15. High And Tight

This messy top hairstyle for guys is more intentional in its shape than most of the styles on this list. When spiking hair up, move it all in one direction for a sexy, cohesive vibe.

16. Shaggy Red Hair

Long, shaggy hair will give you the cool, relaxed hairstyle you desire. Brush the majority of hair to the side and play with curls or waves with your fingers for a sexy, bedhead style that can be played up or toned down, according to your needs.

17. Avant Garde Messy Hair

Let your hair be your masterpiece! This hairstyle works for guys with longer, chin-length hair who want to have some fun. Your creative side should lead as you create asymmetry in the way that your hair stands up.

18. Tousled Vintage Look

Looking for a sexy throwback style? This messy vintage hairstyle for men is perfect for thick-haired fellows that want to maintain an artsy, unpolished flair. Lots of choppy layers help with the overall effect.

19. Messy Hair For Younger Men

This rather bold look is totally perfect for young men. It’s youthful, playful, and has tons of energy to show off your boldest you. Gel it up, but don’t use too much to avoid that crunchy look.

20. Messy Quiff

A classic quiff hairstyle is always a good choice when you are looking for a short, messy hairstyle for men.

Ideal for: Oval and heart-shaped faces.

How to style: After your hair is carefully trimmed on the sides, use some hair gel to mess out the hair on the top and pull the bangs upward to create the quiff hairstyle.

21. Wavy Side-Swept Haircut

This is a perfect boyish messy hair look for an instantly youthful appearance.

Ideal for: Square and oval-shaped faces.

How to style: Every time you blow-dry your hair, use a styling brush to bring the hair towards the front and the sides and to preserve volume. In the end, just go through the hair with some hair wax on your fingers.