Having skirted the watchful eye of family and friends, Ray and Tanya take their business to the next level in Season 3 of this hit HBO comedy series that stars Thomas Jane as the divorced teacher/coach and his unorthodox side job as a gigolo. Picking up six months after the events of Season 2, this season finds Ray and his unlikely pimp Tanya taking matters into their own hands in the face of a recession-plagued economy.
Ray (Thomas Jane) and Tanya (Jane Adams) must convince a bank officer and her friend that their “Wellness Center for Women” idea is financially sound. Lenore (Rebecca Creskoff) discovers a new prospect to rival Ray.
After Ray’s client is stolen by Jason (Stephen Amell), Tanya decides to handle the competition herself. Lenore learns a shocking secret about Jason. Jessica (Anne Heche) tries her hand at independence. Charlie (Lennie James) asks Tanya for a jailhouse favor. Ray meets a client who likes to dress up as a cop.
Ray fears he’s blown his cover when he mistakes a former student for a client. Tanya finds herself in charge of a felon. Jessica is hired to work in the office of Dr. Matt Kopylov (Matt Walsh), the husband of Ronnie’s (Eddie Jemison) mistress. Lenore brokers a deal with Sandee (Analeigh Tipton).
Ray and Tanya conspire to get rid of an explosive client. Charlie advises Tanya to keep Lydia (Ana Ortiz) happy. Lenore manages Sandee’s rising demands, and Matt and Jessica bond.
After Ray tells Lydia he’s leaving the business, she takes Ray and Tanya on a ride they will never forget. Darby (Sianoa Smit-McPhee) threatens to leave home, and Lenore confronts Jason about missing a date with a client.
When his shoebox of cash goes missing, Ray (Thomas Jane) goes after the prime suspect: Lenore (Rebecca Creskoff). His investigation lands him a brand new client named Kyla (Jamie Clayton). Meanwhile, Sandee (Analeigh Tipton) offers Tanya (Jane Adams) the opportunity to expand her business.
After spending the night with Kyla, Ray finds out she may not be the woman he thinks she is. Jason’s (Stephen Amell) introduction to the Wellness Center brings out Ray’s competitive side. Charlie (Lennie James) helps Tanya confront Sandee and Jason about Ray’s missing money.
Tanya finds out Charlie has skipped bail, and asks his baby mama, Missy (Eileen Grubba), to help track him down. Lenore declares war on Tanya and the Wellness Center. Sandee advises Jason on how to take Ray’s spot. Ray has a crisis about his ability to please women – especially Jessica (Anne Heche).
Tanya finds out she’s not invited to Frances (Roxanne Hart) and Mike’s (Gregg Henry) wedding. After breaking Jason’s nose, Ray steals back his clients. Tanya bonds with Charlie’s sons, who’ve been left in her care.
With the fate of the Wellness Center hanging in the balance, Ray and Tanya must find Charlie and recover their forty grand. Matt accuses Jess of urine tampering; Lenore's endgame blows up in her face.