15 Hairstyles For Medium Length Hair Men That Are Actually Easy to DIY

15 Hairstyles For Medium Length Hair Men That Are Actually Easy to DIY

Medium length hair sits in this sweet spot where you actually have options. It’s long enough to play with texture and shape, but short enough that you’re not fighting it every single morning. And honestly? Most of these looks take five minutes or less once you know what you’re doing.

If you’ve been stuck styling the same way since college, this list should give you some fresh ideas. None of these require a trip to a salon every two weeks or a cabinet full of products you’ll never use again.

Medium Length Side Part

This one’s a classic for a reason. A deep side part instantly adds structure to hair that’s grown out a bit, and it works whether your hair is straight or has some natural wave to it. Guys with round or square face shapes tend to like this look because the diagonal line breaks up wider features. Styling is stupidly simple: comb a bit of pomade through damp hair, push it to one side, and let it dry. Maintenance-wise you’re looking at a trim every six to eight weeks to keep the shape clean.

Textured Crop With Fringe

This is that slightly messy, piece-y look you see on guys who somehow always look put together without trying. The fringe sits above the eyebrows and gets worked with fingers instead of a comb, which keeps it feeling loose rather than styled to death. It suits thicker or medium-density hair best since fine hair can struggle to hold the texture. A matte clay or texturizing paste is your best friend here.

Slicked Back Undercut

Think old Hollywood but updated for a Tuesday morning. The sides stay short while the top grows out enough to sweep straight back with a strong-hold gel. This one’s great for guys with straighter hair textures and works particularly well for oval or oblong face shapes. It reads polished for work but can loosen up for a night out just by running your hands through it later.

Curly Shag

If your hair has natural curl or wave, let it do its thing with a shag cut. Layers throughout the length reduce bulk and let each curl move independently instead of clumping into one big shape. This is genuinely one of the lowest-maintenance options on this list because the cut itself does most of the work. A curl cream applied to soaking wet hair and left to air dry is really all you need.

Curtain Fringe

Curtain bangs aren’t just for women anymore, and on medium length hair they soften the whole face nicely. The fringe splits down the middle and frames each side, which flatters longer or more angular face shapes especially well. Blow drying with a round brush gives the most movement, but even just finger-drying works if you’re in a rush. This style pairs beautifully with subtle sun-kissed highlights if you want to add some dimension for summer.

Slick Middle Part

There’s something effortlessly cool about a centered part on medium hair, especially if you’ve got naturally straight strands. It gives off a bit of a skater or model-off-duty vibe without trying too hard. Guys with heart-shaped or oval faces tend to pull this off easiest. Just apply a light gel or cream, part with a comb, and smooth back toward the ears.

Tousled Waves

For guys who have some natural wave but want a bit more definition, a sea salt spray applied to towel-dried hair creates that beachy, lived-in texture. This look works on nearly every face shape since the loose waves add softness without adding bulk. It’s also incredibly forgiving if you’re growing your hair out and the layers aren’t quite even yet. Scrunch the spray in with your hands and let it air dry for best results.

Long Top Fade

Keeping the sides tight with a fade while letting the top grow to medium length gives you a lot of styling flexibility in one cut. You can slick it back, push it to a side part, or leave it textured and messy depending on the day. This is a favorite for guys with thick or coarse hair since the fade lightens up the overall volume. Regular fade maintenance means seeing your barber every three to four weeks, though the top itself needs way less upkeep.

Wolf Cut

The wolf cut brings choppy, heavily layered texture to medium length hair, and it’s honestly one of the more fun options if you’re bored with a basic cut. Feathered layers around the crown add volume while the ends stay textured and a little rough around the edges. Fine to medium hair types benefit most since the layering creates the illusion of thickness. A texturizing spray plus some finger-styling is all this cut asks for.

Classic Comb Over

A comb over on medium length hair looks sharper than the shorter version because there’s more length to work with on top. This suits pretty much any face shape and hair texture, which is part of why it’s stuck around for decades. Blow dry the top forward slightly first, then comb it over to your preferred side with a bit of pomade for hold and shine. It’s a five-minute style at most once you’ve got the motion down.

Braided Top Knot

If your hair reaches shoulder length or close to it, a small braid pulled back into a top knot keeps things tidy while showing off some personality. This works great for thick, straight hair that might otherwise feel heavy left down all day. It’s also a solid option for gym days or hot weather when you want hair off your neck. Just section the front pieces, braid loosely, and secure the rest in a knot at the crown.

Natural Coily Fro

For coily or tightly curled hair textures, letting medium length hair grow into a natural fro shape celebrates the texture instead of fighting it. A light curl butter or leave-in conditioner applied to damp hair keeps everything moisturized and defined. This look suits basically every face shape since the rounded volume balances sharper features nicely. Shape it up every few weeks with a trim to maintain an even silhouette.

Disconnected Undercut With Waves

Pairing a hard disconnected undercut with wavy, longer hair on top creates contrast that photographs really well. The sides are buzzed close while the top flows into loose waves, giving a bit of an edgy-meets-relaxed combo. Guys with square or angular jaws often like how the soft waves balance out stronger features. A sea salt spray or light mousse brings out the wave pattern without weighing it down.

Swept Back Pompadour

A looser, more relaxed take on the pompadour works well once hair reaches medium length since there’s enough weight to sweep it back without stiff, crunchy product. Blow dry the roots up and back while brushing with a round brush, then finish with a light-hold cream instead of heavy gel. This suits oval and rectangular face shapes particularly well since the height balances longer faces. It reads more casual than a traditional pomp, which makes it easier to wear daily.

Layered Bro Flow

The bro flow has made a comeback, and on medium length hair it looks less like an accident and more intentional with the right layering. Soft layers throughout the length keep hair from looking flat or heavy as it grows past the ears. Wavy or straight textures both work here, though wavy hair gives the flow a bit more natural movement. A texturizing spray and some air drying with your fingers gets you there without much fuss.

Whatever texture or face shape you’re working with, there’s likely a version of these medium length hairstyles for men that fits your daily routine. The best part about medium hair is how forgiving it is between cuts, so don’t be afraid to experiment with a few of these before landing on your go-to. Your barber can always help fine-tune the details once you know which direction you like.