So lately I’ve gone on dates from OLD quite regularly (2-3/month). My issue is when I try to switch the conversation from platonic to flirty (usually with a push/pull) it falls flat.

Eg « if you’re into x, we might not get along » Not exactly that but you get the point. One of a few things will happen:

1) She doesn’t respond to it 2) She gets logical/answers seriously (even though i’m clearly joking)

Any tips to break out of the platonic date? General advice?

Thanks