It was just plain creepy.
And not only was it by no stretch of the imagination "intellectual", it was stupid. (That is, if you honestly didn't realise that it would obviously creep her out, that was stupid. And if you did, but thought creeping her out would be fun, that was both stupid and nasty.)
Accosting women you don't know on public transport, implying that you do know them, is rude and hostile behaviour. Cut it out before you get a squirt of Mace or arrested.