60 funny cringeworthy school pictures

Photo days at school are quite important. They may seem to be insignificant, but in reality, students prepare for them because they know that these pictures will forever be remembered. Unfortunately, not all people are lucky enough to get the best shots on their picture day.

We have compiled 60 unforgettably funny school pictures these people will never forget. We’re sure you’ll laugh out loud with these funny photos from school.

Awkward Family Photos
Source:

Awkward Family Photos

1. The spiky hairstyle

Back then, having spiky hair was the coolest style for boys. However, this one took the style too far! He looks like a starfish.

2. Another spiky haired boy

Now, this just confirms that spiky hair was a huge hair trend in the ’90s. Even skaters liked it, although this kid could use more gel to get his hair up!

3. Spider Man glasses

We have seen all sorts of sunglasses, but these are probably one of the weirdest around. The frames are shaped like Spider Man’s eyes! If you wear this and your face happens to be a bit longer than others, you are making the grave mistake of wearing a pair of glasses that will elongate your face more.

4. Now, you know

This is what you get for wearing green clothes on picture day. Now, you know what not to wear when your teachers tell you to get ready for a school photo.

5. A pipe in the background

Of all the possible background scenes that a person can get, why choose a place in front of a drainage pipe? This girl’s smile totally masks the stink that must have been in the air when this photo was taken.

6. The hair that stood so high

This girl probably made a tiny hole in the ozone layer after using all the hairspray in her stash just to get her hair to stand up like that. What’s even weirder is that her hair was colored in two tones with a middle part. It’s like looking at Cruella De Ville except that her hair was black and tan instead of black and white.

7. The Emo chronicles

This guy’s old school photos showed how he changed from boy-next-door to becoming an Emo guy. His extreme transition was summed up in just three photos.

8. All I need is my scuba tank

This girl either loved to scuba dive or she just thought it was funny to pose with something as unconventional as an oxygen tank. The contrast of the tank’s color to her skin was actually quite nice. Weirdness aside, this photo does look lovely.

9. Frosted hair

In the early 2000s, one of the hottest trends in boys’ hairstyles was frosted hair. Boys got their hair highlighted in really light colors, making their hair appear covered in thin ice. Look at this guy’s hair, and you will see.

10. An angel that fell from the sky

This guy’s goth angel look was taken when he was in a phase of his life where he just loved to take photos of himself in Emo looks. His wife found these from his old photos and could not help but share her discovery online.

11. Smokin’!

This photo could have been a normal picture except for the fact that the boy’s instrument seems to give off a lot of smoke! Photos were not usually edited back in the days, so let’s just assume that there is a cigarette inside this instrument.

12. Off to somewhere with his friend

This boy looks like he’s off on a tropical adventure! And what fun is an adventure without your best friend? That’s why he decided to tag his friend along.

13. This just looks wrong

Guys really did have the weirdest hairstyles back in the day. This man looked like he was sporting a mullet haircut, but then again his sideburns are shaved to make them look like lines. And the top of his hair was cut too short that it ended up sticking out! What’s going on here?

14. The man who loved seashells

Using seashells as accessories were also quite the trend in the ’90s. This man obviously loved seashells so much that he made sure he wore not only a necklace made of it but an anklet, too!

15. Laser lit virtual reality

We’re not really sure what’s weirder here. Was it his surprised expression, or was it the guy’s strange shirt with a matching odd background? You decide.

16. One bad-ass graduation photo

The person who shared this picture says that the woman in this image is their mother. Look at those glasses and cigarettes; can you tell me how cool she looks?

17. The tale of the tall bangs

Big and tall bangs were really popular back in the day. Her bangs were so tall that the photographer had to step back further just to fit her hair in the photo!

18. “No goals”

Parents should really make sure that their kids are wearing the right shirt for picture day. This one is just so sad, and he even looks like he’s not motivated at all.

19. She collects plungers

Some people just love to collect the weirdest of things. This girl was so fond of collecting plungers that she chose to bring her collection with her on photo day.

20. What an unfortunate fold in her shirt

This lovely girl’s shirt was supposed to say “heart breaker”. However, it got crumpled because of the way she was sitting and ended up looking in the photo like “fart breaker”.

21. Bum

This girl’s shirt in her school photo might be a premonition of who she was going to be someday. In reality, it was just an unfortunate image cropping done by the photographer.

Awkward Familu Photos
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Awkward Familu Photos

22. This guy’s computer themed senior photo

This photo was taken in 2006 and was this guy’s creative photo for his senior year. We’ve got to admit that it was quite genius, especially at that time.

23. Mr. Perv

Just imagine your fifth grader being in this guy’s homeroom. We’re sure many parents did a double-take when they saw this teacher’s name.

24. An unfortunate position

This graduate just wanted to pose in front of her congratulatory banner. However, the spot where she stood in the picturemade it look wrong.

25. Faulty cheerleading postition

This cheerleader just wanted to get a great shot while posing with her pompoms. But, her props were not helping her get a great picture at all.

26. The blue bangs

We’ve seen a lot of weird hairstyles from the past involving strange color combinations and perms. This is probably one of the strangest around. Putting a blue hair color on your bangs alone is not really the best hair styling.

27. The brush

This photo shows what bad parenting is all about. It’s a good thing that the child in this photo can still smile even after having such a bad haircut.

28. He wore the wrong shirt

This guy just wanted to wear something motivational for his school photo day. But, the photographer had to crop his image, and he ended up having a photo telling everyone that he is a failure.

29. This little guy’s broken spirit

This boy went to school for the first time, and he was with high spirits. Just look at that radiant smile! However, school must have been really hard that day since he went home with such a sad face.

30. Looking like grandma

This photo was taken in 1969, and it was the time when beehive hairstyles were a big thing among women. Apparently, even kids in kindergarten also tried the beehive look, and we can totally see that the little girl in the picture looked mature because of it.

31. Mrs. Wiener and Mrs. Butt

The teachers’ names in this school photo were just so unfortunate. We can’t help but wonder if the kids in the photo ever laughed out loud whenever they shouted their teachers’ names.

32. The big Afro

This guy’s Afro was so big that his Physics teacher even decided to get his hair’s circumference! It was 36 inches.

33. Just having a smoke

This picture taken in 1984 was supposed to be a creative photoshoot for this guy. Apparently, his idea of a creative shot is by sitting in front of a camera while having a smoke.

34. Pathetic hairstyle

This kid’s hairstyle definitely made him years older. It just doesn’t fit his age! But, you know what’s more hilarious in this image? His shirt that says he’s pathetic!

35. A strange fashion statement

There is just so much going on in this kid’s outfit on photo day. We can’t help but be confused with his rainbow-colored suspender, his striped purple shirt, Garfield pin and his turtle neck!

36. Smooth moves

This school had the chance to meet Miss Illinois at the time. One student was pretty smooth when he simply placed his arm on her shoulder.

37. The balloon guy

This guy must have loved balloons. Why else would he take a photo in front of so many?

38. Big hair

Having high hairstyles was the trend in the ’80s. This girl must have felt really proud of achieving such big hair back in the day.

39. An evil-looking hairstyle

This photo can make you uncomfortable in a second. The child looks like the devil’s son’s attorney!

40. Extraterrestrial background

This must be the time when ET was a hit film. Although most kids will move away from creepy looking movie characters, this girl chose to use this out-of-this-world background!

41. Reminiscing

The framed photo was taken in 2002, wherein the guy was about to graduate from his senior year. He was so close to his pet bird that he decided to take a photo with him. A decade later, he caught the bird looking reminiscently at their old photo.

42. Don’t blink

When you take pictures, make sure to find your best angle and listen to the photographer’s signal. This guy, unfortunately, blinked at the wrong time. We can assume he did not try to get the other copies of his senior photo anymore.

43. She’s not really feeling it.

Some kids are not really into posing in front of a camera. This little girl looks like she’s not happy to be photographed at all.

44. Daydreaming

Every child has a superhero they look up to. This child really loves Batman, and incorporating his daydream in his school photo was a genius move!

45. My precious!

This young woman must have really loved the Lord of The Rings saga back then. She even asked to pose with Gollum, one of the characters in the saga.

46. Is that you, Granny?

This young girl looked pretty in her photo, but she definitely looked like a little granny! She’s one sassy grandma, though.

47. The mushroom cut

This kid’s mom probably thought she was giving her child a nice hairstyle for her first time to go to school. We think she was a bit confused when she thought that.

48. Dressed for sleeping

This kid looked like he was about to go to sleep, not to take a yearbook photo. He sure looked bored, too.

49. Mr. Red

This guy looks really creepy not just because he wears his hair that way or that he wears a red eye shadow. The fact that he wants to look drunk when he’s completely sober is quite disturbing.

50. What a lively smile

This girl looks too tired to smile. I’m sure she can do better than that.

51. Posing with a monkey

This photo is of a Ukrainian boy who posed for photo day in navy inspired costume and his pet monkey. It’s quite creative but still strange.

52. An unfortunate background

This girl probably thought of showing a serene farm background where she sits in relaxation as the animals roamed by behind her. Apparently, the cows behind her decided it was time to breed and did not care if they were giving her the worst background.

53. Totally creepy

This guy could not think of a smart background to his senior photo. His friend decided to help him out by dressing as a creepy person slowly reaching for him from the back.

54. Wet your shoes

This person’s shirt choice for photo day was the worst! His mother was not amused and grounded him for three weeks after seeing this funny photo.

55. Pocket knives

This boy probably thought that holding a book for his yearbook photo would make him look smart. He should have been more careful about his choice of books to read, though.

56. Ladies man

This young boy probably knew that he was quite the ladies’ man at such a young age. He could definitely make women fall for that charming smile.

57. Triangle hair

Here’s another hairstyle that is totally cringe-worthy. Her hair definitely looks like a triangle!

58. She’s just not in the mood

This kid must be having a bad day when this photo was captured. Her school offered to re-shoot her picture but her parents declined. And so, this epic photo stays in their album.

59. Fakest smile

We’re not sure if this boy does not know how to smile properly or this is really the way that he smiles! Whichever it is, we hope he was happy when this photo was taken.

60. An outcast

Apparently, there is always one child in the room who does not know how to make friends and ends up being in the corner. We hope this little guys grew up to have true friends after all.

School photos may not be the most important days in school, but they are quite significant because these pictures are the ones that will be kept in your yearbooks and homes forever. The next time that your school or your child’s school announces its picture day, make sure you prepare for it, unless you want to end up with funny pictures just like the ones included in this list.

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Source: Awkward Family Photos