Awkward Stage Hair Men: How to Get Through It

6 min read · Glowmaxx

The awkward stage hair men go through usually hits around months 2 to 6 of growing out, when your hair is too long to look like a short cut and too short to tuck, sweep or tie. You get through it with three things: regular cleanup cuts on the sides and neckline, a few styles that work at each length, and patience. Most guys who quit, quit here. Don't.

If you're stuck in the grow-out and can't tell if it looks intentional or just messy, Glowmaxx scores your hair and grooming from one selfie and tells you which to fix first. Start my glow-up

What the awkward stage is (and how long it lasts)

Awkward stage meaning: the in-between phase of growing out short hair (like a fade or crop) into longer hair (like a flow, curtains or shoulder length) where nothing sits right. Hair sticks out over your ears, flips at the neck and gets puffy on the sides.

How long does the awkward stage last? It depends on your starting length and how long you want to go, but for most guys going from a fade to a flow, the worst of it is roughly months 2 to 6. Hair grows at different speeds for different people, so treat any timeline as a rough guide, not a deadline.

On Reddit, the awkward phase hair men threads (r/FierceFlow is the big one) are full of guys posting week-by-week pics. The common thread: the ones who made it kept the sides tidy and stopped checking the mirror every hour.

Month-by-month grow-out timeline

Here's a rough growing out hair men timeline, starting from a short fade:

Stage What it looks like What to do
Month 0 to 1 Basically your old cut, fuzzy Nothing. Let it grow.
Month 1 to 2 Sides puff, fade is gone First cleanup: neckline and around ears only
Month 2 to 3 Top is fringe length, sides stick out Push top forward or to the side; product
Month 3 to 4 Peak awkward. Hair flips out over ears Cleanup cut, headband or hat days, middle part attempt
Month 4 to 6 Can start tucking behind ears Curtains, slicked back, early flow
Month 6+ Flow territory Mostly maintenance trims

Awkward stage growing hair men: the real rule

Don't let a barber "even it out." That phrase can undo months. Every cut during a grow-out should be a cleanup, not a reshape.

Styles that work at each length

Hairstyles for growing out hair men, by stage.

Short-medium (1 to 3 months): fringe and messy

Medium (3 to 4 months): the worst bit

Awkward stage hairstyles men actually use here:

Medium-long (4 to 6 months): curtains and early flow

Awkward stage hair male curly

Curly hair grows "up" before it grows "down," so the awkward stage can look puffier. Upside: curls hide uneven lengths. Keep it moisturized, define curls with cream or gel, and get the shape trimmed so it stays round, not triangle-shaped.

Awkward stage wavy hair men

Waves are honestly the easiest. Scrunch in mousse or gel and let it dry. The wave hides the flicks. Our gel vs mousse for wavy hair guide helps you pick a product.

Awkward stage long hair men

Even past six months, the ends can flip and the back can be longer than the front. A light trim to "take the back up to match the sides" can make it look like a style instead of a grow-out.

The worst part of the awkward stage is that you can't trust your own eyes. Some days it looks fine, some days it looks like a helmet, and you're never sure if it's actually getting better. Glowmaxx scores your hair out of 10 from a selfie, and only the numbers stay on your timeline, so you can track the grow-out honestly instead of reacting to one bad mirror day. Start my glow-up

Cleanup cuts to ask for

A cleanup cut men should ask for, word for word:

"I'm growing it out. Please don't take any length off the top. Just clean up the neckline and around the ears, and take a little weight out of the sides if they're puffing out."

Other things to ask:

Every 6 to 10 weeks is a common rhythm for cleanups during a grow-out.

Hats, headbands and products

Looking good in photos meanwhile

This is the bit nobody talks about. Grad pics, birthdays, prom, uni socials, family events. You don't want photo evidence of month three.

Tips for awkward stage photos:

  1. Fix the light first. Face a window. Overhead light makes in-between hair look flatter and shinier.
  2. Do the hair 10 minutes before, not at 7 a.m. for an evening event.
  3. Slick it back or tuck it for formal photos. It hides uneven bits.
  4. Hat on for casual pics. No one questions a hat.
  5. Keep everything else sharp: eyebrows tidy, skin clean, clothes that fit. When the hair is mid, grooming carries.

Awkward stage tips to not quit

Track the grow-out without guessing

The awkward stage is easier when you can see progress. Glowmaxx scores your hair and grooming, plus skin, posture and angle, and light and fit, out of 10 from one selfie, gives you three moves for today on your lowest one, and its day-one vs today before-and-after card shows how far you've come.

Start my glow-up

FAQ

How long does the awkward stage hair last for men?

For guys growing out from a short fade, the most awkward stretch is commonly somewhere around months 2 to 6. Everyone's hair grows at its own pace, so your timeline might be a bit shorter or longer.

How do you grow out your hair as a man without it looking bad?

Get cleanup cuts on the neckline and around the ears without taking length from the top. Use simple styles for each length, and keep your grooming sharp so the rest of your look carries it.

What hairstyles work for the awkward phase for men?

A textured fringe or messy top early on, a slick-back or middle part at the peak awkward length, and curtains or a tucked flow from about four months. Hats and headbands are fair game on bad days.

What do I tell my barber when growing out my hair?

Say you're growing it out and want no length off the top, just a cleanup of the neckline and around the ears. Ask them to take weight out of the sides if they puff.

Take a selfie, get scored on the five things you can actually change (skin, hair, grooming, posture, light) and get today's three moves. Pay once. Your photos stay on your phone.

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