Ray's new co-partnership with Tanya and Lenore gets off to a rocky start when he "holds back" during a tryst with Claire, a client, so he turns to Tanya for advice. Later, Ray and other teachers picket the school in anticipation of summer layoffs. Jessica, already filled with doubts about her marriage to Ronnie and refusing to take calls from Lenore after her experience with the no-show gigolo, is stung by criticism from Darby and Damon. Looking to get an edge on Lenore and regain Ray's trust, Tanya ventures into a tough neighborhood for liberating pimping advice from a real pro.

Spurred by criticism from Damon and Darby, Ray tries to prove he's not an insensitive ex-jock. Seething from the demands of her new boss at work, Tanya turns to Charlie for advice on how to deal with an even more irritable problem: Lenore. Meanwhile, Jessica feels the pinch of the economic downturn, but can't stomach Ronnie's remedy.