It was Saturday morning and I was fondly recalling the events of my date last night. Was also pondering what was in store for me today.
Horse races? I had never been to the horse races. What does a girl wear to the races and what does dress sexy mean?
And what was he going to do with that picture he took with his phone?
I decided I needed to talk to Keith and get some help with what to wear, so I called him on his cell. He answered with an enthusiastic "Hi Beautiful, how are you feeling today?" "Fine" I said, "but I need some help with how to dress sexy for the races." He responded, "How about I pick you up a little early and we can go shopping for something special for you to wear? I am just finishing up a breakfast meeting with an associate, Barry, and I can come over as soon as we finish."
"That would be great," I said. "Looking forward to spending the day with you and wearing whatever clothes you pick your for me. See you soon."
I got myself made up as much as I could. I know guys have a thing with "pretty eyes" when they are getting head, so I made a point to make my eyes sexy, gave my face and lips some color, and curled my hair. I put on a matching pink thong and bra under my jeans skirt and blouse. I love the color pink and always wear something pink. Since I was not sure what Keith would pick out for me to wear, figured I would ensure I had something pink with my lingerie. I wore a pair of three inch white heels, which I figured would go with anything I wore.
Keith arrived to my place around noon. He was in a festive mood. "Ready to go shopping and to the races?" he asked. I replied I was ready, but had a question first. "What are you going to do with the picture you took of me last night?" I asked him. "Call me on my cell" he said. I dialed his cell and when it rang in his hand, there I was on his screen; a goofy half smile on my face, a dazed look in my eyes and my lips and chin dripping with cum.
"I get hard every time you call me and I see this picture" he said. "But what if someone is with you when I call?" I replied with some terror, then it hit me, I had called him this morning when he was with Barry. "Did Barry see that picture?" I asked. With a big smile, Keith said, "He thought you are the most beautiful and amazing woman in the world. Trust me, any guy that sees your picture is going to be insanely jealous of my incredible girlfriend."
I was not sure how I felt about having this type of picture of me showing up on Keith's cell phone, and having other people see it, but he did call me his "girlfriend," which made me proud and happy. He certainly seemed to like having my "porn shot" on his phone, and seemed proud enough of me to show me off, so I decided if it made him happy, it was fine with me.
I was informed we were going to Gulfstream Park to see the horse races, but on the way we stopped at the Aventura Mall to find me an outfit. Keith must have done some research before he picked me up as we went right to this little shop that seemed to feature sexy dresses. I could not see me fitting in to a single one in the store as I have very large breasts and everything seemed made for normal sized girls, but Keith found one he wanted me to try on within minutes.
My first reaction was NFW, but when I saw the eagerness in his face, I took it and headed back to the fitting room. It was a pale pink little number that tied around the neck with two pieces of fabric, which came down the front and covered the breasts. The center was open down to a full six inches below the bottom of my breasts and the sides covered my breasts if I stood still, but any movement showed the sides of my tits. My back was completely exposed down to the tight fitting skirt, which started at the top of my rear end and covered to just maybe two inches below my ass. No way I could wear a bra with this.
When I walked out of the fitting room with my heels on, my tits were unrestrained and on the move, bouncing up and down and swinging with each step. With the shortness of the dress, my back exposed and no bra, I felt almost naked. Keith, however, said I looked perfect and it fit perfect. I said, "I look like a hooker." He said "number one, you look gorgeous and sexy, number two, you will be with me, so you won't have to risk being solicited and number three, so what if you look super sexy. We can pretend you are my whore for today. It will be fun. Besides, look at what the site of you does to me." He pointed to his very obvious erection.
He looked so happy and excited to have me dressed this way, I could not refuse him, and so we paid for the dress and walked out of the store and through the mall. I felt like everyone was looking at me. It was obvious I had no bra on and both the insides and the outsides of my breasts were clearly visible. I had to keep pulling the bottom of the dress down as it tended pull up and expose the bottom of my ass cheeks. If I was going to play a whore today, I definitely looked the part.
I was so happy to get out the mall door and head to the car. What amazed me was that while I was embarrassed and self-conscious, I was also getting very turned on. I was starting to get into my role and was looking forward to my day as a personal whore.
When we got to the car, Keith opened the back door for me instead of the front door. At first I thought it was so he could throw in the bag with my old clothes, but he told me to get in. I did as I was told. He went around and opened the driver's side back door and climbed in himself. He told me he was so turned on and hard for me, there was no way he could go to the races until I gave him some relief. I said, "well, if I am going to be your whore for the day, I may as well dive right in. Tell me what you want me to do like you would tell your whore."
