Gentlemen, I’m seeking a bit of sartorial counsel for an upcoming all-inclusive resort trip to Cancun. As much as I’d enjoy bringing half my closet, I’m attempting to exercise some uncommon restraint and limit myself to three pairs of shoes, plus whatever pair earns the privilege of accompanying me on the flight. My current contenders are: A) Brown driving loafers B) Navy suede espadrilles C) Brown suede loafers D) Leather sandals The wardrobe will consist primarily of linen shirts, polos, lightweight trousers, and the occasional linen jacket for dinner. Think relaxed resort elegance rather than “spring break survivor.” My concern is whether I’m being unnecessarily redundant with both the driving loafers and suede loafers, or whether each earns its place in the rotation. Likewise, are the navy suede espadrilles a resort essential, or merely my latest attempt to justify another shoe purchase? If you were limited to three pairs, which would make the final cut—and which would be left standing sadly by the closet door as I head for the airport? Looking forward to your thoughts, disagreements, and inevitable recommendations that I buy another pair entirely. #thestruggleisreal

This evening we're dining at Gymkhana for our second "Anniversary Dinner" of this trip, and I coordinated my outfit with my wife's. I took a video of the watch to show how the Aventurine dial looks under the sun restaurant lighting. Outfit rundown: - Made-to-measure, light blue and white striped, cotton seersucker dress shirt by Proper Cloth - Light gray, glen checked, cotton seersucker trousers by Bonobos - Navy and gray striped suspenders by KK&J - Navy, cotton, no-show socks by Nobile Italy - Navy, full grain leather, Venetian loafers by Frye - Made-to-measure, navy herringbone, Rivelino wool blazer from Coats Clothing Company - Dusty pink, knit silk tie by Hawes & Curtis - Burgundy, pink, mauve, and rust silk pocket square - Silver toned, Star Wars Rebel Alliance lapel pin by LFL - Silver toned, Star Wars, Luke Skywalker Lightsaber tie bar by LFL - Sterling Silver, Star Wars R2D2 cufflinks by LFL - Sterling Silver and blue crystal, Star Wars, Obi-Wan Kenobi Lightsaber ring (as wedding ring) by Rocklove - Sterling Silver, Sapphire, and Garnet Star Wars R2D2 ring by LFL SOTD: Angelic Aged Whiskey of Mind Control by The Dua Brand WOTD: Ascent Aventurine 41mm GADA Automatic by Erebus

Today I took my youngest to school early so we could get our Coffee’s (one is a hot chocolate), grabbed a quick photo with the Cafe owner and head baristas and then back home to work on Schedules and spreadsheets. I tried to build this outfit with a blue base, navy to true blue to steel blue, and then finished with brown accents to add depth and lift without breaking the flow. Todays outfit consists of; Brixton Brixton Brood Cap in Washed Navy and Aluminium 8 Panel Design M.J. Bale Pascal Peacoat in Navy, expertly crafted from 100% merino wool and woven in a Super 110's cloth M.J. Bale Ballard Suit in True Blue made from a Super 110’s Merino wool cloth Charles Tyrwhitt Non-Iron Royal Oxford Windowpane Check Shirt in Steel Blue OTAA Navy Blue Tie OTAA Bond Tie Clip in Gold Anchors and Sailboats Pocket Square on Navy Background Anson Brown leather Strap with Classic Curve Buckle in Antiqued gold OTAA Spiculus Tiger’s Eye Gladiator Helm Bracelet Chewbacca on Brown Socks Ecco Double Monks in Chocolate SOTD - Versace Eros Flame WOTD - Timex Q 1972 Machine Reissue Gold Bracelet Brown Dial Watch TW2Y45200, Nicknamed “The Mayor”