Zoom In for Zoomer Humor, Grandpa-Approved: 40 Of Them All!

It’s a great day to be a Zoomer (or to laugh at them)! As the generational gap continues to widen, one thing remains constant—humor. But, when you throw in some quirky slang, memes, and references, it creates a delightful cocktail of confusion and hilarity. Whether you’re the one using terms like “yeet” or you’re just trying to keep up with the latest TikTok trend, one thing’s for sure—Zoomer humor is on a whole different level.

In this post, Grumpy Sharks presents 40 of the funniest, most absurd Zoomer-approved moments pulled straight from r/FellowKids, a subreddit dedicated to showcasing those “uh-oh” moments when older generations try to “fit in” with the youth.

Prepare yourself for awkward dad jokes, cringeworthy slang, and the sheer ridiculousness that comes with attempting to be part of the Zoomer world. Get ready to laugh, cringe, and maybe even learn a new phrase or two that’ll leave you questioning all the cool things you thought you knew.

#1 Is this even a real billboard?

Source: ashleypureheart22

#2 The pinnacle of “how are you fellow kids?”

Source: LocalAnarchist

#3 Found on the streets of NY

Source: GDGameplayer

#4 Oh, the irony!

Source: JackFJN

#5 Wendys No 😣

Source: 32kron

All these cringe-worthy gems come from r/FellowKids, a subreddit where people share their favorite attempts at older generations using Zoomer lingo, humor, or trends. With over 2.5 million members, the community loves pointing out when people, particularly the older crowd, try to jump into the world of TikTok and Snapchat with sometimes hilariously embarrassing results.

From awkward dad memes to “hip” slang used by clueless grandparents, this subreddit is a treasure trove of comedic gold. The humor often comes from the clash of cultures between generations—what Zoomers think is cool is often met with confusion (or outright horror) from older generations.

But that’s what makes these moments so funny—they remind us that trying too hard to be “hip” often ends up creating something that’s more funny than fashionable.

#6 The chicken jockey is epic!

Source: JackFJN

#7 This is an ad on Reddit

Source: EnvironmentalBox2294

#8 This is an ad on Reddit

Source: Marcinex720

#9 Just a chill cat

Source: JustinoCaca

#10 Oh…okay

Source: Dull-Blueberry-2873

There’s a special kind of humor that emerges when older generations try to use terms or slang that just don’t belong to them. It’s a mix of cringiness, unintentional comedy, and the fact that they’re genuinely trying. But here’s the thing—most of the time, it doesn’t work. And that’s where the magic happens. The beauty of “Fellow Kids” content lies in its absurdity—it’s funny because it’s wrong, and it’s wrong because it’s trying so hard to be right.

Think of it like trying to explain a meme to your grandparents. No matter how hard you try to break it down, the connection just doesn’t click. And that’s exactly what makes these awkward, misplaced references so delightful. They’re not supposed to make sense—they’re meant to highlight the hilarious generational divide that we all laugh about (and sometimes feel guilty about) when we try to keep up with trends we don’t fully understand.

#11 Why, Wendy??

Source: Videomonkey05

#12 Oh…. My god

Source: c0mpromised

#13 Ad at my local train station

Source: Kasplodger

#14 This garbage sign for a car dealership

Source: Realrockstarnerd1957

#15 I downloaded this app to learn Russian NOT TO LEARN HOW TO SAY “MEMES” IN RUSSIAN

Source: DirtyHeals2

The reason why these posts are so universally hilarious is that we’ve all experienced the awkwardness of trying to fit in at some point, even if it’s just with a new technology or a social media app. We’ve all watched that one video or read that one text that made us ask ourselves, “Did I really just say/do that?”

For older generations, trying to embrace Zoomer humor can sometimes result in moments so awkward, they become funny. It’s like when your parents try to reference a meme you saw two weeks ago—while they mean well, their version just falls flat. But that’s exactly why it’s funny. It’s the clash between effort and failure that makes these moments so entertaining.

#16 Wendy’s is a goldmine

Source: melodychocolat_

#17 Toilet paper trying to be cool

Source: daemonsdiablo

#18 Vitamin water rizz

Source: chumisapenguin

#19 Roblox Ice Spice Ad

Source: AgreeableAd8687

#20 I heavily sighed after seeing this.

Source: NekutanMetaru98

To understand why Zoomer humor resonates so much with the younger crowd—and creates such funny situations for older generations—it helps to look at how this humor is created. Zoomer humor thrives on unpredictability, absurdity, and a healthy dose of irony. It’s humor that breaks traditional norms, makes fun of established systems, and embraces randomness.

Zoomers love things that are unexpected and weird—memes that don’t make sense, random jokes about cats or random things people do, and any humor that defies logic. But to older generations, these things can come off as confusing or nonsensical, which is exactly why they’re funny to Zoomers.

It’s an inside joke that’s entirely based on having an unconventional sense of humor. When older generations try to replicate that humor, it doesn’t always land—and that’s where the fun begins.

#21 This entire box of cereal

Source: No_One3018

#22 Such a chill contractor

Source: AC_faceless

#23 Thought this was parody for a second, nope

Source: Bulgref

#24 Flush your savings down the skibidi toilet

Source: Limp-Sherbert-6703

#25 I freaking hate it here

Source: TheShinyKeldeo

We spoke with Dr. Ellen Bishop, a cultural psychologist, to understand why generational humor often leads to these cringey but hilarious moments.

“Humor often functions as a bridge between different age groups, but when the attempt to relate to a younger generation falls short, it exposes the differences in communication styles, language, and understanding of cultural references. The result is often awkward, but it’s these awkward moments that make us laugh.”

Dr. Bishop’s insight sheds light on why we find these moments so amusing. It’s not just that they’re funny—it’s because they represent an attempt to relate to a completely different world, and that effort, when unsuccessful, is where the humor lies.

#26 KitKat ad. Do i need to say more

Source: PlantSalty2156

#27 Found this in the wild

Source: yaxkongisking12

#28 I don’t know about this “goat” people talk about and I’m afraid to ask

Source: round_is_funny

#29 Welcome to High School everybody!

Source: deltiken

#30 It takes time they said…

Source: critikal_mess

So, what can we learn from these generational humor fails? Well, for one, we can laugh. We can laugh at the absurdity of it all and appreciate that the gap between generations doesn’t always have to be a barrier. It’s proof that, no matter how old you are, you can still find joy in the simple things—even if those simple things are memes that don’t make sense.

#31 Triple barrel

Source: ExpressionExternal95

#32 Skibidi surgeries?

Source: Reddit user

#33 The cookies my boyfriend’s boss handed out around the office

Source: RabbitDragon49

#34 Okay then

Source: BonkBoy69

#35 Spotify strikes again

Source: SkeletonCircus

At Grumpy Sharks, we say: Embrace the awkwardness. Whether you’re a Zoomer, a Millennial, or a Baby Boomer, we can all share a good laugh about the hilarious (and sometimes cringeworthy) attempts at fitting in with each other.

It’s not just about getting the joke—it’s about enjoying the laugh together, even if it’s a little embarrassing.

#36 Who is behind Clash of Clans advertising?

Source: Connect-Crew4701

#37 Wholesome fellowkids

Source: arturkarlgren

#38 They’re becoming ironically self-aware

Source: HeroAntagonist

#39 Nickelodeon knows its audience

Source: UndeadKurtCobain

#40 Yep guys. Burger King just acknowledged No Nut November.

Source: snapecastic109

And there you have it—40 glorious snapshots of generational humor clashing, colliding, and somehow creating pure comedic chaos in the process. Whether you’re a Zoomer fluent in sarcasm and deep-fried memes or a Boomer who still forwards “funny” chain emails, we hope you found something to laugh at (or at least squint at in confusion).

These images are more than just memes—they’re cultural artifacts. A reminder that while the internet keeps evolving, our collective desire to connect (and miscommunicate hilariously) stays the same. Maybe your dad doesn’t know what “rizz” means, and maybe your niece thinks landlines are urban legends—but when it comes to funny pics, everyone’s invited to the party.