"The woman shall not wear that which pertaineth unto a man, neither shall a man put on a woman's garment: for all that do so are abomination unto the LORD thy God.We aren't talking about that, though. We're talking about wearing 'gender correct' clothing. I'm really not interested in wearing high heels, tights or even ruffled shirts - even though that particular fashion was invented for men too... If someone hits you with Deuteronomy 22:5, have them read verse 30 in the same chapter. "A man shall not take his father's wife, nor discover his father's skirt." A skirt is traditionally a male garment.
Well, lets go ahead and ask the usual question, "What would Jesus do?" Specifically, what did Jesus wear? Well, he wore a tunic or Alb, tied with a sash or cord. Looks remarkably like a dress, doesn't it?
Jesus was rather comfortable with himself, as evidenced from John 13:4-5
"He riseth from supper, and laid aside his garments; and took a towel, and girded himself."After that he poureth water into a bason, and began to wash the disciples' feet, and to wipe them with the towel wherewith he was girded.."Jesus was comfortable using a towel as a skirt. I don't think that anyone would suggest that Jesus was a cross dresser.
What about the prophets? What did the prophets wear? Traditionally, sleeveless cloaks - just like the alb above - and the Priests all wore them too. If you read Isaiah 20, you can see that Isaiah prophesied for three years while completely naked, but that was rather unusual. Maybe it's a bad example to use here...
Interestingly enough, we can ask the question, "What does God himself wear?" The Bible provides the answer in Ezekiel 16:8
Now when I passed by thee, and looked upon thee, behold, thy time was the time of love; and I spread my skirt over thee, and covered thy nakedness: yea, I sware unto thee, and entered into a covenant with thee, saith the Lord GOD, and thou becamest mine.Jesus the son of God wears a skirt! Imagine that! I could go a lot further and give a lot more references. Let's just say that the Pope doesn't wear pants and leave it at that. If a fanatic gives you a hard time about being in women's clothing, show them your scriptures and challenge them to show you where the Bible says that men have to wear pants. Trust me, it ain't in the Bible.