19+ Medium Length Haircuts for Men You NEED to Try This Year

So I was just sitting here on my couch scrolling through Pinterest for a solid hour, and I realized something kind of crazy. Guys are seriously stepping up their hair game lately! It honestly feels like the days of every single guy just walking into a barber and getting a basic, super short buzz cut are totally over. I’m actually really here for it. Let’s be real, seeing guys experiment with their looks and actually care about their styling is just so fun to watch.

It really got me thinking about how many guys I know who are suddenly trying to grow their hair out, but they have literally no idea what to do with the awkward in-between phase. You know exactly what phase I mean. It’s that moment when it’s too long to style normally but too short to tie back, and they just end up wearing a baseball cap for six months straight.

It totally reminds me of my older brother. A couple years ago, he decided he wanted to grow his hair out because he wanted a change. But he stubbornly refused to actually go to a salon to get it shaped. He just let it grow straight out, and I’m not kidding, he looked like a human mushroom for an entire summer. One day I finally dragged him to my stylist because I couldn’t take it anymore. When he walked out of the salon with his new cut, he looked like a completely different person!

It just proves that finding the right medium length haircuts for men can literally change your whole vibe and facial structure.

19+ Medium Length Haircuts for Men You NEED to Try

The Modern Textured Crop

Okay, starting off strong with this awesome textured look. It gives off that effortless messy vibe while still looking super put together and clean. I really love how the fringe falls naturally in the front without looking too heavy. It’s a great transition style if you’re coming from a shorter cut and just want to start playing with some length on top.

Effortlessly Cool and Casual

If you want something that doesn’t scream ‘I spent an hour in the bathroom in front of the mirror’, this is definitely it. It’s the perfect men’s medium haircut for guys who just want to wake up, run their fingers through their hair with a tiny bit of product, and head straight out the door. Plus, it just looks so incredibly good with a simple white tee and some jeans.

The Ultimate Surfer Vibe

I am absolutely obsessed with how much movement is in this style. It really frames the face perfectly without looking too bulky. It gives off major surfer energy, like you just spent the whole day at the beach and your hair naturally dried in the ocean breeze. You literally just need some sea salt spray to make this work.

Adding Serious Dimension and Shape

When you have thicker hair, it can easily look super puffy if you don’t cut it right. That is exactly why a layered medium haircut men ask for at the salon is such a total game changer. The layers take out all that extra weight at the bottom so the hair actually falls nicely and hugs the shape of the head instead of just poofing out on the sides.

Sleek and Swept Back

This one is giving major leading man energy, don’t you think? It looks polished enough for a strict office job but still has that cool, rugged edge for the weekend. A little bit of styling cream or a light pomade goes a long way here to keep the flyaways down without making it look greasy or stiff.

Going with the Wind

You really can’t go wrong with this relaxed look. A flow haircut men wear right now is honestly everywhere on social media, and I completely understand the hype behind it. It just sweeps back so naturally and looks incredibly relaxed. It frames the cheekbones really well too.

Honestly, watching guys discover hair products for the first time is one of my favorite things ever. My best guy friend recently started growing his hair out and I swear he spends way more time in the bathroom than I do now. He used to be the kind of guy who washed his hair with a 3-in-1 body wash and called it a day. Now? He texted me the other morning in an absolute panic because the drugstore was sold out of his favorite texturizing paste. I had to laugh so hard. I was like, welcome to my world! It’s just so funny how once you figure out a good grooming routine, you totally get hooked on it and can’t live without your specific products.

Soft and Natural Waves

I really like how this cut leaves enough length to let the natural texture just do its own thing. It’s soft but still super masculine. Sometimes guys try to fight their natural waves with straighteners or heavy gels, but letting it live its best life is always the better move. It frames the jawline perfectly.

The Classic Taper Transition

If you aren’t quite ready to commit to long hair all over your head, a low taper on the sides is the perfect compromise. It keeps things looking really clean and sharp around the ears and neck. Then you still get to rock that bro flow haircut on top for all the volume, movement, and styling options. It is seriously the best of both worlds for guys who want to look professional but still trendy.

The Modern Edge

Okay, we have to talk about how the modern mullet has made a massive comeback over the last couple of years. It is definitely a bold statement piece. It screams confidence and looks so amazing paired with vintage streetwear or oversized vintage tees. It’s not for everyone, but the guys who pull it off look incredible.

Bringing Back the 90s Nostalgia

The 90s are back in a very big way and this style totally proves it. A good curtain haircut men try out these days instantly gives off that vintage boyband heartthrob vibe. You just part it down the middle and let those longer front pieces frame your face. It is so nostalgic but still feels totally fresh and modern for today’s fashion.

Textured and Tousled

This is specifically for the guys who have a lot of natural volume and thickness to work with. Just adding a little bit of matte clay or paste can give it this piece-y, lived-in look. It’s honestly foolproof. You literally just rub the product in your hands and mess it up on purpose.

Rocking the Indie Vibe

Pairing a little facial hair with a longer cut is such a solid combination. A medium shag haircut men style with a bit of messy, undone texture looks absolutely amazing with a mustache or some light scruff. It gives off a very artistic, indie band kind of energy that I really love. It looks like you play guitar in a cool underground band.

Speaking of indie bands and messy hair, I actually have a really funny confession to make. A while back, during the whole lockdown situation, I tried to cut a guy friend’s hair in my kitchen because all the barbers were closed. He wanted exactly this kind of messy shag look. Let me tell you, I am NOT a professional hair stylist in any way. I watched maybe two quick YouTube tutorials, grabbed my regular kitchen scissors, and just started hacking away at his head. It was a disaster. I accidentally cut one side way shorter than the other. He ended up having to wear a beanie indoors for like three months straight until it grew out! We still joke about it all the time. I definitely learned my lesson – always leave the actual cutting to the professionals, guys! Trust me on this one.

Embracing the Curls

If you have naturally curly hair, please don’t just buzz it off! Growing it out to this length looks so incredibly good. It just takes a good leave-in conditioner and maybe a curl cream to keep the curls hydrated, bouncy, and defined instead of frizzy. Curly hair needs so much moisture, so ditch the 3-in-1 shampoo!

Letting the Waves Loose

I am a huge fan of this specific length. Having wavy medium hair men can just lightly style with some texturizing spray is the ultimate hack for looking good with minimal effort. It always looks like you just got back from a morning surf session. It’s rugged but still stylish.

The Clean Cut Sweep

This is just a really solid, reliable look that never goes out of style. A classic medium hairstyle men can wear to an important work meeting, to the gym, or out on a dinner date without ever feeling out of place. It is timeless and super flattering on almost every single face shape out there.

Pushed Back Volume

Look at all that awesome volume! Pushing the hair back and away from the forehead really opens up your features and highlights your eyes. It is a really great way to look put together and intentional even when the hair is getting a bit long and heavy on top.

The Easy Going Everyday Look

We are wrapping up the list with this super chill, laid-back vibe. This relaxed medium haircut men gravitate towards is so popular right now for a very good reason. It doesn’t require a ton of maintenance, frequent barber visits, or crazy styling tools. You literally just let your hair do what it naturally wants to do, and it just looks awesome.