I have definitely bought a few things over time that were definitely not me at all and usually not regretted doing so (although, my qualifier is that it can't be expensive. That way if I don't end up wearing it that often I won't mind so much).
I think juxtaposing the feminine floral pattern of the bag with something edgier would look really cool.
While I don't fear patterns in general at all I'm not usually a fan of florals of any kind. Yet somehow, when I stumbled across this vintage quilted floral patterned jean-style jacket with a giant goldfish bowl on the back at my local thrift shop I decided I had to have it even though it really wasn't me.
I have actually ended up wearing it a fair number of times and it only cost $10 so I figured I really had nothing to lose! It actually looks really nice styled with nudes and neutrals and I even found it worked well with a pale colored pinkish "statement necklace" I had picked up on an earlier thrift shop excursion.
So hopefully you'll be pleasantly surprised by the ways you find to the style the "not you" bag in a way that is totally you!
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