I treat Amy to a weekend and have a little fun with her.
Life after the Lottery, Ch. 22
My special weekend with Amy
"Amy, what does your schedule look like next weekend?" I asked as she sat reading a nursing journal that evening.
"I should be free; I am going to work 4 tens again starting Monday so I can be off on Friday again...why?"
"Oh nothing, I was just wondering if you wanted to spend the weekend with me, but if you are working 4 tens you will probably be too tired."
"The whole weekend! You mean the weekend in town that you have been promising me since last year?!"
"Yes."
"Hell yes I am free!"
"You won't be too tired?"
"God no!"
I knew I wouldn't hear the end of it now. It was early March and I had been putting off the weekend I had promised Amy for too long. I knew she would drive me crazy now.
"Where are we going?!"
"That is my surprise."
Amy put her journal down and came over and sat next to me at the table while I was working on my portable computer.
"What are the plans?"
"Just wait, I haven't completely decided yet."
"James, please..."
"Would you like to play call girl next Friday night?"
"Yes, yes, yes!!"
Amy had not let me forget the evening I took Samantha to the hotel and let her play an expensive escort. She had been working hard so I thought this would give her a break and we could have fun that weekend.
"Okay, but you have to do everything I say."
"I will!"
Amy hugged me and kissed me and held onto to me.
"Do you think you and Dawn could get you dressed up like a very expensive call-girl?"
"Sexy and a little trashy?"
"Yes."
"Oh, I think the two of us can work something out."
"Who is going to look trashy?" Dawn asked as she came from the study.
"He is finally going to spend the weekend with me in town!"
"Are you two going to do the expensive high priced call-girl thing?"
"Yes...Dawn you have done, will you help me please?" Amy pleaded.
"Yes I will help you, under one condition," Dawn said.
"What is that?" Amy asked.
"James doesn't get to see you until he gets to the hotel."
Amy looked over at me waiting for an answer.
"What are you going to do?" I asked Dawn.
"It's our surprise. You make the arrangements for the penthouse and the dinners, we will take care of the rest," Dawn told me.
"I probably shouldn't agree to this, but okay."
"Thank you!"
"Amy?" I asked.
"Yes."
"How much do you charge for a whole weekend?"
"More than you can afford!" Amy teased me.
I had to laugh at her, her confidence and attitude always made me laugh. Later Dawn and Amy went to the kitchen to cook, I heard them whispering and giggling. Dawn and I had done this a few times and Dawn really knew how to play it up. I expected nothing less than something very interesting and provocative from Amy.
When we sat down to dinner the two of them were smiling and giggling way too much.
"Amy, is there anything special you would like to do next weekend?" I asked.
"I would like for you to take me to a fancy restaurant on Saturday night and show me off."
"Okay, anything else?"
"Would you take me some place we could dance nice and slow?"
"I think I can arrange that."
Amy smiled and looked at me and giggled. "Oh, sorry Dawn, is this okay?" Amy asked.
"Of course."
Tomorrow was Saturday so I would have plenty of time to make plans for the following weekend. After dinner I called the hotel and reserved the penthouse for next weekend. I hadn't decided where to take her to dinner and dancing yet. I found Dawn in the kitchen cleaning up when I returned.
"You two will have fun," she said.
"Are you going to make her look very expensive?"
"She is off Friday; I am going to take her shopping in the morning. She already has a very nice evening gown you haven't seen for Saturday night. I will take her to the salon Friday morning and have her made up nice and elegant for you and I am going to let her wear my diamonds when you take her someplace very nice Saturday night. What are you going to do all day Friday so you don't see her?"
"You two pack all her clothes and dresses and your diamonds and I will leave about noon and take everything to the hotel and stay there until evening and then meet her in the bar like I do you."
"That would be nice. Wear your tux Saturday night when you two go out."
"Do I need to be worried what you two are going to do?"
Dawn smiled.
"What are you going to do that weekend?" I asked.
"I'll think I will call Olivia and see if they would like me to spend the weekend with them."
I took Dawn at her word and would let her plan everything, I knew she would make it special.
Amy bugged me all weekend about my plans. We were having some nice slow sex Sunday afternoon and she kept bugging me while she was riding me. She would ride me awhile and then tell me she wasn't going to finish until I told her what we were going to do. I let her sit because I knew she wouldn't be able to stop.
"James, please tell me something."
"I have reserved the penthouse for the weekend. Is that good enough for you?"
"Oh that sounds nice," Amy said as she wiggled her hips.
I let her fuck me for a few minutes until she stopped again. "Where are we going to eat?"
"We will eat in the hotel Friday night so everyone will see my escort, is that okay?"
"Emmmm, I'll make a good escort for you."
"I bet you will; now you better keep fucking me."
Amy wiggled her hips until she was moaning nice and loud. She worked herself to a nice long orgasm then sat and rubbed my chest.
"Dawn has been telling me how to act like a very expensive call-girl."
"I bet she has. Has she told you how to keep from getting busted by the cops?"
"Yes."
"You know I am not going to come to you right away, you will have to wait and talk to the guys that think you are an expensive and beautiful escort."
Amy laughed.
"That will be fun!"
"You better charge enough that it will run them off or you may get picked up before I get there."
"How much should I say?"
"At least $5,000 a night."
"James...how much would you pay?"
"I will have to see what the package looks like when I get there."
"Emmmm, maybe I should charge for how well I fuck you."
"But I won't know that until I decide to pick you up."
"James!!"
"If I am going to spend that much money you better come up with something new!"
"Oh really!"
Amy sat up and looked at me.
"Well, I guess I better work on something new for you...starting now and work on it all week...alone!"
Amy lifted her pussy off my cock and crawled off the bed leaving me with a perfect hard-on.
"Amy, get back here!"
"I think I need to go spend some time planning, see you later."
Amy walked out of the bedroom. She was going to get even with me for telling her she needed something new. I laughed at her and got up and put some shorts on and went to find Dawn.
"You two were not up there long," Dawn said when I found her in the study.
"Amy got off then left me."
"What did you do?"
"I told her for what she wanted for being a call-girl she would have to find something new before I would pay her."
"You didn't?!"
"That is what I tell you and I get something new or different."
"I think you are in deep shit now, Amy is probably going to get some payback now."
"She told me she would have to plan something all week."
"I bet you don't get anything for the rest of the week."
"I think that is what she meant when she got off my cock and left."
Dawn started laughing and went back to answering her email.
"Do you want to finish what she didn't?"
"Oh no, I am not getting involved in this."
Dawn started laughing again. I left her and went to work on some things in the computer room. While I was working on the computer I got a message in my email. It was from Sam, he wanted to know if it was okay for Dawn to spend the weekend with him and Olivia next weekend. I emailed him back and told him if that was what Dawn wanted it was fine and told him I hoped he would let Olivia visit us, or trade one weekend.
I was walking back to the kitchen when I passed the study and heard Amy and Dawn laughing. I had given Amy a challenge so I guess she was discussing it with Dawn. I grabbed a sandwich and a beer and went outside to the Jacuzzi. After I finished my beer I leaned back and snoozed.
"Can I join you," I heard Amy say.
I opened my eyes and saw Amy standing there in a skimpy bikini.
"Sure."
Amy climbed in and sat down.
"If you want something new you better tell me what you want," Amy said.
"That is up to you. My escorts always come up with something interesting."
"Like what, how many escorts have you had?"
"A few, the cute little redhead I picked up before New Year's did a fantastic striptease for me then let me have my way with her."
"You want that?"
"I have already had that, but an excellent striptease is always nice, if it is done right that is."
"James, you are pushing it."
"Okay, not every woman can do a great striptease."
"James!"
I was having fun teasing Amy, I wanted her to put on her best show for me. I had never seen Amy strip so I wanted her to do it for me. She didn't know it but I was going to take her to a nice strip club in town after we had dinner Friday night, we hadn't done that and she didn't know Dawn and I went there.
"I have something planned I don't think you have done before," I told her.
"James, don't do that!"
"You are worse than Dawn."
Amy got up and came over and sat in my lap.
"Do you want me to finish what I started this morning?"