whats the difference between squinting, "cunning"/coming, and orgasming?

also

I have been told for several years that only some women can squirt. and thus, reluctantly, i have believed that i am part of those who cannot. recently, my boyfriend told me that it's possible for all women and he gets sad and upset with himself because he can't make me do it, and experience the pleasure that I have given him when I make him come. I think I can do it. the last time he laid me down and fingered me, we got really close, and he told me that he had a puddle of fluid in his palm whereas it sort of just flowed from me. this happened twice. I think now I should mention that I peed beforehand (like always) and when we got close I got a really bad urge to pee so we stopped and I actually did pee. it makes me sad because I don't know if I am actually empty before we do anything. I have to assume because "oh I peed", yet, there was still some left in the tank.

does anyone have any way that they know they're empty?