Two days ago while waiting for a friend to pick me up at the Minneapolis Public Library, a man with a beard walked in wearing open-toed high heels plus short denim shorts. The latter in itself was bizarre considering the temperature outside was at the freezing mark. This man ended up causing a ruckus at the library. A couple times I heard him defiantly challenge people to touch him. Because he refused to leave on his own accord, three security guards tackled the man to the floor and hauled him away in handcuffs.
On the other hand, there are preachers who go the other extreme by proclaiming man-made dress codes. Years ago while working for Billy Graham’s World Wide Pictures, I called one female pastor who wouldn’t show any of our films. Her reason? “Women shouldn’t wear pants.” What would this pastor do if God called her to minister in Scotland? She might have a hard time seeing Scotsmen wearing kilts.
I’ve also heard ministers preaching against men having long hair. Personally I’m not fond of women with really short hair but that’s between them and the Lord. 1 Samuel 16:7 says, “...man looks at the outward appearance, but the Lord looks at the heart.” Nevertheless, God expects men to act like men and women to act like women. 1 Corinthians 6:9 (KJV) states that effeminate men will not inherit the kingdom of God. Anyone who lives a lifestyle as the opposite gender is rebelling against God’s word.
There is one type of “cross dressing” acceptable for Christians...wearing the cross of Christ.
I recall at least one incident when I witnessed to a cross dresser. Again this happened in Minneapolis. I was walking towards the downtown area when I encountered a homeless person sitting outside. He claimed to know Jesus but wasn't going to church anywhere because of not being accepted dressed as a woman. This man even claimed God told him it was okay to be transgender. If that was true, God would be contradicting His own commandment in Deuteronomy 22:5...
“A woman shall not wear anything that pertains to a man, nor shall a man put on a woman’s garment, for all who do so are an abomination to the Lord your God.”
“Likewise you younger people, submit yourselves to your elders. Yes, all of you be submissive to one another, and be clothed with humility, for ‘God resists the proud, but gives grace to the humble.’” - 1 Peter 5:5