Good questions. I think I have read or at least tried to read every classic that sounded appealing to me, but maybe reading other people's answers will remind me of some I haven't.
One classic story I finally read after seeing it nominated everywhere back in the day was "A Tale of Two Popstars," and while it was better than it sounded, I didn't like it after I found out that the author had posted like five other versions of the exact same story featuring different boyband members (from other boybands). That just made it feel so cheap and ruined the characterizati
on for me.
My top five classics would be:
1. Where Can We Go From Here - the bus crash story that started 'em all! A little cheesy, but still worth the read, if only for the extreme Millennium-era nostalgia it will bring about. It's pretty well-written for a Millennium era fanfic, too.
2. Between the Lines - This is one that I resisted reading for a long time because it's an AU about the Boys being baseball players, which did not sound like something I'd be interested in, but I ended up reading it for Mare's fanfic club and LOVED it! It's actually one of the best-written fanfics I've ever read and about way more than baseball.
3. Cover Me With Dreams - Another story that took me a couple of tries to get into, I finally read this one at a reader's recommendation and, again, LOVED it! It's probably my favorite fanfic of all time. It's a great romance, but again, it's about more than just that. I love the characters, and it's very well-written!
4. Faceless - I know Mare hates this story (in fact, this may be her answer to #2 LOL), and I can understand why, but it's still an old favorite of mine. It's basically like a fanfic version of Beauty and the Beast about Nick going into hiding after a horrific, fiery crash leaves him badly scarred.
5. Signal to Noise - One of the best suspense stories of all time! It's about a psycho stalking the Backstreet Boys, using their song lyrics as threats online, and trying to take them down one by one.
Links to all of these stories and more can be found on my favorites page here:
http://dreamers-sanctuary.com/stories/favorites/