Ray J finds Broadway actress Natalie the leading man for of her dreams. She is serenaded and shocked by 5 eligible dates, as they compete for a dream getaway with her. A surprise guest grills the men on trust.

Jen, a sexy Latina bombshell unlucky in love, turns to Ray J to help find her a man. Things get spicy in the love taxi when a surprise challenge takes an unexpected turn, leaving the bachelors caught off guard.

Ray J sets up 5 dates for beauty queen Nicole to find her king. Will her love of bad boys derail her search for a stand-up guy? Who will she choose for a dream getaway?

Ray J helps dog lover Ashley sniff out 5 dates competing for a chance at a dream getaway. A racy phone check exposes Ashley's struggle to decide on Mr. Right or Mr. Right Now.