Classic Fade haircut

In the world of fashion, the term ‘Old Money aesthetic‘ evokes images of refined elegance, timeless sophistication, and an air of effortless wealth.

It’s a look that transcends fleeting trends and embodies the essence of classic gentlemanly style.

But how can you achieve an Old Money look through proper hairstyling?

When it comes to Old Money hairstyles, think classic and timeless.

  • The side part: A sharp, defined part with shorter sides and a slightly longer top
  • The slick back: Hair is brushed back and styled with a pomade for a polished look
  • The Ivy League: A shorter version of the side part, with a taper on the sides and back

Here are the x hairstyles inspiration that make you look like a million bucks.

Classic Fade Haircut

The most incredible fade haircut; remember, not all faded haircuts are cut super short on the back and sides.

The top hair is left longer and tapered down with clippers – on the sides and back – to blend into the skin at the nape.

Brush it with a slight part, like in the pics above, to give this ‘longer fade’ a polished final look.

Slick Back Haircut

Classic Slick Back haircut for men

The classic slick back remains one of the most fabulous hairstyles around.

The slick back hairstyle confers a simple and sexy look at the same time and can make the wearer appear mature, sexy, and casual business-like.

Create your slick back style by brushing all your hair back and using some pomade on damp hair to preserve moisture and secure the final shape.

Side Parting Haircut

Classic Side Parting haircuts for men

Side part haircuts are regular, professional, standard, or businessman cuts.

To create a side part, hold the tip of a comb down towards the scalp.

The comb should be positioned a couple of inches to the left or right of the imaginary center line running down your head.

With the tip held down, draw the part in a straight line down the back of your head.

Ideally, you’ll ask your barber to help with side parting; specify which side part style you want.

Side Fringe Haircut

Side Fringe haircuts for men

Above all fringes, the side fringe is making the biggest comeback.

Whether your hair is long, short, bobbed, or cropped, there’s a side fringe to suit every type of hair!

Uhh… I guess apart from those of you with afro hair.

Regulation Cut Haircut

Regulation Cut mens haircuts

The regulation cut is one of the longer army haircuts you might see – James Bond is the perfect candidate to exemplify this hairstyle.

This style is built according to army haircut regulations, which involves trimming the top down.

The sides are then tapered off completely, leaving it up to you to decide how much skin you want to be visible.

The cut has its perks: low maintenance, looks great, is practical, and works in almost every environment.

Ivy League Haircut

Ivy League mens haircuts

Not an army haircut per se, the Ivy League style defines one’s face, making it best for men with solid cheekbones or a prominent jawline.

The haircut leaves enough hair on the top of the head to be parted or combed aside.

Brad Pitt is an excellent inspiration for this cut, sporting a popular induction cut style in the Inglourious Basterds movie.

Side Part Undercut Hairstyle

Old Money Hairstyle Mastery - A Gentleman's Guide

The side part undercut is the disconnected undercut presented above; however, the top is short and easily managed.

Moreover, this style is often used in business, given its clean (but not too military) look.

Classic Edgar Haircut

Old Money Hairstyle Mastery - A Gentleman's Guide

Achieved by combining a short Caesar cut with a high skin fade, the classic Edgar haircut is ideal for guys with thick hair.

On the one hand, with an overall clean and neat look, the classic Edgar haircut delivers a unique attitude and an edgy appeal.

Ask your barber to trim the front in sharply defined lines and add a straight line across your forehead for extra effect.

Short Curtain Haircut

Old Money Hairstyle Mastery - A Gentleman's GuidePopularized by young Brad Pitt and Leonardo di Caprio, the short curtain with a sharp part down the middle looks particularly striking.

The blend with an undercut lets this textured haircut for men sit flatter against the head.

Keep the ends sharp and straight for a modern take, and use some styling gel for a slick look.

Hair Styling Tips

  • Experiment with a shorter, more textured haircut while still maintaining a polished appearance
  • Incorporate modern skincare ingredients, like retinol or vitamin C, into your routine
  • Opt for a subtle, understated fragrance that complements your style
  • Use a quality pomade or styling cream for a polished, put-together look
  • Avoid messy or overly tousled styles; opt for a more structured appearance
  • Regular trims are essential to maintain a neat and tidy haircut

Embodying the Old Money Style

Are you ready to elevate your look and master the art of Old Money style?

The VOU’s expert styling packages are designed to help you achieve the polished, sophisticated look you desire.

With our guidance, you’ll not only look the part but feel confident and self-assured in your own skin.

Invest in yourself and your style with The VOU – because when you look good, you feel good, and the world takes notice.


With over twenty years of front-row fashion and styling events, collabs with haute-couture houses, and a PhD in Luxury Fashion, Laurenti is an expert in crafting personalized looks that depict old-money sophistication.

With years of expertise in high-end fashion collabs and a PhD in Sustainable Fashion, Ru specializes in curating eco-luxe wardrobes for the modern gentleman seeking understated refinement.

Share This Article