I Feel Lucky by cmsix

Chapter 42

Before I entered the study, I told my watch girls that Jacob would be coming in a few minutes, Sherylyn would be joining them shortly after that, and that she'd wait with them for a while.

Kathy and Kim were naked, sitting on the couch when I got back. I saw that they'd made themselves a drink and asked if they'd fix one for me.

"I've never had a naked waitress before," I said.

"We've never been naked waitresses before either," Kathy said.

They hopped up, titties jiggling, firm young asses swaying, and went to the bar. I had to jump in and tell them what to make, since they were about to grab the first bottle they came to but in a minute I had a bourbon and water on ice.

I gulped my drink, set the glass aside and put an arm each around Kathy and Kim.

"Well, girls, what should we do now?"

"I don't know about Kathy, but I had some fucking in mind," Kim said, blushing and giggling.

"And I'm going to hide and watch," Kathy said.

"Don't leave us yet, Jacob is coming down here to talk to Kim for a minute before we start. It shouldn't be long, he'll be here as soon as his massage is over."

"Massage, is he getting a massage?" Kim asked.

"Yes, I think he needed it after all that strenuous shuffling of females for me to interview."

"For you to intercourse, you mean," Kathy said, and then she and Kim burst out laughing again.

We talked, joked, and did some minor petting until Jacob showed up about half an hour later. Kathy and I walked out while he talked to Kim and went back in when he left.

Kim had just a hint of confusion on her face when we came back; to head off any questions, I went to her and started kissing and fondling. I guess she decided that everything was OK since she got with the program.

Kathy slipped into the closet; seems like she really did get a thrill out of watching from her hiding place.

Even though she'd been unsure at first, Kim was wet and willing by the time my tongue found her pussy. She trembled and shook as I licked her from asshole to appetite, and she had a minor come when I sucked hard on her clitty.

As I positioned myself between her legs and pushed my dickhead against her portal, she smiled up at me and opened her legs wider. I pushed and sank into her slick depth slowly. My tongue already knew that she was sweet and now my dick discovered she was tight and slick.

She sighed as I filled her and her hips started working with me right away. This was really a little bit of a letdown for me though.

I wouldn't be able to get full enjoyment out of my first time with Kim or Jennifer or my next time with Holly or Jenny, since I had to get them turned tonight. I decided, unilaterally, that this wouldn't count as the thank you they'd all been planning to give me. I'd have to make sure and get that later. After tonight, there'd be no problem.

Being told to by your master must make it easier to give in to this. I could tell that Kim was ready within minutes and when I vibrated my fingers around her clit, she was gone right away.

Kathy came out of her hiding place, amazed.

"Wow, did you know you were going to do it to her like that?" she asked.

"Yes, I had to. I'll be back with Sherylyn in just a second, wait here."

I went to the door and Sherylyn was sitting with Mom, Judith, Kamakeata and Tolishanea. I signaled for her to come in and she did.

She went to Kim to give her the commands while I went to Kathy.

"What's going on?" Kathy asked, sounding a little worried.

"It's just a safety precaution. I'll explain it later, but I need a little relief for this right now," I said, waving at my still throbbing dick, "Can you help me out?"

A grin split her face and she sank to the floor at once. I went with her, kissing, fondling, and then poking it in. She didn't last any longer than Kim had after I whispered into her ear that she needed to let it happen.

Sherylyn took care of Kathy after she was done with Kim and I headed off to find Jenny, Jennifer or Holly. Jacob had been instructed to tell them all to thank me tonight, separately, and to let me turn them.

Jenny was out with Mom, Judith, Kamakeata and Tolishanea when I left the study. It surprised me a little, but she cured my curiosity.

"Jacob told us that we could all have a Jimmy ride tonight if we were good. Holly, Jennifer and I flipped a coin for first, and I won. I came looking for you because I can't wait. Where can we get naked and nasty," she asked, giving me a lecherous grin.

"Why don't we go to my bedroom?"

"Why don't we?" she asked, and then hopped up to join me, pressing herself against my side as I wrapped my arm around her waist.

I tried not to bemoan the waste of a good fuck while I was helping Jenny out of her clothes. It was hard to when her titties swung into view. She was hot, wet and raring to go when I slid it in and her pussy felt like home.

I remembered that pussy fondly, as soon as I was in it, but she was ready almost at once and I had her in dreamland before the water got hot. Sherylyn must have asked someone where I'd gotten off to, since she came right in to deal with Jenny.

"You should be just in time to be with Kim when she comes back, if you hurry," she said, so I kissed her quickly and left.

Kim cam back only seconds after I got there and I got the look from her as she woke.

"I'm yours now, Jimmy. I don't understand it, but I know I am. She said, kissing me fiercely and pressing her naked treasures against me.

"It's only for a little while, you'll be Jacob's again in the morning when you wake up and you won't remember a thing about all this. That way you can thank me again later," I said.

It must have been confusing for her and I was sure it would be for the others too, but I couldn't think of a better way to do it and Sherylyn hadn't been able to either. At least Kim wasn't letting it bother her; she was snuggled into my lap, wiggling her delightful ass around on my boner and kissing and sucking around my neck.

"I need to be there for Kathy when she comes back," I told her, as I eased her off my lap.

"Oh, did you do it to her again too?" she asked.

"Yes, she needed it."

I lay down beside Kathy and turned her face to me as Kim snuggled up behind her. Kathy came back in a few minutes and her look told me she didn't require any explanation. She just grabbed me and kissed me soundly.

I told the two of them to entertain each other for a while, since I had to go see about Jenny. When I did, Kathy turned toward Kim.

"I'm Jimmy's now too Kathy," she said, almost tentatively.

"Isn't he wonderful?"

"Yes, he said I'd be Jacob's again in the morning and that I won't remember all this. I don't care, I'll do what he says because I love him now, but it's funny, I still love Jacob too," Kim said.

"Let's not worry about it, they're both great and in fact, you're looking pretty sexy yourself," Kathy said, reaching over to take one of Kim's breasts in her hand.

Kim didn't say anything, she just pressed her lips to Kathy's and I could see their hands reaching toward each other's bushes as I turned to leave.

I headed upstairs to welcome Jenny back to the world. When the light shined for her, she was with the program too, and she gave my lips some serious attention while her generous breasts made me remember them.

"I guess I have to let you go and give Holly her turn now. Why do I feel like you're the one that thanked me instead of the other way round?" she asked, grinning.

"I don't know, maybe we should do it again later."

"Maybe hell, we're going to for sure, as soon as possible. Wait here and I'll send Holly in," she said as she left.

I turned to Sherylyn and gave her a kiss as temporary thanks but Holly came in shortly after that.

Sherylyn got up and walked out, eyeing Holly and smiling at her as she did. Holly came right to me, dropping the little she had on as she did.

Shit, she was beautiful and so lush. If this was going to be the last working fuck of the night, maybe I could take some time to really enjoy it. But it wasn't, I still had Jennifer to take care of after Holly. I tried enjoying it anyway, doing a lot of kissing and nipple sucking and getting my finger wet over and over, but Holly was too ready for the deal and it made her too hot to hold out on.

She was set for action in what seemed only seconds after I had it up her, so I held it deep and wiggled hell out of her clit and she was gone. Sherylyn must have been right outside the door because she was back for the instructions right away and done with Holly in only a few minutes.

"I hate it when fucking gets to be like a job."

"What do you know about a job?" she asked.

"I've heard of them and it seems like they might suck."

"They're like women, some do and some don't. Most men would think a job like yours tonight would be a dream come true," she said, teasing.

"I guess so and it would be even more of a dream if I could take my time to enjoy it all. I am happy that I got my hands on you though and for more than a few reasons," I said, pulling her close for some kissing and ass petting.

"Later, you can take your time and enjoy it later. Oh, I think Holly's coming back," she said.

It was a few more minutes but then Holly's eyes opened and her smile at me lit the room. We kissed and fondled a little, then she sat up, saying that she couldn't be selfish and that she'd send Jennifer to me.

As she walked into the room, shyly, Jennifer set my blood on fire. So far the fucking had been perfunctory for me, since in a way I had to do it. Jennifer's outfit and appearance made me forget that.

Her long auburn hair hung around her shoulders and her deep blue eyes sparkled. She had a mischievous smile on her lips as she came in, hips swaying.

She was wearing something similar to Barbara Eden's "I Dream of Jeannie" outfit, except there were no opaque parts. It was all so sheer that it was almost transparent. Her plump nipples were easily apparent and I could see her bush did in fact match her hair. She even had some tiny bells near her feet and they tinkled as she walked.

Even though she was as good as naked, her lovely face was stealing the show from her round titties and her peek-a-boo bush. She'd done something to her makeup and it seemed that she wasn't wearing any now, or not much anyway. She was even prettier than she had been this afternoon.

I stood beside the bed, hard dick waving at her, and opened my arms as she approached. She came willingly. I wrapped her in my arms and when our lips met, her kiss was tender at first but blossomed into fiery passion.

My hands explored her awesome ass and she pressed herself to me as they did. I could feel her breasts pushing into my chest and her hands began caressing my naked back. I relinquished my lip lock and moved to kiss the hollow of her throat.

Suddenly I felt Sherylyn press against me from behind and she was kissing the back of my neck and up toward my ear. She nibbled my lobe and whispered.

"Go ahead and mark her if you want to. I've already made sure that Jacob will think he did it, and that she'll tell him that, even though she will know and remember the truth."

That sent a shiver up my spine, and I also wondered exactly how she knew what I was thinking. I bypassed that thought and went directly to sucking a hickey on Jennifer's neck.

When she realized what I was doing, Jennifer made a low moaning sound in her throat and gripped me fiercely, pressing herself tighter against me and grinding her mons against my hardon. Sherylyn gave me a little bite on the back of my neck and told me that she was going to help Jennifer out of her costume.

My blood was boiling now and I made up my mind that I was going to give Jennifer a good hard fucking, even if I had to finish in her unconscious body.

I could feel Sherylyn getting the clothes off and I even noticed the bells jingling as she slipped the pant's cuffs off over Jennifer's feet. She moved one of Jennifer's arms and then the other and then fat naked titties were pressed to my chest. Things were getting better and better.

Turning Jennifer toward the bed and pushing her onto it, none too gently, I lay down beside her, pulling her onto me. Tugging gently at her bottom lip with my teeth and taking hold of that wonderful ass with both hands, I began sliding my dick through her bush while she moaned and then licked at my teeth, her tongue seeking entrance to my mouth.

Sherylyn was helping again. I felt her hands on my dick, lining it up with Jennifer's slippery opening. Pushing slightly let me feel her lips pressed outward as I entered. I released one cheek and gave it a sharp smack.

"Fuck me, Jennifer. That ain't a Stairmaster between your legs, it's my dick. I want you to fuck it, hard."

She started too at once, slamming herself down around me and then moving her knees up for a better position. She lay down flat on me, pressing her big titties to my chest and rocking her pelvis against the pivot of her hips. In seconds she was making full length and very fast strokes around my dick while gripping it with internal strength that I hadn't dreamed she had.

My hands gripped her ass cheeks tight and held her down against me, stopping her gyrations as I pushed in as deeply as I could. Her pussy continued to grip me in waves of pleasure as I held her still.

I gave her other cheek a sharp smack then, and nearly shouted for her to resume the fucking. She was ready to come in only a couple of minutes.

"Don't you dare come until I tell you too," I ordered, and I could feel her trying to control herself.

She needn't have worried though, because I was nearly ready myself. "Come now," I said, not two minutes later, and she did, right along with me.

I felt Sherylyn's hand slip between us to stimulate Jennifer's clit and so I pulled her down hard against me by the cheeks again and pushed into her as far as I could. Jennifer winked out of consciousness in seconds while I continued to pump my potion into her wet heat.

When I'd finished, Sherylyn helped roll Jennifer off me, making sure she'd be comfortable while she was out, then she turned her attention to my softening dick and began licking it clean and teasing it back to attention.

"Who are you getting that weapon primed for now?" I asked, teasing.

"I thought you might need a leisurely fuck to help you sleep and I'm planning on providing it after Jennifer is gone," she said, raising her head and smiling at me.

"I love a woman who thinks ahead; you have me doing a little of it too and I want you to make sure that Jennifer stays mine, even though she's to make Jacob think she's his alone."

"I've made sure that they'll all understand that," Sherylyn said.

"Just make an extra effort with Jennifer, I don't want her to only understand it, I want her to feel it in her bones, and other places."

I'll admit that I didn't think this was necessary and it wasn't actually fair play on my part. I throttled my conscience though. As a salve to it, I pledged to myself to furnish a lot more women for Jacob, but after tonight's performance, I couldn't resist keeping Jennifer directly under my thumb.

The object of our discussion stayed out almost an hour. Sherylyn took extra time with the instructions and after she was through it seemed like hours before Jennifer stirred. In reality it was slightly less than an hour.

I was facing her when her eyes opened and she gave me a smile that was even brighter than I'd been expecting. She kissed me fiercely and snuggled against me, inviting my hands to fondle her everywhere. Finally she disengaged and climbed from the bed.

"I'm going back to Jacob now, and he'll never know that I'm really yours, I'll do that for you but I don't like it. I'll be hoping you can make other arrangements later," she told me as she left.

"I think it's about time for us to get rid of that boner for the night, if you want to," Sherylyn said, grinning.

"No ifs about it, I want to," I said, as she opened her arms and legs, making kissing movements with her lips.

She took the pressure off in a big way and it left me weak and sleepy.

Sherylyn - In Jimmy's Room

I couldn't believe how right it felt as Jimmy's bid dick pounded into me. I was holding on for dear life with my legs around his hammering ass and my arms around his neck. I felt his lips marking me with his hickey and it thrilled me.

For nearly four years I'd been under the control of one master or another and I'd known all along that it was for their benefit and to help them control others. I couldn't help loving them even though I knew they were only using me. Jimmy changed all that tonight.

For the first time I was sure that he loved me in return. I knew that he didn't have to but I was sure he did, even if it was just a little. He already had plenty of other women but even before he got command over me I could tell that he loved them all. Even Tiffany and he'd just taken her this afternoon.

I'd been forced to help the others because of their control over my strongest emotions but I was glad to help Jimmy and oh so happy that he'd discovered enough on his own to gain control over me.

It was only possible because of their stupid mistakes and there'd been those few seconds while he was feeling his way into it that I could have held out and remained in their control if I'd wanted to. I'd seen the loophole they'd left at once though, and I was thrilled to be able to help him make the final leap.

After that first time I'd come to realize that my life would never be completely my own again and I'd become resigned to it. With Jimmy my life really was mine again, even though I had to love him and do what he wished, because I wanted to love him and I lived to do what he wanted, by my own choice. I couldn't remember ever being happier about anything.

After my new lover winked out, I made the rounds telling everyone who was still awake that the excitement was over for tonight and that we'd probably have a big day tomorrow. Sharon came to me as the others were leaving.

"Can you give me any information concerning the excitement?"

"Yes, I can give you a lot of information. Why don't you and I go check on Jimmy first, and then have a talk?" I asked her.

"Check on him, is something wrong?" Sharon asked.

"I'm afraid we wore him out a few minutes ago. He drifted off before he even got his breath back. I just want to make sure he doesn't wake up alone and wonder what's happening.

"I guess I can tell you that I won't mind if he happens to wake up looking for a little attention," I told her.

"You and I are going to become close friends Sherylyn, especially if you keep having wonderful ideas like that. I may be Jimmy's mother, but I'm one of the biggest fans of his dick," she said, giggling.

"I'd gathered that from the pool and it made me really horny. We may have to jostle around on the bed a bit if he's sleeping soundly. You won't mind if I watch him give you a treatment will you?"

"Mind, I'd be hurt if you didn't, crushed," Sharon said, giggling again.

We found Jimmy in the shape I'd left him. He was sleeping peacefully and his impressive dick was dormant, for now.

"To hell with jostling the bed, you get in to kiss him awake and I'll see about reviving the business end. I don't know about you, but I need a good fucking, soon.

"I don't know what it is about these spy vs. spy stunts, but thinking about Jimmy taking control of his Dad's women and Jacob's too I assume, has me burning up," Sharon said.

I was happy to take the kissing duty, but I started with light work around his face and a few down on his neck. I saw that Sharon was treading more lightly than it had sounded like she would.

She was gently licking his dick, cleaning up some of the drying evidence of sex. I could also see that it was starting to stiffen, even while he was still asleep.

Seconds later his eyes fluttered open and I can't describe the feeling it gave me. It was almost like my heart throbbed for the smile he gave me. I'd never had a feeling like that before; it wasn't even so strong when I was first given the treatment by Senator Malto.

Just that look made me realize that there was no one with control over me now, no one but Jimmy, and that thought gave me another thrill. We were safe from the others now, for a time anyway.

I kissed Jimmy's lips then and my tongue pressed into his mouth. His hands went to my back and he caressed it lightly, running them up and down. It made me shiver and I couldn't help releasing the kiss and nibbling on his ear.

"Oh, that's so good," Jimmy said, and it must have been something his Mom did.

I felt him flex his hips slowly and then he put a hand on one of my breast, gripping it gently and then teasing the nipple. It sent a surge through me and I could feel my wetness begin. I wanted to flex my own hips, but I wanted something to flex them against.

"We should do Mom since I have a fresh weapon," he whispered in my ear.

He was right and I knew it, even though it seemed a shame to go back to work. I agreed though and sat up.

"Mom, I need to give you another treatment, doctors orders," he told her.

"I think you can talk me into it, but what's going on?" Sharon asked him.

"It's something I discovered during the interviews. I'm going to use the treatment to put you out and then Sherylyn will give you some commands while you're unconscious. We've already taken care of Francis, Marsha, Julian, Carolyn, Jacob, all his girls, and Kathy, now I need to take care of the rest of you," Jimmy said.

"Is this more complicated than you thought it was with your father's women?" Sharon asked him.

"Yes, much more complicated, and much more important. Sherylyn knows the whole story and she's a big part of it, why don't we let her explain it again, to both of us this time. She's already told me once," he said.

They agreed and I went over it again, happy that I could tell Jimmy that I was sure now that he was at the top level of command for me. Sharon was amazed that I had been under someone else's command and that no one knew about it until Marsha let off her little bomb. I was just glad that she had.

Sharon was also surprised that mistakes had been made around Marsha that let it happen.

"I'm not that surprised. They have a lot of control with this, but it isn't infallible unless they make it that way. I'm not sure about the way other people handle it, but now that I can think about it freely, I know that Malto and everyone down from his point have been sloppy.

"After we have Jimmy's house completely in order, we should be able to travel back up the chain for a few levels at least," I said, finishing my explanation.

"But first, dear Mom, your son needs to have another shot at your little pussy," Jimmy said to her, grinning all the while.

I could tell that Sharon was more than happy to oblige, since she was on her back with her legs wide at once.

"Let's do it dog style mommy," Jimmy said, in a little boy voice that made me shiver.

It turned Sharon's knobs too and she was shaking as she assumed the position and then waggled her nicely shaped round ass at her baby boy. I don't know why this looked so hot to me, but it did, and when Jimmy swiped his dickhead up and down between her dripping pussy lips, my own pussy throbbed in sympathy.

He didn't jab it to her but he did push in firmly, all the way in, then he bent over her back and grabbed a titty in each hand.

"Will you do her clitty for me when it comes time, Sherylyn," he asked me.

"I'd love to, in fact, I think I'll start now," I told him.

I kneeled close to him and right at Sharon's right hip, reaching under and playing in her bush until I found her clit. Since I still had a hand with nothing to do, I reached between Jimmy's legs to cup his swinging balls as he stroked.

God this was hot, and I loved being a part of it, but Sharon couldn't last long. She began to shiver and shake, so I gave her button hell and squeezed Jimmy's balls gently while I was at it.

He went off just as she did, and when she collapsed forward, out for a while, he went with her, lying on her back and still pumping come up her. When he'd finished, I helped him roll off her back and then I gave her the phrases and commands to make sure she'd be safe, from everyone. Except Jimmy.

He was still catching his breath when I finished with Sharon. I moved over to his side of the bed to clean him up a little and then snuggle beside him. He put his arm about me and gave me a very tender kiss.

"That little squeeze set me off big time. It was like a jolt. I didn't think I could get off again," Jimmy said, nibbling around my lips.

"I'm proud to be of service but I think you've reached your limit for the night, unless you want me to go find Shelly and Shelia," I said, teasing him.

"I love my sisters with all my heart, but I can't do them with my heart and I don't think any of my other equipment will stand up to the challenge right now. Maybe we'd better try to sleep now," he said.

"I think we should wait until Sharon comes back, she'll want to see you first thing," I said, reminding him.

"And then we can sleep?" he asked.

"Then we can sleep."