Tonight is the first night I have worn something other than shorts and a old polo shirt with tennis shoes since I retired 3 years ago. I have been watching RMRS & Gentlemen Gazette for the last year and was motivated to make a change. Recently my father passed and needed to get my mother out of the house. My wife suggested we take her to the Honor Bar in Palm Beach.... Ahhh, an excuse to break out a few of my recent purchases. Voila, here is my first attempt.... hopefully I can only get better from here. (my wife is praying for it) 😀

I never owned "dress" boots. Plenty of motorcycle boots in my younger years, but these are a first for mee. Both from Thursday Boot Company.

Is this acceptable? If it's not, how can I make it work? I don't mean this in a rude way, but to be honest, I don't care if it's in vogue, or simply not; I just want to do it because I really like the casual thing. Collared shirts are nice, but t-shirts are easier and sometimes it feels really nice to wear them and not have to tuck in my shirt and all that jazz. I also really like sports jackets; I just want to merge the two, and be classy AND casual at the same time. If so, what kinds and what colors are best? Im thinking neutral -- black, white, grey, brown, pink, blue, etc. Which goes better with a sports jacket -- v-neck or crew? I also don't like traditional dress shoes as I've been wearing Vibrams 5 fingers for nearly a decade now and I just can't/won't wear anything else -- definitely not oxfords, lace ups, boots, or really anything with a sole. They hurt! I don't know how you guys do it, but tbh, after wearing 5-fingers for so many years, my feet, posture, and fitness has drastically improved, while my tolerance for soled shoes has just diminished to absolute zero, and if it's not comfortable, I just won't touch it (men's dress shoes are notoriously expensive and terribly uncomfortable, IMHO). The thing is I highly doubt they 'go' with a nice wardrobe. But truth be told, they first appeared on the scenes by someone on the red carpet who wore them with a suit. So, who says I can't? Is just choosing black or a shoe that doesn't pop, and take away from the jacket? My goal is to find a way to find a way to really do the sports jacket, T, occasional collared shirt, barefoot shoe thing. So, two different topics here: 1) Wearing a t-shirt with a sports jacket, jeans. Is it possible to do well, or must you always go collared shirt? 2) How to **not/never again**-wear dress shoes, and make that work. Thanks in advance. PS I don't think this guy in the pic does it well. It looks sloppy, and honestly pretty bad. I think he could definitely improve. I'd like to be that improved look. I'd like to make sports jacket, jeans, vibrams, and potentially a t-shirt, look AMAZING! Any tips/tricks would be appreciated

Something I love doing for my kids is cooking for them when they earn prizes or when tests approach. Made cheesecake brownies this morning