Search Results: your date picking you up

I dont want to get too much into the details so if you have any questions please feel free to ask in the comments section!
This guy has been my best friend for years; since we were Sophmores in High school. We have been seeing eachother ever since. Only hooking up- nothing more serious than that. This past year we have gotten extremely close. He tells me everything and I do the same with him. Hands down he is my best friend. He said he wants to keep things casual- so we are. But a little back story... If I go out on a date (twice this past year) he is supportive and wants to know about it later on. However for the week that follows if I say I miss him or anything he will say things like "Nope, you want other people" or "You don't even like me anymore". If he doesn't like someone I'm talking to (guy wise) he will encourage me to stop speaking to them and then correct himself afterwards and say things like "I was out of line; it's your decision to make". He has told me he loves me multiple times this past year and never said it before this point. He treats me like I'm his girlfriend infront of his friends (introducing me as "his" woman and his friends also introduce me as that). I told him I was thinking of leaving state and he got extremely upset and stopped speaking to me for awhile after sending me a long text saying he didn't know how I could just "leave him" like that and that I obviously never cared that much about him if I could just ditch him after everything we have been through. He's always picking me up whenever im hard on myself and reminds me of how great he thinks I am. And the last time I went to see him he didn't even try to sleep with me. He cuddled me all night?

Paying shouldn't just be a ploy to test how your date is going to react, obviously. But still, how they respond gives you some insight into their personality. If they're pushy about paying after you've insisted, that's important to know. If they're so into you picking up the tab that they rack up more money on it, that's also valuable info to have.
Personally, being an independent woman, i don't mind to pay ;) why shouldn't I?