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  • Adaptation Displacement: Not many people are aware of the original short story... in which Deborah's boyfriend breaks Gary's arm.
  • Growing the Beard: The Channel Hop from ITV to The BBC with season two that also saw Neil Morrissey join the cast.
  • Harsher in Hindsight: Plenty of stuff involving Deborah is now painful to watch after the sheer amount of misfortune suffered by Leslie Ash after the series ended.
  • Ho Yay:
    • There always seemed to be something between Tony and Gary, for all they talked about girls. Word of God confirms it saying "Men Behaving Badly was about a same-sex relationship. Everyone latched on to the lad thing, but to me there was always a significant homoerotic content in the relationship between Gary and Tony. You always got the impression that they'd rather be left alone together, but that was something that they could never admit to themselves."
    • When Gary is soon to be married (later called off):
      Tony: Gary... if I was a girl... with a girl's bottom and everything... would you marry me?
      Gary: [stares at him for a moment in an awkward silence, then answers instantly] Course mate!
      Tony: Cheers mate!
  • More Popular Replacement: Tony. Many viewers are surprised to learn that Dermot ever existed.
  • Nightmare Fuel: Gary's dream sequences in Your Mate V Your Bird, which involve Tony stabbing himself and bleeding messily everywhere (to which dream-Gary reacts with horror... as he'll never get the stain out of the carpet) and Dorothy hurling a pair of scissors across the room to nail Gary's throat to a door.
  • Retroactive Recognition: Shortly after leaving in Season 1, Harry Enfield would become best known for his work in sketch comedy.
  • Unintentional Period Piece: The rise of this show's popularity was directly linked to the rise of lad culture that surfaced in Britain around the mid-to-late 1990s that emphasized drinking, smoking, and casual sex. As such, this show became a time capsule almost as soon as that mentality began to wane around the mid-noughties.
  • Values Dissonance: Dorothy's treatment of Gary would today be a very clear-cut example of emotional and physical domestic abuse. You can tell from the audience's laughter just how differently this was perceived back then.
    • The group reaction to Tony getting a pair of glasses automatically dates this show to before the 21st century where glasses were often seen as a weakness to be mocked.
    • Post Me Too, it is debatable whether a character like Tony would get a starring role in a mainstream comedy today. There are so many times that Deborah clearly says no only for him to continue pursuing her. And that is to say nothing about behavior such as bugging her flat which today is nothing less than stalking.

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