That Saturday, I spent my time getting ready. I showered and shaved smooth and used a nice lotion to make my skin super smooth. I took my time doing my make-up and went with a conservative look with a soft pink lipstick and slightly smoky eyeliner. I had finally gotten my hair long enough to go without a wig, and styled it like the local TV anchorwomen wear theirs. I put on a black silk bikini panty and then I slid into my favorite gold and black body shaper corset to help with my figure. I love how it helps to round my curves in the right places.
It was November and a little cool outside, so I went with a burgundy cable-knit dress that I had recently purchased. I pulled out my favorite pair of suede light brown knee high boots and slipped them on. I studied myself in the mirror and liked what I had put together. I added a few bracelets and necklaces and a pair or gold hoop earrings to complete the outfit. I grabbed a long coat as the wind was picking up and I didn’t want to be too chilly. I touched out my lipstick in the mirror before I walked out and headed for my car.
I live at the end of townhouse unit, so not many people see me come and go, which was perfect for me. I drove the ten minutes to the restaurant where Ben and I had arranged to meet. He had described himself as athletic, with a successful business that kept him busy for long hours and needed some relief from time to time. He sounded authentic and I had heard of his business, which was known to be busy and upstanding in the community. Our conversations sounded like we would get along ok and I was getting anxious to meet him. I parked in the parking lot and looked around to see if I could see his car there yet. He said that he drove a hunter green Land Rover, but I didn’t see it in the parking lot. I checked myself out in the mirror and then decided to go ahead into the restaurant.
As I was walking through the parking lot, I saw his car pull in and he pulled into the row that I was walking up. He put his window down as he pulled up to me and said, “Hello, you must be Erica. You’re even prettier in person than your pictures.”
I thanked him for the compliment and he asked me to wait for him while he parked and he would walk me in. I did and we walked in together. He was my height and had dark black hair that looked a little like Antonio Banderas. He was extremely well-dressed in a tailored suit, and escorted me in like I was his date, which I was.
Once we were seated, he told me that if anyone recognized him and came over to say hello, that he was going to introduce me as a business associate and that we were working on a deal. I agreed and he said that he would make it worth my while if that happened.
We made some small talk and he admitted that he was the vice-president of the company he worked at, but that the company was owned by his father-in-law, who could be overbearing at times. I told him that I was hoping to be able to help him relax a little and he smiled and said he was looking forward to it.
After we ordered our meal, I slid my hand under the tablecloth and began rubbing against his thigh. A huge smile came across his face and he asked for me to please continue. I slid my hand further up and was soon massaging his cock through his pants under the table. He reached over and slid his hand up and down my leg and was massaging my thigh at the same time. Our waiter arrived with our food and interrupted our mutual fondling.
We began to eat, but then he stopped me and asked if we could go to the restroom together. He admitted that he was going to burst and his balls were aching in pain.
I smiled and said, “I would love to. Let me go first for a minute and then you follow me.”
He agreed and I headed for the ladies room. I ducked in to see if it was clear, but there were three or four young girls in there talking and freshening up their make-up.
When he arrived in the hallway, I explained it to him and he checked the men’s room out. Luckily, it was empty and he pulled me in. We went to the last stall, which was the larger handicapped stall and closed the door. He kissed me and pulled my hands to his groin. I began massaging him again while working to undo his pants at the same time. I slid his pants down and his boxers and was rewarded with a beautiful seven inch cock staring at me.
I quickly dropped to me knees and kissed it once before working it in my mouth. He let out a long groan and thanked me. I was working it up and down and getting it almost all the way down my throat when we heard the door open and someone else come in. I quickly stood up and whispered in his ear that someone would have been able to see my boots on the floor under the stall walls. He looked deflated, but I told him not to worry, I would still help him out.
I pulled up my dress and removed my panties. I then had him sit on the edge of the toilet seat and I backed down onto his cock. It took a little wiggling back and forth, but his cock slowly slid in. I loved the full feeling of have a cock in my ass and he let out a larger groan. The other guy flushed and left. After the door closed and I was sure we were alone, I started sliding up and down.
I asked if this was okay and he said he never had felt anything as tight as my ass and he didn’t want it to stop. It didn’t take long and he quickly came and filled my ass with his load. I sat still for a minute, then popped up quickly so nothing dripped out onto him. He stood up, gave me a deep kiss, and said that was the best sex that he had ever had. I told him I hoped that we could finish dinner and maybe do some more things. He absolutely agreed and cleaned himself up and got dressed. I slid my panties back up and on, but I told him he might have to buy me more because these might get dirty.
He walked out of the stall and over to the door and then motioned for me to come out. We walked back to our table together and finished our meal. He kept thanking me and telling me how great it felt and that he wanted to be able to make me feel good later. I told him I was hoping for that as well and was looking forward to it. We finished our dinner and had a good conversation about lots of things.
As I got more comfortable, I ended up leaking come out and had a wet spot on the back of my dress. When I stood up, I realized it was noticeable, and he immediately said he would take my shopping to buy a new dress to replace this one. I thanked him and quickly slid my coat over it so no one would see while we walked out. When we got to the car, he gave me a kiss and asked me to follow him across the street to the shopping mall where he would buy me a new dress.
I agreed and we went over to the Macy’s store and went in.
We walked towards the changing booths when he whispered, “Oh shit”. He quietly said,” Here comes my wife, please go along with what I say.”
I agreed, and politely smiled when she came up to us with a funny look on her face. She asked who I was and what was he doing here with me. He explained that I was a new engineer with a consulting firm working for them and was assigned to help with the big proposal that they were going to be submitting next week. The owner of the firm had thought that he could help show me around town and he was trying to help me get ready for the proposal.
She looked at him suspiciously, and he whispered to her that I was wearing the best clothes that I owned and that he wanted a better first impression at the meeting. She then smiled and said she would be glad to help us with our clothing choices. I was blushing red, but she grabbed my arm and said not to worry, she was a much better shopper than her husband. He gave me a grin as his wife pulled me back to the store to grab some other dresses to try on.
She asked me question after question about me and what I did, and fortunately I had remembered some of the things I had learned in my college engineering classes, so she seemed satisfied. She let me keep the two dresses I had initially chosen and gave me three others to try. We walked back to the changing rooms and she walked in with me, which threw me for a loop. I didn’t know what to do now. Ben had a worried look on his face as well as he saw us go in together. He yelled for his wife, Susie, to come out and give me some privacy, and I asked her if she would mind as I barely knew her.
She reluctantly agreed, but made me promise to come out with each dress on for her to help approve. I breathed a big sigh of relief and went about changing into the dresses. After each dress, I would walk out and they would look me over. Ben liked all of them, but Susie only liked one of the dresses that she had picked out. It was a navy sheath dress with gold button accents. She asked if I had black pumps, as the boots didn’t do the dress any favors. I said that I did have some, but that I was planning on buying a new pair for the proposal meeting.
She liked that idea and went to grab a pair after she found out what size I wore. She quickly came back with two pair of pumps for me to try. She had a modest two inch heel and a pair with three and one-half inch heels as well. She walked into the dressing room with me and helped me pull off my boots and try on the shoes. I walked okay in the smaller heeled pumps and I thought they looked good, but she wanted to try the others as well.
I told her that I hadn’t ever wore anything that high and wasn’t sure about them, but she said not to worry and that I will get used to them. She helped me up and I walked around the small changing area a bit wobbly. She liked the look better and told me that I would get these and I should practice with these as much as I could until the meeting. I told her I couldn’t afford the dress and the shoes and she said her husband would take care of it. I thanked her for her help and was privately blown away by how the evening had changed from what I had expected.
When I sat down to take off the heels, she knelt down in front of me and I caught her looking up my dress. She blushed when she saw that I caught her and said she always had admired pretty girls. I blushed harder than her and thanked her for the compliment, but told her I was uncomfortable. She apologized and said she just wanted to help me.
When my boots were on, we stood up and she gave me a slight hug and apologized again and asked not to say anything to her husband. I agreed and she said that I should come over some time to visit and have dinner with her and her husband. I said I would like that and we could plan that for after the proposal. We walked out and she told her husband to pay for my dress and shoes. She then went on her way to continue with the shopping that she had been doing before she saw us.
Ben walked me out to the car and I told him what had happened. He asked me to follow him to a nearby park because he needed to fuck me again after watching me trying on those dresses. And he also wanted to taste me as well. I was more than happy to do so and followed him to a local park. We walked about forty yards to a picnic table and he pushed me down on it and began kissing me. I kissed him back and we began letting our hands roam over each other.
I was unzipping his pants as he was pulling my dress up. He pushed me further up on the picnic table and then crawled over me into a sixty-nine position. I took his cock in my mouth as he slid my panties to the side and licked up and down on my cock. My cock started to respond and was soon at full attention and buried in his mouth. He was going up and down on me like a rocket and I quickly came into his mouth. He turned and kissed me and let my cum run into my mouth. It was erotic, as I had never done anything like this before. He asked if he could take my ass again, as it was the best thing he ever had.
I rolled around on the table and got bent over at the end and he got behind me. He licked it once to get it wet and then stuck the head of his cock right in. It took only two pushes and he was buried to his balls in my ass. I began to push back into him and he started moaning and calling my name. He kept it up for about five minutes when he screamed and came what felt like a gallon of cum in my ass. He kept spurting for almost a minute. He collapsed against me and told me that was the greatest thing he had ever felt in his life.
After a few minutes of lying there, we got dressed again and he kissed me deeply. He asked if we could see each other again. I said I would love to and hoped we could get together again soon. I reminded him that his wife was going to be inviting me over for dinner soon and we would have to deal with that. He smiled and said that would be a great night, because his wife went to bed early and we could be alone in their basement. He said that I would have to best on my best behavior there, but that he would love to do that, and that he had some toys at his house that he wanted to show me.
We kissed some more and said our goodbyes and went our separate ways that night. The next day, he emailed me and said that his wife wanted to have me over to their house next Saturday evening for dinner and that he really hoped I would come. He also said his wife would probably be calling me later in the week to set things up, and that he was going to have to give her my number. He gave me her number and said if she called, I was to make sure that I answered as “Erica” and that I definitely would not want to miss the evening he had planned.
That story will be for next time.
Erica