40 Situations That Couldn’t Be Any More Awkward

Let’s play a game of Would You Rather? Would you rather have a four-hour root canal or a normal checkup where you accidentally suck the dentist’s finger?

Maybe it’s just because my dentist and I get along really well, but I’d suck his finger. Still, there are tons of people who would take the root canal.

Yet, I’d probably change my tune if the awkward things on this list happened to me.

1. Well, I suppose this is one way to prepare these young’uns for college.

I’m guessing we can’t officially call this little event beer pong, but there are a lot of parents who still wouldn’t be impressed by it.

2. I wonder if this shirt is his way of finding out if he’s gonna have to mark on a curve.

I love how those two kids pretty much proved the shirt right ’cause they obviously weren’t tryna extrapolate anything.

3. Dang, so this kid was stuck in the middle of an awkward situation they weren’t even aware of.

And boy, must the other kids’ faces be red. They almost ostracized this person for a really petty reason, which never happens in high school.

4. The world may now know this kid shot his dad with an arrow, but at least the dad seems super chill about it.

I wonder if Hawkeye or the Green Arrow had to take these embarrassing trips to the hospital when they were kids.

5. Oh no, some horrible monster has found a way to make the birthday song even more awkward.

All they need are those trick candles that don’t blow out and they’ve got a nice representation of what birthdays are like in Hell.

6. Even the thought of having to talk my way out of this is gonna give me nightmares.

I’ve never understood why people don’t wash their hands after pooping, but I guess running out and screaming “the other stalls were full” would do it.

7. If this happens, you better hope it’s during a big party or you’re pretty much doomed.

Between this and the last one, I’ve decided that we as humans need to figure out a safe way to stop pooping. It causes too much embarrassment.

8. Well, I guess if this Photoshop troll teaches us anything, it’s that awkward situations can always get worse.

Also, how do their facial expressions fit what the troll did way more than the original picture? That must have looked like a gold mine.

9. Yeah, reading this just makes me glad my dentist has a good sense of humor.

And if this situation looks familiar, thank you for reading my introduction! And yes, you’re right, this did inspire it and I am unoriginal!

10. Yeah, it doesn’t get much lower than the darkness itself telling you you can’t hang like this.

And unless this dude turns a light on, he’s just gonna have to silently stand there like he and the darkness are in an elevator.

11. You know, I bet this is the first time this has happened to either of these people.

I’m just glad I don’t have to be around for them to figure out who has to go home and change now.

12. Well, at least this situation is only awkward for the guy lying in his seller description.

There are a lot of people with ill-fitting shoes and doll furniture they had hoped was real furniture who probably don’t feel that sorry for him right now.

13. Uh oh, this dad’s giving us a look right now that lets us know we’re witnesses.

I don’t know about y’all, but I’m just gonna fill him in on my “snitches get stitches” policy and hope that buys me some time.

14. I don’t know, should I feel bad or grateful that this class wasn’t so lit when I was a kid?

I guess it’s just as well. The really rowdy kids wouldn’t have shut up about it and we’d have learned nothing .

15. Well, on the bright side, this person just kind of solved their own problem.

I’m sure whatever hacker gets a hold of this information will change your password to something much more wholesome.

There, now neither of you will be able to log in!

16. Well, I guess somebody’s entering bae’s house through the window for a while.

It’s not even that mama won’t let him use the front door. It’s just that he would want to take seeing her entirely out of the equation.

17. When this mom sent a terribly timed gif

We’ve all accidentally sent the wrong thing over social media, but this is just more proof that parents and technology do not mix.

18. When someone found their grandma on Tinder

No grandchild should ever have to go through the traumatizing experience of swiping left on their grandparent’s Tinder profile! Although I must admit, Barbara seems like a total catch…

19. When this son received a memorial as punishment for ditching his family Thanksgiving

If there’s one thing families do best, it’s guilt trips! Looks like you’d better make sure you’re there for Christmas…

20. When this dad unintentionally got a new look

Purple tinting is actually one of the hottest hair treatments right now. Leave it to Dad to be up on all the latest trends.

21. When this dad provided the perfect addition to his daughter’s prom photo

What can I say? It just wouldn’t be complete without a dad flashing his pasty gut and abundance of body hair.

22. When this kid left a touching note for his family members

Spelling can be tough, alright? Who, am I kidding? I bet this kid knew exactly what he was doing.

23. Quite the introduction, sir.

I’ve never met a shapeshifter before, so I want to be sensitive, it’s just that…well…magic isn’t real. I know, it’s harsh, but that’s the world we live in, I guess!

24. When these parents saw the perfect opportunity to take some family selfies

You might not want to frame these and put them on the mantel, but awkward selfies are better than being grounded.

25. When this mom had not a clue in the world

Those are some darn fine balloons, but probably more fit for a bachelor party than for your kid’s school event…

26. When this sibling texted the wrong person and had to do some real quick thinking

Of course, I’m sure he meant Gatorade… When in doubt, always blame autocorrect. It works every time!

27. When this grandma made a Tinder account not for herself, but for her granddaughter

Apparently, Grandma’s sick of you never bringing a date to family functions, so she decided to become a matchmaker.

28. This person whose pupper peeped ’em poopin’.

Carrying a little doggo in a bag can be a good time, but when you gotta go, you gotta go. So what do you do with them? Invite them to the show!

29. When the only person you can trust to watch your back is yourself.

Because ain’t nobody out here gonna help you.

30. It gets even more awkward when celebrities are involved!

Poor Chloë Grace Moretz just tryin’ to eat some noodles. I’m sure a pic would’ve been alright if they’d just asked, but now they’ve got a one-way ticket to Uncomfortable-ville.

31. When this cousin was just really into goats

Looks like you might have a new addition to the family! This is probably the best date you’ll ever bring to family gatherings.

32. When this dad couldn’t figure out newfangled cell phone technology

My dad still uses a flip phone and calls emails “computer messages,” so this dad isn’t actually doing so bad.

33. Coming across this intellectual’s Facebook page.

I’m not throwin’ shade at this guy — I don’t even know him. But come on, that look, that overly bougie language…it’s making me tense. Look into those eyes, read that sentence, and tell me this isn’t awkward.

34. The guy who had to buy his value pack of Trojans in front of a nun.

That classic nun judgy stare! Well, I guess that’s kind of her job, but man, buying a case of domes can be awkward enough as it is. The only right response would be, “Hey, it’s nun-ya business.”

35. This dad who put a lot of effort into his daughter’s college care package

So much for getting a food supply that will last you until the Thanksgiving holiday break.

36. And we thought the doctor’s office was getting weird.

Imagine this scenario at the dentist! Well, pretty much anywhere, actually. When she tells someone to read her lips, they actually can. They shouldn’t, but they can!

37. Here’s a Facebook post that no one needs in their news feed.

It’s great that you’re good friends and all, but I dunno, something just stinks about this whole thing.

38. Not classy, but at least it’s productive.

Hey, just thought I’d let you all know at once — maybe the four of you could start a band together or something?

39. This person who made an texting mistake that could have cost them their life

That is not a word you want to use around Mom and definitely not one you want to use to refer to her!

40. When this mom made some uncomfortable assumptions

Calm down, people, it’s just a water bottle! At least, it was just a water bottle…I suppose now, it could serve many purposes…