Met this guy on online. We chatted for a few weeks and finally agreed to meet up. First date was really nice. Made me feel quite comfortable not the usual nerves or anything. We both have kids from previous relationships. He separated about a year ago. We agreed to meet up for a second date and in all honesty i wasn't so keen closer to the day. Before we met we were chatting and he mentioned something relating to financial settlement he had to make. He wasn’t asking me for money fyi.
I almost cancelled the second date as i just wasn't too keen, not because of the conversation. But when we met up it reminded me why I actually met up with him the first time. He comes across as a really nice guy. By the end of the week of the second date, he made reference to money he had to spend due to a sad unforeseen incident that happened. Again he wasn’t asking me for money. He has a good job and earns a decent, okay salary. I don’t know why, but i sometimes feel he might be dropping the finance/money statements hoping I’d suggest to help? Or maybe it’s just me being too cautious and he's just having a conversation.
Should i be worried or maybe see how things go and not make assumptions.