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1* AluminumChristmasTrees: Yes, there really was a Steven Jay Russell in love with Phillip Morris - and all of his convoluted and ridiculous escape methods - including [[spoiler: ''faking his own death from AIDS'']] [[RealityIsUnrealistic happened in real life.]]
2* CrossesTheLineTwice: One of the film's greatest strengths.
3* MagnificentBastard: [[RefugeInAudacity Steven Jay Russell]] was a closeted homosexual who lived a lie for most of his life until a near-fatal car crash causes him to decide to live openly as a gay man. Leaving his wife and moving to Florida, Steven becomes a ConMan to pay for his extravagant new lifestyle until the law catches up with him and he's sent to prison. While inside, he's able to navigate the system quite well and meets a shy inmate named Phillip Morris, who he immediately falls in love with. Following his release, Steven [[BavarianFireDrill poses as a lawyer]] and manages to get Phillip out early. After earning more money by lying his way through a trial, Steven is able to land a job as a CFO of a large medical management company by posing as his own references and faking his resume. After getting caught for [[WhiteCollarCrime embezzling huge amounts of money from his company]] and being sent to prison once more, Steven stages several clever and successful escapes in order to reunite with Phillip. This eventually leads to his greatest trick when he manages to [[FakingTheDead fake his own death from AIDs]] over several months, solidifying himself as a genius planner and manipulator.
4* MemeticBystander: Cleavon the mopping prisoner, who has a few minutes screentime but some of the most memorable lines:
5-->'''Guard''': I said turn it off!\
6'''Cleavon''': Fuck you, pig.\
7'''Guard''': Turn it off or we're coming in!\
8'''Cleavon''': Well come on in -- [[BadassBoast I got a dick that needs sucking.]]
9* SugarWiki/MomentOfAwesome: [[spoiler: ''You fucker''!]]
10** Clevon getting in a fight with ''several guards'' just to keep the song he was paid to put on playing.
11* TearJerker: The last 15 minutes are like a rollercoaster for your emotions.
12** A particular mention goes to when [[spoiler:Phillip and Steven are talking while Steven is dying of AIDS, since over that time the audience has seen Steven slowly die... but he's fine.]]
13* TheWoobie: Poor Phillip gets pulled into so much trouble and heartache because of Steven, especially when [[spoiler: he believes Steven died of AIDS, and then Steven comes back to him literally seconds later.]]
14** From his introduction in the film, Phillip is the epitome of this trope.

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