Oooh, that makes sense.
I never play with the robot dealer. Why would I, he has no sex scenes.
Coincidentally, this bug is also an easy way to access Roo's sex scenes, by first bug-loosing (getting a massive "win streak"), and then winning once properly - her scenes still need a proper win to trigger.
By flipping back and forth (one big bug-loss, one proper win) you can get through her scenes pretty quick.
…come to think of it, I could probably get the same result through huge bets and safe-scumming. Memo for later if/when Roo gets fixed, too…