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20 Manly Men’s Medium Hairstyles You Gotta See

Hey guys, been thinking of growing your hair out? Maybe you already have long hair and you’re considering the big cut. Check out these 20 killer mid-length styles that will have heads turning! And no, they won’t require you to spend thirty minutes in front of the mirror in the morning. Ten minutes tops is what we’re aiming for, right?

#1 Smooth Debonair

Written by Cynthia Nicasio

This is a modern spin on the timeless side part. Retro looks are trending in the male styling arena right now, and this one is among the popular throwbacks that are hot this year.

How To Style:

  1. Apply styling cream to clean, damp hair.
  2. With a comb, brush hair to back and down on the sides.
  3. Section hair into a side part and comb in direction of part.
  4. Allow hair to air dry.

Recommended Products:

Grooming cream by Bumble&Bumble is a spreadable styling aid that gives a soft hold and smooth finish.

Best Face Shape & Hair Type:

Most all face shapes and hair types can wear this look.

#2 Fountain of Youth

Written by Cynthia Nicasio

This is a great style for someone who wants an approachable look that is still groomed and professional. This is a timeless style that radiates the youthful and playful side of a stylish gentleman.

Medium-Timeless-Hairstyle-for-Men

Photo Credit: PRPhotos.com

How To Style:

  1. Towel dry wet hair to 75% dry.
  2. Apply a dime to nickel-sized amount of styling cream to your hands and work into the hair by running your hands through the hair.
  3. Smooth the sides with a comb if necessary. Comb hair up with fingers, twisting the ends for definition.

Recommended Products:

SEVEN Luxury Haircare has a product called Style. It is a workable styling cream that provides a medium hold and gives the hair a soft, touchable finish.

Best Face Shape & Hair Type:

Most all face shapes and hair types can wear this look.

#3 Windswept Star

Written by Cynthia Nicasio

For those who miss the messy styles of decades past, this retro airy look is on trend as the “good time guy” hair. Light hearted and windswept, this is a great look for the weekend.

Messy Medium Hairstyle for Men

Photo Credit: PRPhotos.com

How To Style:

  1. On dry hair, apply a pea-sized amount of wax throughout out the hair by emulsifying it into your palms and running it through the hair with your hands.
  2. Shake hair between your fingers from the roots to give some natural looking separation
  3. Pull pieces out for definition and finish with light hairspray.

Recommended Products:

Bumble& Bumble’s City Swept is a light finishing hairspray that help create light airy looks and give a light dry texture finish.

Best Face Shape & Hair Type:

Most all face shapes and finer hair types can wear this look.

#4 Playful Curls

Written by Cynthia Nicasio

Gentlemen who want to show their creative and playful side might want to give this look a try. This style is sexy and fashion forward as curly hair is usually boxed up in shape or round in a grow out phase. This style will sit best on hair with a tighter curl pattern.

Medium Hairstyle for Men with Curls

Photo Credit: PRPhotos.com

How To Style:

  1. Rub a dime-sized amount of styling cream into hands and run through damp hair.
  2. Use fingers to twist curls together throughout hair.
  3. Allow hair to air dry.

Recommended Products:

Bumble and Bumble Curl Crème is new product that helps hair hold curls without feeling sticky or hard and repels frizz.

Best Face Shape & Hair Type

Most all face shapes and naturally curly hair types can wear this look.

#5 Suave Vagabond

Written by Cynthia Nicasio

Groomed enough to look like a professional and relaxed just a bit for fun, this versatile style can be worn to work and carry you on to happy hour.

Versatile Medium Hairstyle for Men

Photo Credit: PRPhotos.com

How To Style:

  1. Rub a dime-sized amount of styling gel into hands and run through damp hair.
  2. Use fingers to pull the front upward and smooth hair over to the side and back.
  3. Allow hair to air dry.

Recommended Products:

Bumble and Bumble Gel is a flexible sculpting medium hold gel that holds hair shape without feeling sticky or hard.

Best Face Shape & Hair Type:

Most all face shapes can wear this look. This style will work best on hair with a bend or wave.

Tip:

If you want less hold from your gel, apply when hair is wet because the water will soften the hold of the gel. This trick also works vice versa on dryer hair for more hold power.

#6 Casual Friday

Written by Cynthia Nicasio

This look is both casual and clean for a man who doesn’t want to spend a lot of time on his hair. The trick to effortless style is a great foundation, also known as a strong haircut. This look needs to fit on a solid haircut that is cut to form this shape when your hair is in its natural state.

Casual Medium Hairstyle for Men

Photo Credit: PRPhotos.com

How To Style:

  1. Liberally apply a nickel-sized amount of styling cream throughout wet hair.
  2. Scrunch and allow hair to air dry.

Recommended Products:

Don’t Blow It by Bumble& Bumble is an air styling cream that is made to enhance hair’s natural texture with soft sheen and light hold. It’s a great low maintenance hair product as it does not require over styling or heat.

Best Face Shape & Hair Type:

Most all face shapes and hair with some natural texture to it can wear this look.

#7 The Modern Man

Written by Cynthia Nicasio

This look is for any man who wants to show up anywhere at any time and look great. This style is versatile and suits an array individual styles.

Modern-Versatile-Hairstyle-for-Men

Photo Credit: PRPhotos.com

How To Style:

  1. Apply a styling aid throughout the lengths of dry hair.
  2. Pick out some pieces and twist with fingers. Pull other pieces for texture.
  3. Allow hair to air dry.

Recommended Products:

Aveda’s Grooming Cream is a styling cream with medium hold and smooth pliable texture.

Best Face Shape & Hair Type:

Most all face shapes and hair types can wear this look.

#8 Trendster

Written by Cynthia Nicasio

Facial hair is in right now, as is the slicked back pomp for men. This look is simple, strong and very masculine. If you want to try what’s hot right now, this is the way to go.

Slicked Back Medium Hairstyle for Men

Photo Credit: PRPhotos.com

How To Style:

  1. Apply a styling gel throughout the length of damp hair.
  2. Smooth hair back with brush or comb.
  3. Allow hair to air dry.

Recommended Products:

Paul Mitchell makes a small brush called the 413 Sculpting Brush that is perfect for styling this look. It has wide spread teeth and leaves the hair with a natural finish

Best Face Shape & Hair Type:

Most all face shapes and hair types can wear this look.

#9 Perfectly Groomed Coils

Written by Cynthia Nicasio

This is for the man who looks like he’s got it all together. With controlled curls and strong form, this look is styled to perfection. It may take a little more time to pull off in the morning and few frequent visits to the barber or stylist, but it is well worth it.

Medium-Hairstyle-for-Men-with-Tight-Curls

Photo Credit: PRPhotos.com

How To Style:

  1. Apply a curl activator throughout the length of damp hair.
  2. Twist curls with fingers or use a styling sponge in circular motions.
  3. Allow hair to air dry.

Recommended Products:

NuDred has a styling sponge that is used to create the perfect coiled curls and is super easy to use.

Best Face Shapes:

Most all face shapes can wear this look. This look works best with tighter curl pattern hair types.

Tip:

For finer and straighter hair types, opt to twist hair in small sections with fingers for more of a bend or wave to recreate this look.

#10 Hot in Hollywood

Written by Cynthia Nicasio

This look is hot on super on trend in the mens styling world. A deep side part with the hair to side and up towards the front is commands the attention of any room.

Medium-Hairstyle-for-Men-with-Deep-Side-Part

Photo Credit: PRPhotos.com

How To Style:

  1. Apply styling gel throughout the length of damp hair.
  2. Comb hair to side according to your part, then smooth hair going back.
  3. Comb hair in the front going upward and to the side.

Recommended Products:

Bumble and Bumble Gel is a flexible sculpting medium hold gel that holds hair shape without feeling sticky or hard.

Best Face Shape & Hair Type:

Most all face shapes and hair types can wear this look.

#11 Killer Instincts

Written by Renee Summa

A longer crop with a dash of debonair, this style can be worn back off the face for a night out or slightly messy for a more casual look.

Men’s Medium Hairstyles

Photo Credit: PRPhotos.com

How To Style:

  1. Wring hair with a towel after stepping out of the shower.
  2. Work a nickel-sized amount of styling cream through hair.
  3. Comb through hair with a wide tooth comb.
  4. Use fingers to finger-comb hair back then tuck behind ears.
  5. Allow to air dry.

Recommended Products:

Woody’s Cream is easy to distribute and creates a soft, pliable finish with great shine.

Best Face Shape & Hair Type:

oval, heart, square

Tip:

Always wring, never rub. Rubbing hair causes that nasty frizz and trust me, you don’t want frizz!

#12 A Distinguished Affair

Written by Renee Summa

A bit more refined and longer, this style is usually worn back behind the ears.

distinguished men's medium hairstyle

Photo Credit: PRPhotos.com

How To Style:

  1. Shampoo, condition and towel dry hair.
  2. Work a nickel-sized amount of styling pomade through hair.
  3. Comb toward the back with a medium tooth comb then run fingers through in the same direction to soften the comb lines.
  4. Allow to air dry.

Recommended Products:

Try Woody’s Hair and Body Shampoo Bar for an all-in-one clean. Be sure to use the Daily Conditioner as well to keep hair healthy.

Best Face Shape & Hair Type:

square, oval, heart

#13 Free Spirit

Written by Renee Summa

Rock out the natural texture like Lenny Kravitz, who has this freestyle look nailed.

Lenny Kravitz Hair

Photo Credit: PRPhotos.com

How To Style:

  1. Use moisturizing shampoo and conditioner.
  2. Wring hair out well with a towel.
  3. Work a quarter-sized amount of styling serum through hair to add more moisture and some shine.
  4. Allow to air dry.

Recommended Products:

Use Paul Mitchell Super Skinny Serum for shiny, frizz-free hair.

Best Face Shape & Hair Type:

oval, square

#14 Retro Redux

Written by Renee Summa

This deep side parted style is great for you guys who love a nod to the retro era!

men's medium length retro hairstyle

Photo Credit: PRPhotos.com

How To Style:

  1. Shampoo and condition.
  2. Wring hair thoroughly with a towel to remove excess moisture.
  3. Comb through hair with a large tooth comb.
  4. Use fingers to distribute a nickel-sized amount of styling cream through hair.
  5. Use large tooth comb to create a deep diagonal side part on one side and comb over to that side.
  6. Run fingers through to soften comb lines.

Recommended Products:

American Crew Grooming Cream provides high hold with high shine.

Best Face Shape & Hair Type:

oval, square, pear

#15 Dressed-up Disheveled

Written by Renee Summa

Try some random texture with no particular part for hair that’s medium and fairly straight.

men's disheveled hairstyle

Photo Credit: PRPhotos.com

How To Style:

  1. Work a nickel to quarter-sized amount of medium hold styling cream through towel dried hair.
  2. Use a blow dryer to dry hair while directing hair from side to side. This will create the random texture effect.

Recommended Products:

Woody’s Web is a modern pomade that creates the perfect balance of flexibility and firmness.

Best Face Shape & Hair Type:

heart, oval

Tip:

Using the blow dryer makes a huge difference when styling hair. Blow drying helps hair to hold its style all day by locking it in the direction you want it to go.

#16 Waving Back

Written by Renee Summa

This style is great on guys with naturally wavy hair who want to wear it in a laid-back yet finished style.

men's medium wavy hairstyles

Photo Credit: PRPhotos.com

How To Style:

  1. Towel dry hair.
  2. Use a blow dryer to dry while lifting hair at the roots and directing toward the back.
  3. Finish by using a spray gel, then running fingers through hair to smooth.

Recommended Products:

American Crew Light Hold Styling Gel builds thickness and shine while providing light control.

Best Face Shape & Hair Type:

oval, pear, square

#17 Curly Coif

Written by Renee Summa

This style lets you rock some serious curls but still keep them in check.

men's curly hairstyle

Photo Credit: PRPhotos.com

How To Style:

  1. Grab a medium to high hold curl defining cream and work a quarter-sized amount through towel dried hair.
  2. It’s best to let curls dry naturally.
  3. If necessary, apply a nickel-sized amount of curl defining cream through hair after hair has completely dried.

Recommended Products:

OSiS Twin Curl is a two-phase curl cream that creates strong curl control for coarse, curly and wavy hair.

Best Face Shape & Hair Type:

oval, square, pear

Tip:

This look is worn well on round faces if you pair it with well groomed facial hair. The facial hair will create angles on a round face that are necessary to pull off this really full, curly hair.

#18 Long and Layered

Written by Renee Summa

Try this longer layered and textured haircut that is styled slightly off the face.

men's layered medium hairstyle

Photo Credit: PRPhotos.com

How To Style:

  1. Wring excess moisture from hair with a towel.
  2. Work a quarter to a golf ball-sized amount of styling cream through hair.
  3. Blow dry hair using a low setting. Direct hair away from your face as you dry.
  4. Finish by spraying with a little flexible hold styling spray.

Recommended Products: 

Grab some Gage for Men 3/4 Cream which adds thickness and body to hair with a strong hold and medium finish.

Best Face Shape & Hair Type:

oval, square, pear

#19 Embracing Gray

Written by Renee Summa

This deep side parted, longer crop is left longer on the top and cut closer on the sides and in the back.

men's gray hairstyles

Photo Credit: PRPhotos.com

How To Style:

  1. Towel dry hair.
  2. Work a quarter-sized amount of medium hold styling spray through hair.
  3. Use a comb to direct hair in a diagonal direction to the side and slightly back.
  4. Run fingers through hair in the same direction to soften the comb lines, if desired.

Recommended Products:

American Crew Grooming Spray is an excellent bulidable hold product, meaning the more you use, the higher the hold factor.

Best Face Shape & Hair Type:

oval, pear, square

#20 Tribal Texture

Written by Renee Summa

In this look, naturally coarse and curly hair in worn in a fauxhawk style with braids on either side.

naturally-coarse-curly-hair

How To Style:

  1. Use a moisturizing shampoo and conditioner.
  2. Wring excess moisture from hair with a towel.
  3. Work a quarter-sized amount of nourishing oil through hair to reduce frizz and encourage shine.
  4. Create four or five horizontal sections along the curve of your head on each side. Braid each section to follow the curve of your head. If you aren’t too skilled in braiding, just ask a stylist! He or she would be happy to do the braiding for you.
  5. Finish by working a flexible hold styling cream though hair in the top section and at the top of each braid.

Recommended Products:

Moroccan Oil leaves hair healthy, shiny and manageable.

Best Face Shape & Hair Type:

oval, pear, square

Maybe you’ve never even thought of using a blow dryer before you read about these sexy mid-length men’s hairstyles, but I’m telling you, locking in those locks with a blow dryer makes all the difference! Think of it as your power tool for style. Your hair, and your girlfriend, will thank you.