YMMV / Hitch

• Adorkable:
  • Although following the spirit of Hitch's advice, Albert mainly manages to charm Allegra by being who he really is...which involves bad dancing, teaching her to whistle, and dropping mustard on his shirt.
    Hitch: So, wait...that stuff worked for you?
    Allegra: It was adorable.
  • Allegra is herself quite adorkable at times - particularly in the boardroom scene where she asks for money to pursue a project.
  • Hitch himself in his college days was an awkward late bloomer who dressed like a dork...and still managed to get a beautiful woman to date him (if only briefly).
• Alternate Character Interpretation: Is Hitch a good guy that's just providing some romantic hand-holding to other good guys that need it? Or is he a morally gray person that gives sound dating advice but also engages in tactics that are fundamentally deceptive and manipulative? While Sara was wrong for assuming Hitch was an asshole based on nothing, a case can be made that despite his altruistic motives, some of Hitch's practices can genuinely come off as shady and underhanded, and that he's being a little intellectually dishonest when he denies any wrongdoing.
• Aluminum Christmas Trees: There exists in real life a "Pick-Up Artist" culture of men who consider themselves skilled at wooing women. Some of them are manipulative and unrepentant jerkasses like Vance, while others are genuinely nice guys like Hitch who coach clueless guys on how to become less clueless about women. In some ways, the ending of this movie is a Deconstruction of this "Pick-Up Artist" culture.
• Funny Moments: Several, most notably Albert's dancing prowess and Hitch's food allergy incident. The end credits feature the entire cast dancing insanely at Albert and Allegra's wedding.
• Heartwarming Moments: When Albert and Allegra and Hitch and Sara reconcile.
• Ho Yay: There's one scene where Hitch is showing Albert how to kiss and pretends to be Allegra, and has him practice a good night kiss scenario. Romantic music even plays during the scene. Hilarity Ensues when Albert actually kisses him and Hitch reacts with horror and disgust.
• Retroactive Recognition: Vance Munson is played by Jeffrey Donovan, who plays Michael Westen on Burn Notice, which makes it even funnier when Hitch manages to physically overpower him.
• Strawman Has a Point: The title character makes some very valid points about continuing with one's life, adapting, and moving on after a relationship goes sour. He gets called out on this by one of his clients who outright calls him a coward for not chasing after one's love; granted, in the client's case, the breakup was because of a misunderstanding, but on Hitch's case there was a very clear and valid reason for it. As expected, since the film is a Romantic Comedy, Hitch gives in and goes great lengths to get back his love interest even after several rejections, incurring extreme behavior and injuries to himself. Try imagining how that would work in Real Life.
• Why Would Anyone Take Him Back?: By the end of the film, Sara has almost ruined Hitch's career, publicly humiliated him as well as Allegra and Albert, and as Fridge Horror explains there's no telling how many couples around New York may have split up over paranoia that the man of the couple had help from Hitch, many of them being married if Hitch's memento wall of wedding invitations is any evidence. She also did all this without ever trying to get Hitch's side of things, and in the process published a story without fact-checking it, a story that humiliates a wealthy and influential New Yorker. The final scene has Hitch begging for forgiveness from Sara for some reason.