Humor in The Classroom: Real Stories and Hilarious Teacher Fails

Teachers Off Duty

Bored Teachers

Comedy, Stand-up

4.6 • 2.2K Ratings

🗓️ 4 May 2025

⏱️ 60 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

BIG NEWS!!! Our 2025 Bored Teachers Comedy Tour FALL SHOWS are now on sale! Rally your teacher besties TODAY and lock in your spots for the night of laughter you NEED to make it through the first semester! https://bit.ly/TODBTCT

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In this episode of Teachers Off Duty, Jess Smith, Leslie Rob, and Brian Moote dive into the chaos and comedy of classroom life—and how humor often becomes a teacher’s greatest survival skill. From Leslie’s infamous attempt to jump a fence on a field trip (in a skirt, no less), to Brian getting heckled by kindergartners into proving he could still dunk, the trio shares the hilarious, cringeworthy, and surprisingly heartfelt moments that come with trying to keep kids engaged and yourself sane. Whether it’s spelling on the whiteboard with dyslexia, dodging judgmental admin in the hallway, or reading test instructions in a robot voice, these stories show the reality of teaching with levity.

But beyond the laughs, they unpack why humor actually matters. It builds trust, breaks down walls, and offers a moment of joy to students who may desperately need it, especially in high-pressure environments filled with testing, expectations, and emotional weight. Even if the jokes bomb or backfire (and they will), the act of showing up with authenticity and lightness can change the classroom dynamic completely.

If you’ve ever relied on a dad joke to get through the day, or taught a lesson with your fly down and your dignity on the line, this one’s for you.

Listen now & don’t forget to subscribe!

Follow your hosts:

Leslie Rob @LeslieRobComedy

Jess Smith @TeacherTalesOfMissSmith

Brian Moote @MooteComedy

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Also, don’t miss the latest updates on the Bored Teachers Comedy Tour! We’re hitting cities across the U.S. this fall. Follow the link for dates: https://www.boredteachers.com/comedy-tour

Get ready for a hilarious time!

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Transcript

Click on a timestamp to play from that location

0:00.0	So I have dyslexia, which I didn't really know was going to impact me until I started writing on a whiteboard.
0:06.5	One of my students is like, Miss Rob, I dare you to pop that fence.
0:10.0	So I know a lie, in a skirt.
0:12.0	And I'm like, here we go, here we go.
0:14.0	Oh, you committed.
0:15.0	I was committed.
0:16.0	And we had to do standardized testing.
0:18.0	I think I could tell the story because the statute of limitations is probably up. Oh, no.
0:21.8	Oh, my God.
0:22.8	Oh, whatever it was.
0:23.8	No.
0:24.6	I'm not liable for whatever to come out of this man's mouth.
0:27.4	So I do not submit to whatever it is he says.
0:29.9	I will say, like, standardized testing was the thing that, like,
0:32.9	sucked all of the joy out of the classroom.
0:36.6	Like, do just do different accents?
0:38.3	Yeah.
0:39.3	Hello, good morning, kids.
0:41.3	Talk of the morning, tell ya.
0:43.3	Today we're working on math.
0:45.3	Turn around right now and I turn around and they just blast.
0:47.3	I was like, you little murderers.
	...

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