First Time Crossdressing with a mate part 1

In my favourite pic he sent me, he was wearing fishnet stockings with a suspender belt, and a sexy nightie that hugged his figure very well. Poking through his crotchless panties was a gorgeous 6.5 inch cock that was neither too thick nor too thin. It stood erect and straight, with no kinks or bends. My mouth started watering instantly as I saw the pictures, each one hotter and sexier than the next.

On top of that the message he wrote me was clear, coherent, friendly and made my cock rock hard just reading it. He said he was in the same situation- attached, bi, recently got into CD and wanted to dress up with another CD for the first time. He said that although he wasn't smooth, he was willing to become so if I would too. He also said he was into porn, 420 and more, and was looking for a slow, relaxed, all night meet where we could really take our time. Everything was perfect, and I could feel it was genuine. He left a mobile number, which I called.

When he answered, he was friendly and polite. We arranged a day to meet and I asked him to please not masturbate for at least 3 days before our meeting. He liked the sound of that, and we decided to book a hotel and split the costs, as it was the first time we were meeting and neither one of us felt 100% sure about hosting at our places. We booked it for the coming Friday evening through to saturday evening. Before the date arrived, I made sure to get some wigs and high heels, which were the two things I was missing before.

Friday arrived, and we agreed to meet in the hotel bar at 9 for a drink before going upstairs. Both of us would be in our normal mens clothing at this time so as to be discreet. When I walked into the bar I instantly recognised him from his long hair, which was braided into 2 large piggy tails. He wore a tank top that showed off his toned frame very well, and he looked hot as fuck. I was secretly jealous of how his face seemed to suit being male or female both very well. He was a natural either way.