I'd guess my Dad took me to Brooks Brothers since I was 13 years old. It was on NYC trips, to the old flagship store on Madison Ave. What an emporium that place was, with elevator operators and ancient but well-dressed salesmen.
Naturally, the visiting also included Abercrombie and Fitch right down the street, my favorite store in NY, to look at the fancy fishing and hunting stuff. Both of those wonderful places are now gone. I do happily own an old A&F 20 ga s/s.
Brooks Brothers (since 1818) has been through some ownerships over recent decades, but I think they have it right with this new guy.
Mrs. BD claimed that my one grey suit had been outdated anyway. So on a rainy Saturday she dragged me to a big Brooks Brothers store way down in White Plains, NY to do some shopping with/for me. First time in a long marriage that I ever let that happen. I played passive and grouchy while they suited me up - 2 suits, cashmere blue sports coat, shirts I didn't need, and a bunch of khakis. No more clothes shopping for the remainder of my life...
It's a shame that they no longer use Alden for shoes, so I got no dress shoes which I didn't need. I have narrow feet, and need "Narrow." Good dress shoes last 30-40 years anyway.
Excellent service, excellent tailor - all good. Now I guess I will be ready for a wedding or funeral - whichever comes first.