20 Best titles. period.

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1.
The Wire (2002 TV Series)
    1 2 3 4 5 6 7 8 9 10 9.4/10 X  
Baltimore drug scene, seen through the eyes of drug dealers and law enforcement. (59 mins.)
 
2.
Into the Wild (2007)
    1 2 3 4 5 6 7 8 9 10 8.2/10 X  
After graduating from Emory University, top student and athlete Christopher McCandless abandons his possessions, gives his entire $24,000 savings account to charity and hitchhikes to Alaska to live in the wilderness. Along the way, Christopher encounters a series of characters that shape his life. (148 mins.)
Director: Sean Penn
 
3.
Anvil: The Story of Anvil (2008 Documentary)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
Since 1978, Anvil has become one of heavy metal's most influential yet commercially unsuccessful acts. In 2006, after a fledging European tour Anvil sets out to record their thirteenth album and continue to follow their dreams. (80 mins.)
Director: Sacha Gervasi
 
4.
Breaking Bad (2008 TV Series)
    1 2 3 4 5 6 7 8 9 10 9.5/10 X  
A high school chemistry teacher diagnosed with inoperable lung cancer turns to manufacturing and selling methamphetamine in order to secure his family's future. (49 mins.)
 
5.
Anchorman: The Legend of Ron Burgundy (2004)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
Ron Burgundy is San Diego's top-rated newsman in the male-dominated broadcasting of the 1970s, but that's all about to change for Ron and his cronies when an ambitious woman is hired as a new anchor. (94 mins.)
Director: Adam McKay
 
6.
The Wrestler (2008)
    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
A faded professional wrestler must retire, but finds his quest for a new life outside the ring a dispiriting struggle. (109 mins.)
 
7.
Eternal Sunshine of the Spotless Mind (2004)
    1 2 3 4 5 6 7 8 9 10 8.3/10 X  
When their relationship turns sour, a couple undergoes a procedure to have each other erased from their memories. But it is only through the process of loss that they discover what they had to begin with. (108 mins.)
Director: Michel Gondry
 
8.
Terminator 2: Judgment Day (1991)
    1 2 3 4 5 6 7 8 9 10 8.5/10 X  
A cyborg, identical to the one who failed to kill Sarah Connor, must now protect her teenage son, John Connor, from a more advanced cyborg. (137 mins.)
Director: James Cameron
 
9.
Blood Diamond (2006)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A fisherman, a smuggler, and a syndicate of businessmen match wits over the possession of a priceless diamond. (143 mins.)
Director: Edward Zwick
 
10.
Oldboy (2003)
    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
After being kidnapped and imprisoned for fifteen years, Oh Dae-Su is released, only to find that he must find his captor in five days. (120 mins.)
Director: Chan-wook Park
 
11.
Iron Man (2008)
    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
After being held captive in an Afghan cave, billionaire engineer Tony Stark creates a unique weaponized suit of armor to fight evil. (126 mins.)
Director: Jon Favreau
 
12.
In the Name of the Father (1993)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
A man's coerced confession to an IRA bombing he did not commit results in the imprisonment of his father as well. An English lawyer fights to free them. (133 mins.)
Director: Jim Sheridan
 
13.
District 9 (2009)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
An extraterrestrial race forced to live in slum-like conditions on Earth suddenly finds a kindred spirit in a government agent who is exposed to their biotechnology. (112 mins.)
Director: Neill Blomkamp
 
14.
Long Way Round (2004 Mini-Series)
    1 2 3 4 5 6 7 8 9 10 8.8/10 X  
This documentary series follows actors Ewan McGregor and Charley Boorman on a motorcycle trip around the world... (315 mins.)
 
15.
Office Space (1999)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
Three company workers who hate their jobs decide to rebel against their greedy boss. (89 mins.)
Director: Mike Judge
 
16.
The Lives of Others (2006)
    1 2 3 4 5 6 7 8 9 10 8.5/10 X  
In 1984 East Berlin, an agent of the secret police, conducting surveillance on a writer and his lover, finds himself becoming increasingly absorbed by their lives. (137 mins.)
 
17.
Little Miss Sunshine (2006)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
A family determined to get their young daughter into the finals of a beauty pageant take a cross-country trip in their VW bus. (101 mins.)
 
18.
Princess Mononoke (1997)
    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
On a journey to find the cure for a Tatarigami's curse, Ashitaka finds himself in the middle of a war between the forest gods and Tatara, a mining colony. In this quest he also meets San, the Mononoke Hime. (134 mins.)
Director: Hayao Miyazaki
 
19.
The 40-Year-Old Virgin (2005)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Goaded by his buddies, a nerdy guy who's never "done the deed" only finds the pressure mounting when he meets a single mother. (116 mins.)
Director: Judd Apatow
 
20.
The Straight Story (1999)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
An old man makes a long journey by lawn-mover tractor to mend his relationship with an ill brother. (112 mins.)
Director: David Lynch