Not going to go into specifics because I don’t want the mods to censor my post…. so here goes:
When my kids were teenagers, life was very rough in our house due to illness in the family. One kid was left to his own devices too many times because of the illness. He started hanging with the wrong crowd and I was scared for him. He was not in HS yet, but I decided mid year to send him to a Yeshiva out of town so that he could be surrounded be the Torah way in a safer environment than he was getting at home. When he was with me, whatever crazy music or styles he was interested in, I met him halfway. I showed him that, in my opinion, he could listen to M&M and other rappers and still be a Torah Jew. I learned the lyrics with him. I wanted him to see that we could incorporate his likes into our lives as long as they did not interfere with our Torah life. I made it well known that I trusted him to make the right decisions and I expected him to be the best Ben Torah he could be no matter what was going on at home. He never went off the derech. (at least not in my opinion.) He is now in his 3rd year in Yeshiva post HS in Israel. Maybe it worked out so nicely because I lean more towards the MO way of life and had more lenient expectations. I would NEVER allow texting on Shabbos, but if he wanted to wear jeans during the week, he could. He has chosen NOT to, in case you are wondering.