Let's see his face is caved the fuck in and she's marginally attractive at best, in that Pam from The Office first 3 seasons kind of way. Her lower body strength and unique ability to carry him to bed or lift him into his chair were factors I don't doubt.
I think what happens to a lot of these guys is the endless parade of eastblok whores gets tiring, only so many lower G.I.'s you can plunder or droning russian accents to be tolerated before the stink of asshole hanging around the air has suddenly gotten stale. And then there is, ofcourse, having to hide all the shiny shit and making them clap their hands when they're in another room. Nobody needs that headache.
I think she seemed like a safe bet to him and for him that's good. She'll poison him slowly.
Pictured: Rebecca Blake, arrested today in Dubai for prostitution and intoxication after a 10 hour drinking binge and caught fucking in a cab. But THE MAMS SLAY POLAR BEARS
Ordinarily I'd say something along the lines of golddigger old fart millionaire scumbags but in this case I agree with Robert Higgins post above. Woody might not be an original member, but he's one degree removed from Mick and Keef and he's definitely seen some shit. That alone has to count for a whole lot.