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Changed line(s) 5 (click to see context) from:
* AmbiguouslyBi: Bill who dated Charlie when he was originally a woman and still harbors some romantic and sexual attraction to him. However, he is also attracted to Charlie's mother Evelyn and dates her.
to:
* AmbiguouslyBi: Bill who dated Charlie when he was originally as a woman and still harbors may harbor some romantic and sexual attraction to him. However, he is also attracted to Charlie's mother Evelyn and dates her.
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Changed line(s) 25 (click to see context) from:
* OldFriendNewGender : A rare FTM example.
to:
* OldFriendNewGender : OldFriendNewGender: A rare FTM example.
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* OldFriendNewGender : A rare FTM example.
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Changed line(s) 33 (click to see context) from:
* TransgenderFetishization: The trans man Bill (born Jill) is portrayed by cis actor Chris O'Donnell.
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* TransgenderFetishization: TransCharacterCisActor: The trans man Bill (born Jill) is portrayed by cis actor Chris O'Donnell.
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Changed line(s) 33 (click to see context) from:
* TransgenderFetishization: The transwoman Bill (born Jill) is portrayed by actor Chris O'Donnell.
to:
* TransgenderFetishization: The transwoman trans man Bill (born Jill) is portrayed by cis actor Chris O'Donnell.
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* AccidentalMisnaming: Charlie keeps accidentally calling Bill by his deadname Jill.
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Changed line(s) 28 (click to see context) from:
** When Bill asks Charlie about the possibility of Evelyn rejecting him upon learning that he is transgender, Charlie calls Bill "Film/CalamityJane", referencing the homoerotic subtext between the characters Calamity Jane and Katie Brown.
to:
** When Bill asks Charlie about the possibility of Evelyn rejecting him upon learning that he is transgender, Charlie calls Bill "Film/CalamityJane", referencing referring to the homoerotic subtext between the characters Calamity Jane and Katie Brown.
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Changed line(s) 15 (click to see context) from:
* IfIHadANickel: "If I had a nickel for every time a girl broke up with me and came back as a man, I'd have a nickel!"
to:
* IfIHadANickel: "If IfIHadANickel:
-->"If I had a nickel for every time a girl broke up with me and came back as a man, I'd have a nickel!"
-->"If I had a nickel for every time a girl broke up with me and came back as a man, I'd have a nickel!"
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* IfIHadANickel: "If I had a nickel for every time a girl broke up with me and came back as a man, I'd have a nickel!"
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Changed line(s) 26 (click to see context) from:
** When Bill asks Charlie about the possibility of Evelyn rejecting him upon learning that he is transgender, Charlie calls Bill ''Film/CalamityJane'', referencing the homoerotic subtext between the characters Calamity Jane and Katie Brown.
to:
** When Bill asks Charlie about the possibility of Evelyn rejecting him upon learning that he is transgender, Charlie calls Bill ''Film/CalamityJane'', "Film/CalamityJane", referencing the homoerotic subtext between the characters Calamity Jane and Katie Brown.
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Changed line(s) 11 (click to see context) from:
* ForeShadowing: Charlie talking about Jill, saying that "this girl is something different".
to:
* ForeShadowing: {{Foreshadowing}}: Charlie talking about Jill, saying that "this girl is something different".
Changed line(s) 24 (click to see context) from:
* ShoutOut: When Alan realizes that Bill is the same person in the picture of Jill he is looking at, Charlie tells him "Welcome to [[Film/TheMatrix The Matrix]]."
to:
* ShoutOut: ShoutOut:
** When Alan realizes that Bill is the same person in the picture of Jill he is looking at, Charlie tells him "Welcome to [[Film/TheMatrix The Matrix]].""
** When Bill asks Charlie about the possibility of Evelyn rejecting him upon learning that he is transgender, Charlie calls Bill ''Film/CalamityJane'', referencing the homoerotic subtext between the characters Calamity Jane and Katie Brown.
** When Alan realizes that Bill is the same person in the picture of Jill he is looking at, Charlie tells him "Welcome to [[Film/TheMatrix The Matrix]].
** When Bill asks Charlie about the possibility of Evelyn rejecting him upon learning that he is transgender, Charlie calls Bill ''Film/CalamityJane'', referencing the homoerotic subtext between the characters Calamity Jane and Katie Brown.
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Changed line(s) 26 (click to see context) from:
* TransEqualsGay: Discussed in the episode. When Bill admits to Charlie that he always felt like "a man trapped in a woman's body", Charlie debates that if Bill were really a man, he would've participated in a threesome with him and a cocktail waitress. Charlie stresses he begged him to participate in said threesome but Bill turned it down.
to:
* TransEqualsGay: Discussed in the episode. When Bill admits to Charlie that he always felt like "a man trapped in a woman's body", Charlie debates that if Bill were really a man, he would've participated in a threesome with him and a cocktail waitress. Charlie stresses he begged him to participate in said threesome but Bill turned it down. waitress.
-->'''Charlie:''' I ''begged'' you!
-->'''Charlie:''' I ''begged'' you!
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Changed line(s) 14 (click to see context) from:
* {{Hypocrite}}: Evelyn thinks Alan and Charlie are uncomfortable with her dating a younger man whilst they've dated younger women and calls them out on it.
to:
* {{Hypocrite}}: Evelyn thinks Alan and Charlie are uncomfortable with her dating a younger man whilst they've dated younger women and calls them out on it. Although she's not entirely wrong considering Alan was against the relationship from the beginning because Bill is younger than him and Charlie.
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* DeadpanSnarker: Berta after finding out that Jill is now "Bill", much to Charlie and Alan's displeasure.
-->'''Berta:''' What are the odds, huh? One brother turns 'em gay, the other one turns 'em guy.
-->'''Berta:''' What are the odds, huh? One brother turns 'em gay, the other one turns 'em guy.
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* OutOfFocus: Jake only appears in one brief scene.
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* JerkassHasAPoint: Evelyn calls Charlie and Alan hyprocrites for objecting to her dating a younger man when they date younger women all the time. That isn't the real reason they object to it, but considering Alan was against their relationship for that very reason before learning the truth about Bill/Jill, she's not exactly wrong.
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No longer a trope
Deleted line(s) 22,23 (click to see context) :
* SuddenlySexuality: Lampshaded by Berta who discovers Jill is now Bill and jokes about it to Alan and Charlie.
-->'''Berta''': What are the odds, huh? One brother turns them gay, the other turns them guy!
-->'''Berta''': What are the odds, huh? One brother turns them gay, the other turns them guy!
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* SuddenlySexuality: Lampshaded by Berta who discovers Jill is now Bill and jokes about it to Alan and Charlie.
-->'''Berta''': What are the odds, huh? One brother turns them gay, the other turns them guy!
-->'''Berta''': What are the odds, huh? One brother turns them gay, the other turns them guy!
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* ForeShadowing: Charlie talking about Jill, saying that "this girl is something different".
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-->'''Alan''': Nice guy. Poker buddy?
-->'''Charlie''': Used to. And don't call me "buddy".
-->'''Charlie''': Used to. And don't call me "buddy".
Changed line(s) 10 (click to see context) from:
* IfItsYouItsOkay: Even after learning that Bill used to be a woman and dated Charlie (the last part freaks her out), Evelyn still dates him.
to:
* IfItsYouItsOkay: Even after learning that Bill used to be a woman and dated Charlie (the (that last part freaks her out), Evelyn still dates him.
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* DoubleEntendre: Alan's question to Charlie about Bill turns into this, to Alan's confusion.
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* {{Hypocrite}}: Evelyn thinks Alan and Charlie are uncomfortable with her dating a younger man whilst they've dated younger women and calls them out on it.
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* ShoutOut: When Alan realizes that Bill is the same person in the picture of Jill he is looking at, Charlie tells him "Welcome to [[Film/TheMatrix The Matrix]]."
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* TransgenderFetishization: The transwoman Bill (born Jill) is portrayed by actor Chris O'Donnell.
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* GirlOfTheWeek: Jill (now Bill) for Charlie.
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* NewOldFlame: Charlie dated a woman named Jill five years prior. When they reunite, he's shocked that Bill is Jill post-transitioning and that he wants a friend for support.
* RememberTheNewGuy: Charlie and Berta discussing his reunion with an old-flame named Jill.
* RememberTheNewGuy: Charlie and Berta discussing his reunion with an old-flame named Jill.
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Changed line(s) 4 (click to see context) from:
* AmbiguouslyBi: Bill who dated Charlie when he was originally a woman and still harbors some sexual attraction to him. However, he is also attracted to and dates Charlie's mother Evelyn.
to:
* AmbiguouslyBi: Bill who dated Charlie when he was originally a woman and still harbors some romantic and sexual attraction to him. However, he is also attracted to and dates Charlie's mother Evelyn and dates her.
* EverybodyHasStandards: Evelyn seems fine when she finds out about Bill’s sex-change operation, but passes-out when she realizes that he had slept with Charlie multiple times when he was a woman pre-transitioning.
* GuyOfTheWeek: Bill for Evelyn.
* EverybodyHasStandards: Evelyn seems fine when she finds out about Bill’s sex-change operation, but passes-out when she realizes that he had slept with Charlie multiple times when he was a woman pre-transitioning.
* GuyOfTheWeek: Bill for Evelyn.
Deleted line(s) 8 (click to see context) :
* ITakeOffenseToThatLastOne: Evelyn seems fine when she finds out about Bill’s sex-change operation, but passes-out when she realizes that he had slept with Charlie multiple times.
Changed line(s) 12 (click to see context) from:
* TransEqualsGay: Discussed in the episode. When Bill admits to Charlie that he always felt like "a man trapped in a woman's body", Charlie debates that if Bill were really a man, he would've participated in a threesome with him and a cocktail waitress. Charlie stresses he begged him to participate in said threesome but Bill turned it down.
to:
* TransEqualsGay: Discussed in the episode. When Bill admits to Charlie that he always felt like "a man trapped in a woman's body", Charlie debates that if Bill were really a man, he would've participated in a threesome with him and a cocktail waitress. Charlie stresses he begged him to participate in said threesome but Bill turned it down.
* TransRelationshipTroubles: Charlie's relationship with his ex Bill (then Jill) as he broke up with Charlie to find himself. Charlie then complains about the relationship and why couldn't Bill make it work for him. Averted with Evelyn who accepts Bill's transgender secret and still dates him.
* TransRelationshipTroubles: Charlie's relationship with his ex Bill (then Jill) as he broke up with Charlie to find himself. Charlie then complains about the relationship and why couldn't Bill make it work for him. Averted with Evelyn who accepts Bill's transgender secret and still dates him.
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* ITakeOffenseToThatLastOne: Evelyn seems fine when she finds out about Bill’s sex-change operation, but passes-out when she realizes that he had slept with Charlie multiple times.
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* AgeGapRomance: Evelyn and Bill. Before learning that Bill is transgender, the age difference is what grosses Alan out the most.
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* SmokingHotSex: After dinner, Evelyn invites Bill back to her place for coffee and cigars. Bill tells her he doesn't smoke but Evelyn clarifies that he will after they've slept together.
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* INeedAFreakingDrink: Charlie's reaction after reuniting with his ex Jill/Bill and learning she is now transgender FTM, is to hit the bottle.
* INeverToldYouMyName: One of the things that tips Charlie off about Bill is Bill addressing him by his name. Upon which, Charlie corrects Bill saying he never told him his name as they only just met and asks how does he know his name. It is this that causes Charlie to realize that the man he's talking to is his ex Jill (now as Bill).
* INeverToldYouMyName: One of the things that tips Charlie off about Bill is Bill addressing him by his name. Upon which, Charlie corrects Bill saying he never told him his name as they only just met and asks how does he know his name. It is this that causes Charlie to realize that the man he's talking to is his ex Jill (now as Bill).
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Charlie is stunned to learn his ex-girlfriend is now a man (played by Chris O'Donnell). Original airdate, March 1, 2004.
!!Tropes:
* AmbiguouslyBi: Bill who dated Charlie when he was originally a woman and still harbors some sexual attraction to him. However, he is also attracted to and dates Charlie's mother Evelyn.
* IfItsYouItsOkay: Even after learning that Bill used to be a woman and dated Charlie (the last part freaks her out), Evelyn still dates him.
* LoveFatherLoveSon. An odd example. In which, Charlie's ex lover Jill who is now transitioned as Bill is dating his mother Evelyn.
* LoveTriangle: Charlie/Bill/Evelyn.
* TransEqualsGay: Discussed in the episode. When Bill admits to Charlie that he always felt like "a man trapped in a woman's body", Charlie debates that if Bill were really a man, he would've participated in a threesome with him and a cocktail waitress. Charlie stresses he begged him to participate in said threesome but Bill turned it down.
!!Tropes:
* AmbiguouslyBi: Bill who dated Charlie when he was originally a woman and still harbors some sexual attraction to him. However, he is also attracted to and dates Charlie's mother Evelyn.
* IfItsYouItsOkay: Even after learning that Bill used to be a woman and dated Charlie (the last part freaks her out), Evelyn still dates him.
* LoveFatherLoveSon. An odd example. In which, Charlie's ex lover Jill who is now transitioned as Bill is dating his mother Evelyn.
* LoveTriangle: Charlie/Bill/Evelyn.
* TransEqualsGay: Discussed in the episode. When Bill admits to Charlie that he always felt like "a man trapped in a woman's body", Charlie debates that if Bill were really a man, he would've participated in a threesome with him and a cocktail waitress. Charlie stresses he begged him to participate in said threesome but Bill turned it down.
