New York Men’s Day kicks off its fifth season today, sponsored once again by Cadillac. Each season, presenting designers are asked to create a wrap of their designs with the potential that they’re featured on the Cadillac Escalade; the two winning designs are unveiled at Industria Superstudio. And the winners are…Daily faves PLAC and Lucio Castro. The 12 labels showing in morning and evening slots this season are Chapter, CWST, David Hart, Edmund Ooi, GARCIAVELEZ, Hvrminn, Krammer & Stoudt, Lucio Castro, Matiere, Max n’ Chester, PLAC, and Robert James. Cadillac will also be taking over Barbuto restaurant for an invite-only lunch where media and buyers can mingle with the designers. Tonight the CFDA and Dockers host the opening party for Men’s Week at Artbeam in Chelsea where Tyson Beckford, Devon Windsor, Todd Snyder, Billy Reid, Eric Rutherford, and Sean O’Pry are expected.