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ArishMell · 70-79, M
And why not? Many men like to cross-dress - plenty on SW! Some are able to do so in public, others keep it within the home.

I like the skirt and top but you may find it better to shave your body.
turbineman40 · 80-89, M
Going to your therapist dressed must have been a big decision @PrestonJ I have gone out to the mall shopping but never to a doctor
PrestonJ · 36-40
I talked to her about it before I came in dressed up. She’s very supportive of LGBT people, being one herself, and knows my struggle of coming to terms with my sexuality. This being a new door that I just recently opened. It came out of nowhere. Hopefully I don’t end up in a looney bin for doing it lol.
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Havesomefun2 · 56-60, M
Stockings suspenders garter belts my things
Havesomefun2 · 56-60, M
Black skirt would be better
PrestonJ · 36-40
I tried that, but the black ones I have don’t look as good as this one
Havesomefun2 · 56-60, M
@PrestonJ a faux leather would be better just above the knees
turbineman40 · 80-89, M
I like your stocking tops
Havesomefun2 · 56-60, M
@turbineman40 they look delicious
SW-User
Okay, so are you going for the I want to look like a woman who's got no clue how to dress look??

Gordon Ramsay would throw the food version of this in the bin😱
Repete · 61-69, M
The skirt looks great but I’m not so sure about the crop top. Just my opinion the hair doesn’t help.
cd4259 · 61-69, M

 
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