Glad to see that this thread hasn't degenerated into the musical equivalent of 'My Dad's tougher than your Dad.'
I started years ago with a Silvertone electric guitar that was so awful it sounded more like a car horn than a guitar. I miss it terribly.
These days, I play a Gibson J-45 left to me by my Grandfather. I think it was manufactured around 1955 (about the same time I was). I've also got a Yamaha G-60A nylon string guitar that I bought in 1970. Both have great sound and feel and I wouldn't trade either for anything. The Gibson is great for about any music I play from Blues to backing fiddle tunes and the Yamaha has a wonderful mellow tone that I like for singer/songwriter kinds of things.
Then there's my banjo, which is a complete mystery. It appears to be homemande, but is pretty nice for all that. And it suits me just fine.
Regards, Sean