6 of the Best Fashion Trends From the 1990s

For those of us who grew up in the ’90s, we feel bad for the generation after us. They know nothing of the original Mighty Morphin Power Rangers, Wayne’s World, dial-up internet, The Real World, Friends, Seinfeld, and the greatest one-hit wonders of all time. The ’90s were a great time for pop culture and music, but as for style, well, that wasn’t quite as on point — except for probably a few Nirvana grunge-inspired keepers. We’re taking a look back at some forgotten trends that we’ve rediscovered. Kick back with some Public Enemy, grab your most comfortable wide leg pants, tie a hoodie around your waist, and flip that baseball cap backward as we look at some of the best fashion trends from the ’90s.

1. Grungy flannel shirts

flannel shirt fabric

Flannel shirts were all the rage. | iStock.com

This was one of the most noticeable ’90s fashion trends, thanks to the onset of the grunge rock music movement. The plaid flannel shirt craze spanned across both genders, and when it was too hot (and you were wearing a shirt underneath), you tied it around your waist. The brightly colored checks of the fabric were a slight reminder of the loud colors of the ’70s and ’80s and were best paired with looser fit denim jeans.

2. Baggy trousers and jeans

Distressed jeans

Baggy jeans were popular. | iStock.com

If ’90s men had one style motto when it come to pants, it would have been, “the baggier, the better.” The baggy pants trend was partially due to the rise in hip-hop music culture that gained more prominence in the ’90s, with its influence extending beyond music and into fashion.

3. Overalls

woman wearing overalls

Overalls have made a comeback. | Pixabay

When you think of men’s overalls you think of Mr. Will Smith himself in The Fresh Prince of Bel-Air. The trend was to wear the overalls with one strap hanging down; there was no better way to wear them in the ’90s. The trend initially came into existence in the ’80s, but ever since Smith rocked them, the only thing anyone could do was emulate him.

4. The leather look

man wearing a leather jacket

Leather was big in the ’90s. | iStock.com

The leather look is among the most popular of men’s ’90s fashion trends. While there were the baggy-pant wearing guys, there were those men who loved to wear body-hugging, skin-tight outfits, and that included pants and jackets. Wearing a leather jacket demanded a tough and macho personality and exuded such on the men who wore them. Some ’90s leather jacket favorites included: black leather bikers, army jackets, biker jackets, and bomber jackets. This was probably one of the more positive and beneficial trends to come out of the decade that was ideal for both casual and formal wear.

5. Backward hats

Starting pitcher Jon Lester of the Boston Red Sox celebrates with the trophy in the locker room after winning Game Four by a score of 4-3 to win the 2007 Major League Baseball World Series in a four game sweep of the Colorado Rockies at Coors Field on October 28, 2007 in Denver, Colorado. (Photo by Jed Jacobsohn/Getty Images)

It’s not just the pros who wear their caps backwards. | Jed Jacobsohn/Getty Images

The baseball cap has always been a favorite among sports lovers, but the ’90s saw an overflow of folks incorporating baseball caps into any kind of attire. This included turning the hat and wearing it backward. For about 10 years, people were only able to see what kind of hat you were wearing by standing behind you.

6. Bold sneakers

sneakers in the grass

Make a statement with your sneakers. | iStock.com

It was during the ’90s that the athleisure trend was born, when most men discovered that sneakers were not only good for those who played sports, but were also good for other daily activities. Sure ’90s kicks were much bulkier and bolder in style and color, but anybody who was anybody rocked them. Some favorites included Airwalks and Nike Air Max. Ever since sporty shoes got trendy in the ’90s, they have become a favorite for many.