I'm a fingerpicker, myself, and I prefer my old classical I've had since high school... it was an okay guitar when we bought it in 1971, but it's mellowed into a really nice, deep sound that works well with my voice, which is also low.
I also have a Sigma, the cheaper Korean-built version of a Martin, but it's been living at my brother's house for so long that I don't even remember the model!
It's a steel-string, and I just feel more comfortable with my classical.
The guitar my brother and I both learned on is my father's 1957 Gibson sunburst. We all love that old guitar like family.
We also have a couple others, Alvarez, Ibanez... and a big old black-and-silver hollowbody f-hole electric '50s Silvertone that my father refitted into a 12-string about 35 years ago. It has a very jangly sound, of course, but it looks SO
very cool just hanging on the wall!
My brother built
himself a guitar some years ago, and it's a thing of beauty! But once he started actually making his living as a musician, he wanted some varying sounds, extras to keep in custom tuning, etc., so he started acquiring guitars. Now he has a Larivee that's got just a fabulous resonance, a vintage Strat (though he rarely plays electric), and not one but two
Taylors! And he's a great, great acoustic player... he does those guitars full justice.
But I have a friend who lives up north who has been a professional musician off and on ever since college, and also has his own business as a day job, and he's been very fortunate... he has a bit of money. When I met him ten years ago, he had 23 guitars (many vintage). Over the years, he has bought and sold and traded all over the world... and last time I asked, he was up to 76!
He likes to pick one up every day and just see what comes out of it... and he can do that without repeating for two-and-a-half months!