I feel like I keep coming up on the same issue with the guys I date. My new guy says we should go to dinner this week...a German restaurant that I said earlier we should check out some time, then talks about looking into doing an overnight trip somewhere an hour away and getting show tickets/dinner package as well for next month. Then he mentions to me that his business is now going into the slow season (mentioned 3 times now in the last week) and we need financial support for our "dating practices". I don't think we've done anything extravagant and I never asked to be taken overnight anywhere so why is he mentioning it to me if he doesn't have the money? Now I feel like I'm breaking this guy financially and I never asked for anything. We've been dating for a month. I just went through a similar thing with the last guy I dated with making plans to do things and then him making comments about not having money right after. What is going on? I feel guilty for something I'm not responsible for and I also wonder if these guys are just trying to get out of doing things....so confused.