which ones do you find yourself grabbing for more? or which ones do you find yourself never reaching for?
My black CF Chanels include: 1990s medium caviar ghw, 2020 medium caviar ghw, 1980s vintage mini lambskin ghw and jumbo caviar shw (I also a caviar coco handle with ghw, but that's not a CF, so I'm not counting it towards my black classics) - so I clearly don't find owning different "versions" of the bag as redundant lol
but I used to also have a vintage small lamb ghw and a medium lamb ghw. I sold both of those because I rarely found myself reaching for the lamb and only the caviars.
For me, I'd say the WOC (but that's only b/c I don't like that style). Or if you really are wanting to get rid of one, maybe one of the mediums with ghw that you use less (even tho lamb and caviar are sooooo different and you mentioned the lamb is your dream bag). I also find shw much more casual than ghw. Do you tend to wear your bags casually? If not, then maybe let go of the shw?
At the same time, you don't want to regret selling and then re-purchasing at a higher price