30+ of the Funniest Pictures of People’s Teen Years When They Thought They Were the Coolest

Funny Pictures of People’s Teen Years

Our teenage years were a time when we thought we knew everything and looked oh-so-cool while doing it. Looking back, it’s hard not to cringe at the fashion choices and awkward poses. But let’s face it, we all have those embarrassing photos hidden somewhere. We’ve scoured the internet to find the funniest pictures of people’s teenage years when they thought they were the coolest. Get ready for some serious throwback vibes!

The ’80s Hair

These three were probably all the rage when they were younger, but nowadays, they probably get a little embarrassed and wonder what they were thinking. Sure, it was the 1980s, and everybody was into The Cure and Duran Duran.

The ’80s Hair

Everybody was recording videos on MTV late at night, but though that may sound cool, some of the fashion choices were a little questionable. We’re wondering how people made it out of the ’80s without some serious eye injuries, thanks to all those lopsided haircuts and headbanging!

Spider-Man, Spider-Man

Back then, school picture days were all a kid could think about. You’d plan your outfit and curate just the right look so that you could be the coolest kid on the block. This kid happened to think Spider-Man was the way to go, and we really can’t blame him.

Spider-Man, Spider-Man

But his mom thought differently. She felt the Spider-Man thing was just a little too crazy, but she was okay with that haircut! Come on, Mom, at least let him have his superhero shirt. Thanks to that lovely bowl cut, maybe it’d keep him from being made fun of!

It’s Natural, Right?

Sometimes, when taking pictures, you never know what others see. You think you’re being your natural cute self, but those natural looks every now and then just wind up giving you a little bit of a psychotic feel. That’s not attractive, and it’s actually a little scary.

It’s Natural, Right?

This guy suffers from that, and though maybe he might look a little goofy to some, we’re wondering if he needs to spend a little extra time at the guidance counselor’s office working through his problems.

Crouching Tiger, Hidden Dignity

If you were lucky when you were doing your teenage photoshoot, you could pick your background. This could be great, and we can totally understand why this young kid wanted the tiger behind them.

Crouching Tiger, Hidden Dignity

Especially with this amazing martial arts pose! However, though it may have been cool at the moment, when their mom whips that family album out to show this kid’s future dates how cute they were, this might lead to a few embarrassing moments.