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In this look, Im wearing a pair of classic dark wash skinny jeans (black skinny jeans would look great here too!) with some knee-high, block-heel booties by Schutz that have a cool western vibe and flattering pointed-toe
The jacket is a two-button, notch-lapel number and hes wearing it with a spread collar dress shirt with one-button round cuffs
Secret weapon
If you are going slowly, no worries, although a koozie might be a good idea as your drink will get hot, quickly
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