Ah, the classic boss and secretary dynamic—always ripe for some good-natured jokes! Whether it’s the overconfident boss trying to flex his power or the secretary who’s had enough and knows exactly how to put him in his place, there’s no shortage of funny stories.
These workplace relationships often lead to hilarious moments, especially when bosses try to be the smartest one in the room. But as we all know, sometimes the best laughs come when the secretary gets the last word.
Ready for a joke that shows exactly that? Here’s a funny little story that shows just how quickly things can backfire when you try to show off in front of your new employees…
A female secretary was assisting her new boss set up his PC and asked him what word he might want to use as a secret key to sign in with.
Needing to humiliate his new secretary a piece and let her know where they stood, he pompously advised her to enter ‘pen!s.’
Without squinting or saying a word, she entered the secret phrase.
She then nearly passed on chuckling at the PC’s reaction:
BONUS: ANOTHER FUNNY JOKE
This funny (and fictional) story is about a shy and young salesman from North Dakota. At first, I felt really sorry for the guy, but after reading the end I couldn’t stop laughing! So damn good – the best laugh I’ve had in a while!
Looking for a job in the big city
Matthew, a young guy from a small town in North Dakota, moves to Miami. He enters a large department store trying to find a job.
He finally gets an interview with the boss, who asks him:
“Do you have any sales experience?”
