Most Helpful Guy
Dude the fuck. Snap the fuck out, ya know, when you go on a trip with girls, make them dependable on you, maybe through the conversation. Then when you ask to split the bill, it's not so awkward. Because you're providing value in a different sense, conversation. In that sense, she needs you to have fun. So if she technically "doesn't pay", she might feel awkward as if she don't pay, she might feel bad that you're doing absolutely everything. Including spending your time, effort, energy and your money? But for this to work, you need to put your heart out, so that splitting the bill comes naturally. I hope you get my point, cuz this is a little hard to get. But once you get the point, life's fun. Like really fun, because it's not all on you. *Tl:dr ; Show her than you're a fun person even without her, that's the point. So that she has to fuckin pay to stay.