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Gay/Bi men looking for virtual fun rn?
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This is tough with the suitcase space! I find a lot of people up north will wear sneakers and bring shoes in a purse. Could you fit both a pair of sneakers and your pumps in your bag? Otherwise, maybe a flat boot you could wear on the plane as well - an ankle boot style?
La Canadienne or Aquatalia boots. No pumps will work in the Midwest in winter.
I wear boots and bring pumps for the office. I have a cute water resistant tote bag to keep the boots in during the day.
I used to wear Sorel black leather boots/wedges. They have amazing tread for slippery ice and snow. They don’t make as many styles that can be deseed up/professional anymore unfortunately, but nobody will notice under a pair of long slacks as long as they’re leather and all black.