I think it might be useful for me to make a post of all the times I have dressed as a girl. When I have dressed as a girl, I have not worried about whether I could pass or not. During the times I wasn't trying to pass and I liked the fact that I could play on the fact that I was actually a guy but I will come onto that later on.
The first time was when I was in year 8/9, my school's language department was doing a talent show and for my class it was decided that the dance would be boys dancing to the cheeky girls song, dressed as girls. I wanted to be in the talent show so I signed up and I wore female clothes. This is the first time I remember dressing as a girl. I didn't feel like I was finally myself when I was dressed as a girl.
When I was a teenager I joined my local carnival club and in the clubs every couple of years all the boys dress as girls in the carnival so I was a female a few times when I was in carnivals. It felt weird dressing as a girl at first but I got used to it as it went on. I wasn't really always that comfortable dressing as a girl and I preferred when I was allowed to be a boy. One thing I did enjoy when dressed as a girl was being able to be flirty with men in the audience lol
Then in college I studied drama and for the christmas play, the teacher thought that I would be good to play Widow Twankey who is a traditional pantomine character played by a man but who is a female in the play. Again I enjoyed being able to flirt with the fit boys in the class but I didn't really want to have that role. I wanted to have the lead role of Robin Hood and I even auditioned for that part but the teacher had already predetermined who was going to be which character.
Then last year, me and my friends decided to go to a party as the spice girls. I wanted to be sporty so I wouldn't have to wear a dress and could wear something that was more 'masculine' I tried the costume on in my room, it was a pair of grey shorts (that looked pretty unisex but were womens) and a blue top that shows off the stomach. I tried it on in my room and I stuffed the top with socks to make boobs. I looked in the mirror and then I started thinking 'what am I doing doing this in my room?' then a couple of weeks later I started to think I was a transsexual. I didn't dress as a girl from them untill Saturday last week.
On Saturday my LGBT society at my uni done a drag day where boys dressed as girls and girls dressed as boys so I had to wear a wig and a dress and make-up, I had a leopard print dress lol, when I was dressed as a girl I didn't feel like I was myself suddenly, I just felt weird at first then I got used to it then I tried on heels which were kinda fun to walk in but also kinda painful so I didn't keep them on for long. Later on, we went to watch a drag show and I met the drag queen performing before and after the performance. I noticed that the drag queen was very flirty with boys and I thought that would be a fun aspect of being a women.
As a man I rarely tell people who I like that I fancy them and I am quite shy, when I was in the carnival though I did feel more confident but not just when I was a girl, when I was a guy as well. When I am on stage I feel confident and I like to 'act up' if you get what I mean. Like when I was in the audience for a TV show and when they asked the audience a question I shouted my thoughts and the presenter came straight to me.
A recurring them I have noticed from these times is a bonus that I like from being a girl seems to be the increased social acceptance of flirting with boys, or at least my perceived social acceptance.
When I was dressed as girls, I never tried to 'pass'
What do you guys make of all this?
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