Joey has a steamy second date; dentist Lee has a massive shock; Kerry dates a guy.

Lee's lunch date with Saida takes a surprising turn; Brian takes Nicole to a painting class; Ericka and Tabasum swoon over the same guy; a surprise guest makes an appearance at Lee's charity event; Chris confronts Kerry about her trash talk.

Manhattan socialite Kerry throws a birthday party; Ericka has a romantic second date with Francesco; dentist Lee makes a shocking confession.

Haberdasher Brian hosts a party during New York Fashion Week; Ericka's love triangle with Lee and Francesco heats up; dermatologist Tabasum makes a confession.

Menswear store owner Brian and dermatologist Tabasum are set up on dates by "Today" hosts Kathie Lee Gifford and Hoda Kotb; Kerry continues her whirlwind romance with artist Tripp; Lee and Ericka finally get it together.

Lee and Ericka take a trip to the Hamptons; eyebrow stylist Joey chooses between two handsome men; Brian celebrates his 30th birthday.

Eyebrow stylist Joey Healy has a dating dilemma; store owner Brian's friends stage a dating intervention; dermatologist Tabasum Mir throws a lavish birthday party.