wanted to drink, and they both chose white wine, so I uncorked the Chardonnay and poured them each a glass. As I was preparing myself a Jack on the rocks, I heard the door buzzer. I looked over and Mom was standing there in a brown one-piece swimsuit that she I knew had been her favorite for some time because, as she put it, "It hides everything I want to hide, and shows off everything I want to show off," which, to the latter, meant mainly her breasts, which were about the biggest set of all-natural tits I have ever seen on a woman. I clicked the remote and the door buzzed again and she walked in, giggling like a schoolgirl when she saw the luxurious surroundings I had invited her to, and, as if wanting to have her body exposed to the rest of us for as little a time as possible, she slipped right into the water and asked me to pour her a glass of white wine. I did, and followed her into the hot tub, offering a toast to a lovely evening. We clinked glasses, and I was about to take a big swig of whiskey when I looked over at the door and saw Shari standing there. As had been hinted by Alex a few minutes earlier, she was wearing a red bikini of the same exact style as Debbie's and Alex's. Before she had a chance to ring, I waved to her and got out of the hot tub to walk over and open the door for her. As I moved, Debbie and Alex laughed together in that "Jackie's got a girlfriend, Jackie's got a girlfriend," kind of way...

She smiled and took my hand as I walked her over to the tub. As I guided her in and she settled into the tub, I asked her, "Jack and Coke?"

She smiled in such a way that said to me, "Maybe later, when we're alone," and asked instead for white wine like the other three girls had asked for. I happily poured the drink for her, and settled into the tub with Mom on my left side, Shari on my right, and Alex and Debbie sitting side by side directly in front of me. "I was just proposing a toast to a lovely night," I told Shari, and added, "which just got a little lovelier, if I do say so myself," looking into her eyes and clinking my glass against hers.

She caught me comparing the three swimsuits and said, "we were gonna surprise you at the pool party tomorrow, but changed our plans when you invited us up here tonight." I laughed. They really were the exact same style.

Then, not wanting to be rude or anything, I turned to Mom and said, "You've met Shari, haven't you?"

"Well, of course I have, silly. Just because you missed Darren's wedding doesn't mean the whole family did. Good to see you again, Shari. So how did you and my son, er...'hook up', as they say...?"

"MOM!" I said, as all the girls laughed at me. "Shari and I have become very good friends."

"I know, Son. Can't a mother have a little fun with her son once in a while?," she winked as Shari began to tell all about our plane flight, leaving out some of the more intense details. As she talked, I watched as Alex whispered into Debbie's ear, obviously filling in some of the racier details that I had told Alex the previous evening. Debbie let out a little gasp and gave me that "you naughty boy" look as Shari finished her version of the plane encounter.

"And you didn't even know each other. What a small world this is," Mom said, with a look on her face that indicated that she had filled in just enough details to satisfy herself that her son was not brooding over that slut Debbie, but was already starting to live his life again. "More wine, Son." she said, holding up her glass. I stood up to reach over Shari's shoulder for the wine bottle, practically sticking my hard-on in Shari's face as I did so. When I had got the bottle in hand, Shari helped me to sit down by grabbing the waistband of my trunks and holding onto it as I leaned back into the water. I sat back down next to Mom (who hadn't seen Shari's actions, being screened by my body from doing so) and poured the last of the first bottle of wine into her glass. Debbie and Alex had, of course, seen everything, and drained their glasses quickly, and said in tandem, "Oh, Jackie, darling...?"

So I stood up again, and reached over Shari's head for another bottle and the corkscrew. Deb