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Home » Hair Trends & Inspiration » Vintage / Retro Hair » 25 Hairstyles Jack Grealish Hair: Iconic Headband Looks

25 Hairstyles Jack Grealish Hair: Iconic Headband Looks

When it comes to iconic footballer looks, nothing sparks quite as much attention as 25 hairstyles jack grealish hair has made famous over the years. The English midfielder is just as known for his sweeping, flowy locks as he is for his footwork. His signature look has inspired a massive resurgence in 90s inspired men haircuts, bringing the curtain bang and middle part back to the forefront of modern grooming. Whether you want the full skater boy aesthetic, a slicked back finish for a formal event, or a casual man bun for match day, there is a Grealish inspired look for you. This guide breaks down twenty five ways to wear this legendary flow.

25 Hairstyles Jack Grealish Hair Iconic Headband Looks - 25 Hairstyles Jack Grealish Hair: Iconic Headband Looks

1. Jack Grealish Curtain Bangs

Jack Grealish Curtain Bangs - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Have you ever wondered how to achieve that effortlessly cool 90s vibe? The Jack Grealish curtain bangs are the ultimate answer. This look features hair parted down the middle with soft, sweeping fringes that frame the face perfectly on both sides. It relies on having enough length on top and front to create that signature swoop. The sides are usually kept slightly shorter or blended down to the temples. To style it, simply towel dry your hair, apply a lightweight mousse, and let it air dry naturally. Push the front sections back with your fingers to train the hair to fall into that perfect curtain shape. It is low maintenance and highly stylish.

2. Middle Part Flow Haircut

Middle Part Flow Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Is there anything more satisfying than hair that moves with the wind? The middle part flow haircut is the foundation of the entire Grealish aesthetic. This cut is all about building length on the top and sides to create a seamless, flowing silhouette. The back gently hugs the neck while the front sweeps smoothly into a natural center part. You need a good sea salt spray to get that textured, beachy finish. Spray it into damp hair and scrunch upwards to encourage your natural wave pattern. This cut works best for guys with straight to wavy hair who want a relaxed, athletic appearance without spending hours in front of the mirror every single morning.

3. 90s Skater Boy Haircut

90s Skater Boy Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Channel your inner 90s rebel with this nostalgic and trendy look. The 90s skater boy haircut takes the standard middle part and adds a gritty, lived in texture. It is slightly longer around the ears and collar, giving off an effortlessly messy vibe. Think of classic pop stars and skateboarders from that iconic decade. The key here is to avoid looking too polished. You want the hair to look like you just rolled out of bed and ran your fingers through it. Use a matte paste on the ends to separate the strands and create that piece y definition. It is an excellent choice for younger guys or anyone wanting a laid back, edgy aesthetic.

4. Slicked Back Curtain Hair

Slicked Back Curtain Hair - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Need a way to dress up your flow for a big night out? The slicked back curtain hair offers a polished take on the traditionally relaxed style. Instead of letting the front pieces hang loose, you brush them back away from your face using a high hold pomade or gel. The part is still visible at the crown, maintaining that classic curtain foundation. However, the front sweeps back smoothly, keeping your hair out of your eyes. This style pairs incredibly well with a tailored suit or a crisp button down shirt. Make sure to use a comb for a sleek finish, or use your fingers for a slightly softer, more natural appearance.

5. Messy Flow Haircut

Messy Flow Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Sometimes the best look is the one that requires zero effort. The messy flow haircut embraces your natural hair texture and runs with it. This style is all about volume and movement without strict structure. The layers are cut to enhance natural waves, giving the hair a thick, breezy feel. To get this look right, wash your hair and let it air dry completely. Avoid brushing it, which can create unwanted frizz. Instead, use a texturizing spray to add grip and separation. The front should fall naturally, slightly covering the forehead without obscuring your eyes. It is perfect for casual weekends, coffee runs, or just hanging out with friends.

6. Flow Hair With Taper Fade

Flow Hair With Taper Fade - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Want to keep the flow but clean up your overall look? The flow hair with taper fade gives you the best of both worlds. The top and front are left long enough to sport the signature curtain sweep. Meanwhile, the sides and back are cut short with a gradual taper that blends into the longer top. This creates a striking contrast that highlights the length on top. The taper fade also makes the style much easier to manage, especially during hot summer months. You will spend less time dealing with bulky sides and more time enjoying your flow. Ask your barber for a low or mid taper to keep the transition smooth.

7. Half Up Man Bun

Half Up Man Bun - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Tired of hair getting in your eyes during a workout? The half up man bun is a highly practical yet stylish solution. This look takes the longer top section of your hair and secures it into a small bun at the back of the crown. The sides and back are left down to frame your face and neck. It gives off a rugged, athletic vibe that works great at the gym or on the pitch. You still get to show off your length and texture, but your vision stays completely clear. Use a simple hair tie that matches your hair color to keep it looking seamless and natural without causing breakage.

8. Messy Bun With Curtain Bangs

Messy Bun With Curtain Bangs - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Who says buns have to be perfectly neat? The messy bun with curtain bangs is a match day favorite that effortlessly blends function with fashion. You gather the bulk of your hair into a loose, relaxed bun at the back of your head. However, you intentionally leave the front curtain bangs out to frame your face. This creates a beautiful contrast between the tied back hair and the free flowing front pieces. It is a fantastic option for second or third day hair when you want to look good without a full wash. Just pull a few strands loose around your ears to soften the overall shape of the style.

9. Bleached Blonde Curtain Hair

Bleached Blonde Curtain Hair - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Ready to make a bold statement and turn heads? The bleached blonde curtain hair is the ultimate eye catching variation. Going platinum or icy blonde completely transforms the standard dark flow into something striking and modern. The lighter color highlights the texture and movement of the hair, making the waves look much more pronounced. Keep in mind that bleaching requires serious upkeep to avoid brassiness and damage. You will need a good purple shampoo and deep conditioning treatments to maintain the health of your locks. This look projects confidence and style, ensuring you stand out in any crowd just like the football star himself.

10. Undercut With Long Top

Undercut With Long Top - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Looking for a style with serious edge and contrast? The undercut with long top offers a daring take on the traditional flow. The sides and back are shaved completely down to the skin, leaving a sharp, dramatic disconnection. The top is left long and heavy, falling into the classic curtain shape. This extreme contrast puts all the focus on the top section, making it the star of the show. It is a highly versatile option because you can wear the top slicked back, parted down the middle, or pushed forward. Maintenance is key, as you will need frequent trims to keep the undercut looking sharp and clean.

11. Curtain Bangs With Glasses

Curtain Bangs With Glasses - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

How do you balance thick frames with a sweeping fringe? The curtain bangs with glasses combination creates a smart, trendy aesthetic that works for the office or the classroom. The key is ensuring the bangs do not constantly clash with your glasses. You want the hair to frame the frames, not cover them. Ask your stylist to cut the curtain bangs slightly shorter so they sit just above your glasses. This prevents the hair from constantly rubbing against the lenses and creating fog. The softness of the flowing hair perfectly balances the hard lines of the glasses, resulting in a highly stylish and intellectual look that is easy to maintain.

12. Blowout Flow Haircut

Blowout Flow Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Want serious volume that lasts all day long? The blowout flow haircut takes the curtain style to new heights with incredible lift at the roots. This look uses a blow dryer and a round brush to push the hair up and away from the scalp before letting it fall naturally. The result is a bouncy, full bodied flow that looks incredibly healthy and thick. You can use a volumizing powder at the roots for extra grip and lift. This is a great option for men with finer hair who struggle to get that thick, lush appearance. It holds up well throughout the day with just a little bit of hairspray.

13. Short Sides Long Top Flow

Short Sides Long Top Flow - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Need a professional look that still has personality? The short sides long top flow is a refined version of the classic cut. The sides are clipped short with scissors or clippers, usually a number two or three guard, but not faded to the skin. The top remains long enough to part and sweep to the sides. This offers a cleaner, more conservative silhouette that works well in strict office environments. It is much easier to tuck behind your ears without the bulk of a fully grown out side. Use a light styling cream to keep the top smooth and controlled without losing the natural movement that makes this cut so appealing.

14. Brushed Back Flow Haircut

Brushed Back Flow Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Do you prefer a look that is relaxed but out of your face? The brushed back flow haircut is incredibly easy to wear and style. Instead of parting the hair down the middle, you simply brush it straight back off your forehead. The natural wave of the hair will cause it to fall slightly to the sides, maintaining that flow aesthetic. It is a fantastic option for windy days or when you need your hair completely out of your eyes. Apply a light hold gel or pomade to damp hair and brush it back. Let it dry naturally, and you will have a laid back style that stays in place all day long.

15. Permed Curtain Haircut

Permed Curtain Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

What if your hair is naturally pin straight but you want that flow? The permed curtain haircut is the ultimate hack to get those bouncy, natural looking waves. A professional stylist uses a mild perming solution to add permanent texture and body to your hair. This means you wake up every single day with ready to wear waves that require zero heat styling. The perm adds incredible volume and makes the curtain bangs fall perfectly into place. It is a commitment, but the daily time saved on styling is well worth it. Use a curl enhancing cream to keep the waves defined and frizz free every single morning.

16. Wavy Middle Part Haircut

Wavy Middle Part Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Are you lucky enough to have natural waves? The wavy middle part haircut celebrates your natural texture without forcing it into a rigid shape. This style relies on the natural bend of your hair to create a relaxed, beachy look. The middle part allows the waves to fall symmetrically on both sides of your head. It is crucial to keep the ends trimmed and healthy so the waves do not look stringy or unkempt. A good curl cream applied to damp hair will define the waves and eliminate any unwanted frizz. Let it air dry completely, and avoid touching it too much while it dries to keep the wave pattern intact.

17. Swept Back Curtained Hair

Swept Back Curtained Hair - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Want a style that transitions seamlessly from the office to the bar? The swept back curtained hair offers a dapper and versatile finish. You start with the classic middle part at the back, but the front sections are pushed back and away from the face. This opens up your features and highlights your cheekbones. It gives the illusion of a slicked back style from the front, while still maintaining the flow and length in the back. Use a blow dryer to train the hair back, and finish with a medium hold clay. This keeps the hair moveable but securely in place throughout your busy day and into the night.

18. Thick Textured Curtain Cut

Thick Textured Curtain Cut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Dealing with heavy, unruly hair that refuses to lay flat? The thick textured curtain cut is specifically designed to manage dense hair types. The stylist uses thinning shears and point cutting techniques to remove excess weight from the interior of the hair. This allows the heavy locks to move freely and fall into a natural curtain shape without puffing out. The added texture creates a pieced out, lived in look that is highly modern and stylish. Use a matte styling dust or clay to emphasize the chopped ends. You will instantly notice how much easier it is to manage your thick hair once the weight is properly removed.

19. Neck Length Curtain Hair

Neck Length Curtain Hair - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Love the grunge aesthetic of the 90s? The neck length curtain hair pushes the boundaries of the standard cut by adding significant length. The hair hits right at the collar of your shirt, creating a dramatic, brooding silhouette. This longer length works beautifully with the curtain bangs, as the front pieces blend seamlessly into the long sides. It is a highly expressive style that requires confidence to pull off. Regular conditioning is absolutely essential to keep the longer hair looking healthy and shiny rather than dry and damaged. Tuck the sides behind your ears to show off your jawline whenever you want a quick style change.

20. Casual Swept Side Part

Casual Swept Side Part - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Tired of the center part but still want the flow? The casual swept side part offers a refreshing alternative. Instead of splitting the hair down the middle, you push all the flow over to one side. This creates an asymmetrical look that adds instant volume and drama to the top of your head. It is incredibly easy to style and often holds up better in the wind compared to a middle part. Simply brush your damp hair to one side and let it dry naturally. A little bit of styling cream will keep it looking smooth and intentional without freezing it in place. It looks effortlessly cool and highly stylish.

21. Wet Look Slicked Back Hair

Wet Look Slicked Back Hair - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Do you want a sleek, high fashion aesthetic? The wet look slicked back hair is a bold choice that commands attention. This style uses a generous amount of high shine gel or pomade to create a glossy, wet appearance from root to tip. The hair is combed back tightly against the head, leaving no loose strands. It gives off a very polished, red carpet vibe that pairs perfectly with formal wear. The trick is to apply the product to damp hair and comb it through evenly to avoid clumping. While it looks rigid, a flexible hold gel will still allow the hair to move naturally in the wind.

22. Messy Middle Part Haircut

Messy Middle Part Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Does your morning routine consist of waking up and walking out the door? The messy middle part haircut is your best friend. This style fully embraces the bedhead look, relying on natural grit and texture rather than precise styling. The middle part forms naturally, and the hair falls wherever it pleases. It is carefree, relaxed, and perfectly captures the nonchalant attitude of the modern athlete. To enhance the messy look without looking dirty, use a dry texturizing spray on your roots. This adds volume and grip without the need for water or heat. It is a low maintenance dream for guys who hate spending time on their hair.

23. Flow Hair With Headband

Flow Hair With Headband - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Need to keep your flow completely secure during intense activity? The flow hair with headband is a functional and trendy solution. Wearing a thick fabric headband pushes the curtain bangs and side hair off your face, preventing sweat from dripping into your eyes. It also keeps the hair neatly tucked back while showing off your length. This look is heavily associated with tennis players and footballers who need their vision unobstructed during a match. Choose a headband that matches your outfit for a cohesive athletic look. When you take the headband off, your hair will have a cool, natural wave pushed back from the tension.

24. Layered Curtain Haircut

Layered Curtain Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Want to add serious dimension and movement to your style? The layered curtain haircut incorporates different lengths throughout the hair to create bouncy, dynamic flow. Instead of one solid length, the stylist cuts shorter layers underneath to push the longer top layers up and out. This prevents the hair from looking flat or lifeless. The layers specifically enhance the curtain bangs, allowing them to sweep gracefully without looking heavy or blocky. It is an excellent option for men with fine or thinning hair who need an extra boost of volume. Blow dry your hair with a round brush to maximize the layering effect and create incredible lift.

25. Short Curtain Bangs Haircut

Short Curtain Bangs Haircut - 25 hairstyles jack grealish hair - 25 hairstyles jack grealish hair

Want the Grealish vibe but work in a strict corporate office? The short curtain bangs haircut offers a subtle nod to the trend without the commitment of long hair. The bangs hit right at the eyebrows, and the sides are kept trimmed above the ears. It still features the signature middle part and the sweeping motion, but on a much smaller scale. This makes it incredibly easy to maintain and style every morning. You do not have to worry about tucking long hair behind your ears or dealing with a bulky neck line. A simple pea sized amount of styling cream is all you need to keep this neat style looking sharp.

Conclusion:

Trying out any of these 25 hairstyles jack grealish hair trends is a fantastic way to upgrade your look and embrace a modern classic. The sweeping curtain bangs and relaxed flow have completely changed the way men approach longer hair. Whether you prefer the rugged 90s skater vibe, a polished slick back, or the practical half up bun, there is a perfect option for every hair type and lifestyle. Remember that the key to pulling off this look is confidence and proper maintenance. Keep your ends trimmed, use the right styling products, and do not be afraid to experiment with different variations. Find the flow that makes you feel like a champion on and off the pitch.

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About Jen Atkin

I'm Jen Atkin, a hairstylist who's all about making hair care and styling simple and accessible for everyone. Every day on Lovelyish.com, I share my latest finds and personal tips on the newest hairstyles, cuts, and products. Whether you're looking for a fresh look or ways to keep your hair healthy, I've got you covered with straightforward advice drawn from my years of experience in the industry. Let's make every day a good hair day together!

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