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I can't believe how cheap you got this skirt for! You and Claire are sooo good at thrifting! I think you look great with this A-line skirt--isn't twirling fun? You can try tucked, but I find that sometimes untucked and belted looks better for apples. I think it would look spectacular with a citron skinny belt swapped for the black one! I think it looks great with the fish bow pumps, but I might be biased...
So glad you tried this silhouette! Did you notice how comfy a longer, fuller skirt is? They're also cooler in summer! I like it untucked, and I bet the shoes blend in with the leg better IRL -- the photo probably accents the black. This will be a very versatile piece for you!
Of course you can wear this! I am not into tucking either - I feel it just makes me look like a square or a circle. Or a house (triangle atop square). I love it just as you are wearing it!
You can so wear this skirt. Your styling here is perfect Shannon. You have me now thinking I might be able to wear this style skirt!! My only comment is as some others have mentioned that the shoes are not quite right here, definitey try a nude lace and see how they look. To my eye it is the lace that is the problem, I think you may find one of your non lace shoes will work better. I love it with the cardigan belted over it.
I love this skirt on you - it's because the fullness is lower down that it works so well. I agree with the others about trying a neutral coloured ribbon in those gorgeous shoes, too.
I have issues with tucking too (I am a high-hipped, or 8 shape, hourglass) - sometimes it works, sometimes it truly doesn't, and I can't work out why! I trust your instinct on what looks best for you - belted over the top like this looks great.