Does anyone remember this?
The woman looked like Rebecca Loos...
Anyway, the premise was a woman stayed at some ranch with 10 guys (or something like that) and some were gay, some were straight. She had to pick a guy (or two) to eliminate each show, who she thought was gay.
If she ended up picking to 'date' a straight guy at the end, she and he won some big amount of money shared between them. But if she chose a gay guy, he got the money for himself.
She picked a gay guy in the end, but he ended up sharing it with her anyway.