We hit the stores. Shopping with her was fun. For the first time we talked like close friends. Before there had always been a business colleague touch to the conversation. Now it flowed easily like we’d been friends for years.
As I tried on clothes she would make comments. “With a body like that you could wear a cardboard box and break hearts.”
She’d pick out 5 or 6 dresses and come in the dressing room with me. “Hmmm, that’s a bit short, but really shows off your ass.”
I tried on one I’d have to wear braless. “Dammit girl,” she said. “It’s a shame you have to cover those tits.” She actually reached under my breasts through the dress and lifted them up.
She’d help zip me in and zip me out of dresses. Her fingers would slide against my thighs as she pulled at the hem line. I liked it when she touched me.
She brought in one dress I looked at it and right away knew it would not be appropriate.
“I can’t wear that,” I said. “I’m not even sure that can be worn in public.”
She giggled. “I know, I just wanted to see how it looked.”
I tried it on. It looked hot. It was red, had a low neckline that showed off my tits and a hemline that, if I didn’t tug on it slid up to my waist every time I moved.
She slapped my ass. “Now that’s a dress,” she said. “But if you wore it to the banquet no one would notice me.”
We both laughed. We settled on a gold sleeveless dress, it zipped up the back, came down mid thigh, and showed enough cleavage to be interesting. Against my darker skin it looked really good.
We had dinner together and then went our separate ways. I was going to fly out to where she lived the day before the banquet. The banquet was Friday night. I would fly out Thursday and come home Monday.
We reviewed our plans. She kissed me goodbye and said, “See you soon, girl crush.” She laughed as she walked away.
I was pretty much hyper, nervous, and excited about the trip. I could barely think of anything else. I also had a number of dreams that left me horny. Ok a few day fantasies too. Nothing overtly sexual. The dreams just involved us being together, I could feel her touch and her breath. I could see her smile at me, but no kissing or anything sexual. The day fantasies were mostly remembering things she said, did, or how she looked.
Thursday I started packing. First, what was going to sleep in? Did she get 1 room or 2. Would we be sharing a bed? I could have texted, but I felt odd asking about the rooms. After all she was treating.
I’m not sure why I was worried. Years ago I told her I slept in pajama bottoms and a t shirt. I lived at home back then. Now I either slept naked or in a t shirt. I settled on 2 flannel men’s shirts. Comfy and cute.
I picked out all my cutest underwear, took an extra dress, jeans, and 5 pairs of shoes. I was ready.
I arrived Thursday evening. She picked me up at the airport. She looked good. Jeans, high heels, and a sweater. I saw her first. She was talking to a man and woman. She spotted me, waved, said something to the people and came to me.
“Fans,” she said.
Then she gave me a big hug followed by a kiss. The kiss threw me. It was on the lips. Not a sexual kiss. Not a long kiss but on the lips.
“Hi girl crush. I’m so glad you’re here,” she said.
We chatted as we got to the car. She told me how great I looked and that she was looking forward to the weekend. She suggested we relax that night with Room service and wine. After traveling all day I was with her.
We got to the hotel. It was beautiful. She had got us adjoining rooms.
“You can have that room,” she said. Pointing at one of the doors.
Maybe she saw a look of disappointment on my face, maybe she was just joking.
She threw in, “Or we can share my bed again like the last time.” She laughed
I didn’t know what to say.
“Just throw your stuff in that room,” she laughed.
After a few minute she knocked in the adjoining door. We left the doors open and went to her room to order room service. She had brought some wine, so I opened it and poured two.
She was sitting up against the headboard on the bed sipping her wine. She patted the spot next to her. I sat down next to her. Eventually we ordered room service. She joked that there hadn’t been a man through her door in ages. We bet on who’d it been longest for. She won. We laughed. I was having a great time, yet in the very back of my mind was sex. It kind of hung there. Everything that could be made an innuendo, my mind wondered if it was.
After room service came Vanessa said. “Well, I’m going to get out of these clothes.”
She just got off the bed and started undressing. She kept talking to me so it was hard not to be looking at her. There was really nothing sexual about it. She pulled off her top and jeans. She was standing there in a really cute pink bra and matching thong. She undid the bra and again I thought how cute her breasts were. I had darker skin. My nipples were nowhere near that pink. In fact she had a great body. It was tight, sexy, and curvy in the right places. She pulled on a long T shirt that came down a little below her ass. Then she reached under it, took off her panties and sat back down on the bed to chat.
Then she said, “Don’t you want to change?”
I felt kind of stupid saying no. I wasn’t used to changing with my door open or being watched. I really wasn’t sure what to do. I kind of mumbled a yes and went into the other room to change. Vanessa followed me in and continued to talk to me. I opened my suitcase and she offered to hang up stuff and put my toiletries in the bathroom.
I took off my jeans, she took them from me and offered to hang them up. I then pulled off my T shirt. She pulled a laundry bag out of the closet. I was standing there in a cute matching set of deep purple boy shorts with lace and matching bra. The shorts were not quite a thong, but close.
“Oh my god,” she said. “I love that color.”
I thanked her. My heart was racing. At first I thought it was embarrassment, but no, I was enjoying her compliments. Every time this woman said she liked something of mine it made me feel good. I had always admired and respected her judgement. Why shouldn’t I do the same when she talked about me.
Now was the big moment. I undid my bra and took it off. She stopped talking and looked at me.
“Wow, I forgot, you have amazing tits,” she said.
“Umm, thank you?” I said a little self consciously.
“Oh my god, I’m embarrassing you,” she realized. “I’m so sorry. I’ll leave.”
She started to turn. “No, it’s fine,” I said. “I’ve never really had a woman talk about my breasts that way.”
“What do guys usually say?” she asked.
“Not that many guys have seen them,” I replied.
“Well, aren’t I lucky,” she laughed.
“Yeah, and for just for buying me room service,” I replied.