Summary: Grace begins a relationship with Glenn, a former classmate she meets while visiting Stan in jail. When she learns that he is a convicted criminal spending time there, this doesn't stop her, but actually motivates her to get the desperate-for-work Will to act as Glenn's lawyer to get him out of jail.

A reluctant Will takes the case, but just as he's getting into it, Grace finds out that Glenn is cheating on her with another woman and assumes Will will now drop the case. Will refuses to and manages to get Glenn free, then warns him never to go near Grace again. Grace shows up at court, having peeked in on the proceedings, and forgives Will.

Meanwhile, Rosario gets annoyed with Karen after she puts off visiting Stan in prison again and bets Karen that she and Jack couldn't stay in Rosario's bedroom for 3 days without any of the luxeries they're used to. If Rosario wins, Karen has to visit Stan in prison every day for a month.

At first the two are happy to agree, but when Rosario refuses to wait on them hand and foot, they realize that "prison" isn't as fun as they thought. By the third day, they are arguing constantly, and with just 2 hours remaining, Karen starts pounding on the door. She tells Jack that she realizes if "prison" is this hard on them, it must be much more difficult for Stan.

Quotes
Following quote submitted by Tha Buzz
GRACE: He was in a Jewish gang
WILL: What is that? They drive by and slash your credit rating?