Here are some personal favorites. These are all examples of movies I've watched AT LEAST dozens upon dozens of times. Some more than that. It's pretty safe to say that it's the list that best encapsulates the core of my love for cinema.

• The 40 Year Old Virgin - For me, probably the best overall comedy for my tastes. I'm not a big Mel Brooks fan. Monty Python is classic, but only The Holy Grail really grabbed me. But this Judd Apatow flick NEVER stops making me laugh.
• Dumb and Dumber - My second favorite comedy. The Farelly Brothers follow-ups are okay, but Jim Carrey and Jeff Daniels in the title roles are just pure classic. And they are developing a true sequel (I dismiss the terrible prequel) as we speak with the two leads returning. Let's hope it survives development hell.
• Aliens - The best Sci-Fi action film ever made in my opinion. I don't include Star Wars in that category... that's pure science fiction in my opinion. But James Cameron's Aliens is just brilliant. One of the best sequels ever made.
• Alive - My two heroes in life are Nando Parrado and Roberto Canessa, the two young survivors who climbed out of the Andes to save themselves and their friends. I've read the book three times, watched all of the docs, etc. But this was my first introduction and also marked a career turning point for Ethan Hawke. An amazing story.
• American Flyers - I'm not a cyclist. I don't even own a bike anymore. I don't follow the Tour De France or anything similar. But there's something classic about this flick. Kevin Costner in an early role as he reunites with his brother to teach him how to conquer the cycling world for the upcoming Hell of the West. It's a great road movie.
• The Big Chill - I saw this very early in my life so it remains to be one of my first introductions to cinema. It's my favorite drama by far. One of the best casts assembled and arguably one of the best soundtracks ever.
• The Breakfast Club - A near perfect film in my eyes. A classic that needs no explanation.
• Chariots of Fire - Another film that I was introduced to early in life. It made me want to become a track star (Which I accomplished in high school somewhat). Just a moving story.
• Close Encounters of the Third Kind - I have watched this more times than I can remember since I was a child. Captivating. They don't make movies like this anymore. They came close with Super 8.
• The Color of Money - It got me into nine ball. I later became a general manager of a classy pool hall for awhile... where all I did was play nine ball. This film was my mantra for awhile. Great performances and excellent pool. The Hustler can be counted right along with this flick.
• The Day After - This TV movie haunts me, as it did to those around the world when it debuted in the 80s, telling the shockingly realistic story of an American state after a nuclear attack. If you haven't seen it, rent it now.
• Explorers - A childhood favorite that I've seen probably a hundred times. No joke.
• Ferris Bueller's Day Off - Another mantra film while I was growing up, namely in high school. I hated school. I had a lot of friends in different cliques, but hated the SCHOOL part. My parents even had a meeting with the principal and his staff where they referred to me as "Ferris Bueller" because of the many, many days I missed one year. Ferris missed nine. I missed about triple that;)
• Ghostbusters - I think we've all seen this multiple times, so I couldn't not mention it. And now my five year old son is a Ghostbusters freak. I wonder why?
• Good Will Hunting - A movie I watch over and over and over. Such a great script and such great performances. Probably a close second to The Big Chill as far as my favorite drama.
• Goonies - I've seen this movie so many times beyond anything else on this list.
• Highlander - Forget the tedious sequels. The original is one of the best genre films I've seen. Such a great concept and the sword fights were amazing.
• The Indiana Jones Trilogy - Forget the fourth installment. These three films are part of our childhoods.
• The Last Starfighter - Another childhood staple that I've seen more times than I can remember. This film screams for a good remake or sequel.
• The Mad Max trilogy - Mostly Road Warrior and Thunderdome, as far as the amount of times I've seen them. I didn't see the original well into high school. But now they're all equally films that I've seen so many times I can't count. Here's why I truly detest George W. In 2003, Fury Road, the fourth Mad Max installment, was greenlit and ready to shoot with Mel Gibson starring and George Miller directing. When we went to war, the areas they were going to film in became very unstable. They had to scrap the production. F*** you George W! LOL.
• Meatballs - Classic. Classic. Classic. It's not that great, but damn if its not a classic. "It JUST DOESN'T MATTER... IT JUST DOESN'T MATTER..."
• The Natural - Every time it comes on, I can't stop watching it. A perfect blend of subtle magic and baseball.
• Parenthood - Great cast. Great drama. Great comedy. Perfect balance.
• Poltergeist - Spielberg (er, I mean Tobe Hooper... LOL) captured American suburbia so well in this film, as well as E.T. I watch them and those are the visuals I see when I remember my childhood. The neighborhoods. The toys in the background. Everything. Except the ghosts. Great casting. And I had the biggest crush on JoBeth Williams... still do. I think the term MILF starts and ends with her. Sorry, that was too graphic. But you know what I mean.
• Predator - Perfect blend of action, horror, and science fiction. I would say this is Arnold's best movie from the 80s. At least the best that doesn't involve cyborgs. Great practical effects.
• Prince of Darkness - John Carpenter's classic horror flick. VERY underrated. It remains to be one of the most horrifying movies I've even seen. The dream sequence is so real and so creepy. Just a fun and frickin' horrifying flick. If you haven't seen it, rent it. Watch it with you significant other.
• Pump Up the Volume - This underrated Christian Slater film was yet another mantra for me. Excellent dialogue. Slater's best performance to date. Great soundtrack. It speaks to the youth revolt we all feel at one time or another. You could say it changed my life a bit.
• Red Dawn - Easily in my top ten. Another film that I've watched easily 100 times. I looked to the skies during class and pictured Russians falling from the sky and me being part of the Wolverines. MGM remade this flick, but its been on stand still due to their money problems. Its DONE though. But they haven't gathered the money to market it yet. It wrapped more than a year ago!! I NEED to at least see a trailer. It won't be as good as the original, but I don't care.
• The Right Stuff - 1983 was a pivotal cinema year for me, even though I was only 7 years old;) The aforementioned The Big Chill and Chariots of Fire debuted that year. Add The Black Stallion to that. And then to top it off, we have The Right Stuff, which I remember seeing in the theater. The film was so long they had an intermission (remember those days?). Half the people walked out because they thought the movie reel broke. It's a masterful film with one of the best casts I've seen. An amazing story.
• Side Out - Yes, the only studio beach volleyball ever made. It's not great, but it's one that I've seen over and over. Used to play semi-pro two-man and the sport is close to my heart. Some of my best times were on a sand court during summers in high school and after. And it has Courtney Thorne Smith... mmmmm.
• Stand By Me - Along with Goonies, I've seen this film more than any other on this list. This was a very important film for me because it reminded me of my childhood and growing up with my three best friends. We lived behind the train tracks (in a good suburb though) and we'd walk and play around them for hours. We had a fort. We didn't swear and smoke cigarettes, but that was our true coming-of-age era. Along with The Shawshank Redemption, it remains to be one of the best novel (novella) adaptations I've ever seen.
• The Original Star Wars Trilogy - Duh. The prequels can burn in hell;)
• Waterworld - I know. I know. It's a truly flawed film. But if you nab the Director's cut on DVD (not yet on Blu-Ray... damnit), and take it as a guilty pleasure, I love it. What captivated me was the soundtrack, the world, the cinematography, the water action, The Mariner's boat, etc. Those overshadowed the terrible villain, the smokers, and the flawed third act. I saw this in the theater on opening weekend, walked out afterwards, and bought another ticket for the next showing. The world captivated me and still does. But you have to watch the Director's Cut which has upwards of 30 minutes more footage.

You can add so many to this list. Pretty much every Steven Spielberg film, especially those from the 70s and 80s. You can add almost every John Carpenter movie from the 70s and up until 1995. But this best showcases what I have watched over and over and will continue to watch over and over.