Can You Pull Off a Long Hairstyle as a Guy? Here’s How to Know

Long hair on men has made a strong comeback in recent years, whether it’s the laid-back flow, man bun, or shoulder-length waves. But before you start growing your hair out, it’s natural to wonder: Can I really pull this off? The good news is, most men can, if they consider a few key factors first.

Let’s break down how to figure out whether a long hairstyle will suit you, and what you need to know before making the commitment.

1. Consider Your Face Shape

Long hairstyles can enhance certain facial features, but they can also exaggerate others if not styled properly. Your face shape plays a big role in how long hair will look on you.

Best face shapes for long hair:

  • Oval – Almost any hairstyle looks good, including long cuts.

  • Square – A longer style can soften sharp jawlines for a more balanced look.

  • Heart – Length can offset a wider forehead and add volume to the lower half of the face.

More challenging shapes:

  • Round – Long hair can add width unless layered properly.

  • Diamond – Consider styles that add volume at the crown and chin to balance narrow sides.

Pro tip: A skilled barber can recommend how to tailor length and layers to best suit your face shape.

2. Look at Your Hair Type and Texture

Not every hair type grows the same way, and not every guy has the patience for it. If you’re planning to grow your hair long, know what you’re working with.

Hair types that grow well long:

  • Wavy or curly hair – Adds natural texture and volume.

  • Thick straight hair – Grows evenly and can be styled easily.

Hair types that may need more care:

  • Thin or fine hair – Might look stringy if it grows too long.

  • Extremely coarse or kinky hair – Requires more hydration and styling products to maintain shape.

If you’re unsure about your hair type, ask your barber—they can guide you on whether long hair will enhance your overall look or require more maintenance than it’s worth.

3. Think About Maintenance and Lifestyle

Long hair isn’t just a style—it’s a commitment. If your day-to-day routine doesn’t allow for regular care, you might struggle with the upkeep.

Long hair needs:

  • Regular trims to prevent split ends.

  • Shampooing 2–3 times a week to avoid dryness or buildup.

  • Conditioner to keep hair soft and manageable.

  • Styling time, especially if you want a neat, intentional look.

Ask yourself:

  • Do I have the patience to grow it out over several months?

  • Am I willing to take care of it daily?

  • Does my work or lifestyle allow for a more relaxed or rugged look?

If you’re always on the go, consider mid-length styles first to ease into the change.

4. Know Your Style Goals

Long hair says something about your personality—it can be edgy, artistic, free-spirited, or just plain cool. But it should still feel like you.

Before you grow it out, ask:

  • Why do I want long hair? Aesthetic? Trend? Personal identity?

  • Do I have a style reference in mind (celebrity, athlete, etc.)?

  • Will this suit my wardrobe and overall image?

If you're unsure, your barber can help you explore styles that evolve over time, so you can grow it gradually without awkward phases.

5. Start with a Plan and Regular Check-ins

Growing out your hair doesn’t mean avoiding the barbershop—it means visiting strategically.

What your barber can help with:

  • Shaping the sides and neckline during growth.

  • Adding layers to control thickness and flow.

  • Recommending products for your texture and goals.

With the right guidance, your long hair can grow in looking polished, not messy or unintentional.

Conclusion

So, can you pull off a long hairstyle as a guy? Absolutely—if you understand your face shape, hair type, lifestyle, and personal style. Long hair isn’t one-size-fits-all, but with the right approach and regular upkeep, it can be one of the most versatile and expressive styles out there.

At In The Cut Barbershop in Vancouver, we work with you at every stage of your hair journey—from growing it out to keeping it looking sharp. Our expert barbers know how to shape long styles to suit your face and lifestyle, so you never have to guess what works.

Ready to grow your hair with confidence? Book an appointment at In The Cut today and let’s make long hair work for you.

Previous
Previous

How Often Should Men Really Get a Haircut? (And Why It Matters)

Next
Next

How Do I Ask for a Specific Haircut Without Using Barber Lingo?