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Home » Hairstyles » Mens Hairstyles » 20 Cool Shaggy Haircut Men Medium Length Styles to Try Now

20 Cool Shaggy Haircut Men Medium Length Styles to Try Now

Medium length shag haircuts are perfect when you want movement and texture without a high‑maintenance routine. They sit right in the sweet spot between polished and messy, so you can dress them up for work or leave them tousled for weekends. These cuts rely on layers, shattered ends, and natural flow instead of stiff, sculpted styling. Most modern shaggy looks for men keep the sides lighter, the crown textured, and the fringe soft so hair never looks bulky or flat. With the right cut, you can make straight, wavy, or curly hair look fuller and more relaxed at the same time. Plus, shag haircuts grow out well, which means fewer barbershop visits and more “intentionally messy” days that still look put together.

1. Classic Medium Shag Haircut Men

Classic Medium Shag Haircut Men - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Picture hair that hits around the cheekbones or just below, with soft layers that move when you turn your head. The classic medium shag is about **loose** texture and choppy ends that never look overdone. Your barber will usually keep the length between the ears and chin, then cut uneven layers through the crown and sides so the hair doesn’t sit heavy. This works especially well if your hair is straight or slightly wavy and tends to fall flat, because the layers create built‑in lift and shape. Styling is simple: blow‑dry or air‑dry with a light texturizing cream, then scrunch your hair to bring out movement without making it crunchy. The result feels casual and modern, with enough structure to look intentional in any setting.

2. Center Part Medium Shag Haircut Men

Center Part Medium Shag Haircut Men - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

A center part medium shag is great if you like that relaxed, middle‑part “curtain” look. Hair usually falls to about mid‑cheek or jaw length, with layers that frame both sides of your face evenly. The middle part keeps everything balanced so the texture doesn’t lean too heavy to one side. Ask your barber for soft, face‑framing layers through the front and a bit of extra texture in the crown so the top does not look flat. This cut works well with straight or wavy hair and gives you that boho, easygoing vibe without looking messy. To style, blow‑dry with a brush following the middle part, then work in a small amount of cream or mousse to keep the flow natural and separated.

3. Wavy Shag Haircut Men Medium Length

Wavy Shag Haircut Men Medium Length - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

If your hair already has some natural wave, a wavy shag at medium length is one of the most flattering options. The haircut uses layers to break up thickness and let your waves bend and curve instead of puffing out. Hair usually sits between the top of the ear and the jawline, with longer, more relaxed pieces around the face. Your barber will add texture through the mid‑lengths and ends so the cut falls into a lived‑in, tousled shape with almost no effort. Styling is all about encouraging wave, not fighting it: apply sea salt spray or light mousse to damp hair, then air‑dry or use a diffuser while scrunching. You end up with a soft, beachy feel that looks intentional but never stiff or over‑styled.

4. Messy Medium Shag Haircut Men

Messy Medium Shag Haircut Men - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

The messy medium shag is for guys who like that “I woke up like this” look, without actually leaving it to chance. The length usually hits around the cheekbones, sometimes grazing the jaw, with layers carved through the sides and crown to keep volume under control. Ends are often feathered or point‑cut so the hair looks shattered instead of blunt. On wash days, you can rough‑dry your hair with your hands, then rub a matte pomade or styling cream between your palms and rake it through for separation. Pull a few pieces across the forehead, flip others back, and let the hair settle naturally. This kind of shag is perfect if you hate rigid grooming but still want a modern, editorial shape that looks good in pictures and real life.

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5. Medium Length Shag Haircut Men With Fringe

Medium Length Shag Haircut Men With Fringe - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Adding a fringe to a medium shag gives you extra attitude and face framing. In this look, the main length stays around the cheeks or jaw, while the front is cut into a soft, layered bang that can be worn down or pushed aside. The fringe is usually slightly longer at the temples and shorter in the center, which helps it blend into the rest of the layers. This works well if you have a larger forehead or just want more focus on your eyes. Ask your barber for a shaggy, textured fringe, not a straight, blunt bang. Style with lightweight cream or clay, lifting the roots a little with your fingers so the fringe falls in soft, broken pieces instead of sticking together in one sheet.

6. Textured Medium Shag Haircut Men

Textured Medium Shag Haircut Men - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

A textured medium shag focuses on building as much movement as possible through smart layering. Hair length usually lands around mid‑face, with the crown cut slightly shorter to create lift and a stacked effect. The sides are often thinned or debulked with point cutting or a razor so the shape stays light and airy. This is ideal if your hair is thick and tends to feel heavy, because the layers remove weight while keeping length. At home, a pea‑sized amount of texturizing cream or paste is enough to define the choppy pieces and keep separation. Work it mostly through the mid‑lengths and ends, leaving the roots freer for natural volume and a slightly undone finish.

7. Medium Shag Haircut Men With Curtain Bangs

Medium Shag Haircut Men With Curtain Bangs - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Curtain bangs paired with a medium shag give that classic, laid‑back, center‑split look that has come back strong. The bangs are cut longer, usually around the cheekbones, then parted down the middle so they open away from the face like curtains. Behind them, layers in the crown and sides add movement and keep the haircut from looking flat or one‑length. This style works well on straight and wavy hair, especially if you like to tuck some pieces behind your ears. Styling is simple: blow‑dry the front with a round brush, directing the hair away from the face, then use a light cream to keep the curtain shape. The rest of the hair can air‑dry, giving you a relaxed, flowing shape that looks good with casual or smart outfits.

8. Medium Shag Haircut Men Wavy With Layers

Medium Shag Haircut Men Wavy With Layers - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

For naturally wavy hair, combining a medium shag with layered cutting brings out defined bends and texture. The hair typically sits from mid‑ear to just above the shoulders, with layers cut shorter on top and longer beneath. These layers help the waves stack and fall nicely instead of clumping or frizzing out. Ask your barber to focus on internal layering, not just surface texture, so the cut has depth and shape even when it grows out. Styling usually starts with a curl‑friendly cream or mousse on damp hair, then air‑drying or diffusing to maintain wave pattern. Avoid heavy gels that weigh your hair down; you want a soft, touchable finish that sways when you move.

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9. Medium Shag Haircut Men Straight Hair

Medium Shag Haircut Men Straight Hair - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Straight hair can absolutely pull off a shag; it just needs clever layering and light styling. In a medium shag for straight hair, the length is kept around the cheeks or jaw, with choppy layers cut through the crown and sides to prevent a flat, helmet‑like look. The ends are usually textured to avoid blunt lines and bring in that softer, feathered edge. Your barber might use point cutting or a razor to help the hair break up and move more freely. At home, skip heavy waxes; instead, use a small amount of light clay or spray wax and rough your hair up with your fingers. This gives straight strands a little grit and direction so they stay in that relaxed, tousled shape all day.

10. Medium Shag Haircut Men Thick Hair

Medium Shag Haircut Men Thick Hair - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Thick hair and a medium shag are a strong match when you want volume without bulk. This cut uses plenty of internal layers to remove weight, especially from the sides and back, while keeping enough length to show off fullness. Hair usually sits between the ears and jawline, with the top slightly shorter to lift the shape. Your barber may thin the hair slightly or use slide cutting to carve texture into dense areas. Styling is all about control: use a lightweight cream or smoothing balm on damp hair, then blow‑dry while lifting at the roots with your fingers. Finish with a small amount of matte product to keep everything separated but not puffy or frizzy.

11. Medium Shag Haircut Men Fine Hair

Medium Shag Haircut Men Fine Hair - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Medium shag haircuts can also help fine hair look thicker and more dynamic. Instead of heavy thinning, this version focuses on subtle, shorter layers that create lift in the crown and gentle movement through the sides. The length usually hovers around the cheeks, with slightly longer pieces near the jaw to keep some weight. Ask your barber to avoid overly aggressive texturizing that might make the ends look wispy. For styling, use volumizing mousse or a thickening spray at the roots, then blow‑dry with your head slightly tilted forward for more lift. Finish with a light, non‑greasy paste just on the ends to define pieces without flattening your overall shape.

12. Medium Shag Haircut Men With Layers

Medium Shag Haircut Men With Layers - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

While every shag uses layers, this version really highlights them. The haircut is built on multiple, visible layers that start at the crown and cascade down to a medium length around the face. These layers create a lot of visible movement, especially when you turn your head or run your hands through your hair. It works well for straight, wavy, or slightly curly textures that need more personality. Ask your barber to create staggered, choppy layers and avoid super blunt edges, so everything looks light and dynamic. Style by applying a texturizing spray or light cream, then scrunching and twisting random sections to accent the layered structure and show off the cut.

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13. Medium Shag Haircut Men With Middle Part

Medium Shag Haircut Men With Middle Part - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

A medium shag with a middle part has a slightly more polished look while staying relaxed. Hair typically grazes the cheeks or jaw, and the middle part splits the front evenly for a balanced frame around the face. Layers in the crown keep the top from collapsing, while textured ends keep the silhouette soft. This is a good choice if you want something that works in casual settings but can also be styled cleaner for the office. To style, blow‑dry your hair along the part using a brush to smooth the strands, then add a pea‑sized amount of cream to enhance movement. You can tuck pieces behind your ears or leave them loose for a slightly more boho feel.

14. Medium Shag Haircut Men With Side Part

Medium Shag Haircut Men With Side Part - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Switching to a side part gives a shag more edge and asymmetry. With this cut, the hair still sits at a medium length, but more weight falls to one side of your face. Layers are cut to support that direction, so the heavier side has movement while the lighter side stays neat and controlled. This can be flattering if you prefer one “good side” in photos or want to soften a stronger jawline. Ask your barber to build in extra texture on the heavy side and keep the other side slightly shorter or tighter around the ear. Style with a bit of paste or clay, sweeping the front across and letting the rest fall naturally for an effortless, directional finish.

15. Medium Shag Haircut Men Curly Hair

Medium Shag Haircut Men Curly Hair - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Curly hair turns a medium shag into a big, textured statement. The length usually sits between the ears and the jawline, long enough to show full curls but short enough to avoid heavy drooping. Layers are essential here, because they remove weight that can pull curls down while still preserving shape. Your barber should cut curls carefully, often on dry or slightly damp hair, so they can see the true pattern. For styling, use a curl cream or gel‑cream on damp hair, then either air‑dry or diffuse on low heat without disturbing the curl too much. The result is a full, bouncy shag that frames your face and shows off your texture without turning into a frizzy triangle.

16. Medium Shag Haircut Men With Tapered Sides

Medium Shag Haircut Men With Tapered Sides - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

A medium shag with tapered sides gives you shaggy texture on top while keeping the edges cleaner. The top and upper sides stay at a medium length, layered and tousled, while the hair around the temples and above the ears is cut shorter or softly tapered. This combination makes the haircut easier to manage and keeps your profile sharper. It is especially useful if you have thick hair or want less volume on the sides. Ask your barber for a soft taper instead of a harsh fade to maintain the relaxed, shaggy vibe. Style by adding light product to the top, lifting the front slightly and allowing the shorter sides to sit neat without much work.

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17. Medium Shag Haircut Men With Layers And Fringe

Medium Shag Haircut Men With Layers And Fringe - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

When you combine strong layering with a noticeable fringe, you get a standout shag with personality. The cut usually keeps hair at mid‑face to jaw length, with layered pieces stacked around the crown and a longer, textured fringe across the forehead. The fringe can be straight, slightly arched, or parted subtly, depending on your face shape. This look works well if you like your hair to feel full and a little dramatic without being hard to style. Use a light cream or paste on damp hair, blow‑dry while pushing the fringe into place with your fingers, then scrunch the rest for movement. The final effect is a modern, fashion‑forward shag that still feels relaxed and wearable.

18. Medium Shag Haircut Men With Shaggy Bangs

Medium Shag Haircut Men With Shaggy Bangs - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

Shaggy bangs shift the focus toward your eyes and brows while keeping everything loose and undone. In this medium shag, the main length rests around the cheeks or jaw, but the fringe area is cut choppy and irregular, with pieces of different lengths. The bangs blend into the sides, so they never look like a separate, heavy block of hair. This works especially well with wavy or slightly curly textures, but straight hair can pull it off too. Styling is simple: push the bangs into place with your fingers while your hair is damp, then use a tiny bit of matte cream to keep the separation. You end up with a soft, rock‑inspired look that suits casual outfits and gives your face more character.

19. Medium Shag Haircut Men With Natural Texture

Medium Shag Haircut Men With Natural Texture - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

If you want the easiest routine, lean into a medium shag that lets your natural texture lead. This version is less about a perfect, defined shape and more about layers that support how your hair already behaves, whether that is straight, wavy, or curly. Length typically falls between the ears and jaw, giving enough room for movement without needing constant trimming. Ask your barber for soft, versatile layers and minimal thinning, so the cut grows out gracefully. At home, keep products light: a bit of leave‑in conditioner, sea salt spray, or curl cream is often enough, depending on your texture. Let your hair air‑dry whenever possible to keep that effortless, lived‑in look that defines modern shag haircuts.

20. Medium Shag Haircut Men Modern Look

Medium Shag Haircut Men Modern Look - 20 shaggy haircut men medium length - 20 shaggy haircut men medium length

For a modern medium shag, the focus is on clean edges with controlled texture. Hair lands at mid‑face to jaw length, but the outline is slightly more refined than older, ultra‑messy shags. The sides may be lightly tapered, and the nape kept neater, while the crown and top retain movement and choppy layers. This makes the cut more versatile if you move between casual and professional environments. Ask your barber for a medium shag with structured layering and softer, broken ends instead of a blunt, heavy perimeter. Style with a small amount of cream or paste, working it mostly through the mid‑lengths, so the hair looks relaxed but still sharp and intentional from every angle.

Conclusion:

Medium length shag haircuts for men give you a rare mix of style, comfort, and easy everyday wear. With the right layers and texture, you can make straight, wavy, or curly hair look fuller without adding extra bulk or styling time. These cuts frame your face, highlight your natural movement, and grow out in a way that still looks good between barber visits. Whether you like center parts, side parts, fringes, or clean tapered sides, there is a shag version that fits your vibe and lifestyle. The key is asking your barber for medium length, smart layering, and textured ends, then keeping your products light so your hair stays touchable. When you find the right shag, you get a look that feels modern, confident, and effortlessly cool every day.

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