Tonight was Cindy’s 50th class reunion. I had no idea what any of the guys would be wearing, but I was determined to not underdress. I started with my bespoke (for someone else…I thrifted it) blue dress shirt, Anson belt, grey Brooks Brothers chinos, blue Calvin Kline over-the-calf socks and brown Allen Edmond shoes. I topped it all with my navy blue sport coat with a burgundy pocket square just for fun. Out of about 50 men there, only three of us had sport coats and only one, our attorney friend, was wearing a tie. I did bring a tie along, just in case, but did not deploy it. I have to say, my outfit allowed me to feel both confident and at ease. I felt no need to judge those men who were “dressed down, nor did I feel any urgency whatsoever, to apologize for dressing up. Cindy had a lot of fun, so I’ll certainly chalk this night up as a win! Oh, but I do need to remember to straighten my pant cuffs before taking selfies!

Thoroughly enjoying my time in Ireland. Made a special trip to Donegal to pickup a “authentic” cap. This blue-gray tweed flat cap sits nicely — good proportion, not too high or low, and the texture adds interest without being flashy. It pairs well with my silver facial hair and the olive vest + burgundy layer underneath. As an added bonus, the color also works nicely with my eyes…at least that what the sales lady said when I was deciding between an Olive and Brown option.

It’s summer time and I like wearing slippers and African print trousers

https://www.youtube.com/watch?v=WBsRiIi_vwo

Last week I was in a certain city on a certain street and had an appointment at a certain store to get a suit.