Crossdressing is a sin

It must be, it says it right there in Deuteronomy 22:5

A woman must not wear men’s clothing, nor a man wear women’s clothing, for the LORD your God detests anyone who does this.

That seems pretty clear to me. Not only is it a sin, but a detestable sin. At least that’s what my pastor was kind enough to remind me when I went to him for advice. He was quick to point out that while God welcomed all children to His flock – even the hurt and broken – He did not intend for them to stay that way. I asked him for resources and support to help me overcome this and he pointed me to Randall’s website.

Now as you know I’ve previously written about being a Christian crossdresser, and I firmly believe that God can do more than we could ever hope for or imagine – He even has the power to cure crossdressing (if you think about it for a second, this is probably quite easy compared with healing the sick and raising the dead).

But if crossdressing were such a detestable sin, surely the Bible would be overflowing with admonishments against crossdressing. At least a mention in the New Testament, or a reaffirmation by another prophet in the Old Testament. What we have though is Deuteronomy 22:5. Which happens to be only six verses away from Deuteronomy 22:11

Do not wear clothes of wool and linen woven together

And Deuteronomy 22:12

Make tassels on the four corners of the cloak you wear

Now I’m sure that every good Bible believing Christian checks to ensure their clothes aren’t made from different materials, and is diligent about making tassels for their coats. Surely being just six verses away would make these commandments as important and worthy of fervor? Not so it seems. The inconvenient laws from the Old Testament ‘no longer apply to modern society’. It seems somewhat hypocritical to me that Christians would use this verse to damn the transgendered as sinners and heretics. Joanna does this line of reasoning full justice when she discusses Crossdressing and Christianity

Randall constructs a compelling argument that crossdressing is not Christian. It is worth reading, he begins:

While searching for an answer to the question of cross-dressing being a sin, I realized that I was looking for a black and white literal answer in the Word that was not there. My reasoning was that if the prohibition was not there, it was OK to cross-dress. Later, I realized that was the same attitude the Pharisees had in Jesus’ day – they would strain at observing all of the “must dos,” but they would create all kinds of ways to follow the law literally while breaking it in spirit. It occurred to me that on this issue, I had become a legalist! (more)

Clearly crossdressing is not a sin, any more than eating pork or wearing clothes made of different fabrics. Given this we should should not be willing to accept the condemnation of others, especially not Christians. As Paul says in Romans 2:1

You, therefore, have no excuse, you who pass judgement on someone else, for whatever point you judge the other, you are condemning yourself, because you who pass judgement do the same things.

And in rejecting the condemnation of others, we should realize that Jesus Christ does not condemn us.

For God did not send his Son into the world to condemn the world, but to save the world through him. Whoever believes in him is not condemned, but whoever does not believe stands condemned already because he has not believed in the name of God’s one and only Son. – John 3:17-18

So we have accepted that crossdressing is not a sin, but what of the other lines of reasoning Randall puts forth? I’ll discuss those in more detail in a future post. In ending this post I want to again urge you.

Don’t let anyone else tell you that crossdressing is ‘right’ any more than you let anyone tell you that crossdressing is a sin. Your true purpose in life is known to God, and revealed to you through your relationship with Him. He may want to cure you, change your heart, or use you to bring comfort and blessing to others. Be open to His plan for your life.

Hugs and Blessings


More Articles by The Author

The following two tabs change content below.
Dedicated to creating a safe, supportive and welcoming environment for everyone in the transgender community.

Leave a Reply

30 Comment threads
4 Thread replies
Most reacted comment
Hottest comment thread
29 Comment authors
Lori ShaneLady Veronica GraunwolfpwnappleStefanieDani Love Recent comment authors
Notify of

I am a pastor, and a past crossdresser, and I think crossdressing is sinful and harmful for a number of reasons. You can read some of my thoughts at these links. I don’t want to clog up your site with humungous comments 🙂 I also have written extensively on Deuteronomy 22:5. I have a really long post on it but if you have the patience I think you’ll find it helpful. Thanks for letting me comment!


I love wearing womens clothing, from tight pants to mini skirts. i do it because it feels right to me, and i love the way it feels.. mens clothing are baggy, and loose..I believe in God and i Pray to him. i dont know if gods mad at me but i pray not..


For a New Testament Passage against crossdressing, see 1 Corinthians 11.


That is a very loose interpretation of the scripture
A huge reach


What if the reason you wear the undergarments is just due to the personal opinion that they’re physically comfortable? I wear them (only on occasion) because they’re easy to breathe in. I also find them very light and easy for maneuvering. Is this a sin? It’s only the lower undergarments?

kristine Merkwürdigliebe
kristine Merkwürdigliebe

I have a cousin who has known he was gay since being a little boy. And he was raised in a very strict Missionary Christian home which even forbade having a television! He said his struggle with reconciling his Christian belief was relieved with the discovery of this verse: Matthew 19:12 King James Version (KJV) 12 For there are some eunuchs, which were so born from their mother’s womb: and there are some eunuchs, which were made eunuchs of men: and there be eunuchs, which have made themselves eunuchs for the kingdom of heaven’s sake. He that is able to… Read more »


Well then since I have been dressing since age 5 yes that is correct I guess I shall burn above all others! Evil laugh rofl!

Yes and also and unlike many other catty CD/TG types i’m a very nice,patient and compassionate human being so I would count that if I were a God much more than the so called sin.

When I girl mode I am 100 times nicer than in male and I’m already nice in Male mode so my rant is done,
thanks much for reading girls xxxx

Dani Love

I have always beleived that my feminine side is a gift from God


It’s interesting, because the Torah quote is a mistranslation. The literal translation is “don’t make it such that (lit. there won’t be; masculine, singular, meaning it could be referring to the object, or the people it’s being addressed to as a whole) a tool of a man (lit. man-utensil) upon a woman. Don’t wear (masculine, plural, referring to a group of addressed men as individuals) a dress/skirt of a woman (lit. a woman-robe). Because abhorrent to the God of gods such/all these doings” It’s later discussed by the Sages to determine what utensil women can’t wear, and they end up… Read more »

Dame Veronica Graunwolf
Active Member

Interesting article, as usual Vanessa! In my worldly travels, I saw many different male nationalities who could be construed as cross dressers. Hawaii, Samoa, China, Asia, Greece, Macedonia, Africa and so on. Not as Ceremonial attire either. Make-up….well don’t get me started on that one…….war paint, make-up…what is the difference???? In this day and age……….all lives matter, not just black or African, or Middle Eastern, gay, lesbian, transsexual, cross dresser or whatever. Show me some-one who says……I am not a bigot or racist and I will show you a LIAR. I believe in a supreme power or force……….call him God,… Read more »

Lori Shane

These articles are so close to my heart, they help me to be the best person I can be as a crossdresser and to be proud of who I am. Thank you

Subscribe To Our Newsletter

Subscribe To Our Newsletter

Join our mailing list to receive the latest news and updates from Crossdresser Heaven.

You have Successfully Subscribed!

Log in with your credentials


Forgot your details?

Create Account