I don't blame you MrP. I composed it rather mechanically--
Mr Pedantic and Mr Micawber's new girlfriends. (We have the same new girlfriends; they are two-timing-- or four-timing-- us.) As opposed to
Mr Pedantic's and Mr Micawber's new girlfriends (separate but undoubtedly equal).
So I extended that to the pronoun. But honestly, I cannot 'hear' these forms clearly. Now:
He and my new girlfriend? No, decidedly not. It must be
his and my, even with just the one trollop, eh?
I'll let you finish this off-- please correct any other inconsistencies. I am mid-class.
MM