I never know how to go about this. The the first date, I never pay I just smile and say thank you for the ____. Second date same thing. But like I never know how to start picking up the small things like drinks after dinner. I don’t know its always so awkward. Like I had a first date with this guy and he probably dropped $500 that night. I was thinking I should definitely get the drinks the next time we hang out but its always so awkward to go about this. Advice?