I'm out of town, by myself, for the weekend for an appointment tomorrow. As luck would have it - or perhaps as I planned it - my favorite band is playing at my favorite venue this evening, and I happen to have a ticket! 😁 My favorite band is Sister Hazel; they've been my favorite band since high school - mostly, admittedly, for nostalgic reasons. However, a lot of their songs really spoke to me - most of which were never played on the radio. I didn't understand why until years later, but it's suffice to say that the lead singer and I have a surprising amount of things in common, from a particular perspective. They're playing at Avondale Brewing Company, which is my favorite concert venue. You'll understand why when I post pictures from the concert later. I brought five outfits for this trip, including my traveling outfit - all of which feature Criquet polo shirts. Incidentally, they will all feature Erebus watches, but that's a coincidence - I started with the Criquet polos... Outfit rundown: - Black, wool felt, "La Famiglia" Trilby by Scala from The Mob Museum, Las Vegas - Black, Top Shelf Range Polo shirt by Criquet - Black jeans by Madewell - Black, leather suspenders by JJ Suspenders - Black, nubuck leather, Derby boots by Carets - Purple, Super 130's wool sportscoat by Cremieux - Black and silver paisley, silk pocket square by Ron Cornell - Gunmetal, Star Wars Millennium Falcon lapel pin - Sterling Silver, Star Wars X-Wing necklace by Rocklove - Dark gray, Star Wars Millennium Falcon, silicone wedding ring by Enso - Silver, 1945 Walking Liberty half-dollar, coin ring SOTD: Angelic Aged Whiskey of Mind Control by Dua Fragrances WOTD: Ascent Aventurine 41mm GADA Automatic by Erebus

This is exactly how you want to approach first-day-of-spring dressing in San Antonio—light, breathable, and quietly confident without trying too hard. My pale blue Peter Milar linen shirt reads cool against the rising heat, while the khaki trousers anchor the look with a classic, dependable structure. The Allen Edmund dark brown suede horsebit loafers introduce texture and depth, giving the outfit a refined, coastal sensibility that feels intentional rather than seasonal cliché. Paired with the gold-toned watch and the aquatic backbone of Acqua di Giò Profondo, the overall impression is relaxed authority—someone who understands both climate and composition.

I have a funeral looming, and want to look my best. So I bought some new shoes. Samuel Windsor Cheltenham Brogue (Oxblood). My first brogues. My first oxbloods. My first Goodyear welts. My first Samuel Windsor. They are a nice fit, and they look great. Very happy.

Before I start...very frustrating with Skool post shuts down when trying to attach photos, but I'll try again. Twillory blue houndstooth button down shirt with rolled sleeves over grey Vertx jeans with brown Anson belt with silver buckle and brown Justin boots. Monterey Kitty Hawk blue dial watch and Scent Reserve inspired by Tom Ford Tobacco Vanille left over from yesterday.

So timeout night my wife and I are going to an evening of Jazz, it will be heavy on Louis Armstrong and Frank Sinatra. I have put the attached outfit together, I am tossing up as to weather I wear the tie or not. If I loose the tie I will also change the pocket square to a tidier TV or Presidential fold. GPT tells me Yes, this outfit works very well for that kind of evening—stylish, slightly vintage, and elegant without being too formal. Quick breakdown: - **Navy velvet blazer + light blue shirt**: Great combo. Velvet adds a jazz-club vibe and evening texture; blue shirt keeps it classic and Sinatra-esque. - **Black trousers**: Clean, sharp, and lets the blazer and accessories stand out. - **Burgundy loafers, belt, tie, pocket square**: The burgundy accents are cohesive and rich, very appropriate for night and pair nicely with navy. Good balance of color without looking loud. - **Hat**: Perfect nod to that old-school jazz / crooner aesthetic, as long as it fits your face shape and is worn with confidence. A couple of optional refinements: - You might consider **either the tie or the pocket square as the main statement**, and keep the other slightly more subdued (e.g., a textured burgundy square instead of shiny, or a darker tie) so it doesn’t feel too “matched set.” - Make sure the **shoe leather and belt tone are close** so they look intentional. - If the venue is more relaxed, you could skip the tie, unbutton the top button, and let the velvet blazer and hat carry the look. Overall: very appropriate, stylish, and thematically on point for a Louis Armstrong / Frank Sinatra jazz evening. What do you think?