OK, I sat through his video. He is totally out in left field. His premise implies that a woman who was only around people she knew and trusted wouldn’t have to concern herself with modesty. It is all about self-protection from strangers. This is not true.
The primary problem with his premise is that he’s making modesty about what strangers think. No. Modesty is about dressing for each other in charity in order to remind each other that we are temples of the Holy Spirit. It is about giving dignity to the bodies of the sons and daughters of God, made in the image of God. Modesty isn’t about protecting ourselves from vulnerabilty towards outsiders but about encouraging all to virtue before God.
We are to encourage each other in the life of Christ described by Paul:
Immorality or any impurity or greed must not even be mentioned among you, as is fitting among holy ones, no obscenity or silly or suggestive talk, which is out of place, but instead, thanksgiving. Be sure of this, that no immoral or impure or greedy person, that is, an idolater, has any inheritance in the kingdom of Christ and of God. Eph. 5:3-5
Obviously, modesty in dress is dress that does not encourage envy, greed or immorality, for we must thirst for the redemption of all. What has that effect is obviously going to be different in some contexts than in others. (Judgment of our own dress and refraining from judging others who have not solicited our opinions is required; we can do that.)’
(I have no idea what his lead-in point about no one liking being around the arrogant was about. He went nowhere with that. His conclusion about what to make of how much harder it is to proposition a woman than a man is also a little weird, to put it mildly. A sociologist, he is not.)