Dating can be complicated like this. Last time I was single, I had quite a bit more money than the people I was dating, and if we went for dinner, I wanted to e

Dating can be complicated like this. Last time I was single, I had quite a bit more money than the people I was dating, and if we went for dinner, I wanted to eat at much nicer places than they did. The magic solution here was to say simply "I'm going to choose the place, but give me $20/$50 towards dinner" and then to pay for everything else ... it made stuff so much less weird, even if dinner ended up being an order of magnitude more expensive.