Despite being a crossdresser from childhood I'd never owned a wig or did makeup until about 4 years ago. I've always wanted to see how girly I could get, but the opportunity just wasn't there. I finally made it happen and it was so nice.
I was having some anxiety problems caused by a number of things(work, cheating on my wife with a cd) and I told my therapist about my crossdressing desires and how I would dress in my wife's lingerie and dresses(to the extent I could). My therapist was cool and knew a little bit about crossdressing. She told me I should work it out with my wife.
I didn't talk with my wife right away, but I did do a few things to make my look better. First I bought the wig you see in my pics and then I started learning to put on makeup. I've never got great with makeup, but I tried. Best of all, I loved the feeling. I started buying my own lingerie and heels. To complete the look I purchased some very sexy breastforms.
Most of the pictures I post are from that period. About that time I did get up enough courage to be honest with my wife. It didn't go well and we sort of agreed not to talk about it. I also started shaving more at this time.
I wasn't passable, but I looked as good as I could. The time I spent dressed(including a few trips out) were magic.
I hate it I was born in the south to a military family in the 50's. Being gay, much less a crossdresser, was unheard of except as an insult. I'm so clearly bi it hurts.
BTW: I don't dress now. It was hurting my wife and it wasn't worth it. It's a pain she can't me dressing but since she can't it was better to give it up better than make both of us unhappy. I'd still love a sweet cd girlfriend however!!
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