Okay, so today I want to talk about something I tried recently – dressing up like those high schoolers from the ’90s. You know, the kind you see in old TV shows and movies. It was a wild ride, let me tell you!

First off, I started digging around for what exactly was “in” back then. I spent hours scrolling through old photos and articles online. Overalls, apparently, were huge. Like, everyone was wearing them. And graphic tees with button-up shirts over them, that was a big look too. Oh, and don’t forget the athletic wear. Sweatpants, tracksuits, you name it, they were rocking it.
So, armed with this newfound knowledge, I went on a shopping spree. I hit up some thrift stores, some online shops, just trying to find pieces that screamed “1990s.” It was a challenge, but a fun one. I ended up grabbing a pair of denim overalls, some colorful striped shirts, and even a few slap bracelets. Remember those? They were half toy, half fashion statement, and totally ’90s.
Next came the hard part: putting it all together. I tried on the overalls with a plain white tee underneath, just like Rachel Leigh Cook in that old movie. Then I experimented with the button-up shirts over graphic tees, like those teen boys used to wear. I even tried to pull off the “casual-combat gear” look with some baggy pants and a tank top, kinda like Julia Stiles. It felt so weird, but also kinda cool, like stepping back in time.
The most fun part was definitely accessorizing. I slapped on those bracelets, put on a pair of chunky sneakers, and even tried to do my hair in that classic ’90s style. I felt like I was straight out of a sitcom!
The whole experience was a blast. It was like playing dress-up, but with a purpose. I got to see firsthand what it was like to wear the clothes that defined a whole generation. And you know what? It wasn’t just about the clothes. It was about the feeling they gave me. A sense of nostalgia, a connection to the past, and a whole lot of fun.

I gotta say, I have a new appreciation for ’90s fashion now. It was all about comfort and being yourself. Maybe it wasn’t always the most “fashionable” in today’s sense, but it had a charm all its own. I’m not sure I’ll be wearing overalls every day, but I definitely had a good time trying out the ’90s high schooler look.
Key things I put together for this look:
- Overalls: A must-have. Denim, preferably, and a bit baggy.
- Graphic Tees and Button-Ups: Mix and match for that layered look.
- Athletic Wear: Sweatpants and tracksuits for when you want to be comfy.
- Accessories: Slap bracelets, people! And maybe a fanny pack if you’re feeling brave.
- Shoes: Chunky sneakers or combat boots.
So that was my little adventure into the world of ’90s high school fashion. Hope you enjoyed the story! It was a fun little experiment, and who knows, maybe I’ll do it again sometime.