My job includes doing a lot of events on college campuses, so I see a lot of t-shirts for classic rock bands. I see a Dark Side of the Moon shirt at nearly every event. I'm a huge lifelong musician and music lover, so I often ask if they've listened to that album. If they have, we have a nice discussion about Pink Floyd. If not, I encourage them to give it a listen, because it is an album that has literally changed people's lives.
One girl told me she hadn't heard it, but her GRANDMOTHER told her it was the greatest album ever made. First of all: Grandmother? That hurt. Secondly, I told her grandma may be right, go listen to that album.
Recently, someone was wearing an Abby Road shirt, so I asked. They turned out to be a huge Beatles fan, and we had a nice conversation about it.
OTOH, one girl had on a Kiss shirt, so I asked her, and she didn't even know that Kiss was a band. She just liked the shirt.
Not everyone asking is looking to start an argument. Often we are just older music fans who are thrilled to see young people embracing the great rock music of the classic era, and want to talk to them about it. Engage those older music lovers, they may be able to tell you about other albums or artists you might like, or tell cool stories about shows they've been to. In my case, I worked for many years on the record biz, and have lots of stories of personal meetings and backstage experiences with truly legendary musicians. Young music lovers enjoy my stories, but if you responded with "name 5 women who trust you," I'd just write you off as a defensive, confrontational jerk, and ignore you. No fun stories for you.