"You made me all wet, here dry off." As she handed me a towel.
I dried myself off as she started to put her make-up on. I went to the closet and started to get dressed. I took my shirt and pants out of the closet and laid them on the bed. I went to the dresser and got a pair of briefs and a socks and put them on. I put the shirt on and was putting on my pants when Jennifer came out of the bathroom. I watched her as she walked across to the dresser to get her underwear out of the dresser. I sat down in the chair beside the bed and was putting on my shoes and started to watch her get dressed. Jennifer had not really caught onto the panty hose thing. She still preferred to wear a garter belt and stockings. I watched as she put her garter belt on and slip into the stockings. For some reason at that moment, I was hard. Knowing where this could lead, I turned away and finished tying my shoe and went to the closet to get my tie. I was starting to tie it when she walked up from behind me.
"You never really were any good at that. Let me do it." She ordered.
I turned and she was in just her bra and hose. She reached up and tied the tie then turned me around. She reached into the closet and took my jacket off the hanger and held it for me to put it on. I slipped my arms in the jacket.
"There, you look good enough to eat. Now get out of here and let girl finish getting dressed." She pushed me to the door and I went out to the suite's living room.
I saw that Uncle Ray was having a drink sitting in the easy chair. He looked up at me and smiled.
"Looking good, son. Not very often we have to get in these outfits." He said.
"No, sir." I said.
He motioned for me to get a drink, but shook my head. He shrugged his shoulders and went back to his. I sat down in the chair next to him and chatted for few minutes waiting on the ladies. We talked about what we would need to do at work when we got back and about the projects he need to get down at the house. We heard a noise and turned in chairs as Aunt Donna came out of the room. She was stunning and we both inhaled sharply when we saw her. She was dressed in a red dress that came well short of her knees. Her cleavage was well displayed in the short dress and her stiletto heels made her long legs look even longer. As she walked over to the bar, her hips swayed seductively. She poured herself a drink and turned around at us.
"Well boys, am I presentable?" she asked.
"I guess it will do." Uncle Ray said.
I dumbly nodded. She was just a stone cold fox in that dress and I did not trust myself to talk. I was actually saved by Jennifer coming out of our room.
"Wow, Mom! You are so sexy in that dress! I told you it would look good on you." Jennifer walked over to her mother and kissed her on the cheek. "What do you think, Dad?"
"It is a sexy look." He said. "But you don't look to bad yourself, little girl."
He was right, Jennifer was in a light blue dress that showed as much cleavage as her mother's but was even shorter. I figured there was no way she could bend over without showing everyone her ass. She walked over to her father and gave him a kiss on his cheek.
"Thanks, Dad." She said. "Jake, what do think?"
"You both look amazing! I don't know what else to say." I actually stammered.
"Good job, son. Good job." Uncle Ray laughed. "Let's go. We are going to be late."
We left the suite and headed for the elevator. Both Uncle Ray and I walked behind our ladies and while we did not say it, we both were thinking what a great pair of asses were in front of us. Once at the elevator, Uncle Ray pushed the button and the doors opened. The elevator operator was an older man and he was visibly impressed as the ladies got on the elevator. He did the elevator eye thing and smiling, shook his head. The elevator doors closed and at the lobby, the doors opened as Uncle Ray tipped the operator.
When Aunt Donna and Jennifer walked out of the elevator, everyone in the lobby started watching them. You could watch every guy in the lobby staring at our two beautiful women. Even the women were watching them. A couple of wives punched their husbands as we walked out to the curb. The doorman ran to a cab and opened the door for us. Aunt Donna, Jennifer and Uncle Ray got I the back seat as I got into the front slipping the doorman a tip. Uncle Ray gave the cabbie the address as the cab pulled away from the curb.
We rode in the cab for about twenty minutes when the cab pulled into a long driveway. I turned and looked at Uncle Ray when we pulled up to a large house. A man came down the steps and opened my door and I got out. He then went to the back door and opened it. Uncle Ray got out and walked around the cab to the cabbie's door and paid him. Meanwhile, the man helped the ladies out of the back seat. They stood and smoothed their dresses and looked around the grounds. It was a huge house and the gardens were immense. Aunt Donna remarked on the gardens and in a silly moment said she would hate to have to keep them up. Uncle Ray walked up behind and her and agreed as he put his arm out for Aunt Donna to take. Jennifer took mine and we went of the stairs to the door. Another man greeted us and asked to follow him to the dining room.
We were seated in the dining room where there were eight other couples. Every one of them were dressed to the nines and were between maybe 25 and 45 years old. A waiter came to our table and asked for out drink order. Uncle Ray ordered a bourbon neat. Aunt Donna a glass of red wine, Jennifer asked for a glass of white wine and I choose a bourbon. The waiter nodded and left.
"This is a private club that we found on our honeymoon." Aunt Donna began. "Your father told us about it, Jake and insisted that we come. We really had a great time and every time we come to Chicago, we try to get here. I hope you and Jennifer like it as well. The food is awesome and the entertainment after dinner is unbelievable."
"There is no menu here, you are served whatever the chef is serving tonight, and you will not be disappointed." Uncle Ray said. "The club has been here for over fifty years and is very private. Donna and I really hope you will like."
Aunt Donna took my hand and squeezed it. I smiled at her and squeezed her back as our drinks were served. We all starting chatting about nothing when the wait staff started to server appetizers to each table. Crackers, cheese and pate plates were placed on the table and without asking, our drinks were freshened up. We chatted some more when a couple walked up to our table.
"Good evening, Ray and Donna." Uncle Ray stood up to shake the man's hand and give the woman a quick peck on the cheek.
I stood as well as the woman gave Aunt Donna a peck on the cheek and the man actually kissed her hand.
"I assume this is your daughter?" The man asked.
"Yes, Jennifer this is Douglas and his wife, Samantha. Douglas and Samantha, this s Jennifer and my nephew, Jake." Uncle Ray said.
"Pleased to meet you, sir." I said and I reached out my hand which was taken with a firm grip.
"Pleased to meet you, Jake." Douglas said. "And it is just Doug." He released my hand and went over to Jennifer taking her hand and kissing it.
"My what a good looking nephew you have, Donna. I am so pleased to meet you, Jake. "Samantha said, kissing me on the cheek.
"A pleasure, Samantha." I said as I took her proffered hand.
Doug and Samantha were about the same age as my aunt and uncle. Both were tall and attractive and well dressed. Samantha was a tall, blonde beauty with small breasts and a slim waist. It was obvious that she was not wearing a bra under the flimsy dress she was wearing as her nipples were trying to poke their way through it. She was not wearing any stockings and her long legs were flawless in her heels. She went around the table to Jennifer and gave her a kiss.
"My goodness my dear, you are even more gorgeous than your mother led me to believe." Samantha said. "Welcome to the club. I hope you enjoy your dinner. It will be excellent tonight and dessert will be even better!"
"Thank you, Samantha. I am sure I will especially enjoy dessert." Jennifer said with a mischievous grin.
I looked over at Uncle Ray who had much the same grin his face. I had the feeling that there was an inside joke that I was not privy too. Aunt Donna was busy taking to Doug, bit I could not hear what was being said. Doug kept nodding his head as she talked to him. She noticed I was watching and blushed a little. Doug gave her hand a squeeze and I heard him say all would be good.
Doug was taller than both Uncle Doug and I, maybe 6'3" and was in good shape. He had dark hair with just a sprinkling of gray at his temples. His broad shoulders lead me to believe that he either worked out or did or had done heavy work. His face was chiseled and rugged, kind of movie star like. He was wearing and expensive suit that was perfectly tailored. He gathered up his wife and said they would be back before dessert and to enjoy the meal.
Soup was delivered to our table as we all sat back down. It was French Onion which seemed to be everyone's favorite these days. It was excellent and we finished the wait staff was there to remove the bowls and to refresh our drinks. We sat and rested waiting for the next course.
"Doug and Samantha own the club and this house. They live here most of the year but also have a house in Florida that they live in from January to March. Donna and I have known them since we starting coming here and have been to the house in Florida three or four times. I think you both will enjoy them." Uncle Ray said.
"They really are sweet and love to share their homes with their friends." Aunt Donna said.
I watched the two of them as they spoke and again felt that there was something going on. Aunt Donna had blushed a little when she talked about Doug and Samantha. I knew something was up but had no clue what it was. I looked at Jennifer and she seemed to be in on it but she was not letting me in on the secret. I was about to ask what was going on when the main course was served. A plate with a great pile of thinly beef with a thick mushroom gravy and mashed potatoes were placed in front of me. The smell was intoxicating and I could actually feel my mouth start to water. Once all of us were served, Uncle Ray indicated that we should start eating. The beef was tender and perfectly cooked and the mash potatoes creamy and lumpy at the same time. Aunt Donna said that they were 'rustic mashed' potatoes, not that I knew what that meant. As we ate the main course, the conversation was non-existent. We were all too involved in enjoying our meals.
Once our meals were completed, the wait staff removed the plates and offered coffee. We all said we would like that and the staff served it asking us if we would like anything in it. Uncle Ray and I were fine but the ladies wanted just a bit of sugar. We started to chat again discussing what we would do tomorrow. The ladies had some shopping that they wanted to do, but they wanted us to come with them. I looked at Uncle Ray and he just shrugged raising his hands in surrender. We both agreed we would go shopping with the ladies.
The wait staff showed up with a sherbet in a martini glass for each of us. It was a lemon sherbet and it was excellent. As we finished, the glasses were removed and the coffee refilled. We chatted a bit more as we finished our coffee.
"Gentlemen, there are cigars and brandy in the library if you would care for them." The waiter said.
"That would be great. Donna and Jennifer, Jake and I will be back in a bit." Uncle Ray said as he stood up motioning me to follow him. He leaned over and kissed Aunt Donna and I did the same with Jennifer.
We followed the waiter to the library who opened the door for us. There were a couple of other men in there already enjoying the offerings. We walked in the door and immediately a young, topless woman in a very short skirt and apron approached us asking us what we would like. Uncle Ray asked for a brandy and cigar, I opted for just the brandy. She nodded, turned and walked over to the bar. She told another topless woman what we wanted and went to the humidor to get Uncle Ray's cigar. When she bent over to get the cigar, I could see just how short her skirt was and what a spectacular ass she had. She took out the cigar, cut it and brought it to Uncle Ray. She held out a cigar lighter and lit it for him. Once lit, she walked back to the bar and retrieved our drinks. Doug entered the library looking around and found us and walked over to us.
"How are you liking the club, Jake?" He asked. "I hope you are enjoying it."
"So far I am enjoying it. That meal was excellent." I said.
"Let's go sit over there." Doug motioned to three easy chairs over by the fireplace.
We followed him and sat down. Doug took a sip of the brandy and looked over at me. He made me a bit uncomfortable as he studied me. I looked down at the floor to avoid his gaze. Twice I felt like Doug was going to say something but he stopped short.
"Jake, this house has been in my family for four generations. My family has always been very involved in the business of Chicago and actually we made our fortune here. We have always been pillars of the community and have worked hard to secure our future and to make Chicago a better place. Times have been rough here lately but we are continuing what we started." Doug stopped and then started again. "With hard work comes hard play and that is what tonight is all about. Your Uncle Doug and Aunt Donna have been coming here since my father had the house. We have become very good friends and have partnered together in several business opportunities over the years. He is a trusted and loved partner."
"Much of the money for our new development was put up by Doug's investment firm. We meet once a quarter here in Chicago and Doug comes over to Michigan a couple of times a year to take a look at our progress to report back to his board. You will be dealing with him more and more now as you take more responsibility in the firm." Uncle Ray said.
I nodded and said I looked forward to it. Doug smiled and said it was time to join the ladies. He stood up and ushered us all out of the library. He led us upstairs and opened a door for us. Uncle Ray and I stepped into a room lit only by a large number of candles. As my eyes adjusted to the dim light I notice there were couches all over the room and in the middle there were what appeared to be a huge bed. My aunt walked over to me and guided me to the bed. Jennifer was sitting on the edge of the bed wearing only her garter belt, stockings and heels. I looked at her in shock and then looked around the room and noticed that everyone was disrobing.
"What the hell is going on, Jennifer? I asked.
She stood and took both of my hands looking me in the eyes.
"We are dessert, baby. Just get undressed and lay back. You will love what happens next." She said in soothing voice.
"I don't understand. What do you mean we are dessert? What gives?"
"Relax. You will enjoy it. Believe me. I have been looking forward to this for some time."
She started to undress me and was handing off my clothes to a naked woman that appeared at my elbow. Once nude, Jennifer guided me over to the bed and we laid down. Aunt Donna sat next to me on the bed.
"This is your initiation to the club. All you have to do is lay back and enjoy yourself. There is nothing that you have too but enjoy the sensations that you will be given." She said. "Now relax."
She reached down and started to rub my chest. Bending over me, she kissed me on the lips sliding her tongue into my mouth. I was surprised but when she moved her hand down to fondle my balls, I felt my cock growing and finally gave in. I guess I knew that I could trust her. She gave the assault on my mouth and turned my head to face Jennifer. Uncle Ray was massaging Jennifer's tits softly while Samantha was kneeling between her legs stroking her pussy. Jennifer was starting to react to all this pleasure and seemed to be enjoying herself. I looked back to Aunt Donna who was now stroking my cock slowly. She smiled at me.
"I can remember seeing this cock when you were about 10 thinking it was going to be a good sized one. I had been waiting for this moment since then. How are you feeling, baby? Ok?" she said.
"I am a bit surprised and confused but okay I guess." I said knowing it came out weakly.
"It's okay baby boy. Just relax and enjoy. Her hand moved off my cock as I felt a warm pair of lips engulf it.
I closed my eyes for a second and just enjoyed the sensations surrounding my cock. I realized that I had no idea whose' mouth was on it and tilted my up to see a young man that I had seen I the dining room sucking it. I panicked and tried to sit up but Aunt Donna held me down.
"It's okay. He is just sucking you. Nothing more than that." She said as she bent over and lowered one of her tits to my mouth waiting for me to suck on it. I took the nipple between my teeth and gently nipped at it before I latched on to it. About that time, I felt Jennifer grab my hand and heard her moan loudly. I stopped sucking my aunt's tit for a minute to look over at her. I could tell from the look on her face she was about to cum. I looked down and saw Uncle Ray between her legs eating her pussy. Samantha was alternating sucking her tits while a man was behind Samantha rubbing his cock on her ass. I turned back to Aunt Donna who had a concerned look on her face until I latched back onto her tit. Aunt Donna moaned and caressed my cheek. The man working my cock was really doing a wonderful job of getting me hard. His technique was the best I have ever had. He had me near cumming when he stopped and just licked by balls. He had me right to the edge and he knew it. He stopped completely and rubbed my inner thighs as I started to relax again. Aunt Donna was starting to moan so let go of her tit and pushed her back on the bed. I started to kneel down between her legs when the young man that had been sucking my cock, shook his head and moved in to eat her. He told me to lay down. Another woman sat down on the bed next to me and took my hand and put on her pussy. I started to play with pussy and she bent over and took up my cock in her mouth. She was doing a wonderful job and getting me close to cumming but did not let me get over the bring. She looked over at the other man who nodded.
"I need you baby boy. Let Auntie take care of you." Aunt Donna got on her knees and swinging one leg over me, slowly lowered herself on my cock. She pushed herself on me all the way to my balls and sat there a minute slowly moving her hips back and forth just to stimulate me more. Once she was comfortable with the fit, she slowly started to rise up and down, fucking me. I looked over at Jennifer who was looking at me and she nodded. I looked down to see Uncle Ray sliding his cock into Jennifer thinking that wrong as this was, it was really sexy. Samantha was sucking on Jennifer's tits as she was being fucked from behind by an older man. Jennifer hit her orgasm as her father was hitting all the right places with his cock. He eyes rolled up and she let out a long squeal as she came. Her mother, riding me came at the same time and was very vocal about being fucked by her nephew. I could feel the cum welling up un my balls but was determined not to cum until I could give my aunt a couple of more. Aunt Bonnie slowed down her place but did not stop. She smiled down and me and said that was good and that my not overly long cock was so fat it stretched her pussy so well. I lost it with that felt my explosion in her pussy with jet after jet of cum filling her. I had never cum so hard in my life and I could not catch my breath as my whole body tensed. She looked down at me smiled, then lost it.