I was not looking for hookup but what happened changed my life.
It was Wednesday afternoon and I had been shopping for some new clothes and was sitting on a bench in the center of the mall. A well dressed older man, maybe more than twice my age at around fifty, whom I had noticed several times looking at me as I wondered the mall, walked up to me and politely asked if he could sit down. I kind of pointed my hand at the empty part of the bench and he sat down next to me.
“I don’t want to sound overly forward but I have been noticing you and I think you are a very attractive young woman. My name is Richard. I am going to be attending a charity gala this Saturday night and would love to have a beautiful young woman as my companion, to make everyone else jealous. Would you do me the honor of being my date for the event? It will start with a tenderloin and lobster tail dinner.”
The fact that he was very well dressed and used the term gala made me think that he might have money and this was going to be fancier than just a party. I did not have any plans, so after a minute of thinking about it, I told him my name was Beth and said that I would be interested. He looked off to the side and called, “Rick.” I younger man dressed in a black suit and wearing a cap that told me that he might be Richard’s driver came over. “This is Rick. He is my right hand man and driver. He will get your information and pick you up on Saturday. Then he got up and walked away. Rick sat down and took a pen and paper out of his pocket.
I gave him my name, address and phone number. Rick said to expect a package on Friday. It would be the outfit that Mr. Lewis would send over for me to wear to the event. When he got up, I said, “but you don’t have my size.” His reply was that he had taken several photos of me and that they would be put into Mr. Lewis’ A.I. system and sent to the tailor. He said that he was sure that I would like it.
All of Thursday and Friday morning I was excited and also nervous. At two in the afternoon, the doorbell rang. I opened the door and Rick was standing there with a package in his hands. He gave me the package and told me that he would pick me up at six the next evening. I took the package and hurried to my bedroom.
The dress was beautiful. I held it up. It was dark red and long but also open all the way to my hips on one side. The neckline was very open. There was no bra but you could not wear one with that dress. There was a pair of red lace panties. A pair of heels that went well with the dress was also there. This was no low cost dress.
I stripped down and put just the panties on. They were a very thin and open mesh that did not hide anything. My freshly shaved pussy was clearly visible thru them. I looked at myself in the mirror and started feeling horny. Then I put the dress and shoes on and looked again. I was so happy. It fit just like the tailor had spent an hour measuring every inch of me. I admired myself in the mirror for a couple of minutes before removing the outfit and carefully putting if away. It made me so horny that I lay on my bed and rubbed myself till I came.
Saturday I woke early. I couldn’t sleep. I was too excited. Right after a light lunch I took a long soaky bath, shaved again, did my hair and makeup and dressed in my special outfit. At about one I splashed on a dose of my favorite perfume. I stared at myself in the mirror again. I had never gone to an event like this. I felt so special. I was pacing around the living room when at exactly six the doorbell rang. I rushed to the door and opened it. There stood Rick. “Good evening, Ms. Williams. Me. Lewis is waiting for you in the car. May I say that you look absolutely beautiful?” I blushed and thanked him.
He walked me to the car. It was black. It looked new. I think it was what you call a town car, one of the ones that was stretched a foot or so to give the passenger’s in the back seat extra leg room. Rick opened and held the door and I slid in. “Good evening Beth. You look as beautiful as I thought that you would.” I replied, “Thank you, Mr. Lewis.” He laughed, “Call me Richard.” He took my hand and kissed the back of it.
The gala was spectacular. When we walked in, they were taking everyone’s photos. I posed between the balloons, and the photographer took a picture. I looked around and saw that no one was looking. I asked if he would take one more. He said sure. “Wait just a second.” I squatted down and pulled the dress open to show my shaved bottom and pulled the top down to let the girls out. I heard the camera click, and I quickly put myself back together. There must have been a hundred couples seated around tables for six. There were couples who looked from their thirties to their sixties. There were older men with young women, like Mr. Lewis and me. There were a few older women with handsome young men. The chatting quieted and the master of ceremonies welcomed everyone and laughingly thanked them for paying the one thousand dollars per person to be here. There was a Champaign toast. The meal was about the best I had ever eaten and the waiters made sure that the glasses never got completely empty. I did not try to count how many I had. I also had a mixed drink with the meal.
After the meal, there was an auction to raise even more money for the cause. I saw things sell for as much as ten thousand dollars. Richard had the winning bid for a necklace at one thousand dollars, which he put around my neck, saying that the dress needed it to make it perfect. Finally there was dancing. Richard and I danced several of the slow dances.
At about midnight the party broke up. Richard and I walked outside. Rick and the car were there. Rick was holding the door open for us. Richard got in first and slid to the far side. “Rick, please find someplace quiet for us to park for a few minutes.” Rick drove to a far corner of the parking lot, away from all the other cars. He shut off the engine.
Richard unbuckled his suit pants and unzipped them. He lifted his ass off of the seat and lowered his pants to his knees. His hard cock stood straight up. I knew what he was expecting. After an evening like this, I was happy to give him the pleasure that he wanted. I am no virgin. I have been fucking and sucking cock from when I was fourteen. I looked around, knowing that Rick was in the car with us. He was facing forward, but I could see a video screen on the dash. I could see that it was connected to a camera that was showing what was happening in the back. He would be able to watch me blow his boss. First I reached back and pulled down the dress’s zipper and let my girls out. Then I bent over with my knees up on the seat and took his manhood in my hand. His hand reached out and cupped my breast and then gently pinched my nipple. My mouth followed my hand. I started stroking his shaft while sucking and licking his cockhead. He moaned. I was giving him my best effort. I was also thinking about Rick watching us on the screen. Richard told me to take my hand away and just use my mouth. His cock was not very big and I could get most of it in my mouth without gagging. He gently pushed on the back of my head to establish the speed that he wanted me to be fucking him with my mouth.
Then I heard him say, “Rick, you are welcome to join us.” I almost pulled away. I heard the front car door open and then close. Then the back door opened. I pulled off and looked back. Rick had removed his pants and was standing there with a goof sized erection in his hand. I felt him getting into the car. Richard pushed my mouth back onto his dick.
Rick pushed the dress up to my waist and put one of my legs off of the seat, so it was in the floorboards and my legs were spread. He pulled my lace panties to the side and I felt his cockhead slide between my outer pussy lips and locate my fuck hole. I was dripping wet, so Rick had no trouble sliding full depth into me while he held my hips. His length and thickness made me moan as he penetrated me. Richard looked over me and watched Rick fuck me.
I came first. I shuddered and gasped. My cunt muscles tightened around Rick’s cock as it fucked deep into me. Richard took that opportunity to push harder on my head, making his cockhead pop into my throat. I had never had a cock in my throat. His balls shot his load down his cock shaft and into my mouth. “Swallow, don’t spill any.” I did. Rick lasted a couple more minutes before filling my cunt with his sauce. That brought me to another small orgasm. I saw that Richard had already put himself away and was just watching us. Rick pulled out. Put a towel on the seat for my wet bottom, got back in the driver’s seat and drove me home.
Three days later, Richard called and asked me to come to his place for dinner. I agreed. I was sure that this was the time that he would want to actually fuck me. I got cleaned up for him. At six, Rick was there. Again, he held the back door open. Richard was not there. “Good evening Ms. Williams. Please get in.” I told him to call me Beth. He replied, “Thanks Beth. But I can’t do that when we are in the presence of Mr. Lewis.” We casually chatted on the way to Richard’s house.
We pulled up to gate that automatically opened when Rick pushed a button on his key fob. It was a long driveway leading up to a very big house. I guessed that it was at least five thousand square feet and had a four car garage. I could see that there was a pool and a putting green in the back yard, which looked like it was acres in size with a heavily wooded area behind it. I asked Rick about it. He said that there were ten acres and that thru the woods was a lake and that Mr. Lewis has a dock and boat on the lake, and that he also has a bigger boat at the ocean.
We pulled up in front of the house. Before I could get out, Rick was around the car, opening it for me. He walked me to the front door and opened it for me. Richard was standing just a few feet inside. The door closed and Rick was gone.
We sat on the couch. The first thing he did was kiss me and slide his hand under my blouse and up to my breast. My nipples were hard. Just then I heard a female voice say, “The meal is ready.” I looked at him and asked if he was married. “No, she is the cook and house keeper. Let’s go eat. I hope that you like pork chop and gravy.”
We sat at the dining room table. Much of the meal was already set out. I very attractive young black girl came into the room with the main part of the meal. All she was wearing was a small apron. Her breasts must have been a full two cup sizes bigger that mine. She put the food down, turned and left the room. I watched her naked bubble butt ass wiggle as she walked. I asked Richard if he had sex with her. All he did was smile.
The meal was great. When we finished, we went back into the living room. As we sat on the couch, Richard asked me if I wanted to see the video from the other night. Even before I replied, he was turning on the sixty-inch wall mounted TV. On the screen was a video of what had happened in the back of his car. The view angle changed several times, which told me that there were at least three cameras recording the action. I watched myself sucking Richard’s cock and Rick getting in back with us and fucking me doggy style. I had never seen myself having sex. His hand had worked itself under my dress and inside my panties and he had two fingers in my wet cunt. He got up, took my hand and led me to his bedroom. Yes, I was more than ready to have a cock pounding my pussy. I saw him reach for a control and push a button. I asked him what it was for and he said, “It activates the cameras. I always record the action for future watching.” I mentally shrugged my shoulders. If that was what he gets off on, I was OK with it.
But when he positioned us in the bed, it was so I was in position to suck his cock again. OK, if that was what he needed to get ready to fuck, I was happy to help him. He was no spring chicken any more. I took him in my mouth. I blew him for several minutes and he was getting pretty hard. I was about to climb up and drop my pussy down onto his price when I felt someone getting on the bed. I was sure it was Rick again and that was fine with me. He has a nice cock and is good at using it.
I looked back and was surprised to see that it was the young black girl who was the house keeper / cook. She spread my legs and latched her mouth onto my cunt. I had never been with another girl, sexually but I decided not to stop her. It felt just as good having her eating me out as it did when any guy did it. She knew how it feels to her, so she knows how to do it to another girl. She inserted two fingers in my twat and finger fucked me while eating me out. Richard came first and filled my mouth. Before he was fully drained, my orgasm started. It was a good one. Richard scooted up to the head of the bed and watched Juanita bring me to a climax. I grabbed her by the hair and pulled her face tight to my crotch. When my orgasm subsided, I let her go. She lifted up and I saw her licking my wetness off her face, as far as her tongue could reach. Then she left the room. She had never said a single word.
“I need to be fucked. Put your cock in me and fuck me hard.”
“I don’t do that. I am only into oral and watching. I can call Rick of have Juanita come back with her strap-on.” My reply was, “My insides are twitching. I want a cock, a real cock. If you won’t fuck me, call Rick.” Richard pushed another button. Rick came in. “Beth wants you to fuck her.” With a big smile on his face, Rick quickly undressed. I came twice before I got my pussy full of his seed. I was happy that I was on the pill. Rick took me home. I sat in the front seat and played with his cock as he drove. I told him, “Rick, you can fuck me anytime that you want.” His reply was that it sounded great, but if I ever got caught, it would cost me my job.
Twice more I went to Richard’s home and twice more all he wanted was to have his cock sucked and to watch the other action. Each time we watched the video from the prior time I was there. I was enjoying it but I wanted to get Richard to actually fuck me, just to prove that I could do it.
On my forth time visiting him, Juanita was eating me out when Richard said something to me. She quickly spun around, put one leg on either side of my head and lowered her pussy down onto my face. She pressed herself to my mouth. I was trapped and I knew what Richard wanted. I pushed my tongue out and found Juanita’s clit. Before we were done, I was enjoying it. We made each other come. While we were doing that, Richard motioned to Rick and pointed at his cock. Rick dropped down and started sucking Richard’s cock.
That night, I spent the night for the first time. I shared my two bedroom apartment with Sally. I called her and let her know to not expect me to come home. The next morning when I woke, I was the only one in bed with Richard. He woke soon after I did. He looked at me and told me that he loved having his cock sucked first thing it the morning. “It’s the best way to start the day.” I quickly made him happy. Juanita served us breakfast in bed.
“Beth, how would you like to move here with me? You would be the one to sleep with me every night. This is a very nice home. You would not have to cook or clean and you would have no bills.” I smiled and said that that sounded like a fun offer. “I can also put you on my company payroll and pay you $500 a week to assist me taking care of my associates and clients.” I asked how I would be expected to assist him. I was thinking that I might know what he had in mind. “You and Juanita would give them pleasure, the same way you do for me. It wouldn’t be very often.” I told him that I knew someone who would like to take over my share of the lease and that I would confirm it. Three days later, Rick picked me up. I had two suitcases and three boxes to move.
That was six months ago. There are not many nights that I get to have a peaceful night. Richard still has not fucked my cunt, and I now think that he never will unless I rape him. At least once a week, Richard brings home an employee for a ‘bonus’ for doing good work, or clients that he wants to do business with. Juanita and I treat them very well to help them decide. I have been fucked by all kinds of men, tall, short, old, young, black, white, Asian and Mexican. Last week I was with three black guys. Richard said they signed a contract worth a million dollars. Richard has videos of each time something is done.
I still keep in touch with Sally. Today I asked if I could invite sally over for an evening. He replied that he would be happy to send Rick over to pick her up.
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1126. PO469. If you want to see a full list of my other stories, click on my username link at the top of this story. Any photos with my stories are of people who are 18 or older. They were consensually taken and come from my friends or from a website that states that its purpose is sharing adult photos and gifs. Photo credit and thanks to imagefap.com. and wetgif.com If you claim copyright to any of these, and want it removed or credited, let me know.
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