Hrmmm... at first i didn't even think i could come up with five, but now i have like 20 but i'll only post my 10, so here goes.
1) Hackers- my favorite movie ever. I can watch it over and over and never get bored. Besides, Angelina Jolie is so hot, and she can act. It also didn't have any cheezy diaglogue normally found in movies that stars teenagers. It's almost epic. I can't believe no else, especially from here, has included this on their list.
2) Riding In Cars With Boys- I know this is a "chick flick" however, Drew Barrymore's character is strikingly similar to my mother, it loosely paradies her life and my own in a way. It really hit home with me and nearly brought a tear to my eye. (nearly, but didn't).
3) The Craft- Magic mixed with girls who have pms; what more could you ask for? Seriously though, it's very well acted, but sort of hits that teen drama bull, thankfully it follows more into the occult. I also can watch this movie over and over.
4) Donnie Darko- Great plot and great acting. It's very clever too. Jake Gyllenhal is a great actor and versatile at that.
5) Ever After- Another Barrymore flick. What can I say, I'm a fan of the Drew. Plus, I love the Middle Ages in Enlgand. If I could choose any time period to live in it definitely would have been in the Middle Ages in England. Of course I would have air-conditioning, so maybe not.
7) Willy Wonka and the Chocolate Factory- This movie is great. One of the first movies i can remeber watching. I wanted to crawl inside my tv and eat all the candy. I can't wait for the remake with one of my favorite actors, Johnny Depp, and my favorite director, Tim Burton.
Girl, Interrupted- Winnona Ryder, Angelina Jolie, and Brittany Murphy all in one film. This movie was just great... I don't know how to explain it, but it's very intelligent. The acting was magnificent, of course anything Winnona does is great.
9)The Others- it moves really slow and for a purported ghost movie, you never really see"ghosts" (or so you think)but the acting is great, and I was especially shocked how well the children in the movie acted. They were just as good, if not better than some seasoned professionals in the biz. The plot twist is what put this movie up here. If you haven't seen it i recommend you do before asking someone what the movie was about. It really is a piece of work.
10) GATTACA- this movie was great. you have to see it if you haven't. Uma Thurman rocks my socks.
On a side note, if you haven't seen "The Texas Chainsaw Massacre" go see it. Even though it's a remake, it's very good. Much better than you're average gore/shocker film, and much better than the first two IMO.