IMO the aged calfskin is one of Chanel‘s most durable leathers. I’ve never had any issues over the years whereas I did with caviar. In terms of which bag to choose - this will probably depend on your personal style and preference. I often hear people opting for a classic flap because it’s a must and belongs into every handbag lover‘s collection. I disagree. I don’t find it as practical although I could wear it crossbody (sitting high of course) and would also consider it a more elegant/loud bag because of the logo and chain. It’s one of my least used Chanels and I mainly take it out for nice dinners (thus, very rarely). My Reissues get a lot more use and I have no issues styling them casually. I also prefer where it hangs when worn crossbody.
