Life after the Lottery Ch. 45

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drmac100
drmac100
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"Okay. After we eat and have sex, we can sleep," Sam said rubbing her tits again.

Sam had done her job, it was up to me now. There was a knock at the door, "room service" we heard. I picked the towel up and headed for the door, stopping to get tip money out of my crumpled pants on the floor.

"You don't have to," I heard Sam say behind me.

I stopped and wrapped the towel around my waist as best I could with my hard-on. I opened the door and there was a nice looking young lady about 20 standing there with a cart full of food.

"Please come in," I said. She looked at me, then at the tent under the towel and smiled, then pushed the cart into the room.

"Oh, I'm sorry," she said when she saw all the naked bodies.

"Here, please, just roll it over here," I told her as I pointed to the seating area.

She pushed the cart next to the table, paused to look at Sam and Helen, then uncovered the food and opened the champagne.

"Thank you very much..." I looked at her name badge, "Kathy."

She handed me the bill. I turned and laid it on the cart to sign. My towel slipped off when I bent over.

"oh...nice..." I heard come from Kathy.

I signed the bill and handed it and $100 to Kathy.

"Thank you sir, will there be anything else," she said with a big smile.

"Not at this moment, Kathy. I guess you have had a long night?"

"Ten to six."

"Oh, you are getting off soon," I tried to say as suggestively as I could.

"Uh...yes, in a few hours, when I get home," Kathy said as I stood and faced her. "If you need anything before...I get off, just call room service."

"If I think of anything, I will call for you, thanks."

"Emmm, thank you," Kathy said first looking at the $100, then at my cock. "Yes, thank you."

I walked Kathy to the door and opened it for her.

"Are we okay?" I asked her before she stepped into the hall.

"Oh sure, you would be surprised at what I see working in the middle of the night."

"A lot?"

"You guys are cool, it is when they want me to come in while they are fucking that surprises me."

"Often?"

"About once a week."

"Should I call for you later, I'm going to be fucking those two women?"

"If you want to, I will come up and get the cart."

"You think you could stay for a while, Kathy? Do you like to watch?"

"We'll see," she said with a big sexy smile.

"The lady I am with is going to do the older lady after breakfast, then I am going to fuck her. I'll call for you before then," I said with a smile.

"Emmm, that sounds like fun. I don't get to see two ladies very often, the gay guys, but not the ladies."

"I will keep that in mind, if you like that."

"I do. I always wake my roommate up when I get home by making love to her."

"Excellent. Thanks Kathy."

"You are welcome."

Kathy gave me a seductive look, then reached for my cock and wrapped her hand around it. She looked down, then took her thumb and ran it over the tip, catching the drop of pre-cum on the end. She lifted her hand up and sucked her thumb in her mouth.

"You are very welcome," she said again, then walked out into the hall. I headed back inside; Sam, Gary and Helen were all standing around the cart getting food for breakfast.

"Honey, what have we told you about hitting on the waitresses and the help," Sam said.

"Just an opportunity knocking, and she is cute," I said.

"What kind of club are we going to tonight?" Helen asked.

"I am glad you asked, that reminds me of something, be right back," I told them. I went and picked up my cell phone and went into the bathroom and closed the door. I scrolled through my contacts, found what I needed and dialed. After a few rings:

"Hello?"

"Hi Ashley, this is Dr. James Smith," I said.

"Hi James."

Ashley always made me hot just by dragging my name in her southern accent.

"What are doing calling me at 4:00 in the morning?"

"Are you just getting off work?"

"I'm about to get dressed. Why haven't you been back? You told me you and your wife were going to start coming back."

"We are, I promise. I am bringing some new friends tonight. Can I get an 18 year old lady in?"

"Legally, yes. But, you know we only allow people in that are 21 or over. We don't like teenagers. Are you dating teenagers now, James?"

"She is the sister of the redhead I was with last time, I wanted to bring her by. I was hoping you could get her in. She is very mature."

"Why should I, you haven't kept your promise."

"Ashley, we will come by more, we are still getting settled in after winning all the money. We met a nice older couple from out of town tonight and I wanted them to see you and your friends, but I am spending the weekend with this young lady. Her sister told her about you and Raven and she would like to come."

"James, how old does she look?"

"It depends. Dressed right, about 14. Dressed in a nice sexy dress, 21."

"Let me ask Rick."

"Make sure you tell him it is me asking."

"I'll ask him after I get dressed."

"I'll make it up to you, Ashley."

"You better, James," dragging my name out.

"Can you let me know in the next hour?"

"Yes."

"Just text me. I want to make sure before we make plans for tonight."

"Bye, James."

"Bye, Ashley."

I hung the phone up and went back into the room.

"Who are you calling at 4:00 in the morning?" Sam asked.

"Just checking on something."

I picked up a plate and grabbed a few things to eat. After the others sat down I poured them all a glass of champagne. I wanted to make sure Helen had plenty. We sat and ate awhile and talked, I kept refilling Helen's glass.

"That was a wonderful breakfast," Sam said. "Oh god, it is almost 5:00. Gary are you ready, I need to get some sleep."

"Uh, ready for what?"

"Aren't you ready to fuck me? I thought we decided you were going to do me and James was going to do Helen?" Sam said acting totally innocent.

"Oh, did we decide that?" Gary asked with a big smile.

"I thought so, do you want to do me or watch me and Helen do each other," Sam said, putting Gary in a double-bind.

"Uh, Sam, I have never done that," Helen said.

"Oh, okay, Gary come with me," Sam said standing.

"Wait!" Helen said. "just...wait..."

Sam was standing next to Gary as he sat with her tits inches from his face. Helen was trying to decide what was happening. Sam was wise enough to not say anything, putting the decision in Helen or Gary's hands. We waited.

"Oh my, too much champagne, I can't do this, not right now," Helen said as she looked first at my cock, then up at me. "Not right now..."

"Helen, is it something you would like to do?" I asked her. She paused and stared at my cock.

"I...I don't know. Gary?"

"Honey, if you want to, go ahead."

"Seriously? Oh my god...I don't know...damn you're big..." Helen said confused.

I stood and walked to her as she sat, my cock was fully hard. As I stood in front of her, my cock was directly in front of her face.

"Helen...touch it," Gary said to her.

I watched as Helen looked closely at my cock. She slowly raised a hand and wrapped it around my cock.

"You are so big..."

"Try it Helen..." Gary said. Helen looked over at him. "Go ahead."

Helen looked a minute as she gently stroked my cock. I watched as she leaned forward and wrapped her lips around the head of my cock. Within a minute she had half of it in her mouth.

"Oh, wow." I heard Gary say. Sam had sat down on the arm of the sofa next to him. She was leaning into him, so her tits we touching his face as he watched his wife.

Helen slowly slid her mouth up and down my cock, sliding a little more in each time. I looked over at Sam and Gary, Gary was watching his wife closely. I watched Sam slowly slip several fingers between her legs and rub her wet pussy lips.

"Honey, are you liking it?" Gary asked. Helen didn't pause and kept going.

"Gary?" Sam said to him. He looked at her and watched as she rubbed her pussy. I watched as she pulled her fingers from her pussy and moved her fingers too his mouth. He opened it and Sam slipped her slick fingers in. Gary closed his mouth and sucked on her fingers.

Helen obviously knew what she was doing. She slipped up and down a few more times then pulled her mouth off my cock.

"Oh shit. I can't do this, not right now. I have had way too much to drink," Helen said as she looked at my cock.

"Emmm," came from Gary. Helen looked over as Sam slipped her fingers from his mouth.

"Hey, we have been up all night. I'm sure you and Gary are tired. You two decide in the morning. We will stop by after we go shopping," I told Helen. Gary was smiling after watching his wife suck my cock and tasting Sam.

"What time?" Helen asked.

"We should be back here about 4:30," I told her. "We will get up about noon and eat, I need to get Sam a business outfit at a very nice shop just down the street."

"Okay, knock on the door when you get back. Toad, are you ready to get some sleep?"

Gary broke his stare. "Really?"

"Yes!"

Helen stood in front of me.

"Come Gary," she said as she turned and waited for him to get up. I stood next to her and slipped my arm around her waist. She jumped a little.

"Helen, don't let Gary force you into anything, but if you change your mind, I would enjoy making love to you for several hours," I whispered in her ear. "Your mouth felt good on my cock. I think you would enjoy my mouth on your pussy."

"Oh god," slipped out.

Gary was up and heading to the door following us. We stopped and Helen joined him.

"It has been a fun night...morning, maybe we will see you two tomorrow," Gary said.

"Yes, maybe." Helen said.

"Hope so," Sam said.

Gary and Helen left.

"We tried," Sam said. "I do need a quick fuck before I can sleep."

"Come with me," I told Sam and took her hand and climbed into the big bed. I sat up and leaned against the headboard and the wall.

"What are you doing?" Sam asked.

"Shhhhh." I was listening to see if I could hear Gary and Helen.

'I know you wanted to,' we could hear Helen saying.

'Did you like his big cock? You are wanting it.'

'Sorry, Gary...I don't know what got into me.'

'Did you like it, honey?'

"Gary, you were okay with me doing that?'

'I thought it was hot watching you with another man's cock in your mouth.'

'I did like it. He is so big though.'

'She slipped her fingers in her pussy, then slipped them in my mouth.'

'What did she taste like?'

'Sweet and young.'

'We have never done anything like that, Gary.'

'There is always a first time...did you want him to fuck you?'

'I don't know...how do you feel about it?'

'You want to...I know you do.'

'I'm sure you were not interested in the pretty redhead then.'

'God, she was pretty.'

'Yes she was.'

'Helen, have you ever been with another woman?'

'No...never.'

'Is that something you would like to try?'

"I'm not sure. I'm sure you would like to watch.'

'No...really, if you would like to try it, I would be okay with it.'

"James?"

"Shhhhh." I was listening to them talk. I felt Sam straddle my lap and sit, then start to stroke my cock back to life.

'I would be too embarrassed with you watching, but I have always been curious about that.'

'She talked like she knew what she was talking about, I bet she is good.'

'I don't know Gary...she is pretty, and oh so perfect.'

'If you don't want to eat her, I sure do', they laughed.

I felt Sam move, then felt her sliding her pussy down on my cock. I looked at her and she smiled and kissed me.

"Do you think they will talk each other into it?" Sam asked.

"Give it a few minutes."

'I can't believe she ran her fingers over her pussy lips while we watched.' We heard him say.

'God Gary, I wanted someone to run their fingers into mine...I was so embarrassed when he said something about me dripping.'

'Were you really dripping?'

'Hell yes.'

'Then why didn't you let him fuck you?'

'Gary!'

'You wanted too...didn't you?'

'Oh yes.'

'Then let him do it, Helen.'

'Gary...I couldn't do that. Besides, I don' think he would fit as big as he is.''

'Yes you could. You would enjoy it. You enjoyed sucking on him.'

'Yes I did. I have never had a cock that big in my mouth.'

'How many cocks have you had in your mouth, honey?'

We heard Helen laugh.

'You would enjoy doing her wouldn't you?'

'Of course. I would especially like to eat her smooth young pussy.'

'...and you would be okay...watching him have sex with me?'

'I have always wondered what it would be like watching you with another man.'

'You have never said anything before . Why?'

'I wasn't sure what you would think if I ever suggested something like that.'

'But why?'

'I would just like to watch.'

'I guess since we are talking about you too, it is different.' Helen said.

'I guess so. Aren't you curious, Helen?'

'Of course Gary...I have always fantasized about it since we have been married, but those were just fantasies.'

'Sam is beyond any fantasies I have ever had.'

Sam smiled really big as she slowly worked her hips. "I think they are almost there," she said with a smile.

'Are we considering this?'

'Are we?' I heard Helen ask.

'I'm okay with it if you are.'

'Are you sure, Gary?'

'Sure...they seem like nice people.'

'We need to set some ground rules then.'

'What do you mean?'

'I mean...what is off limits?' Helen asked.

'Helen...it is just sex...we can do what we always do...I guess?'

'So if he wants to fuck me in the ass like you do...it's okay?'

'Oh...I see what you mean...'

'What is off limits?'

'Does anything need to be off limits?'

'I'm asking you...if I want to suck his cock until he comes in my mouth...can I?'

"There we go," Sam said. "Now fuck me."

'I guess so...I would sure like for her to suck mine.'

'Okay then...when they stop by tomorrow...I will ask if they still want to do it.' Helen replied.

'Okay.'

'Okay.'

"Okay!" I said.

"She is pretty, I think you will enjoy her," Sam said.

"I know I will. Will you enjoy doing him?"

"Oh yes, I think I can get everything eaten and licked!"

"You want to fuck him?"

"Sure, I think he will be fun."

"Shhhh," I told Sam, then she giggled.

'Helen, can I ask something?'

"Shhhh."

'I guess so at this point.'

'Have you ever seriously fantasized about being with another woman?'

Sam stopped working her hips.

'I have thought about it.'

'Would you like to try with Sam...I mean...we are away from home...no one would ever know. You can try it and experiment if you want too.'

'Would you feel different about me if I did?'

'Of course not...try it if you want too. I kind of hope you like it.'

'Why?'

'Maybe I could watch you do it again. I think that would be so hot.'

'Let me think about it, Gary.'

'Honey...if you do...can I watch?'

'Is that one of your fantasies?'

'Yes. I think I would like to watch you with another woman.'

'Let me think about.'

'Well, while you are thinking about, I want to eat you. You can imagine it is her.'

Sam smiled and started working her hips hard. I started playing with Sam's nipples while she sat on my cock and worked her pussy. She was enjoying my extra hard cock. Our room phone rang.

"Now what?!" Sam asked. "It must be them. I don't want them coming back over right now, James."

"Let me get it..."

Sam rolled to my side letting my cock slip from her pussy. I grabbed the phone.

"Hello?"

"Dr. Smith, this is Kathy. Would you like for me to come get the cart?"

"Oh, Kathy...sure, come and get it. Are you ready to get off?"

"Maybe!"

"Do you have a master keycard, I'm sort of busy?"

"Sure."

"Come on in then."

"Did you just invite her up here?" Sam asked.

"We had talked before she left. She had mentioned she would like to watch you and Helen."

"Oh, she asked if she could?"

"I offered."

"Well, she can come get the food and watch if she wants too," Sam said as she climbed back on me.

Sam had been working my cock nicely when we heard the lock on the door. Kathy walked in, now in a pair of shorts and a t-shirt.

"What happened to your friends?" She asked as she closed the door.

"They are still thinking about it," I told her. "Kathy, this is Sam."

"Hi Sam."

"Hi Kathy. Do you get to see things like this often?" Sam asked.

"Working the night shift, I do."

"Sorry you didn't get to see me and Helen," Sam said.

"That's okay. I'll grab the cart and go."

"You are already here, come sit with us," Sam said as she worked her pussy nice and slow.

Kathy looked at us and smiled, then walked to the bed and sat on the edge next to us.

"So, you didn't get anywhere with them?" Kathy asked.

"I think we will be successful tomorrow, or today rather," I told her.

"Good, you can call for me if it is after 10:00."

"It will probably be this afternoon, we are going to dinner and to a club tonight," I told her.

"I'm sorry I will miss it. What time will you all be back?"

"Probably late, but Sam and I are going to have some private time when we come back, I have something special for her." Sam stopped working her hips and looked at me.

"What is it?" She asked.

"You will have to wait."

Sam looked at me frustrated.

'Oh god Gary, fuck me harder!' Came through the wall as we heard the bed banging the wall.

"I will have to tell maintenance to move the bed away from the wall, again," Kathy said.

"I don't know, I think it is rather erotic," Sam said.

"You might, but for what people pay for this room, some don't!" Kathy said laughing.

We all laughed.

"We hate to disappoint you Kathy. Would you like to join us to make up for it?" Sam asked.

'Oh fuck Gary! Harder!'

"Sam, I would like to join you," Kathy said.

"Oh, I see. Honey, is that okay with you? Are you okay with watching?" Sam asked.

"You know I am, sweetie."

"Is that okay, Kathy?" Sam asked.

"Since I got a nice tip earlier, it sure is," Kathy said.

I watched Kathy grab the bottom of her t-shirt and pull it up and off. Out popped a nice set of young tits with a wonderful tan, being held up by a thin bra. Kathy stood and unsnapped her shorts and pushed them down leaving her in a thong and her bra.

"Very nice," I said. "I like your tan."

"Thank you." She sat back down on the bed.

"Let's see the rest," Sam said as she pushed herself up on her knees and off my cock.

"Oh don't stop, please. I want to eat his cum out of you," Kathy said.

"Oh, I just thought..." Sam started to say.

"Oh no, I like guys too, I would just like to make love to you this morning," Kathy said.

'Fuck Gary! I'm coming!! Harder!!'

"Sounds like they left here hot," Kathy said as she removed her bra.

"Oh they did," Sam told her.

Kathy stood and slipped her thong off.

"Kathy, you have a nice body. I like the all over tan and your smooth pussy," I told her.

"Thank you," she said as she squeezed her full tits together.

Kathy got on the bed straddling my legs behind Sam.

"Go back to fucking him," Kathy told Sam as she reached around her and rubbed her tits.

Sam grabbed my cock and put it back in and slid down on me.

"I wouldn't want to interrupt your fuck, you only get one," Kathy said laughing, then Sam started laughing.

"Oh Kathy!" Sam said with a big smile.

Sam started working her hips again while Kathy massaged her breasts. Sam closed her eyes as she enjoyed herself. Sam was slowly grinding her pussy down hard onto me. I watched her areolas and nipples begin to swell.

"You like this, Sam?" Kathy asked.

"Oh yes. His wife will do this sometimes."

Kathy kept working Sam's nipples as she started kissing her on the shoulder tenderly. I could tell Sam was getting very turned on just by listening to her breathing.

'Keep fucking me!!' We heard Helen scream.

drmac100
drmac100
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