If you’re rocking long hair and considering shaved sides, you’re not just following a trend — you’re making a statement. The contrast between the volume up top and clean-shaven sides opens the door to powerful, expressive, and bold hairstyles. Whether you’re aiming for a modern edge or a timeless twist, there’s a lot you can do with this cut.

At Stylish Barbershop, we help men achieve looks that actually work — not just on Instagram, but in real Canadian weather, daily life, and professional environments. This guide is packed with bold styles tailored for guys with long hair and shaved sides — so you can walk into your next appointment with confidence.

Why Long Hair with Shaved Sides Works So Well

This look delivers contrast and control. Shaved sides keep the look clean and manageable, while the long top gives you the freedom to style. It’s perfect for Canadian men who want a fresh, versatile haircut without giving up their length. Plus, it suits all kinds of hair textures curly, straight, or wavy.

But finding a barber who knows this type of haircut is key. Precision and balance matter when it comes to maintaining this contrast.

12 Bold Hairstyles for Long Hair with Shaved Sides (Down Styles)

Here are 10 solid options if you’re planning to wear your hair down with shaved sides:

1. Slicked Back Flow

A classic look that’s sleek and controlled. Use a light-hold pomade to comb the top backwards for a clean, professional style that still shows off length. It’s especially great in colder weather when humidity is lower.

Picture Credit: https://www.menshairstylestoday.com/flow-hairstyles/

Good for: Business meetings, evening events, or date nights.

2. Loose Top Knot (Worn Low)

Instead of a tight bun on top, let the knot sit lower and let some strands fall naturally. This laid-back version softens the contrast between the shaved and long areas.

Picture Credit: https://www.menshairstylestoday.com/top-knot-hairstyles-men/

Style tip: A get pony haircut for men in Kitchener can help keep length even and manageable.

3. Side-Swept Waves

Got naturally wavy or curly hair? Let it fall to one side. The shaved sides will frame your waves, making them pop without looking too messy.

Picture Credit: https://menshaircuts.com/side-swept-undercut/

Use: A curl cream that combats frizz — especially helpful during rainy Ontario seasons.

4. Grunge Curtain Drop

Channel some 90s grunge by parting your long hair slightly off-centre and letting it fall. Keep the ends textured for a modern feel.

Picture Credit: https://www.pinterest.com/pin/580471839471904008/

Pair it with: Subtle highlights for dimension.

5. Braided Crown with Drop Length

If your hair is long enough, braid a few strands near the part line and let the rest hang down. The contrast between tight braids and loose length looks strong and intentional.

Picture Credit: https://www.menshairstylestoday.com/man-bun-braids-styles/

Pro tip: Works especially well for guys with thick or coarse hair.

6. Wet Look with Shaved Fade

Apply gel or mousse to damp hair and let it fall naturally. The wet texture intensifies the shine and sharpness of the shaved sides.

Picture Credit: https://www.barberstake.com/blog/mid-fade-haircut/

Style warning: Avoid too much gel — go for a natural wet finish, not crunchy.

7. Half-Up Twist Drop

Twist the top half and pin it back while letting the rest fall. This keeps hair out of your face but still showcases the volume and texture.

Picture Credit: https://www.beautycon.com/article/38-photos-of-twisted-hairstyles-for-men

A great everyday style that looks good under a toque or hat — handy for Canadian winters.

8. Messy Fringe Down

Let your long hair hang forward over the forehead and sides an effortlessly cool look, especially when paired with faded sides. Keep the edges trimmed regularly for definition.

Picture Credit: https://www.menshairstylestoday.com/fringe-hairstyles-men/

Use: Sea salt spray for texture and volume.

9. Shoulder-Length Natural Fall

No products, no tricks just clean, well-groomed length falling naturally. The key here is a precise cut and regular trims to avoid split ends.

Picture Credit: https://therighthairstyles.com/20-statement-medium-hairstyles-for-men/

Ideal for: Men who like a low-maintenance, authentic style.

10. Centre Part with Layered Ends

Part your long hair down the middle and ask your barber for subtle layering through the ends. This removes bulk and helps your hair flow naturally.

Picture Credit: https://menshaircuts.com/middle-part-hair-men/

Works well for: Thicker-haired men who want movement without puff.

11. Sharp Fade with Full Beard

A perfect blend of precision and masculinity this look combines a clean high fade with a full, shaped beard. The contrast keeps the focus on facial structure while maintaining a rugged vibe.

Picture Credit: https://www.bodycraft.co.in/blogs/hair/haircut/undercut-hairstyles-for-men
Best for: Men who want a sharp, polished style that still feels natural and bold.

12. Messy Side Part with Low Temp Fade

This modern twist combines a defined side part with a low temple fade. The volume on top keeps things bold, while the fade keeps the edges tight and clean. It’s one of those styles that looks both professional and fashion-forward.

Picture Credit: https://www.latest-hairstyles.com/mens/short-sides-long-top.html#9
Pro tip: Use a matte styling clay for texture and natural movement — perfect for daily wear.

Maintenance Tips for Shaved Sides with Long Hair

• Trim the sides every 2–3 weeks to keep the contrast sharp.
  
• Use a sulphate-free shampoo and lightweight conditioner to maintain length and scalp health.
  
• In cities like Kitchener or Guelph, where hard water can be harsh on hair, consider using a clarifying shampoo weekly.
  
• Book with a barber who knows this type of haircut to maintain shape and blend — especially important when hair is down.

Shaved sides with long hair is more than just a phase it’s a style that combines boldness with flexibility. Whether you prefer a slick back, grunge curtain, or messy fringe, there’s a version that fits your vibe. The key is matching the cut to your lifestyle, hair texture, and willingness to maintain it.

Ready to try something bold? Book with one of our expert barbers at Stylish Barbershop and take the guesswork out of your next haircut.