The almost-broke and unemployed Lee finds out that Coreco Pharmaceuticals is looking to hire sales reps -- female sales reps. He takes a chance and goes into the interview dressed in heels, a skirt and makeup. The transformed Lee gets hired -- as a woman. Lee wants to stay true to his agreement with Angel that, if one of them is working, then the other will be too, so he tells Angel what he has to do if he wants a job at Coreco. Angel, who is miserable working at a fast-food dump, is desperate to make a change; he decides to swallow his pride and go for it. ...
When newly-employed Lee and Angel go out into the field as sales reps for the first time dressed as women, former salesman Lee is confident he'll be successful while Angel is concerned his background as a mechanic will not serve him well. But when Angel's flirtatious ways earn him sales while Lee constantly strikes out, Lee tries subtly to elicit advice from wife Connie on ways a woman can flirt with a man.
When Lee and Angel join the office book club, they come to the realization that it's just an excuse to snoop in each other's lives. Meanwhile, Connie is overly enthusiastic about taking Kat to a Justin Bieber concert.
Lee plans to spend a quiet night alone for his 40th birthday, but his coworkers drag him to a male strip club while Connie awaits his arrival for a surprise party. Meanwhile Angel accidentally takes an erection pill.
Angel's coworkers decide to orchestrate a reunion with his estranged father and throw him the sweet 16 party that "she" never had. Meanwhile, Connie goes to extreme lengths to prove she's the rightful owner of Brian's Pac-Man lunchbox.
Lee's secret identity is jeopardized when he runs into Kristin at Connie's office costume party. Meanwhile, Angel gets a company credit card; and Grace and Kelly vie for the affections of the maintenance man.
When Lee beats out Grace for the title of monthly sales leader, they each play dirty to land a client. Meanwhile, Angel tries to get David Freese to autograph a baseball; and Brian finds a potential love interest at a ball game.