I’ve started seeing someone (very new). How long after you start dating someone, would you tell them about a tricky situation you were in (ex owing you money). Ultimately, it’s not yet any of his business nor should it affect the relationship but still, it’s drama and until the ex pays me back, I’m in contact still. Things are frosty, I’d never go back but is this someone you’d discuss? It’s making me feel a bit ill. It’s enough money for me not to just want to forget about.