Dirk Diggler

In the 1997 movie Boogie Nights, Burt Reynolds fails once again in a comeback attempt. But more importantly, the former Marky Mark (of Marky Mark and the Funky Bunch) Mark Wahlberg, draws critical praise as fictional large-genitaled 1970s and 1980s porn star Dirk Diggler. You'd think that would be enough for any man, but no, the former Eddie Adams also wants to be a singing star and cuts an album, but runs out of money to pay the recording studio.

Trivia time! One of the songs he performs, "The Touch," is a cover of a song from the soundtrack to The Transformers: The Movie (1986). Shoot, if the drugs hadn't killed him, the embarrassment should have.