Are you collecting a lot of cute and fun fonts only to realize that you are getting overwhelmed by the sheer number of fonts you have accumulated over time and when you want to use one, you tend to revolve around the same ones all the time because you can't spend hours sifting through everything you have? It is time to clean up.
Use a font viewer
There are different font viewers available to you, depending on your system and your preferences. I still like to use TheFontThing, and it still works for me (ok, I admit, I still use Windows 7 and I don't know if it still works in Windows 10). This font viewer and many others allow you to view what a font looks like so you can determine if you want to keep it and if so, what category it should be sorted in. Trying to sort by name only is like ordering parts for your car based on inventory number alone. Just not convenient!
Choose major categories
Although my system is by no mean the only one, I found that starting with three categories could be a good start. Those categories are Dingbats fonts, Themed fonts, Foreign fonts, and Regular fonts. You would recognize them in this way:
Dingbat fonts are simply designs and don't resemble any actual alphanumerical characters:
Themed fonts are actual letters but decorated or embellished to fit a particular theme, whether it is Halloween, flowers, Christmas, etc.
Foreign fonts might or might not be relevant for you, but they would include fonts for foreign languages like Arabic, Chinese, etc.
Regular fonts are, well.... the rest of the ordinary fonts.
Here is where you will have even more flexibility and it will depend on various factors like what you have collected over time, what type of work you will do using those fonts, and so on. Among the possible sub-categories, you can use these:
All caps, which are fonts that have only uppercases. Any lowercase will either appear as uppercase, or be missing completely. Those fonts are still useful if you want to create titles or alphas.
Script fonts could be those that simulate handwriting fonts, where the letters are attached to each other.
Bold fonts might be interesting to have on their own as you might want to use those "fat" fonts to incorporate papers or even photos. The thicker the font is, the easier it is to view a photo.
Formal fonts might be used for more elaborate projects, like wedding invitations. They are typically not used in day to day projects so keeping them in their own folder will make fewer for you to browse through.
Curly fonts could be all caps, or not, they are a little fancy or fun but not formal.
Grungy fonts are those that seem to show wear and tear. They can be graffiti-like or just worn out.
Of course, these are only a few types of sub-categories you can consider but you can think of others depending on what you tend to look for. If you are sometimes looking for particularly thin or narrow fonts, you can set a sub-category for Narrow. Or if you need accented characters, you might want to make a particular category for those.
Sort by usage
Of course, if you don't use any font for commercial use (creating alphas for scrapbooking, or posters for Fiverr), this might not be as necessary but you might want to be safer by still sorting that way. Who knows if you are not asked to do a paid job later on and then you would be stuck having to figure out if you are allowed to use this or that font.
You might have a thousand fonts, but are they really that different and unique? Sometimes, some fonts are very similar. Do you have any particular reason to keep them all? Remember that it means more fonts to browse through. When I once purchased a bundle of 1000+ fonts, I realized that close to half of them were repeats or almost-repeats of other fonts. Go on. Delete. You are unlikely to use all of the 500 remaining fonts so why add an extra 500? I know, it is hard to delete. If you really can't hit the Delete button, you can always make a separate folder for "To Delete" or "Useless", or something like that. If you really insist!
Of course, sorting hundreds or thousands of fonts is not a quick task. It will take several days or even weeks. But work on it a little at the time and you won't feel too overwhelmed. And if you are just starting to collect those fun fonts left and right, now is the time to start a system. Believe me; you will need one!