#9 Rico Constantino - 40
Talking about WWE pushing the envelope with the characters, it is quite difficult to forget the storyline involving Rico, Billy and Chuck. The trio infamously played the characters of three gay men on television, which earned them praises from the LGBTQ community, only for them to reveal it was a plan all along, forcing the admirers and supporters to make a U-turn.
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Rico’s WWE debut was as stereotypical as it can get. The former OVW Heavyweight Champion made his debut as the stylist of Billy and Chuck, at the not-so-tender age of 40.
The former WWE Superstar has since suffered some setbacks health-wise, struggling with heart-related issues, and suffered immensely due to a series of concussions.