Deuteronomy 22:5

22:5 A woman must not wear men’s clothing, ¹  nor should a man dress up in women’s clothing, for anyone who does this is offensive ²  to the Lord your God.

Deuteronomy 1:41

Unsuccessful Conquest of Canaan

1:41 Then you responded to me and admitted, “We have sinned against the Lord. We will now go up and fight as the Lord our God has told us to do.” So you each put on your battle gear and prepared to go up to the hill country.

[22:5]  ¹ tn Heb “a man’s clothing.”

[22:5]  ² tn The Hebrew term תּוֹעֵבָה (to’evah, “offense”) speaks of anything that runs counter to ritual or moral order, especially (in the OT) to divine standards. Cross-dressing in this covenant context may suggest homosexuality, fertility cult ritual, or some other forbidden practice.