What Would You Add To My Collection?

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I love the colors you have going on! I've also been into neutrals this year.

If I think from my own POV I'd add a hobo, tote or a boston bag, and a WOC or other small bag you can wear over shoulder or without strap. So something that can carry a lot of stuff, and something small that can go from day to evening and possibly work as a clutch as well.
 
I don't know how big the SdJ is but I'm guessing baby (or nano) because of the mini Jackie it's still very much a hand-bag size. I would add something like a general shopper, not talking groceries, but something nice and not too heavy, to be able to stop needing most given carrier bags and able to use for work (if need be) or other instances where you need a bigger bag. I can recommend an Hermes all-leather Garden Party 36 in Vache Country or Negonda, plenty of neutral colours to choose from. I use mine a lot (I ordered a neutral but in the end I went for a pop).
 
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I love the colors you have going on! I've also been into neutrals this year.

If I think from my own POV I'd add a hobo, tote or a boston bag, and a WOC or other small bag you can wear over shoulder or without strap. So something that can carry a lot of stuff, and something small that can go from day to evening and possibly work as a clutch as well.
I'm actually thinking about adding the Prada "medium tote" (but looks more like a hobo bag) in caramel to my collection! I also am considering the celine triomphe crossbody.

I failed to mention I have 3 Coach work totes, and 10 Coach bags (lol). So my higher end purses tend to be for weekends/nights out, not practical during the week use... although I might invest in a nicer work tote this year now that I travel a bit more (during these last few covid years, it was hard to justify).
 
If you're looking for more variety in shape/style bag maybe a hobo or bucket bag (I realize that technically the Jackie is a hobo but yours is so tiny, I mean a bigger hobo).

Gucci Aphrodite in Ivory or Givenchy medium G-hobo in natural beige.

I like the Prada you mentioned but also think the Prada saffiano bag is nice (I have in Sabbia colour).

I also like the Celine bag you mention and either would be a nice choice. Some other ideas....

Maybe a Fendi peekaboo or other Fendi bag in the colour dove? I think this color is beautiful and different from what you have while still a neutral tone.

Bucket style Fendi Mon Tresor or Jimmy Choo Bon Bon in the new taupe color.

YSL Lou Lou in dark beige or YSL 5 a 7 in tan color.

Anything in a lighter neutral like a beige, cream or winter white.

Loewe flamenco comes in many colors. So does Bottega Venetta Jodie. I think either would also add a little variety.

Your collection is beautiful, tasteful and thoughtfully curated. Let us know what you decide for newest addition!

ETA: Here's a quick collage I put together with photos of the suggestions I mentioned just to give you some ideas.

InCollage_20230904_202411333.jpg
 
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