Well it was Friday afternoon and my friend was over at my apartment helping me to get ready. He brought out this white sequin evening gown that had a split up to the thigh when I tried it on.
He said," I didn't realize you had such sexy feminine legs you are going to be a knockout when you are ready for the date."
He brought out this blonde realistic looking and feeling wig and I tried it on and it was shoulder length.
He laughed and said," You look just like a sexy woman this is going to be the easiest bet ever."
He looked at me closely.
I asked," Why are you looking at me like that?"
He said," This is the first time I noticed you don't have a visible Adam's apple."
I felt down my neck and he was right I couldn't believe it.
We spent a little over 2 hours I had makeup on my evening gown heels which I learned to walk in he did a final inspection.
He said," You have such a great feminine figure you now have C cup breasts. He isn't going to turn you down have fun and be ready for your transition."
He left and I waited til 7 and the door bell rang and I answered the door.
There stood a man who was about 6'2" about 200 lbs broad shoulders looked like he had 32 inch waist and he had wavy brown hair and gentle brown eyes.
He said," Are you Amy? I am Eric Roberts and you are a knockout."
I blushed and said," Yes, I am Amy and you are dreamy."
He said," You ready to go I know a good Italian restaurant we can go to."
He took my arm and we walked out of apartment arm and arm to the elevator.
The door opened and thankfully the elevator was empty and we went in and the door closed. We had small talk until we got to our floor and as we walked outside I saw a limo parked at the curb. The chauffeur opened the door and we went inside.
Eric said," You look absolutely ravishing sweetheart."
The host showed us to our table and told us about the wine special and Eric said that sounded great. Our wine came and the waiter poured him a small amount of wine and Eric sampled it and nodded his head in approval. Well we drank wine and we waited for our meal. About 30 minutes later our dinner came and we started eating and it was delightful and the wine was heavenly. We got done with dinner and we headed out to the limo.
I had ballroom dancing lessons when I was a child and thank goodness because of where we went.
We went to this beautiful exclusive dance club and I thought we didn't have a prayer of getting in but the doorman smiled and lifted the velvet rope and allowed us in.
In the corridor there was a beautiful crystal chandelier. And as we walked down the corridor we walked into a ballroom and at the end of the dance floor was a full piece band.
As the band struck a chord Eric put his arm around my waist and gently took hold of my hand.
Eric said," You are the most beautiful woman I have had the pleasure of going out with."
I blushed and I couldn't believe it I was with a very handsome and charming man and I was ready to cast aside my male identity permanantly. Well, I won't go minute by minute except to say Eric took me as a woman.
I was taken home by 2 am and he kissed me at the door.
Eric said," I hope I can see you again Amy you are such a lovely lady."
He turned and went back to the limo and he got in the open back door and the chauffeur closed the door.
I stood there until the limo was out of sight and I went into the apartment.
I called my friend to see if he was still up.
He answered on the second ring and I said," Hello, you have won the bet we can now start the transition."
We said our good byes and I got ready for bed as a man for one last time I was going to start living my life as a woman. What I had no idea of was how much of a roller-coaster ride this was going to be but I do live up to payments of lost bets.