I started out with maybe two or three hundred fonts back in the late 80’s early 90’s on my Amiga. For a time, in the late 90’s, I was obsessed with getting ahold of every font there was, but soon enough it became apparent that there were new fonts being developed and added to the web by the hundreds, and I eventually realized that there are hundreds of thousands of fonts out in the world, and I gave up on my obsession.
At my peak, I had close to 40,000 fonts. I used to be able to name hundreds of them on site, but my memory has long since faded. About two years ago, I exhaustively went through my entire collection, deleted thousands of duplicates that had similar names but were clearly the same font, and I categorized the entire collection into folders based on the type of font (serif, san-serif, graffiti, Halloween, handwriting, brush style, etc, etc.) I have about 50 or so categories. Now I have about 25,000 fonts, and I’ve probably used less than 200 of them.
Collecting fonts is kind of a sickness… an addiction. Avoid it at all costs if you can.