#26 Lil Nas X
Lil Nas X found himself in dangerous territory when he came out during the peak of his career as a rapper. The Old Town Road rapper and country star opened up about taking on the challenges of homophobia while on HBO’s talk show The Shop with Kevin Hart, CJ McCollum, Charlamagne, and others.

“For me, the cool dude with the song on top of everything to say this — any other time, ‘I’m doing this for attention,’ in my eyes. But if you’re doing this while you’re at the top, you know it’s for real and it’s showing it doesn’t really matter, I guess.” Not only did Old Town Road remain at No. 1 on the Billboard Hot 100 for 19 weeks straight, but it also became the fastest song in music history to reach diamond certification!