When James and I arrived at our hotel in Miami, we took the elevator to the top floor. When the elevator opened, I could see across the suite to a set of french doors leading to a balcony overlooking the ocean. The view was amazing. James saw the look of awe on my face and smiled, "Nice, right?"
"It's beautiful." I walked out onto the balcony to take in the view.
James came out and put his arm around my waist. He leaned in and kissed my neck. "Why don't you get ready? Dinner is in an hour. I have a couple calls to make." I knew that meant he was probably calling his wife, but I tried not to think about it.
James left the suite, and I hopped in the shower. I started thinking about what he had done to me on the plane--his fingers inside me, my breast almost completely exposed as he groped me. It was enough to make me start touching myself. I slid a hand over my breast, softly rubbing the nipple. Then I moved lower, stroking my pussy, feeling my own wetness start to mix with the water from the shower. I had to force myself to stop. I knew there would be plenty more to come during this trip, and I didn't want to get too carried away yet.
When I was done showering, I pulled on a robe and walked into the bedroom. There was a very sexy white sundress laid out on the bed. Apparently this was my outfit for the evening.
The dress was low cut, with off-the-shoulder sleeves. I picked it up and turned it around. The back was cut even lower than the front. No way to wear a bra with this. I was nervous about wearing a white dress without a bra. I hoped it wouldn't be too sheer.
I put on a white thong then pulled on the dress. Looking in the mirror, I didn't think my nipples were too noticeable. Even so, the top barely came up over my breasts. One wrong move and anyone who happened to be looking would get a show. The skirt flowed and stopped a few inches above my knees. An ocean breeze would make this a very interesting dress to be wearing tonight. James knew exactly what he was doing when he picked this one out.
I did my hair and makeup and was finishing up when James came back. "Wow, Laura, you look amazing."
I grinned, "It's a great dress. Thank you."
He leaned in and kissed me. "Let me get ready."
It wasn't long before he came out of the bedroom, wearing tan linen pants and a white button-down shirt with the sleeves rolled up. God, this man was sexy. I walked over to him and put my arms around his neck. His hands came to my waist as he leaned down and kissed me. He pulled back and smiled at me, "If you keep pressing up against me in that dress, we're not going to make it to dinner."
I laughed and pressed against him harder before pulling back. "Let's go."
When we exited the hotel, there was a small sports car waiting out front. "This is us," James said. "I'm going to drive tonight." He opened the passenger door for me, and I got in.
On our way to the restaurant, James was talking about the area of Miami we were in, pointing out different places. He reached over and put his hand on my leg as he talked, his fingers softly brushing up my thigh, causing the skirt of my dress to move higher up my leg. I was trying to listen to him, but my attention was on his fingers.
The restaurant was a short drive away, and his hand left my thigh disappointingly soon. "Here we are," he said as he pulled into the valet area.
The valet walked over to the passenger side and opened the door for me. I saw him glance down and quickly glance back up, his face a little red. I looked down and realized that one side of my dress was still pulled up almost entirely over my leg. I quickly pulled it down as I swung my legs to get out of the car, only to realize that doing so simultaneously lowered the top of my dress. The valet looked back down just in time to see some serious cleavage. This time, he didn't look away.
By this point, James had come around to my side of the car. I managed to pull my dress up and get out. He smiled and held out his arm for me. As I took it, he leaned in and said, "I think the valet enjoyed watching you get out of that car."
We were escorted to a table out the back of the restaurant. It was basically on the beach, and the view was great. James ordered us a bottle of wine and a delicious selection of seafood. The waiter brought our wine and poured us each a glass. We clinked glasses as James said, "Here's to what will be a very enjoyable trip together."
At one point while we were waiting for our food, I dropped my napkin. I reached down to pick it up and felt the top of my dress fall dangerously low again. I sat up and went to pull it back up, but before I could, James said, "Leave it."
I looked over at him, unsure if I heard him correctly. He smiled and repeated, "Leave it." I dropped my hands from the top of my dress and looked down to assess the situation. The dress was even lower than it had been with the valet. It was just barely over my nipples. In fact, from my point of view, I could see the tops of them, but unless someone was standing right over me and looking down, I thought I was still okay. I looked back up at James, who said, "You look amazing. No need to cover up."
Before I could respond, two waiters arrived with our food. One came around to my side of the table to put the plate in front of me. I started to panic a little when I realized he was standing right over me, at just the right angle to look down my dress. I just hoped he would be so focused on the food that he would ignore me. He leaned down and set the plate in front of me. As he stood back up, he looked down at me and started to ask, "Is there anything..." and then he paused mid-question, staring at my breasts. It only took a moment for him to gather himself, but there was no question as to what made him pause. He finally managed to ask, "Is there anything else I can get for you?" with a grin on his face and his eyes still glancing down my dress.
"Not for now, thanks," I responded. I had expected to feel embarrassed by this situation, but instead I found myself surprisingly turned on. He waited just a little longer than he probably should have, then turned and walked away with the other waiter. I saw them glance at one another with grins on their faces as they left the table.
I turned to James, who was also grinning. I laughed and asked, "Can I pull my dress up now?"
"One thing first." James leaned over the table and brought his hand to the side of my face, pulling me toward him. As I leaned across my side of the table, I felt my top lower even more, one side falling below my nipple. James looked down and smiled, then he pulled my face into his and kissed me. As we kissed, his hand moved from my cheek, down over my neck, then over the top of my breast. Then he started softly stroking my exposed nipple. At this point, I was so turned on that I don't think I would have stopped him if he had pulled the top of my dress down around my waist and taken me right on the table.
After a few more strokes, James pulled away from me. "Now you can pull it up. Let's eat."
I tried to catch my breath as I pulled up my dress. I glanced around at the other patrons, but I couldn't tell if anyone had seen us. It was too late to care now anyways. As I started to eat, I could only hope that there wouldn't be a wet spot on my dress when I stood up.
--
After dinner, the same valet retrieved our car and was extra friendly to me as he opened the door. As I got in the car, my dress billowed up, giving a quick flash of my thong. I looked up and smiled at him as he shut the door. James laughed. "I don't know why I bothered tipping the valet--you've given him quite enough."
As we pulled out, James started rubbing my leg again. "What a night. Let's take the long way back to our hotel."
"Sure," I answered, but I was a little disappointed--I wanted to get back so we could finally be alone. I needed some relief from this evening of teasing. Even now, James' hand was driving me crazy, sliding up my leg, pulling my dress up with it. The higher his hand moved, the more my pussy throbbed, wanting to be touched.
Finally, while we were stopped at a red light, James' fingers found my pussy, rubbing softly. I moaned quietly, my eyes closed. His fingers pressed harder. "Look at me." I looked over into his eyes as his fingers continued to move. My panties were soaked. "That's it. Get nice and wet for me."