Should They Stay or Should They Go?

A look at my problem children and what to do with them

It's fall, and the urge to cull my wardrobe has arrived. Over the years, I've acquired quite a few pieces, some of which have worked better than others. I recently tried on five items I'm undecided about—should they stay, or should I resell them for someone else to enjoy? Since I'm truly on the fence, I’m sharing my thoughts here and hope you'll help me decide!

By the way, as you’ll notice, most of these are Tibi pieces. That’s mainly because buying Tibi from overseas is a bit of a lottery. Also, I am more inclined to carefully consider reselling decisions when there's an active resale community (thank you, Tibi.fans!) and the item retains some resale value.

Tibi Samedi Bag - 39 Wears

I absolutely love this bag. It's beautiful, relaxed, high-quality, and has a touch of sportiness. However, I’ve found the color to be extremely difficult to style. My instinct was to pair it with browns or burgundies for a nice contrast, but for some reason, it just doesn’t quite work. It feels like it needs a light brown or perhaps lighter shades—I'm not sure.

I’ve worn it quite a bit with monochromatic outfits, especially with my navy coat and slightly faded blue trench. Still, for some reason, the color feels a bit off to me - I’m not sure why. I’m not one to shy away from color, but matching this one has been a real challenge, which is such a pity because I truly love everything else about the bag.

Gray Matters Shoes - Just Arrived, No Wears Yet