If I asked her out, and we have not gone out before, I will definitely expect to pay.
With a guy, if I am interested in him and asked him out, and we have not gone out before, I treat it like I have asked him out on a date and will definitely expect to pay.
With women, since I am not dating them - although I could - if we get together periodically, I expect we will alternate or split. I have been irritated by a female friend who seems to presume I should always pay since Im the guy even though she knows Im gay and I am certainly not courting her.
With gay buddies even fbs or whatever Id expect to alternate or split or something.
In the hypothetical only event, were I actually courting some cute young thing who didnt have much money, maybe Id happily pick up the check all the time. I could get in to it if it suited. But that isnt my M.O., so its academic.
There are guys whom Ill buy a drink just because theyre cute and maybe dont have much money and Im old and can do it and am not shy about telling them I think they are quite adorable. I do not imply much less suggest that I expect favors returned.
That would be sleazy.
I would never do what eyescream describes her friend claiming: Ill pay if I want her more, she should pay if she wants me more. If I thought it, I wouldnt admit it, and I wouldnt think it.
Basically hes as much as admitting to being a whore dating whores and if they eat someplace inexpensive, hes a cheap whore.