I finally did it. I bought a pair of high waisted bell bottom jeans. I have been very against the newer Jean styles because I didn’t think they worked with my body type but I think this looks cute, actually.

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Ribcage Bell High Waist Flare Leg Jeans | Nordstrom Rack
ebossy Women's Notch Lapel 2 Button Boyfriend Blazer Suit Houndstooth Plaid Jacket Coat | Amazon (US)
Whisper Cotton V-Neck Tee | Madewell