My favorites throughout the years

Movies I've played multiple times and I keep coming back to. As an added bonus, most of them have awesome soundtracks. Some are guilty pleasures for easy watching, others are purely quality films. P.S. Stoner movies are at the bottom
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1.
Dogfight (1991)
    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
Before leaving to fight in Vietnam, a group of teenagers play a game where they try to seduce the ugliest girl they can find. (94 mins.)
Director: Nancy Savoca
“ A love story develops between a pacifist and a marine on his last night before being deployed to Vietnam. Captivating performances by River Phoenix and Lili Taylor. Great soundtrack too! ” - stellar-sky
 
2.
Y Tu Mamá También (2001)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
In Mexico, two teenage boys and an attractive older woman embark on a road trip and learn a thing or two about life, friendship, sex, and each other. (106 mins.)
Director: Alfonso Cuarón
“ Not just another coming-of-age story. This particular one is set in Mexico. A Mexico I've never seen in other films, capturing the culture and the use of the language and slangs so well that I knew (even though I'm not Mexican) that this is authentic. So that in itself gave this movie a fresh feel. The characters, the dialogues, the voice-over narration all equally contributed to the depth of this movie. I need to see this one again soon. ” - stellar-sky
 
3.
The Painted Veil (2006)
    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
A British medical doctor fights a cholera epidemic in a small Chinese village, while being trapped at home in a loveless marriage to an unfaithful wife. (125 mins.)
Director: John Curran
“ Edward Norton sure knows how to punish an unfaithful wife: bring her with him to the epicenter of a cholera outbreak in a foreign land! But that is not the reason why this is on my list. It was realistic in showing how a cold, loveless marriage sheds its preconceived judgment and expectations to give way to mutual respect and companionship then, eventually, love. ” - stellar-sky
 
4.
The Darjeeling Limited (2007)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A year after their father's funeral, three brothers travel across India by train in an attempt to bond with each other. (91 mins.)
Director: Wes Anderson
“ This is my favorite Wes Anderson movie. I first watched this after a few hits of good ol' Cali weed, so that might be why. Owen Wilson, Adrien Brody and Jason Schwartzman are hilarious as brothers on a spiritual journey. Incredible set & soundtrack ” - stellar-sky
 
5.
Crazy/Beautiful (2001)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
At Pacific Palisades High, a poor Latino falls hard for a troubled girl from an affluent neighborhood. (99 mins.)
Director: John Stockwell
“ Here's one about "first love" between two high schoolers (Kirsten Dunst & Jay Hernandez) from opposite sides of the track. Captures the passion, energy, and drama of every first love. ” - stellar-sky
 
6.
Monsoon Wedding (2001)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
A stressed father, a bride-to-be with a secret, a smitten event planner, and relatives from around the world create much ado about the preparations for an arranged marriage in India. (114 mins.)
Director: Mira Nair
“ I loved the colors of the festivities and the intricacies of family relationships in this comedy/drama where modern India is still trying to find a balance between Western lifestyle and old traditions. Mira Nair did a fantastic job as director. ” - stellar-sky
 
7.
The Wackness (2008)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
It's the summer of 1994, and the streets of New York are pulsing with hip-hop. Set against this backdrop, a lonely teenager named Luke Shapiro spends his last summer before university selling marijuana throughout New York City, trading it with his unorthodox psychotherapist for treatment, while having a crush on his stepdaughter. (99 mins.)
Director: Jonathan Levine
“ I wish I had been born a decade earlier just to experience a coming-of-age summer in '94 accompanied by this delicious soundtrack. ” - stellar-sky
 
8.
Waking Life (2001)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
A man shuffles through a dream meeting various people and discussing the meanings and purposes of the universe. (99 mins.)
“ This was my first ever film about dreams and sleep state. The narrative and flow of the movie are so interesting and managed to really suck me in. Here we follow the lead character as he goes through dreams meeting people and discussing the meaning of the universe. ” - stellar-sky
 
9.
Kids (1995)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
A day in the life of a group of teens as they travel around New York City skating, drinking, smoking, and deflowering virgins. (91 mins.)
Director: Larry Clark
 
10.
American History X (1998)
    1 2 3 4 5 6 7 8 9 10 8.5/10 X  
A former neo-nazi skinhead tries to prevent his younger brother from going down the same wrong path that he did. (119 mins.)
Director: Tony Kaye
 
11.
Strictly Sexual (2008)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes. (100 mins.)
Director: Joel Viertel
“ I found this one on Netflix. The slightly awkward acting was charming, as well as the (somewhat) realistic look at relationships. ” - stellar-sky
 
12.
The Fall (2006)
    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
In a hospital on the outskirts of 1920s Los Angeles, an injured stuntman begins to tell a fellow patient, a little girl with a broken arm, a fantastic story of five mythical heroes. Thanks to his fractured state of mind and her vivid imagination, the line between fiction and reality blurs as the tale advances. (117 mins.)
Director: Tarsem
“ Beautiful visuals. Amazing main characters well played by Lee Pace and Catinca Untaru. ” - stellar-sky
 
13.
The Believer (2001)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A young Jewish man develops a fiercely anti-Semitic philosophy. Based on the factual story of a K.K.K. member in the 1960s who was revealed to be Jewish by a New York Times reporter. (98 mins.)
Director: Henry Bean
 
14.
The Craft (1996)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
A newcomer to a Catholic prep high school falls in with a trio of outcast teenage girls who practice witchcraft and they all soon conjure up various spells and curses against those who even slightly anger them. (101 mins.)
Director: Andrew Fleming
“ Four outcasts meddling in witchcraft. Awesome ” - stellar-sky
 
15.
25th Hour (2002)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
Cornered by the DEA, convicted New York drug dealer Montgomery Brogan reevaluates his life in the 24 remaining hours before facing a seven-year jail term. (135 mins.)
Director: Spike Lee
 
16.
Apocalypto (2006)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
As the Mayan kingdom faces its decline, a young man is taken on a perilous journey to a world ruled by fear and oppression. (139 mins.)
Director: Mel Gibson
 
17.
Lords of Dogtown (2005)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
The film follows the surf and skateboarding trends that originated in Venice, California during the 1970's. (107 mins.)
 
18.
50 First Dates (2004)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Henry Roth is a man afraid of commitment up until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams, until he discovers she has short-term memory loss and forgets him the very next day. (99 mins.)
Director: Peter Segal
 
19.
Amélie (2001)
    1 2 3 4 5 6 7 8 9 10 8.3/10 X  
Amélie is an innocent and naive girl in Paris with her own sense of justice. She decides to help those around her and, along the way, discovers love. (122 mins.)
 
20.
Safety Not Guaranteed (2012)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
Three magazine employees head out on an assignment to interview a guy who placed a classified advertisement seeking a companion for time travel. (86 mins.)
Director: Colin Trevorrow
 
21.
ATL (2006)
    1 2 3 4 5 6 7 8 9 10 6.0/10 X  
As four friends prepare for life after high school, different challenges bring about turning points in each of their lives. The dramas unfold and resolve at their local rollerskating rink, Cascade. (105 mins.)
Director: Chris Robinson
“ Strictly because of TI's drawl. ” - stellar-sky
 
22.
Stealing Beauty (1996)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
After her mother commits suicide, nineteen year old Lucy Harmon travels to Italy to have her picture painted... (118 mins.)
 
23.
Lost in Translation (2003)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
A faded movie star and a neglected young woman form an unlikely bond after crossing paths in Tokyo. (102 mins.)
Director: Sofia Coppola
 
24.
Blue Valentine (2010)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
The relationship of a contemporary married couple, charting their evolution over a span of years by cross-cutting between time periods. (112 mins.)
“ Dramaaaa. Intense passionate love that sadly just sizzles and turns bitter. ” - stellar-sky
 
25.
Secondhand Lions (2003)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
A coming-of-age story about a shy, young boy sent by his irresponsible mother to spend the summer with his wealthy, eccentric uncles in Texas. (111 mins.)
Director: Tim McCanlies
 
26.
Pineapple Express (2008)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
A process server and his marijuana dealer wind up on the run from hitmen and a corrupt police officer after he witnesses his dealer's boss murder a competitor while trying to serve papers on him. (111 mins.)
“ I think this is James Franco's best work yet. And I don't think that's sad. ” - stellar-sky
 
27.
Grandma's Boy (2006)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
A 35 year old video game tester has to move in with his grandma and her two old lady roommates. (94 mins.)
“ Every time I come home I ask my brother to watch this with me. He always does and we always laugh. ” - stellar-sky
 
28.
Let's Go to Prison (2006)
    1 2 3 4 5 6 7 8 9 10 6.0/10 X  
When a career criminal's plan for revenge is thwarted by unlikely circumstances, he puts his intended victim's son in his place by putting him in prison...and then joining him. (84 mins.)
Director: Bob Odenkirk
“ "I'm just proud to be part of the American Judicimal system."
"We find the defendant...QUILTY."
Watch when stoned for some good laughs. ” - stellar-sky
 
29.
The Gods Must Be Crazy (1980)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
A comic allegory about a traveling Bushman who encounters modern civilization and its stranger aspects, including a clumsy scientist and a band of revolutionaries. (109 mins.)
Director: Jamie Uys
 
30.
Hit and Run (2012)
    1 2 3 4 5 6 7 8 9 10 6.1/10 X  
Former getaway driver Charlie Bronson jeopardizes his Witness Protection Plan identity in order to help his girlfriend get to Los Angeles. The feds and Charlie's former gang chase them on the road. (100 mins.)