First time being dressed as a woman

I took a lot of fotos in different poses, different dresses, panties on, panties off, close ups, and also some harder pics with my favorite black 10" dildo up my butt. All this dressing up and taking pics had been going on for at least two hours, at that stage I needed to cum. I placed my black dildos with suction cup on the floor and mounted it, taking the whole length.

I jerked my shaven cock, slowly pulling the foreskin back and forth over my rock hard dick. I was about to explode, I pushed my ass hard down on the dildo nearly getting to the base and one or two more jerks I erupted in one of the best orgasms I have ever had. I was still squirting cum in spasms a full minute later.

The next day after work, I decided for a laugh to put an Advert with pic on Craigslist and see what happens. I think it was more of turn on for me than a way of actually meeting a guy.

A couple of hours later I had around 7 emails, I was speechless to say the least and nearly sh*t myself. Up until this point my dressing up as a woman was a secret. One guy in particular seemed very nice and wanted to meet me.

We chatted online for about 3 hours, he was an average sort of guy, and had no problem that I wasn't a full time TV. I made it clear to him that I had never done anything like that before and he was fine with it. We talked about what we would like to do and arranged a meeting at my house the following night at 7pm. I made up my mind then and there that I would give it a go and completely become a woman for the encounter, doing what was expected sexually of me.

We texted the next day about what I should wear, which underwear and so on.
That day seemed to last forever and more than once I thought about pulling out and cancelling, any other Crossdresser's will know what I'm talking about.

I got home and got ready, shaving everything again. I'm a firm believer that dressed as a CD everything should be shaved smooth and lady like. I gave myself an anal douche and after that I put on the make up, wig, lingerie, dress and was ready ten minutes before the doorbell rang. The guy arrived, he looked better in his online fotos to be honest, but I wasn't going to back out now. He was about 5,9 slim built with a stubbly beard. We chatted for about a half hour and drank a few wines each.