Ruby's still running her racket in Michigan with Beth and Annie , while Stan's trying to make ends meet at the strip joint. However, after his sinister boss, Greg, finds out he stole from them, Stan's now an enforcer that Greg has in his clutches.
In the latest episode, Greg gives Stan an indecent proposal that almost destroys his marriage, leaving him scared of just how deep he's in with the mob. Stan's sick and tired of being a collector -- beating down people for Greg -- but he has no choice. Greg has corrupt cops on the books and all the evidence he needs to put Stan away. All of this, plus the guilt of being a full-fledged criminal is really stressing Stan out, so much so he ends up drinking with Greg during the day at a hotel.
The situation gets a bit uncomfortable for Stan when Greg hits on him. He comments on Stan's physique and touches him inappropriately. However, it turns out Greg is checking him out because he wants Stan to hook up with someone else. It's why they're at a fancy hotel in the first place. Greg wants to loosen Stan up at the bar to perform duties as a male escort.
Stan doesn't want to, but Greg threatens that he can let Ruby work off the debt instead. As a result, Stan does what he's supposed to but, by this time, Ruby's already suspicious.
She caught him lying about being at the club and eating his lunch, so she asks Beth -- whose husband stepped out on her years ago -- if it seems like an affair. Later, when Ruby inspects Stan's car, she finds a purse, prompting her to confront him. Stan reveals that Greg caught him stealing and made him his lackey.
