Step by Step Styling Tips for a Perfect Side Swept Undercut

A new haircut from scratch is always like a reset, but some remain just because they balance sharpness with flexibility. One of those cuts is a side swept undercut that is not only modern but also slightly rebellious. Besides that, it is clean enough to be able to wear to work or a wedding. What is the main reason for its popularity is that people use it not only for that but also for the style that personally fits both exterior and interior.

What Exactly Is a Side Swept Undercut?

The concept is very easy. The sides are short and the top is left long. Generally, the side is faded or buzzed down while the top is left longer.

This isn’t new. Men undercut hairstyle classics date back to the 1920s. But nowadays side slipped variants are less strict and more casual. At times they are even untidy.

Image idea: A man sitting in a barber chair, clippers buzzing the side while longer hair falls across the top.

Alt tag: Barber shaping a side swept undercut on a man.

Why Men Choose the Side Swept Undercut?

Firstly, the most important practical reasons. You will feel cooler in summer when you have short sides. It is really simple to take good care of your hair, especially if you have decided to go for a tapered undercut. The top is the place where you are going to have your fun.

Besides that, this style works well with different hair lengths. While medium side swept undercut looks are more common, shorter versions can also look sharp and stylish. For more ideas, explore these teen boy haircuts 2025.

Image idea: Side profile of a man with medium side swept hair, top combed across, sides faded.
Alt tag: Medium side swept undercut hairstyle side profile.

Step by Step: Styling a Side Swept Undercut

Here is the step by step direction. You do not need to make it complicated.

Step 1: Start with the Cut

Inform your barber that you want the sides either buzzed or faded but the top to be left long to be pushed across. Usually, the length on the top for medium hair is between 3 and 6 inches.

Step 2: Wash and Prep

Light shampoo and conditioner. Product goes better in a clean hair. Partially towel dry, leaving the hair a little bit damp.

Step 3: Add Product

For short side swept undercuts, matte paste is the most suitable. For medium or long versions, a lightweight cream serves better as it allows movement and does not stiffen.

Step 4: Sweep It Over

Use a comb or your fingers just the same. Top of the hair sideways sweep. It doesn’t need to be exact. Actually, a slightly uneven part looks more natural.

Step 5: Lock It In

Cold air from the dryer for a short time can help a quick hold, but it is not a must. Otherwise, good if your hair falls down again very quickly.

Man styling side swept undercut with comb and hair product.

Different Takes on the Undercut Side Swept Style

Messy Side Swept Undercut

The thing that makes it lovely is it is one of the easiest looks to achieve. Just finger-comb, no definite line of the part. Good for casual outfits, goes well with stubble or short beard.

Men’s Side Part Undercut

The part line is very clean and crisp, setting the boundaries for this version. It is common that this haircut goes along with the use of some hair product that has a certain shine. Something more traditional and suitable for a business environment.

Medium Side Swept Hair Boy Styles

The younger guys the most are that way, softer and more natural, with no use of the styling product. The main features of the hairstyle have less to do with being polished and more with the display of the hair’s movement.

Long Side Swept Undercut

It is patient work that makes this style stand out. The top falls almost over the eyes when brushed down, creating a bold and striking effect. Not everyone can pull it off, but those who do, make a statement. Check out more on the brush up hairstyle.

Image idea: Split photo of messy vs neat side part undercut.

Alt tag: Comparison of messy side swept undercut and clean side part undercut.

How It Looks From the Back

The backside is sometimes overlooked. The back view of the side swept undercut differs between different types of fade. High fade gives a feeling of “sharper” while low fade looks more “gentle”. Some guys Mr. Style leave the back disconnected, while others taper it in. Both work, just depends on how bold you want the undercut side to look.

 Side swept undercut hairstyle back view.

Short vs Medium vs Long Side Swept Cuts

tyleLength on TopBest ForLook
Short side swept undercut2–3 inchesLow maintenance, neat stylesClean, sharp
Medium length undercut side part3–5 inchesMost face shapes, versatileBalanced, modern
Long side swept undercut6+ inchesBold, standout looksDramatic, fashion-forward

Products That Help

  • Matte Paste – a product with a natural finish that gives hold to short styles without the addition of shine.
  • Cream or Balm – a product that is lightweight and is better suited for medium to long hair.
  • Pomade – a product that has more shine and is good for a side part undercut haircut.
  • Sea Salt Spray – creates texture with typical uncontrolled look.
Men’s hair styling products for side-swept undercut.

Quick Notes on Face Shapes

  • Round faces need to be accentuated with a side part undercut hairstyle to give them an edgy look.
  • Medium side cut can be a perfect match for the oval face, and it is quite easy for them to wear it.
  • Square faces can get harmonized with a slightly unkempt swept undercut men style, working like a charm.
Image idea: A visual depiction of different face shapes combined with matching side-swept haircut types.

Alt tag: Face shape chart for side swept undercut styles.

Final thoughts

The side swept undercut keeps appearing everywhere because it can be transformed. Whether short or long, messy or neat, it stays compatible with different characters.

Not only is it simple to maintain, but you can also change it as you like. Really that is the main point. You don’t have to commit yourself to one version only. Just keep it going with your mood.

FAQs

1. Is a side swept undercut good for thick hair?

Yes, it is one of the best ways to get rid of the extra bulk and have a neat and stylish look. 

2. How often should I trim the sides?

In case you want to keep a sharp side, then you should do it every 3-4 weeks. As for the top part, it could be longer between trims.

3. Can you do a side swept undercut with curly hair?

Yes, the side-swept undercut works well with curly hair as well. Plus, the texture adds more uniqueness to it. You should use a curl-friendly cream instead of paste only.

4. Is the side swept undercut professional enough for work?

If you style it properly with a side part, then it is definitely the case. However, the messy versions tend to be more casual, so it depends on the environment of the workplace.

5. What is the difference between side part undercut men’s hair and swept undercut men’s styles?

The side part is usually clearer and gives a more polished look, whereas the side with the swept is a more casual, relaxed style.