Pleasantries are Unpleasant

Pleasantries are unpleasant

And Here is Why

Picture this: You haven’t seen your best friend or your sibling in three days. You finally sit down across from them, bursting with thoughts about the bizarre documentary you watched last night, or a terrifyingly brilliant business idea you had in the shower.

You open your mouth to dive in, but before you can speak, they hit you with it:

“Good morning! How are you doing today?”

Record scratch. Total vibe killer.

Why are we treating the people who literally know our deepest, darkest secrets like they are a bank teller or a stranger in an elevator?

The truth is out, and it’s time to face it: Pleasantries are an insult to intimacy.

The Shallow Small-Talk Matrix

If you are close with someone, starting a conversation with a pleasantry isn’t polite—it’s a micro-rejection. It signals, “I am currently resetting our relationship back to Level 1, please select a generic response.”

Let’s look at the worst offenders in the “Clueless Conversationalist” playbook:

The Offending PleasantryWhat They Think It MeansWhat It Actually Means
“Good morning!”“I am wishing you a pleasant start to your day.”“I have forgotten everything we discussed yesterday. Please reboot your system.”
“How are you doing?”“I care about your well-being.”“I am trapping you in a social contract where you must lie and say ‘Good, you?'”
“Crazy weather we’re having, huh?”“I am making a keen observation.”“I have absolutely nothing of substance to offer your brain right now.”

Real connection means being so tuned into each other that you can pick up a conversation right off the bat, mid-sentence, without an introduction. If you really love me, skip the preamble. Tell me why you think octopuses are actually aliens immediately.

A Self-Help Guide for the Conversational Clueless

If you have realized that you are a serial pleasantry-offender, don’t panic. You can change. You can save your relationships from the agonizing slow death of “Doing well, thanks!”

Here is your step-by-step guide to trading basic pleasantries for basic curiosity.

Step 1: Assume the Connection is Already Active

Think of your closest friends and family like an open group chat. You don’t type “Hello, how is everyone today?” in a group chat with your besties; you just drop a meme or a hot take. Treat real life the same way. Walk into the room assuming the connection never broke.

Step 2: Swap the Script

The next time you feel the urge to ask a generic question, force yourself to replace it with a disruptive hook.

Bad: “Hey, how was your weekend?”

Good: “I spent three hours yesterday reading about the history of the fork, and honestly, our ancestors were chaotic.”

Bad: “Good morning, sleep well?”

Good: “If we had to flee the country tomorrow, what’s the one sentimental item you’re packing?”

Step 3: Weaponize Basic Curiosity

People are inherently fascinating, but you’ll never find out why if you keep them trapped in the small-talk matrix. To have better, more vibrant relationships, ask about the things that actually matter:

  • What is currently obsessing them.
  • What minor inconvenience infuriated them today.
  • The weirdest thought they had on their commute.

Let’s Change Society

We have been conditioned by a polite, terrified society to wrap our interactions in bubble wrap. But bubble wrap is boring.

Let’s make a pact to banish the meaningless introduction. The next time a loved one says “How are you?”, look them dead in the eye and say, “We are better than this question. Ask me something real.”

Stop being pleasant. Start being interesting.

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