Oh, that's so hard! But I'll try...

Eternal Sunshine of the Spotless Mind - Kind, charming, and often very funny. I really love all of Michel Gondry's movies, even the less perfect ones, because of the sincere and sweet quality they have in the midst of much weirdness.

The Thin Man - Sassy, full of cocktails, starring Myrna Loy and William Powell, and, kind of as a sidenote, a mystery.

Wings of Desire - I adore this movie. It's slow, but really heart-felt and contains the only movie depiction of angels this side of 1960 that I can stand. The horrible, egregious and wholly WRONG re-make City of Angels must be avoided at all costs.

WOW! This is hard......not sure I can do it, but here goes:

Sixteen Candles - yes this is my fav movie of all time, it has violence, sex, drugs and everytime i watch it still makes me laugh to this day + LONG DUCK DONG, c'mon it doesn't get any better than that guy.

Pulp Fiction - how blown away were you in the "Zed scene" when you saw this at the theater? So disturbing.

Se7en - So creepy, and the cast was spot on, and man what an ending! Long live David Fincher, he is our generations' Hitchcock.

I honestly don't know if those other 2 were my favs or not, but these are movies I can watch over and over again and not get tired of them.

Citizen Kane - Predictable but true. I've still never seen another movie like it.

Goodfellas - Scorsese's finest moment, which is saying something.

A Clockwork Orange - Just a fascinating film to watch. "It's funny how the colors of the realy world only seem, like, really real when you viddy them on a screen."

Rear Window- Jimmy Stewart is just a god in my book, the greatest voice ever, plus its Hitchcock at his best.

Seven Samurai- Just simply amazing, the great black and white, yea its a little long but it gets better every time.

number 3 is kind of a toss up- High Fidelity(one of the best soundtracks ever), Dazed and Confused(again great soundtrack, and just good times i have seen this movie more than anything else in my life), Bring it on(I have no idea why i like this movie, but for some reason every time i watch it i just think it is hilarious!)

This is a hard question. I have watched hundreds and hundreds and narrowing down to just three is a task. But in no particular order

Toy Story- this is one of the first movies that i was completly moved by (given i was 10 years old) to this day i still watch it all the time.

Dazed and Confused-I can seriously watch this movie everyday. Plus I agree with Nile, the soundtrack is awesome...

Se7en-One of the only movies i have ever had to watch with the lights on.

Honorable Mention-

Training Day, Halloween remake(by: Rob Zombie, Garden State, Transformers, No Country for Old Men, Top Gun, and about 100 more