Are both these women strangers that you have no feelings for? If yes, then its not really a "date".. its more of a "getting to know you over coffee".. but I do think if you agree to a third date then surely its because you like her.. so then I think its time to stop playing games and invest yourself more.
Ive never multiple dated-its really not for me and I dont see the point other than people who are afraid to invest themselves emotionally or commit and feel the need for a backup plan. Id probably get confused too and mix up their names or something we talked about.. I went on a date once with a guy who got my name wrong so I got out of his car and said goodbye..
Its just too messy and too complicated for me. Lol
"Don't ask a question if you can't handle the answer".