MGM and his pals reminds me of the occultist rocker Genesis P-Orridge. He would often talk about his body modifications to interviewers, but couldn't let them leave without documenting it by showing them his pierced penis.

The OP asked for examples of conservative singers. OK, MGM is to some degree a singer and a bottled-in-bond conservative, but we didn't need him to drop his trousers to prove it.