Help me choose a black bag that I will cherish being a 31 year old and enjoy for the coming decade

I’m 5 2” and don’t do cross bodies. My go to is a shoulder handbag style or is a top handle. I want to use it for date nights, maybe some events etc and want it to be the bag I teach when I need white. What would you pick?

I can save up for the Gucci Jackie and get it or get something from Prada now. With the YSL my worry is the leather so is the croc leather better? Any reviews on it?