My next day off I told my mother about my Halloween plans at work. My reaction was why do you all get to have the fun? What if I wanted to be a hooker? To my surprise they said ok you can be a hooker also. All the employees came up with a group costume pimp and hoe with me being the pimp. My store had 6 employees all women and I was the only guy. I worked at a small retail store and they encouraged their employees to dress up for Halloween. One firing through a one meter square soft box as the main light to my face and one as a back light firing through a honeycomb grille to highlight my hair(wig) and shoulders. On the technical side I used the ten second self timer on a digital SLR camera and two studio flash heads. I never like having my photo taken as a man yet once I'm in make up and a dress I'm totally into it and I feel very comfortable pretending I am a woman.
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I do genuinely love to dress and become female and this photo session was one I really enjoyed. I was so into being this woman I got a bit carried away and turned up the collar of my shirt and dabbed on some perfume.I was in heaven! Not visible in the photo is the black pencil skirt I wore, flesh coloured tights over my freshly shaved legs and a pair of black stiletto court shoes. After clipping on my ear rings and donning my wig I chose a tight fitted woman's shirt which I wore with the top three buttons undone to hint at some mild cleavage and show off the shape of my (false) breasts. I completed the look by painting on several layers of purple/pink matte lipstick and brushed on lots of red/brown tone blusher.
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I darkened my eyebrows considerably with brown pencil and I applied four layers of thick panstick foundation onto my face and chest to try and get a colourful but consistent look to my skin and of course cover up my beard shadow. The look required very well defined make up so I did make my eyeliner application a lot sharper and heavier than usual.
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I had been reading Vogue and was influenced by a series of photos I saw. I digress, my approach for this picture was to try and take some high contrast, colourful photos with strong defined studio lighting. It means I can have slightly more feminine eyebrows in male mode but it does not look too obvious. This was crossing a line for them and I am now pleased that I've realised a nice shape is what counts not the thickness. I won't deny it caused a lot of trouble at home as my family tolerate my cross-dressing but really wish I would stop doing it. I much prefer how my eyebrows look these days but I needed to try the thinner shape to get it out of my system. On reflection I now understand the secret is not thinly plucked shaped eyebrows but eyebrows that have a nice shape, they don't always have to be thin looking.
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I was too excited at having dared to do it and enjoyed how they looked as applied my make up, I felt quite girly! After I had plucked them I realised there was no going back as my plucked brows were going to be very obvious in male mode. I recall prior to putting on my make up for this photo session I decided to really go for it with my eyebrows and try a thin very shaped look.
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I've always been uncertain about this picture but Steffy was enthusiastic about it so I've made it public on my Flickr pages. I'm posting this as it was requested by Steffy Jensen.