Ethan, a software CEO, goes undercover as a surf instructor. He makes his date suspicious when he forgets where he lives, and surfs terribly. How will she respond when he reveals that it's all been a lie?

Greg, an international fitness model, goes undercover as a landscaper. Greg falls hard for a blind date, but his friends spot a jealous streak. The questions really begin when she sees him shirtless at work...

Mick, the young president of his family's candle empire, goes undercover as a bartender. After three high-energy blind dates, he meets a girl who lights his fire - and does he really propose??

Kal, a spirits entrepreneur, goes undercover as a struggling photographer. While trying to impress his dates, he fumbles his cover story, even forgets to take off the lens cap. Will the women reject his ruse?

Mandy, a dairy heiress and socialite, goes undercover as a dog walker. A terrible liar, she can't keep her story straight at her job or apartment, raising the suspicions of the funny marketing exec she meets.

Vito, a marketing and advertising mogul, goes undercover as a struggling artist. But when he's too successful at playing the directionless creative type, will it scare away the ambitious woman he falls for?