I've had them for quite awhile now except for the
Prada Galleria which I just got it a month ago pre-loved (first time buying pre-loved because I wanted it in Baltico). Luckily I am attracted to and tend to only go for classic designs and colors, so I don't find any of my collections "dated" nor are they considered to be dated designs (if that makes sense?). And I still love them every much with the exception for: -
-
LV Neverfull MM in DE: My first luxury bag but it was an impulse buy. Though I do come to gradually like it as it was roomy and a good shape to use for work (carrying documents).
-
Prada Tessuto Nylon Gaufre Tote in black: Impulse buy. Heavy and saggy.
-
Givenchy Antigona small in smooth grey: Impulse buy. This is too similar to the LV Speedy 30 and like I mentioned earlier, it is very structured. Because of that I find it bulky, especially when I go for afterwork drinks.
Perhaps you might want to consider the Proenza Schouler PS1 in medium (this bag is on my wishlist)? I find it to be a classic and with a relaxed look to it (not the PS1+ though) and comes with a long strap so its good for traveling.