Cee Lo Green goes back in time in the ’60s-inspired video for “It’s OK,” the second single off his third album The Lady Killer. The four-time Grammy nominee gets decked out in a pinstripe suit and black shades, sauntering down the street in style as he recalls romantic trysts with three gorgeous gals.

Before he struck gold at the Grammys, Cee Lo met his match last night on “Chelsea Lately,” talking with the spunky hostess about his music, living the single life, being a grandfather, lavishing his daughter with a “Super Sweet 16,” putting out a Goodie Mob album before another Gnarls Barkley LP, and more. Watch the two chop it up below.