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by theunrealangelawagner
in

Here’s an ensemble featuring a pencil skirt. I usually like to have some color in my outfits, by I like the interplay between black and white here.

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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

Well, aren’t you ever so stylish. That is so far out of my comfort zone. I don’t think I could put an outfit like that together, But maybe if i followed suit with B&W. Thanks for the inspiration.

Fiona Black
Baroness
Noble Member
2 years ago

That is a great outfit.

Michelle Davis
Duchess
Trusted Member
2 years ago

A beautiful and classy look on you and I like the way the jacket pulls it together. I’m a big fan of how a pencil skirt feels as it caresses your legs and restricts your stride as you walk.

zeezee
Duchess
Noble Member
2 years ago

I love black and white. You look terrific!

Patty Phose
Duchess
Famed Member
2 years ago

Beautiful.

Rozalyn Richards
Lady
Trusted Member
2 years ago

You look truly amazing Angela, I really love your outfit it’s so stylish X
Hugs Rozalyn X

sandy powell
Lady
Member
2 years ago

perfect pencil skirt and accesories , a total package, lovely

zeezee
Duchess
Noble Member
2 years ago

I love black and white – so easy to accesorize.

Ashley Flores
Ashley Flores
2 years ago

You look amazing! The skirt looks fantastic! Was that an online find?

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