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Wish I looked how I feel

I've enjoyed cross dressing since I was in my teens. There's always a cycle of shame afterwards that makes me want to throw out my clothes, and sometimes I do. But the desire and the feeling of doing something taboo always beings me back.

Lately, I've been able to afford more and better clothes, and I'm spending time looking at fashion and putting together outfits. My job lets me work from home a couple days a week, and I can't wait to spend the day dressed up. I just feel beautiful and like a different person. It's almost like a drug.

Problem is, I'm a guy in my 40s and while I'm in decent shape for a guy, I don't look like any kind of woman. I was ordering from amazon today and took my measurements... 44/44/44. I'm a tube. No boobs, no butt. No chance of looking as hot as I imagine myself.

Of course, if I did look like a woman it would be a bigger problem in my normal life. Despite wanting to dress like a woman, I am heterosexual, married and have a kid. I have no plan to start prancing around in public like Herman Munster in a dress and ruin all 3 lives.

If it weren't for my family, and if it were possible for me to look even a little bit pretty, I'd make the switch in a heartbeat. I've always made friends better with women because I relate more. But that's not for this life. Maybe next time.

Next Confession

Obsessed with a fantasy

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