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.

It was so cold on Tuesday that I lost my flame here. It was so cold that I did not take off my coat even though I had layered a Henley, a grey flannel shirt and a wool waist coat under the cream sweater. I just do not have the cold tolerance I once add after my heart problem. Anyway, that is me carrying that Ulster Provincial Flag. The final picture I have opened that wonderful vintage Pendleton jacket to show that I was in the proper uniform for carrying the flag of flat cap, cream cable knit sweater, dark trousers and black shoes prescribed by the Shamrock Club of Columbus for their flag carriers.This is the second time I posted this. The first time it did not take.

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?