A split image: on the left, a Reddit post asks, "How did your high school crush turn out as an adult?" with a reply about her marrying a successful executive; on the right, a tweet jokes about undermining a friend group’s hierarchy to help the patriarchy fall.

The internet can be a place with endless bragging and highlight reels, but some people take the opposite approach by turning themselves into the punchline. With sharp wit and a willingness to laugh at themselves, they transform awkward moments into comedy gold.

These posts remind us that sometimes the best way to handle life’s little embarrassments is to laugh at yourself with everyone else. Let’s dive into 20 people who mastered the art of self-deprication.

1. “It has to be something he’d look for.”

A remote control, a shoe, and a pair of glasses are stuck to a white ceiling. The caption jokes about sticking items to the ceiling daily, and a funny comment is visible below.
thobgot/VIA Reddit.com

2. Well, I’m not going to be ugly and broke

A meme asks, "If someone gave you $200 because 'you're ugly,' would you take the money?" A reply says, "Absolutely. I'm ugly not stupid.
userdeleted/VIA Reddit.com

3. At least Seth Rogen can own it

A Twitter exchange where a user asks if famous people get annoyed by Seth Rogen's laugh, and Seth Rogen replies, "They do.
wapu/VIA Reddit.com

4. “She sure dodged a bullet.”

A Reddit post asks how people's high school crushes turned out. A comment says the crush married a successful executive, is wealthy, travels the world, and "dodged a bullet" by not ending up with the commenter.
justtransportation51/VIA Reddit.com

5. Donny just needs a hug

A Reddit post asks, "What's the dumbest thing you believed as a child?" The top comment highlighted below replies, "That I would grow up to be happy.
userdeleted/VIA Reddit.com

6. Don’t be so hard on yourself, Mr. Slater

A tweet from Jeremy Slater (@jerslater) says: "That was the worst thing I’ve ever seen, and I wrote FANTASTIC FOUR." The tweet shows 3,390 retweets, 480 quote tweets, and 12.4K likes.
joe_mcfadden104/VIA Reddit.com

7. I mean, you look really happy!

A tweet by Christine Sydelko shows a photo of her with a surprised expression next to an image of people riding a green caterpillar-shaped amusement park ride, comparing her appearance to the ride.
random-barbarian/VIA Reddit.com

8. I’d be honored to look like a king

Three images: long wavy hair, a woman with frizzy hair in a blue robe, and a painting of King George I with curly hair. Below, a tweet jokes about looking like King George I after taking out braids.
summoner-/VIA Reddit.com

9. It is honestly really crazy to think about

A tweet by Nathan Zed reads: "do yall realize we literally got devices in our hands where we can talk to anybody in the world face to face at any time bruh thats wild. nobody calling me but still wow.
nughtlock/VIA Reddit.com

10. “I’ll single-handedly make the continent dumber.”

A Reddit post says, "Antarctica probably has the highest average IQ of any continent." A top comment reads, "Imma go there and balance it out," with 315 upvotes.
oored_fateoo/VIA Reddit.com

11. There’s an administration building?

A tweet from Julia (@julliab) jokes: “How do people find their soulmate in the first 2 months of college? It took me 4 months just to find the administrator building.”
userdeleted/VIA Reddit.com

12. Just give him a chance

A Twitter post says, "if a guy is hitting on you and he is clearly the alpha of his group friends.. go for the third in command and undermine their whole power structure. Destroy the patriarchy #wastehistime2019". A reply reads, "Go with the bottom of the barrel, so I can finally get a chance.
zombiepopp3d/VIA Reddit.com

13. Posting that for all your friends to see is a questionable decision

A meme shows Shrek and a bespectacled character side by side, captioned "90% of millennial couples look like this." Below, a Facebook comment has a couple’s photo and says, "This is my most recent ex and me.
plewsuboi/VIA Reddit.com

14. He’s not a worthy victim

A Reddit post asks who you'd pick to be chased by for 24 hours to win $3 billion; the top comment humorously chooses The Predator, reasoning they're old, out of shape, and not honorable prey.
onelove0328/VIA Reddit.com

15. Death by proper grammar

A tweet by @john_from_hr reads: "you’re either hot or you know how to use semi-colons properly; there’s no in-between." The tweet has 11.2K retweets and 124K likes.
erwoodle/VIA REDDIT.com

16. There’s nothing wrong with a ground dog

A tweet by Mike F reads: "its stupid when girls say they cant find a guy, yet they ignore me. its like saying youre hungry when theres a hot dog on the ground outside.
userdeleted/VIA Reddit.com

17. That’s my rap name too

A tweet from @mattywhitlockPM says, "Your rap name is 'young' + something you always carry with you, no matter where you go." @PrettyBadLefty replies, "Young Student Loan Debt.
smtdimitri/VIA Reddit.com

18. She can see clearly now

A tweet asks men if they prefer their partner to wear makeup. A reply says makeup doesn't matter, but jokes they worry more about her starting to wear glasses. Both usernames are blurred.
gimmedatjuice/VIA Reddit.com

19. Someone get this man a marketing application

A social media post reads: "The fact that Head and Shoulders doesn't have a body wash called Knees and Toes disappoints me almost as much as I disappoint my parents.
prequelsoversequels/VIA Reddit.com

20. The spotlight’s on you, trash can

A trash can is spotlighted in a dark room. Below, a tweet reads: "when the class finally settles down for me to present my project.
andydufresne001/VIA Reddit.com

Want to see more funny people on the internet?

Check out 19 People Who Thought Lying on the Internet Was Cool, or take a look at 25 People Who Have No Sense of Humor (And The Internet Noticed). Finally, if you want to see people who forgot the internet has receipts, check out 25 People Who Forgot the Internet Has Receipts.

Meet the Writer

Patrick is a writer based in upstate New York, where he grew up and still calls home. Over the past year, he’s been diving deep into storytelling, especially tales rooted in history, the Wild West, lost treasures, and ancient artifacts. He’s also drawn to unsolved mysteries and whatever the internet can’t stop talking about.

Whether it’s a centuries-old legend or a bizarre internet rabbit hole, Patrick is always chasing the threads of a compelling story. When he’s not chasing stories, Pat’s probably hiking mountain trails with his dog, exploring new corners of the U.S., or doom-scrolling between hangouts with friends and family. He finds inspiration in nature, forgotten places, and random conversations—anything that sparks curiosity. Whether it’s city streets or backcountry paths, Patrick’s always on the lookout for the next great story.