It was about a week before I heard from Jerry but since he had to leave town for a few days for family business, he had a reasonable excuse. It was nice talking to him again and we caught up quickly. Even though I knew why he was calling, I didn't disclose my expectations; it was his call and he had to set the pace. After several minutes he very politely asked if I would like to go out for dinner on Saturday since it would be easier to talk in person. True to my commitment to Kat, I told him that I would like that every much and would be looking forward to it. I asked if this was to be a casual beer and burgers dinner or if I should dress up a bit, a nice roundabout way of finding out if he expected a date with sexy Ronnie or if he planned a guy's night with Ron. I was happy when he said that it wouldn't be fancy but a dress like I wear when I go to his place, or slacks would be fine. His answer confirmed that he was asking Ronnie on a date, my first as a woman.
Later that evening I called Kat to tell her of the developments and she was quite pleased. Naturally, she said that she would be happy to come over to help me get ready and if there was anything of hers that I needed, all I had to do was ask. It was nice to have the support of a friend like her when I needed it. I asked to borrow Kat's silver/black dress, which I knew looked particularly good on me, and some of her accessories; new shoes would definitely be in order as well. I was truly excited about going on a date, my first in longer than I liked to admit.
After what seemed like the longest week in history, Saturday arrived at last. Late in the morning I went to Kat's apartment for coffee and to pick up the items that I planned to borrow from her. We also took the opportunity for some last-minute grooming and Kat did my nails in a soft pink polish with tiny silver glitter flakes for some understated elegance. Kat was coming to my place later to do my makeup, so the afternoon was for relaxation. I was happy with the choices so far although I was becoming nervous with anticipation as the day wore on.
Finally, the moment arrived. As I waited for Jerry, I checked myself in the mirror and had to admit that I looked sexy gorgeous, as Kat would say. She did a great job on my makeup and nails, and the dress fit like a glove, accentuating the curves in all the right places and just short enough to turn heads. The stockings and heels did wonders for my legs and the jewelry proved to be the icing on the cake. As I smiled at my reflection in the mirror the doorbell rang, waking me from my trance.
As I opened the door I took notice of the look on Jerry's face, the pleasure being quite obvious from his sudden smile and the twinkle in his eyes. "Wow!" was all he could manage as a greeting.
I laughed and asked him to come in, "Were you expecting someone else?" I asked. "You look shocked."
Now it was his turn to laugh. "Sorry to be so transparent," he said. "You look beautiful." With that he kissed me on the cheek and handed me a bouquet of flowers, adding, "It's been a while and I had forgotten how lovely you are. It's great to see you again."
"Thank you for the lovely flowers and the compliments," I said, "let me put these in some water and then we can go."
We walked to his car with my arm wrapped around his, talking and laughing on the way. Clearly, we were comfortable with each other and intent on enjoying our evening together. Kat said that I would like Jerry and she was right.
The restaurant was about fifteen minutes away and one of the nicer ones in our area. As we entered heads turned and many of the male patrons smiled approvingly; the females were noncommittal, but some appeared mildly annoyed by the reaction of their male companions. We were grinning as we followed the hostess to our table.
We had a relaxed cocktail followed by an appetizer while listening to background music and muted conversation from nearby tables. Jerry was a good conversationalist, and it became apparent that we had a lot in common. My thoughts drifted to Kat, the only other person that I had been this comfortable with, and I wondered what she was doing this evening.
Considering all the drinking and eating, I decided that I should use the restroom before the main course, so I excused myself and walked to the lady's room. Kat and I had discussed this eventuality, and she said that it is usually best to be direct, as quick as possible and get back to the table. You don't want to be perceived as loitering around or taking advantage of being in a woman's restroom even if you are dressed as a woman. Times have changed but it is still better to err on the side of caution.
When I finished using the toilet and was washing my hands, a woman entered who was not shy in her opinions. She looked at me and commented, "You honestly think that you're fooling anyone? You waltz into this place like some prize slut in your short dress and believe that people don't know that you're hiding a cock between your legs? You're a disgrace." With that she went into a stall and I headed back to the table, a little shaken by the encounter.
Jerry immediately saw that I was upset. My demeanor had changed, and I was quiet as I stared at the plate of food in front of me. "Ronnie, what's the matter? Are you okay?" asked Jerry.
Slowly I replied, "Yes, I'm fine, sorry for drifting off." I forced a smile to lighten the mood but found it difficult to maintain. I kept thinking about what was said to me and the sound of her words blotted out everything else.
After we finished eating Jerry asked if I was in the mood for desert or a digestif and I declined on both counts. "It was a wonderful dinner, Jerry, I really enjoyed it, but would you mind terribly if we left?"
"Of course not, Ronnie," replied Jerry. "Are you sure that you're alright?"
I touched his arm, "Yes, Jerry, thank you for caring. You're a very sweet man."
Jerry signaled the waiter for the check and within a few minutes we were walking towards the door. A familiar face greeted me from a table along the way and so did the gaze of her companion as his eyes looked me up and down. I slowed my pace and placed added emphasis on the movement of my butt while staring directly into her eyes, "See you next Tuesday," I whispered while accentuating the words with my lips.
As we left I could hear a commotion starting behind us. The woman was calling me a fucking bitch but no one else could understand why. Her companion hadn't seen or heard anything although he obviously knew that he had to contend with an irate female for the rest of the evening. When we got into Jerry's car he asked if I knew what the noise was about when we left and I said that the woman must be suffering with a mixture of PMS and intoxication. Jerry got my meaning and said, "Lucky guy. He deserves her." We both laughed at the reality of the situation.
As we drove Jerry asked if I wanted to stop by his bar for a nightcap. "It is Saturday night after all," he said, "we don't have to rush...unless you want to get away."
I leaned over and kissed his ear, "Whatever you like."
"Do you mind?" he asked.
"Not in the least," I answered.
When we arrived, he was greeted by familiar voices and a few people even called my name, not the least being Kat who was finishing up dinner at the bar. She was dressed comfortably in jeans and a nice top but still wearing heels. Smiling, I walked over and kissed her on the cheek which prompted her to get up and hug me. "Christ, you're one sexy bitch," she said.
"She's not with you tonight, Kat," said Jerry. A few close-by friends laughed provoking Kat to stick out her tongue causing more laughter.
Jerry put his arm around me, and I leaned in to kiss him on the lips. It was a long kiss and Kat couldn't let it go unnoticed, "Oh God, get a room already," she said.
