Katrina starting out.
Posted: Mon Jan 02, 2017 10:58 pm
My first time crossdressing was also the first time I have gone out in public dressed.
It was in rather unusual circumstances as it was at the Christmas party for my church youth group.
It was easy for the girls to just put on some trousers and a shirt and tie their hair back (some wore a suit), but for us boys (I was around 15 or 16) it sure was an awakening.
Back in the day (late 70's) I had hair down just past my shoulders, so my sister and my mother put my hair in curlers and when the hair was dry and had taken the curl, my sister proceeded to put the best part of a can of hairspray in my hair. It was never going to move.
Meanwhile my mother set about making up my face with eyeshadow, eyeliner and mascara, some rouge for the cheeks and some red lipstick, This was finished off with red nail polish on my fingernails.
The dress was on of my sisters party dresses, coupled with a pair of mums high heels. To finish the look, a pair of clip-on drop earrings were placed on my ears.
I was totally embarrassed, but a few of the other boys got in to the spirit of the evening by dressing as well, and I always had a girl to chat with as I was constantly offered advice on things like makeup and hairstyles. One of the girls ended up being my girlfriend for a couple of years before we went our own ways.
It was in rather unusual circumstances as it was at the Christmas party for my church youth group.
It was easy for the girls to just put on some trousers and a shirt and tie their hair back (some wore a suit), but for us boys (I was around 15 or 16) it sure was an awakening.
Back in the day (late 70's) I had hair down just past my shoulders, so my sister and my mother put my hair in curlers and when the hair was dry and had taken the curl, my sister proceeded to put the best part of a can of hairspray in my hair. It was never going to move.
Meanwhile my mother set about making up my face with eyeshadow, eyeliner and mascara, some rouge for the cheeks and some red lipstick, This was finished off with red nail polish on my fingernails.
The dress was on of my sisters party dresses, coupled with a pair of mums high heels. To finish the look, a pair of clip-on drop earrings were placed on my ears.
I was totally embarrassed, but a few of the other boys got in to the spirit of the evening by dressing as well, and I always had a girl to chat with as I was constantly offered advice on things like makeup and hairstyles. One of the girls ended up being my girlfriend for a couple of years before we went our own ways.