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by theunrealangelawagner
in

Here’s a nice floral blouse paired with a black pencil skirt. I imagine that this is something that Angela would wear if she were an office manager, real estate agent, or in general a professional woman in the workplace.

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Even as a boy, I thought girl’s clothing was more interesting than boy’s clothing. I dabbled with crossdressing in my early 20’s trying on my sisters’ clothes — but didn’t take it very far because very little fit me. Eventually my attention turned to my career — getting my degree and teaching at a university. So my crossdressing laid dormant for decades. But the itch never totally went away. When I retired, I realized that the time was right to try my hand at crossdressing again. Except this time I got serious. The internet provided me with women’s apparel that actually fit me — and delivered it to my front door. YouTube taught me how to apply makeup and other tricks to feminize my appearance. And I had the time and freedom to experiment. The result is that I was able to create Angela, a woman whose beauty and femininity exceeded my wildest expectations. I’m sorry if that sounds vain, but I’ll never forget the first time I saw her in the mirror, fully realized, staring back at me. What a rush! If only my 20-something self could see me now! I joined Crossdresser Heaven about three months after I got back into crossdressing, and it changed my life. The support and love I feel from this community has given me the confidence and courage to take my crossdressing to the next level. I go out in public as Angela — something that I honestly thought I would never do when I began my crossdressing journey. Now, I regularly go out shopping and meet up with my CDH friends. I attended the Keystone Convention in 2025, and I’m making plans for a professional makeover sometime in the near future.

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JackieBoy
Baroness
Famed Member
2 years ago

Maybe the problem is my waistline. Suich a great presentation

Kris Burton
Lady
Famed Member
2 years ago

A lovely look Angela! I’m a big fan of pencil skirts too – sexy without being overt,subtle and imagination inspiring. You’ve got it happening! 

Mona
Duchess
Famed Member
2 years ago

Wow, all three of your pencil dresses photos are knockouts, Angela. They really emphasize your gorgeous figure. Very well done.

zeezee
Duchess
Noble Member
2 years ago

Wonderful!

Faye Roberts
Faye Roberts
2 years ago

If I had your figure I would want to live and die in a pencil skirt. Envious? , I’m as green as She-Hulk !!!

Michelle Trott
Lady
Trusted Member
2 years ago

Looking great. I love the feel of a pencil shirt and yours looks great.

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