10 Jokes For Pleaser

Observational Jokes

Updated on: May 08 2025

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If being a pleaser was an Olympic sport, I'd probably win a gold medal for apologizing. I'd like to thank my parents for raising me with guilt and society for setting impossibly high standards. Thank you, thank you.
Being a pleaser must be tough. I mean, how do you decide which person's expectations to meet first? It's like having a to-do list that's longer than your Netflix watchlist.
You know you're a pleaser when you apologize for apologizing. It's like, "Sorry, I'm just so sorry all the time. Wait, did I apologize for saying sorry? Oh, I'm sorry about that too!
I've got a friend who's such a pleaser that they apologize to inanimate objects when they accidentally bump into them. "Sorry, Mr. Door, didn't mean to disrespect your personal space there.
I once dated a pleaser, and let me tell you, every decision was like playing a game of "Guess What I Want." Spoiler alert: I never won.
Ever notice how people pleasers are the only ones who can make a sentence sound like a question even when it's not? "I finished the report on time...? Is that okay...?
You ever notice how the word "pleaser" sounds like someone who's just desperate for approval? Like, "Oh, look at me, I'm such a pleaser! Please like me, please laugh at my jokes, please validate my questionable life choices!
I met someone the other day who introduced themselves as a "people pleaser." I thought, "Great, you can start by pleasing yourself by not telling me your life story in the first five minutes of our conversation.
I tried to teach my cat to be a pleaser, but it turns out she's more of a diva. She just sits there, judging me with those eyes that say, "You can't please me; I'm feline fabulous!
I recently discovered that my pet dog is a pleaser. I mean, he wags his tail so much, it's like he's auditioning for a role in a Broadway musical. "Coming this fall, starring Fido the Pleaser in 'Tails of Approval!'

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