First, I'd like to note that the following list is a list of my "5 Favorite Movies." These movies are defined as ones which I can put on at any time and enjoy without fail. Please note that this list is different than a list of "Top 5 movies," which, by my definition, is a list of movies that you think you'll sound intelligent and intellectual by listing when you tell other people (undoubtedly, movies such as "Citizen Kane," "Casablanca," and "Apocalypse Now" would be on this list out of necessity) - I am not the IFI, and don't plan on being.
Also, please note that this is not a listing of my 5 favorite movies that actually moved me to elicit emotions (extremely tough), nor is it my 5 favorite comedies (Caddyshack, Airplane, Lebowski, etc.), as I could create separate lists for each of these, and a host of other categories as well. There are also movies which I thought were absolutely outstanding, but I could not willingly admit that I would be able to watch numerous times and maintain the same level of appreciation for them (Half Nelson, Hotel Rwanda, Schindler's List, Saving Private Ryan, The Departed immediately come to mind)
The following is my list of 5 Favorite Movies, in no order of importance.
1. A River Runs Through It
2. Good Will Hunting
3. The Naked Gun: From the Files of Police Squad (only film to make it out of my "top comedies" list
4. Indiana Jones and the Last Crusade

5. The Royal Tenenbaums
This list is definitely not final, as I'm sure I could have put a lot more thought into it.
Since we are on the subject, I'd like to take a page from one of my favorite new websites, Stuff White People Like, and talk about a few movies which I think people feel like they have to like.
Reservoir Dogs
Pulp Fiction (and, on the whole, any film by Quentin Tarantino)
The Usual Suspects
Now don't get me wrong - I've seen all three of these movies, and I think they're all relatively decent. In fact, extra kudos goes to Usual Suspects, though the allure of Kaiser Soze loses some of its luster after the 1st viewing, as we all know he was not actually picking coffee beans in Guatemala....and yes, that could be the only time in my life I utilize the word "kudos." I now feel like I'm an 8th grade drama club teacher.
Why do people always list these movies in their top 5? Because its cool to do so. Yes, I am fully aware that Pulp Fiction was nominated for 7 Oscars and The Usual Suspects was nominated for 2 as well, but I would argue that these are not, in fact, the reasons as to why people enjoyed the films. These films are all somewhat unique in terms of plot development (think "Memento"), and they all involve relatively intelligent hit men/criminals acting like "normal," rational human beings. I don't buy it for a minute. People who like these films think they are inherently more intelligent than those who don't, because the one's who don't like these movies must only like the mainstream shit (example: "Have fun watching The DaVinci Code"). Admittedly, we all have our quirks: I am a big fan of Charlie Kaufman screenplays, as I enjoy "Being John Malkovich" and "Eternal Sunshine of the Spotless Mind," but am I a dick to people who "Just don't get them"? Nope....I'll leave that to the entire hipster population.
Now that I've given my "Favorite 5" and also shit (does "shit" have a past tense? shitted? shat?) on 3 of, most likely, all of my readers' favorite movies, let's make this puppy go interactive. Feel free to either A. Belittle my choices and/or opinions, or B. Provide your own Favorite 5