How do you open? It's a toughie. How about: "Hey girl, you're really built like a feminist" "You look like you could really protect me from fascism" "I think I fell into another dimension looking at your pants" "Dem boots look like they were made for ball stomping"
I'll go with Option 4. Looks don't matter. Words and actions do. Suggesting judgement and violence puts them in the trash class.
I don't want to assume anything about that. I'll say that some leftists are Libertine when it comes to sex, so I think yeah, probably.