Hey gents!!!, I’m in urgent need of your advice. I’m going for a coffee meeting in few hours, and it’s going to be a bit windy. Which look do you think would work better? Both outfits are the same except one has a maroon/burgundy turtleneck and the other has a black turtleneck. Keep in mind that the pants are navy blue

You can only keep one. Option 1: Chelsea Boots - Clean, masculine, versatile, sharper look, works great dressed up. Option 2: White Sneakers - Minimal, modern, easy to wear, casual staple, works with almost everything. So which one deserves a permanent spot in a man’s wardrobe? Chelsea boots or white sneakers? Make your case: Which gives more value, more versatility, and makes the bigger difference in how a man looks? Bonus question: What age range do you think each one works best for?

I went by Steve Madden at the mall today and picked these up. These are called Meridian Black leather. They were originally 200 CAD, which is right at my budget, but I managed to get a small discount from the nice lady after noticing everything else was on sale. Does it look like the quality piece I was trying to get? I appreciate everyone who gave me feedback on the last post.

As I drove to worship this morning it was raining quite heavily. I needed to bring an umbrella. It is a pain trying to use both the cane and an umbrella but I managed it this morning going from the car to the narthex this morning. I am wearing my navy Jos A. Banks pinstripe suit. The lavender shirt is also from Banks and I think that is where I bought the pocket square as well. The tie is a vintage Van Heusen and is maroon with a silver floral pattern. The shoes are the vintage blue Florshiem derbies Finally the black bowler is from Scala.

I had this Donegal Tweed made for me in 1997 with an action shooting back and suede elbow patches. Paired it with a gold merino wool and a woven striped shirt with navy and gold stripes. Which allowed me to add a pair of navy RL chinos and a pocket square with the same colors. Chose Rocky Mountain National park Pendleton socks and my new Clarke’s navy white soled shoes. I usually would not wear white soled shoes with this outfit but since the Captain (me) of my boat doesn’t allow black soled shoes for the afternoon sail-I did. Sailing = Fun Watch (Borealis Diver). Straight from church with a swing through the Taco Bueno drive through for some quesadillas to eat in the Salon (saloon if you prefer) of the boat. Just mom wife and I out for an October Sail. Added my leather newsboy and prescription Costa DelMars for the boat.