Thanks for helping me think through my tote "issue"
Good point. I will use it a lot so CPW will be low fairly quickly.
Maaaaaybe.

But, this is a dangerous standard for me to start applying. LOL!! The items I love (particularly jewelry) could put me in the poorhouse. I have to have a sanity check and my inner cheapstake ...er ... thrifty princess usually does the trick.
I just have to make sure she doesn't run amok.
I hadn't thought of it that way. But, yes, my bargain tote was definitely the test run that showed me I can actually love a tote.
Your feeling about the preloved H when you look at the boutique H is
exactly how I'm feeling right now. Buy you make a lot of sense in asking would the 2 preloved be exactly what you want. The thing is, however, I'm deliriously happy when I score a preloved bag because
(as of the last couple years with the help of this thread) I only buy one if it
is exactly what I want. So it's win win, funky chicken, happy dance all around.
But the black totes that I love are only available new.

The similar preloved ones either look worn and dated or are only a few inconsequential dollars less than new.
For the first time I'm not feeling patient about waiting for the models to age and reach resale. Likely because I want to use the bag now and have sworn off my unproductive and crazy making habit of interim bags.
So, I'm leaning towards buying what I want new. We'll see.

Great points! I've been won over to the cost effectiveness + longevity benchmark which is why I've focused mainly on buying "forever" bags. I am beyond sick of selling and hunting bags. So, most of the time, I have a lower regard for price and focus on 1. do I love it, 2. will I keep loving it 3. will it last (style and quality).
But, wow! I like your criteria of the bag has to be better than anything you own.

<mind blown> I've never thought of it that way. It's a simple but powerful approach that really does make sense when you think about it.
I'm going to try to apply this to my entire wardrobe.

This advice is timely as I plan to do quite a bit of clothes shopping on this trip.

And going forward, this will certainly stop the crazy impulse urges I can get.
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Argh! At the end of the day my struggle with the tote is my upbringing (super thrifty, ultra sensible, completely non fashion interested people) warring with my current situation (I like pretty, sparkly things and can afford the bag.) I've gotten much better about being thoughtful so I get exactly what I want / need. I'm probably just hearing my mom's voice in my ear a little too much on this purchase.