Does anyone know any makeup and dressing tips for cross-dressing?

In general, I would advise people to go for a natural look, not something that (you think) makes you look like Jordan. I see a lot of men who want to go for full-on glamour and it very rarely works. All they look like is a bloke in a skimpy dress with frightful make-up.

(See Wesley Snipes in To Wong Foo... as opposed to the more conservative Patrick Swayze in the same film). A very impressive cross-dresser (I assume) I have seen recently was Olivia Wooley on University Challenge a couple of weeks ago (UCL v Clare). She was very convincing as a woman and only when she spoke did her very deep voice raise an eyebrow.

She was dressed conservatively and had subdued, natural but effective make-up. It gave the impression of an intelligent and attractive woman. Had she worked to raise the pitch of her voice I would have never realised she was not everything she appeared.

A link to a picture of her is below. So in general I'd say the same advice applies for male and female beauty tips: make ... more.

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