what I don't get was why Julie was embarassed to be thought of as having Elaine be her lesbian lover after all she helped instigate the change in him including the breast implants, if she has a problem with it then why is she encouraging him to become more feminine? If that's how she truly feels the marriage will never last if he stays as Elaine, even if his attitude improves.
As far as his boss goes she claimed she would let him change back if he wanted to after his attitude changed but they knew before hand that the clients didn't like him and wouldn't accept him back even if he changed his attitude and introducing Elaine to the clients pretty much set the stage for him not to be able to come back and keep his job.
so if this is true it seems like he has been lied to, if he goes back to being a guy he is out of a job but may be able to keep his wife if his attitude changes, but if Elaine stays (which seems likely from what his sister said about his younger years) he loses the wife because she is embarrassed to be thought of as a lesbian, which would probably mean she would be uncomfortable having a lesbian lover, I just don't see it working out with pretending to be (Auntie) Elaine, kind of seems as though Julie would be back to eventually looking for a man in her life.