So considering I can freely ask all 4 girls for sex, I'm probably done with everything for now.
In fact, there's a sex loop I did of Nat, Kate, Lucia, then Taiga. I now can endlessly jump between their animations that you get after winning all 3 ways on each.
Also found Sylphy at the casino, but seems you can only strip her by getting blackjacks multiple times w/o leaving
Full save if anyone wants to mess around with things. It is modded on card counts tho cause I skipped the money grind. Deck 1 is made for Orgasms, Deck 3 is made for tickle spam, and deck 2 is made for a little of everything, but mainly the stripping so you can mating press.
All 3 decks also are loaded with cards to help you survive.