this is exactly how i feel. i remember my first bag over $1000, i drove home laughing to myself a little hysterically because i'd never dreamed of paying so much for a bag (that was 2008-my Brown Watercolor Speedy). this past Feb. i bought one of the last Suhali Lockits around, the PM which was over or almost 3K when i added in taxes. i drove home that time kind of numb, a little "desensitized" i think.
but i've also returned a bag because i couldn't justify the high price with how i felt about the bag. it was a lovely black Mizi Vienna that i had searched for months for. while she was absolutely beautiful i just didn't love her and for a bag over 2K i knew i'd better be in love, not just like her. so back she went. and while i lust after a Mancrazy i doubt i ever get one because they're always really expensive.
i don't know what my personal limit is yet, i haven't denied myself of a bag that i really wanted because of the price. but i do think long and hard about how much i want a bag and do i love her, not just want a new bag to fill the void. does that make sense?