A couple years ago I seriously made a 15-20 page document with a sample of each of the fonts I had loaded on my computer. Some how over that summer, I lost it... and quite frankly just never had the energy to do it again.
Well, folks. Guess what I just found? A website that does it for you in like 1.2 seconds! Wordmark.it. Have you heard of it? It takes all your loaded fonts and shows you a sample of each...AND there is a place at the top where you can type in your word so you can see what it would look like!
Here is a sample.