A continuation of the art assignment today, requiring comfortable loungewear again. So, today’s outfit consists of: Charles Tyrwhitt cotton polo Hackett cotton chinos Andersons woven stretch belt Nobile Italy cotton socks Magnani suede tassel yacht loafers WOTD Rolex Submariner No-Date SOTD Layering combination suggested by Parfumo app - Fragrance du Bois’ Harrod’s Rude Cherry and Christian Provenzano’s Cuir Elite

For the final day of the challenge, I’m pulling out the Tie I hadn’t worn yet. It’s the skinniest of my ties, and perhaps the one I’ve had the longest. 20 years maybe. I’m also trying the super casual approach of wearing it loose with the top button undone on this Linen shirt. I crammed the shirt into the Polo Seersucker Trousers. Used the Brown Belt and Vivobarefoot Ababa sort of Driving Mocs. The Jacket is Vintage JCPenny with Raglan sleeves. I rewarded myself with cake 🍰 for completing this challenge.

I'm getting photos sorted for my dating profile, what's the view on my outfit? I'm aiming too look intentional, composed and in motion

This title won out over "Do Your Clothes Match Your Persona?". As I dress for the day, or the event I try to imagine what I would look like to someone else as I'm wearing the clothes I choose. Do the clothes I pick match my personality and life? Or do I look like a left-over Miami Vice cast member? (Nothing against Miami Vice!) It brings me back to a car sales position many years ago. I had moved to Seattle and that afternoon had a sales job at Downtown Oldsmobile. I had no business clothes so I went to a local thrift store ran by a hospital where the docs would donate their clothes. I hooked a couple of sport coats and slacks for little money, I was set. While at the dealership the owner's son befriended me. He was just 16 and a great, clean cut kid. One day we had a maintenance job so I showed up in my old ratty jeans and a t-shirt. The kid acted confused and quiet around. Finally he quietly said he liked me better in my suit. I looked like just another person off the street in my grubbies. In my sport coat I was presentable, honest, and trustworthy - my true personality and what I strive for. He was seeing a fake me and his honesty shown brightly through. So now every time I question whether to dress up even a little, or slob it out I remember that kid, and his point-on lesson of what clothes fit my personality. A simple but heart felt comment I will never forget.