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35 Bold 90s Hairstyles for Men Still Holding Up Right Now

Home » 35 Bold 90s Hairstyles for Men Still Holding Up Right Now

October 31, 2019 By Lara Thompson Leave a Comment

The 90s were a questionable time for humanity as a whole: turtlenecks, blonde highlights for men, mullets. 90s hairstyles for men and style in general during that time were bold, daring, and extremely out there.

We’ve rounded up the hairstyles that still sort of hold up now. It’s going to be a star-studded lineup! Mostly, because not a lot of non-celebrities took their photos in the 90s (what with the lack of smartphones and all). Here goes!

1. The Neo Hairstyle

We’re starting off with probably the most successful hairstyle of the 90s – Keanu Reeves’s slicked back hair in The Matrix. This is also not the first time Keanu will make an appearance on this list.

The Neo Hairstyle

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What to ask for: Neo hairstyle, slicked back medium hair with slight part

2. The Free and Shaggy Afro

The traditional round afro was more 60s than 90s. Still, in the 90s – possibly influenced by the grunge era – the afro took a turn for more shaggy curls and a messier overall look.

Free and Shaggy Afro

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What to ask for: basic afro, a bit more loose and all over the place

3. Chris Cornell’s Mullet

Going into the classic grunge looks, we’re here with Chris Cornell’s mullet – hopefully the only 90s mullet we’re going to showcase here. Why does it look good? It’s all in the face shape combined with the Van Dyke goatee and the wavy hair.

Chris Cornell Mullet

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What to ask for: wavy mullet

4. Brad Pitt’s Long Grunge Look Dyed Blonde

A grey Van Dyke mustache, long straightened hair dyed in a blinding shade of blonde, all paired with those dreamy blue eyes. What could be more 90s?

Brad Pitt Long Grunge Look Dyed Blonde

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What to ask for: I think you just need to let your hair down and dye it blonde

5. The Long Shaggy Keanu Reeves Bob

We told you we were going to see Keanu Reeves in this article again. The medium bob is a staple of none other than the grunge trend – of course. What else would it be? Anyway, it looks good on Keanu.

The Long Shaggy Keanu Reeves Bob

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What to ask for: medium shaggy bob

6. Basic Disheveled Medium Hair

This is mostly just an overgrown mess, but it’s very 90s and it still looks decent if not actually good, depending on how you wear it.

Basic Disheveled Medium Hair

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What to ask for: basic medium haircut and let it grow out a bit

7. George Clooney’s Wavy Half-Mullet

This might be called a mullet but not really. Whatever it is, it’s incredibly stylish – so much so that even if he wore it in the 80s, it still influenced a lot of the 90s. Because of course it did.

George Clooneys Wavy Half-Mullet

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What to ask for: George Clooney’s wavy mullet style

8. Tom Cruise’s Classic Side Part

Medium hair, side part, business suit – there’s really not much to it. A perfect shave is mandatory and that’s about it.

Tom Cruise Classic Side Part

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What to ask for: medium-short side part with clean shave

9. Long Red Hair

Metal was still trending in the 90s and we couldn’t end this list without including a long and beautiful metalhead style. It certainly looked better than many other 90s styles, despite the more conservative types labeling this hairstyle as “satanic.”

Long Red Hair

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What to ask for: don’t

10. Middle Parted Voluminous Bangs

If there’s a 90s style that would make a great comeback, this is the one. Why did this go away, it’s a perfectly okay hairstyle. Fight me in the comments.

Middle Parted Voluminous Bangs

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What to ask for: side swept, voluminous bangs with middle part

11. Keanu Reeves Messy Hair

Ok, this is the last one, we promise. It’s very possible that Keanu is a time traveler since this particular style from the 90s looks a lot like what’s popular today.

Keanu Reeves Messy Hair

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What to ask for: you just need long, straight, thick hair

If you haven’t had enough Keanu, we have a list of his best looks!

12. The Medium Wavy Hair with Van Dyke Goatee

Our second and last Chris Cornell entry featuring the iconic look now memorialized in the statue in front of the MoPOP in Seattle. Medium waves and goatee. Classic.

The Medium Wavy Hair with Van Dyke Goatee

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What to ask for: medium hair, slightly shaggy, with a nice clean Van Dyke goatee

13. 90’s Jude Law – Slick Hair with Long Blonde Highlights

Impressive that Jude Law had such fine hair. While we mourn, let us bask in his impeccable style in this photo.

90s Jude Law Slick Hair with Long Blonde Highlights

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What to ask for: medium wavy hair with long blonde highlights

14. Bobby Brown’s Asymmetrical Fro with Short Sides and Mid Fade

Talk about ahead of its time. This hairstyle is one of the edgiest, most modern on this list. Just look at that Impeccable mid fade!

Bobby Brown Asymmetrical Fro with Short Sides and Mid Fade

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What to ask for: asymmetrical shape up with mid fade

15. Ashton Kutcher’s Bangs

There are no bangs more iconic that Ashton Kutcher’s and this is our final word on the subject. This photo is newer, but the style is the same.

Ashton Kutcher Bangs

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What to ask for: the Ashton Kutcher bangs

16. Kurt Cobain’s Blonde Medium Bob

The one and only Kurt Cobain’s hair could give lists of women hairstyles a run for their money. His medium-length grunge look for men became the industry standard in an age where being careless was cool.

Kurt Cobains Blonde Medium Bob

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What to ask for: Kurt Cobain’s medium bob

17. The Dork

Absolutely EVERY schoolboy had this haircut at some point in the 90s. We’re looking at short bangs with a taper fade. It’s almost a French crop Avant-la-lettre.

The Dork hairstyle

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What to ask for: 90s french crop

18. Snoop Dogg’s Iconic Afro

Snoop’s had just about every black man hairstyle you could think of. First on the list is his 90s afro, a fuzzy disco fever funky kind of thing that’s as round as it is perfect.

Snoop Dogg Iconic Afro

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What to ask for: that dope Snoop Dogg afro

19. Brad Pitt’s Fight Club Look

We don’t know what Fight Club is and even if we did, we’re not sure we’d tell you. Anyway, here’s a bloodied-up Brad Pitt sporting a classic 90s spiky hairstyle paired with a red leather jacket.

Brad Pitt Fight Club Look

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What to ask for: medium length spiky hair with very short goatee

20. Fringe Cut Completely Dyed Platinum Blonde

While tips were a horrible trend in the 90s, but what wasn’t horrible and still isn’t is dyeing your hair completely blonde or platinum blonde – like this dude.

Fringe Cut Completely Dyed Platinum Blonde

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What to ask for: fringe hairstyle with fade dyed blonde

21. Arsenio Hall’s Medium Shape-Up Hair with Mustache

No matter who you are, where you were, what you were doing in the 90s, you must’ve heard of Arsenio Hall. The moment the presidential candidate Bill Clinton went on live TV and played the saxophone on Arsenio Hall – that’s iconic. It’s burned into America’s conscience.

Arsenio Hall Medium Shape Up Hair with Mustache

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What to ask for: the medium shape up Arsenio wore in the 90s

Let’s take a break and enjoy this moment again:

22. Prince with his Impeccable Shape Up

There’s no question about it – if you want to go full 90s in style, you gotta go with Prince’s impeccable long shape up perm here.

Prince with his Impeccable Shape Up

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What to ask for: the Prince shape up perm

23. Everyone’s Favorite Heartthrob Hairstyle presented by Hugh Grant

Hugh Grant may have went a bit out of the spotlight now but back in the 90s and 2000s he was all over the rom-coms and all with his iconic wavy mess that’s surprisingly on point no matter the year.

Everyone Favorite Heartthrob Hairstyle Hugh Grant

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What to ask for: medium-long messy hair like Hugh Grant

24. Johnny Depp’s Long Hair

It was the moment everyone held their breaths and turned on the AC – Johnny Depp entered the spotlight in the 90s and with his iconic long hair no doubt. He eventually gave in to age and bad habits, adopting more of a bad boy look, but back in the 90s he was everyone’s go-to dream boy.

Johnny Depp Long Hair

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What to ask for: you don’t really need a haircut for this, just that fine, fine hair

25. Parted Bangs Medium Hair

It’s a classic 90s hairstyle inspired by The Verge and other alt-rock artists of the time. Just don’t go around bumping into people in your slick leather jacket or you might be asking for it.

Parted Bangs Medium Hair

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What to ask for: medium cut, parted bangs

26. Snoop Dogg’s Long Straightened Hair circa 1996

We told you we’d have more Snoop and here he is in all his glory weary a pinstripe suit and a mafia hat with straightened medium-long hair. Natural hair might be on the rise now for afro-textured curls, but the long, straightened hair still looks on point!

Snoop Dogg Long Straightened Hair circa 1996

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What to ask for: long straightened hair

27. Extra Messy Forward Fringe

This style is both 90s and very modern – an interesting sign that some 90s hairstyles were arguably ahead of their time.

Extra Messy Forward Fringe

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What to ask for: short sides, extra messy long fringe

28. The Medium Afro, Lenny Kravitz Style

It was an instant classic when Lenny Kravitz came with his medium afro and sunglasses in front of a giant American flag and busted his guitar. 1998 was a wild year.

The Medium Afro Lenny Kravitz Style

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What to ask for: medium afro

There’s a lot more to discover in terms of afro hairstyles!

29. The Enrique Iglesias Gelled Bangs

We were all singing no face, no name, no number, dressing in sports clothing in our regular day-to-day life, all while wearing extra-gelled hair – just like Enrique.

The Enrique Iglesias Gelled Bangs

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What to ask for: gelled bangs, nothing more to it

30. The DeVante Short Curls with Medium Zero Fade and Trademark Cut in the Front

Mike Tyson had it but DeVante took it a bit further with that stylish cut in the front of this 90s hair trend. The fade is also pretty modern.

The DeVante Short Curls with Medium Zero Fade and Trademark Cut in the Front

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What to ask for: short curls with medium zero fade and a small stylish line in the front

31. The Classic French Crop with Drop Fade

The French crop was born out of the edgy cheesiness of the 90s and evolved into a hairstyle that works for a lot of people. This guy added a drop fade and we’re there for it!

The Classic French Crop with Drop Fade

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What to ask for: French crop and drop fade

32. The Walden Schmidt/Ashton Kutcher Messy Hair

Possibly the origin of the messy 90s hairstyle trend – Ashton Kutcher has an amazing hairdo here. Honestly makes me question why he didn’t wear his hair like that on a regular basis.

The Walden Schmidt Ashton Kutcher Messy Hair

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What to ask for: short-medium messy hair

33. Johnny Depp’s Messy Medium Hair

He may have won people over with his long hair, but his short hair look wowed everyone because guess what – he’s even hotter!

Johnny Depp Messy Medium Hair

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What to ask for: the choppy Johnny Depp medium hair from the 90s

34. The Beautiful Prince Curly Hairstyle from Purple Rain

While the previous Prince entry may have been more representative of 90s hairstyles as a whole, this one is more iconic for Prince. While it happened in the 80s, it still defined and influenced the 90s in a big way.

The Beautiful Prince Curly Hairstyle from Purple Rain

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What to ask for: the Prince (the most representative one for him)

35. Snoop Dogg’s Cornrows

And we couldn’t make it to the end without including Snoop’s cornrows. Different from the traditional style, these go horizontally across his head, ending in two twists on the sides.

Snoop Dogg Cornrows

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What to ask for: Snoop’s cornrows

Summing Up

The 90s were indeed the wildest of times in terms of style. Don’t get me wrong – I love a lot of things about the 90s, but some things are better left in the past.

However, if you’re digging these 35 hairstyles, send us your final result on our Pinterest and we might even give you a feature!

Lara Thompson
Lara Thompson

Lara has been working with us since the website launched. She is an accomplished hairstylist with years of expertise giving her clients the style they dream of. Lara is working on her own cosmetics brand and has certifications from some of the greatest hairstyling schools in her wallet. She is committed to leading an active life and specializes in men’s hairstyles, haircare, and coloring.

Filed Under: Classic Hairstyles

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