History Film / HowToLoseFriendsAndAlienatePeople

** BeYourself

* BrainlessBeauty: Sophie.

* DeadpanSnarker: many characters, but Alison probably takes the cake.
* FictionalCounterpart: ''Sharp's'' bears quite a bit of similarity to ''Magazine/VanityFair''.

* FunnyTShirt: Sidney waltzes into office on the first day of work wearing a T-shirt that reads "Young, Dumb & Full of Come". The staff of the magazine are not impressed, and his new boss simply chucks the one Sidney gave him out a window.

* MsFanservice: Sophie Maes, in-universe [[Creator/MeganFox and out]].

* SlobsVersusSnobs

* {{Transsexual}}: The girl Sidney picks up at a bar on his first night in NYC. They apparently become friends offscreen, and Sidney recruits her to pose as a stripper to embarrass Lawrence.

* BasedOnATrueStory: fictionalization of Toby Young's disastrous time working for ''[[Magazine/VanityFair Vanity Fair]]'' in TheNineties.

* SoundtrackDissonance: In a typical Hollywood HappyEnding, the principal couple are reunited and dance to a tune from ''Film/LaDolceVita'', which epitomizes "romantic" from them. Problem is, that film is actually far from being romantic and optimist...

* ShoutOut: The film Sophie Maes stars in is an obvious parody of ''Film/NunsStory''.

* SoundtrackDissonance: In a typical Hollywood HappyEnding, the principal couple are reunited and dance to a tune from Film/LaDolceVita, which epitomizes "romantic" from them. Problem is, that film is actually far from being romantic and optimist...

* {{Transsexual}}: the girl Sidney picks up at a bar on his first night in NYC.

* MsFanservice: Sophie Maes, in-universe [[MeganFox and out]].

''How To Lose Friends and Alienate People'' is a 2008 comedy film loosely based on Toby Young's memoir by the same name. It stars Creator/SimonPegg, Creator/KirstenDunst, Creator/MeganFox, Creator/JeffBridges and Creator/GillianAnderson.

* LadyInRed: Sophie during the awards ceremony.

* ActorAllusion: One character is shown to love White Russians. [[TheBigLebowski His boss is played by Jeff Bridges.]]
* AdamWesting: MeganFox plays a ditzy and attractive Hollywood starlet with questionable acting skills.

** Sidney asking Bill Nathanson flat-out asking if he was gay parallels Toby asking Nathan Lane the same question in regards to his performance in ''TheBirdcage''

* AnAesop: Success often comes at the expense of intergrity and nonconformity.

* FictionalCounterpart: ''Sharp's'' bears quite a bit of similarity to ''Literature/VanityFair''.

* NoCelebritiesWereHarmed: Clayton Harding is based on ''Literature/VanityFair'' editor Graydon Carter, and Eleanor Johnson on Nadine Johnson, a high-powered publicist.

* AnAesop: success often comes at the expense of intergrity and nonconformity.

* FunnyTShirt: Sidney waltzes into office on the first day of work wearing a T-shirt that reads "Young, Dumb & Full of Come". The staff of the magazine are not impressed.

* PrettyInMnk: Sophie shows up to an event wearing a white fox fur wrap.

* {{Transsexual}}: the girl Sidney picks up at a bar on his first night in NYC.

* MsFanservice: Sophie Maes, in-universe and out.

* SnobsVersusSlobs

* HiddenDepths: at least twice. [[spoiler:Lawrence is the "poet" Alison was going out with. Sidney has a Master's in Philosophy]].

* MostWritersAreWriters: most of the characters are journalists, and some of them have additional hobbies like writing novels or poetry.

* BeYourself

* FunnyTShirt: Sidney waltzes into office on the first day of his job wearing a T-shirt that reads "Young, Dumb & Full of Come". The staff of the magazine are not impressed.

* InWithTheInCrowd: the movie starts with Sidney, decked in a tux and an expensive watch, accompanying a foxy starlet to a gala event. The rest of the movie tells hot he got to that point,

* AdaptationNameChange: Toby Young is called Sydney in the movie.
* FunnyTShirt: Sydney waltzes into office on the first day of his job wearing a T-shirt that reads "Young, Dumb & Full of Come". The staff of the magazine are not impressed.
* HiddenDepths: at least twice. [[spoiler:Lawrence is the "poet" Alison was going out with. Sydney has a Master's in Philosophy]].
* InstructionalTitle: goes without saying.
* {{Transsexual}}: the girl Sydney picks up at a bar on his first night in NYC.

The movie concerns a smalltime British journalist trying to make it big in New York City's world of upscale magazines. HilarityEnsues, obviously.

* HiddenDepths: at least twice. [[spoiler:Lawrence is the "poet" Alison was going out with, and Sydney has a Master's in Philosophy]].