ISO non ugly non sneakers/blundstones that won’t ruin my literally broken ankle!

Question

amy groome | mid-flight · Answer

Ranger Artisan Woman - Sughero | Sebago: Have always loved loafers and loafer-adjacent shoes, so I'm happy the boat shoe is having a moment. Love a lug sole, too, for that matter. These give Tuscan countryside Sunday strolling vibes. Bring on the navy blue boiled wool shacket to go with!

Clara · Answer

Marc O’Polo Phia Chelsea Boot: I have an older model of these (faded brown) that I got for a steep discount at an outlet store in Berlin four years ago. I’ve hesitated to recommend them on here before because they’re so pricey, and I don’t love recommending super expensive things, but honestly - I wear these boots every day of my life. They are in great shape. Most importantly, they are comfortable and I adore them. If my current pair ever falls apart on me, I truly hope they’ll still be available to restock; I would pay every penny of the full price plus shipping for these. (Also not sure if you - like me - aren’t a fan of Blundstones, or if you’re opposed more generally to Chelsea boots. If the latter, this probably isn’t for you!!)