It depends on the relationship the sisters have and also of the sister you already made a move on's perspective of you. If you missed an EW or failed an escalation with her, its likely that she told her sister that you're "creepy" or "a player" depending on her deposition towards you. In other words, its basically "negative preselection". Having said that, if you're charming and charismatic enough, you can still win her over. And the bottom line is, there's no harm in trying. So I'd say, go for it.