Most Helpful Guy
It's very rare a guy feels burdened or resentful at spoiling the woman he loves. If it helps assuage your guilt, let him pay but return something in the form of surprise gifts every now and again - like a new shirt or sporting event tickets etc.
Most Helpful Girl
Neither of us really care for the 'the guy should pay' idea so we tend to split things where we just pay for our own thing or pay for half of the total. Sometimes one of us will pay for whatever it is but the other will always then pay next time and balance it out. It works easily like that.