I've gone on a few coffee dates with a guy. He is a friend and he was the one who initiated the coffee dates. He is a very nice person but is very, very careful with his cash (almost lives on fresh air). He is in his mid 40s and has just bought a house so I get that he has to watch the pennys but he was always like this.
He bought the coffees first time around, I bought them 2nd time around, he bought them 3rd time around, I bought them 4th etc etc. I feel like it's getting a bit boring as it seems very transactional and measured. I don't believe that men should have to foot the bill all the time but a little gesture here and there would be nice.
I feel a little frustrated but I'm not sure why. Any opinion on this? Maybe I'm not really into him, or I need to get over myself as the days when men paid more are gone.