Are those S&W grips?
Nothing as vintage as the previous posters, but I currently EDC a Colt Series 80 Govt Model that I bought new back in the 90s. It was my first 1911. According to the Colt website, it was manufactured in 1993.
My oldest EDC carry guns date to the 1980s.
Beretta 92 Compact
S&W three inch 65 and 66
Walther PPK .380
4" 686
W German Sig 220 .45
35 years doesn't seem so "old" ...... but I was only 32 when I bought the 3" 65.
I don't have anything older than 1950, but at night when walking Daisy around I had my Model 10-8, I believe from 1988. I carried it open; no way was I gonna try to hide a 4" barrel in my summer attire. I carry a plastic Ruger EC9s 99% of the time. It's light, flat, and has never failed to do anything but fire when I go to the range. Not real accurate after 25 yds., but it's self-defense only.
I've got a Colt 1903 that goes in the Jeep console sometimes. Colt says it was made it 1920 . . .
The guys in "Picksburg" are well armed!
We try!!!!!!!
Went through a decade of trial and error to find what worked for me........ that said in the 90s I became a big fan of the 3rd Gen Smith & Wesson Autos...... especially the 3913, 6906,915..... and a couple of the early Performance Center offerings.
Back in the early 90's, I carried a government issue M1911A1 quite a bit. Especially in the Hill District.