So I went into storymode and got as far as The Side Bet, but couldn't get any further. The sunbathing girl will dance with you but nothing else, the girl at the bar will sleep with you after you find her friend doing doggy-style.
The dancing girl strikes you out just by trying to talk to her with no dialogue, and nobody else seems interested in sex.
The two lesbians won't go for it, the butch one because she's gay and the other one doesn't even have dialogue, and every other woman in the game-world seems to be permanently locked into a sex animation with someone else.
Oh, tell a lie. There's the one who wants to go hunting, but I can't find a bow and all of the wood in my inventory vanished after I fell off a 4ft cliff and died, so if you're supposed to craft that somehow, it just became impossible.
TLDR: Is the side-bet actually doable?
Also, what's up with Kim?