We haven't had an official weekly challenge on here in a while, so how about an unofficial one? My post on outfit habits (click here for that one) inspired me to throw this idea out here. Here are the rules: - You must pick one specific type of item (it could be the same item, such as a pair of jeans or a pair of shoes, or just a specific type of item, such as a plain t-shirt, a Henley, an OCBD, or a cardigan - for example) from your closet to be the focal point of three different outfits. - Each outfit should fall into the middle-game area of formality - above just jeans and a t-shirt, but below a casual suit. - Each outfit should demonstrate a noticeably different level of formality. - Each outfit should still be harmonious, overall, in its formality. - Make a 'Weekly Challenges!' post before 2025-12-20 with "Up And Down Challenge" somewhere in the title, that showcases all three outfits (pictures required) and identifies the focal-point item (links to OOTD posts are okay, here). Bonus Points: - Colors, patterns, and textures! The more the merrier - as long as it works. - Accessories matter! Bonus points for creative, harmonious use of accessories - especially when the accessories factor into the difference in the overall level of formality. - Getting out of your comfort zone! Bonus points for trying outfits at a different level of formality than you typically wear. The point of this challenge is to practice some of those outfit habits I mentioned in the aforementioned post - specifically practising wearing outfits spanning all levels of formality, not just one or two. I may reach out to a couple of Generals for judging assistance, if they're willing, but I'll retain the deciding vote. If we get at least 20 qualified entries (following the rules), there will be a monetary prize! Who will accept this challenge?

Follow up from my OOTD this morning. The proposal went just as planned! She was caught off guard just enough. The gold band is a placeholder for the custom ring we just ordered last week. Plus she said she loved my outfit. Thanks again to all of you for support!

Half way through deliveries to clients wearing seasonal stuff. OOTD MTM houndstooth lambswool sportcoat Silk and linen green v neck CT blue shirt Wool Tartan tie Two silk pocket squares MTM Calvary Twill trousers in charcoal grey Argyle socks J Fitzpatrick cap toes Wenger field watch

Wore something I really like but it’s a bit out of my comfort zone. Had this jacket custom made 10 years ago when I began dating after becoming single again, but kind of put it away since my dating pool shrunk dramatically. What do you think of this look?

I'm looking to buy a floral suit. It doesn't seem to be something common and these 100$ internet halloween costumes aren't what I'm after.