History YMMV / TheLongestYard

** Kickboxer and mixed martial artist Wrestling/BobSapp plays there a gigantic ManChild who overreacts hilariously when Turley breaks his nose. Only a couple years after the film's release, Sapp abandoned his competitive career in both sports and started tapping out at the first punches to collect paychecks and run. One wonders if it was this film which gave him the idea.

* {{Narm}}:[[spoiler:Caretaker’s death in the original. He triggers a rigged lightbulb that sets him ablaze. What makes it this trope, is his screaming and his comical facial expressions. As mentioned below, the remake handled this scene much better.]]

* HarsherInHindsight: The basic premise of an NFL quarterback being sent to prison in his prime happened to Michael Vick less than 3 years after the remake was released.

** Kickboxer and mixed martial artist Wrestling/BobSapp plays there a gigantic manchild who overreacts hilariously when Turley breaks his nose. Only a couple years after the film's release, Sapp abandoned his competitive career in both sports and started tapping out at the first punches to collect paychecks and run. One wonders if it was this film which gave him the idea.

* {{Typecast}}: Creator/JamesCromwell [[Film/TheGreenMile once again]] playing a prison warden.

* TearJerker: [[spoiler:Caretaker's death in the remake. He's caught in an explosion just in time for the other inmates to helplessly watch him burn to death. The funeral only adds to it, as his teammates step up one by one and place items on his casket, including a cheeseburger, a bible and Caretaker's whistle and stopwatch. Crewe's gift takes it up to eleven: a picture of Caretaker's mother that Caretaker gave Crewe earlier in the movie. When you consider the conversation the two men had, Caretaker's mother is still alive and will have to hear the news that her son was killed. This was the same conversation Caretaker said he looked forward to sharing a drink with Crewe once they got out of prison, and Crewe admitted Caretaker was the first real friend he'd had in as long as he could remember.]]\\

* {{Narm:}}[[spoiler:Caretaker’s death in the original. He triggers a rigged lightbulb that sets him ablaze. What makes it this trope, is his screaming and his comical facial expressions. As mentioned below, the remake handled this scene much better.]]

* Narm: [[spoiler:Caretaker’s death in the original. He triggers a rigged lightbulb that sets him ablaze. What makes it this trope, is his screaming and his comical facial expressions. As mentioned below, the remake handled this scene much better.]]

* TearJerker: [[spoiler:Caretaker's death. He's caught in an explosion just in time for the other inmates to helplessly watch him burn to death. The funeral only adds to it, as his teammates step up one by one and place items on his casket, including a cheeseburger, a bible and Caretaker's whistle and stopwatch. Crewe's gift takes it up to eleven: a picture of Caretaker's mother that Caretaker gave Crewe earlier in the movie. When you consider the conversation the two men had, Caretaker's mother is still alive and will have to hear the news that her son was killed. This was the same conversation Caretaker said he looked forward to sharing a drink with Crewe once they got out of prison, and Crewe admitted Caretaker was the first real friend he'd had in as long as he could remember.]]\\

* HilariousInHindsight: In the remake Crewe mentions they would have a tune up game against Appalachian State or some division II team. [[{{Irony}} Two years later, Appalachian State beat number 5 ranked Michigan in a game not unlike the situation posed in the movie.]]
** In the remake, Creator/TerryCrews plays one of the inmates. [[Series/EverybodyHatesChris Somehow, Julius ended up in prison with his grown-up son]], Creator/ChrisRock.

* FridgeHorror: How did Cheeseburger Eddy get those burgers into prison? Probably the best we don't know.

** In the remake, Terry Crews plays one of the inmates. [[Series/EverybodyHatesChris Somehow, Julius ended up in prison with his grown-up son, Chris Rock.]]

* In the remake, Terry Crews plays one of the inmates. [[Series/EverybodyHatesChris Somehow, Julius ended up in prison with his grown-up son, Chris Rock.]]

* FridgeHorror: How did Cheeseburger Eddy get those burgers into prison?
** Probably the best we don't know.

* MoralEventHorizon: The warden crosses it first when he [[spoiler:has Unger kill Caretaker by booby-trapping a radio]], and again when he [[spoiler:threatens to frame Paul for Caretaker's murder unless he throws the game, and orders the guards to give the cons a NoHoldsBarredBeatdown on the field even after promising to go easy on them if Paul held up his end of the bargain]].

* HilariousInHindsight: In the remake Crewe mentions they would have a tune up game against Appalachian State or some division II team. [[{{Irony}} Two years later, Appalachian State beat number 5 ranked Michigan in a game not unlike the situation posed in the movie.]]

* HilariousInHindsight: When Crewe mentions they would have a tune up game against Appalachian State or some division II team. [[{{Irony}} Two years later, Appalachian State beat number 5 ranked Michigan in a game not unlike the situation posed in the movie.]]