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It depends on how much I like the smaller bag.And by successfully, I mean not get agitated and wish that the bag was roomier.
I'm asking about smaller bags for every day use and not little purses like clutches.
Same here!I have such a hard time switching to some of my smaller bags, but I have to occasionally because the big ones can get heavy. I like to be prepared for lots of different situations and feel awkwardly "naked" without all my just-in-case stuff that won't fit in my smaller bags.