I'm off to a small town in coastal Italy this June. I want to pack light but look my best for a 53 year old. Of course, my Panama is coming. What's in style this summer for ridiculous heat in Italy if you just want to look like a well dressed local, rather than a tourist? I'm thinking linen. Draw string trousers. Classic Oxford shirts. Stone, and related colours. Maybe one black or dark blue, though blue doesn't suit me. Further advice would be great.

I’m in my early 40’s and have gotten to a point where I don’t like a lot of stuff in my pockets. I don’t like the look of bulky pockets and my wallet leaves a mark on them wearing out a spot. I also started needing more stuff when I’m out and about so I have a very cheap sling bag off amazon at the moment and looking for something new. What do you guys think about a man wearing a sling or messenger bag? Does it look dumb and if not which one do you prefer and why?

It can be bold like a monogram or something subtle like a secret pocket in a jacket. What do you like to do to your clothes to make them "yours"?

Gentlemen, If we’re practicing being gentlemen, this requires maintenance, let’s make being gentlemen a lifestyle.

You know when you go and apply for a job and they will ask for three references. I think I am going to start doing the same to them, I am going to start asking for references from three happy employees.🤣🤣