The Face-Palmiest Michael Scott Dating Moments And Advice From The Office

Voting Rules
Vote up the moments that still make you cringe-laugh.

There have been plenty of zany and memorable TV bosses, but few are quite as memorable as The Office 's Michael Scott. Many fans think he's the best character on The Office , and for good reason. He's funny , he's strangely sweet, and above all else, he gives unforgettable advice on all matters of the heart – whether his coworkers want it or not. Michael Scott dating advice deserves its own Dundie .

What Michael from The Office says about dating is often absurd, but never lacking in harsh honesty. After all, if there's one thing Michael Scott has in abundance, it's confidence. As a result of his ability to turn a phrase in the absolute worst possible direction, The Office has more than its fair share of face-palmiest Michael Scott dating moments. From "That's what she said" to his preferred bra-removal technique, Michael is a font of misguided dating wisdom.

Take stroll down memory lane (or into the memory cubicle) and recall some of the most cringeworthy Michael moments from The Office .


  • 1. That Doesn't Seem Quite Right

    That Doesn't Seem Quite Right
    Photo: NBC
    26 votes
  • 2. To Be Loved Or To Be Feared?

    To Be Loved Or To Be Feared?
    Photo: NBC
    39 votes
  • 3. At Least He's Honest

    At Least He's Honest
    Photo: NBC
    31 votes
  • 4. Always Be Careful What You Say

    Always Be Careful What You Say
    Photo: NBC
    35 votes
  • 5. What If She Walked Away Backwards?

    What If She Walked Away Backwards?
    Photo: NBC
    21 votes
  • 6. Michael Perfectly Sums Up Dating

    Michael Perfectly Sums Up Dating
    Photo: NBC
    28 votes