Re: Obi-Wan Kenobi
Obi-Wan lets her pickpocket him. He was raised to eschew material goods so money is only a means to an end. And he likes Yelena and is fine with it. He pretends not to notice though since she seems to enjoy being sly about it.
The Madonna duets are amazing and Obi-Wan is able to laugh a little at his bizarre upbringing by doing both like a virgin and like a prayer. He may even drunkenly ramble to her about why they are funny depending on if they end up somewhere they can talk without a lot of people overhearing.