The Milan Street Style Crowd’s Beauty Looks Are Oozing With Italian Glamour

Classics never go out of style. No one understands the truth this saying holds quite like Milan’s fashion crowd. Voluminous bouncy blowouts, sharp cat-eye liner, perfectly-painted red lips. Yes, the city’s most stylish women typically follow this approach when building their outfits and their corresponding hairstyles, makeup, and manicures. But can you blame them? Why chase a trend cycle fueled by temperamental social media algorithms when the Italian glamour of icons like Sophia Loren and Monica Bellucci is programmed into your DNA. However, that’s not to say Italian girls completely ignore current aesthetics. Instead, they make of-the-moment lip shades or hair colors and make them their own. Let the Milan Fashion Week Spring/Summer 2025 street style beauty looks serve as your reference material.

A few years after the great middle part vs. side part debate peaked on TikTok, the Milanese are endorsing the former by incorporating it into slicked-back updos and their voluminous bombshell blowouts. Fall-friendly vampy lips are also proving to be popular, but instead of sticking to basic oxblood, street style stars are giving moodier shades a spin. When paired with minimal base makeup and neat updos, black and plum lipstick is incredibly chic and timeless.

Keep reading to see all of the Italian glamour oozing from the street style scene at MFW S/S’25.

High Ponytails

Wrapping a section of curls around the base of your high pony gives the staple updo a fresh edge.

The blunt ends of this attendee’s mid-length haircut look incredibly chic when in a high ponytail.

Curtain Bangs

Lean into this fall’s boho resurgence beyond your outfits by adding a set of face-framing curtain bangs to your existing haircut. The beauty of this fringe style is that it complements virtually every hair length and texture.

A set of soft curtain bangs will also dress up any hairstyle. Case in point: this MFW guest’s ponytail which also features two face-framing tendrils.

Brick Red Lipstick

Earth tones are a cornerstone of fall beauty, so along with terracotta blush and decadent chocolate brown nails, why not try a warm brick red lipstick on for size? This attendee’s copper hair also perfectly complements the look.

Add a fall vibe to your post-Labor Day set of whites like this guest did by swiping on a rich brick red lipstick.

Blunt Bobs

Even though it’s subtle, the slight A-line shape of this show-goer’s blunt bob is so eye-catching.

While sleek bobs are often associated with the ‘90s, this guest’s blunt micro take on the cut leans flapper with the addition of sharp bangs and slightly curled ends.

Pastel Nails

Sure, this fashion month is looking ahead to spring, but the reality is we’re a few weeks out from chilly weather. This guest demonstrates how to keep a touch of warm weather cheer into your jewel-toned fall outfits via your manicure. A soft lavender shade offers a cool juxtaposition.

Take a cue from this MFW attendee and paint your nails sky blue this season. The hue will create a chic color-block effect when paired with your seasonal neutrals.

Red Hair

What better way to fully lean into fall with a warm, rosy copper hair color. Better yet, paint your nails crimson, too.

After popping up all over NYFW and LFW, bold neon hair colors are having a moment in Milan, too. And it’s completely understandable why. An unabashedly bright hue not only stands out in a crowd of very fashionable people, it also acts as part of your outfit. Here, Amy and Aya Suzuki’s cherry red hair adds an edgy twist to their classic sweater dresses and knee-high boots.

Vampy Lips

This deep plum lipstick with gray undertones looks incredibly chic paired with canary yellow eyeshadow.

When you think about vampy lip colors, rich, deep, solid matte shades probably come to mind. But a cool plump lip liner layered with a lighter berry shade will create a cool dimensional effect.

Oxblood lipstick not vampy enough for you? Take the aesthetic one step further with matte black.

Surreal Hair Accessories

At first glance, this clip looks like an optical illusion. But the floating pencil hair accessory a is a surrealist way to partake in the viral dark academia aesthetic beyond wearing tartan sets and loafers.

Why just wear one hair bow from your ever-growing collection when you can stack them? This MFW attendee’s hairstyle is a master class on how to get creative with the trending accessory.

Deep Side Parts

Sorry Gen-Z, the combination of a deep side part, perfectly-tousled waves, and volume at the roots is the recipe for an effortlessly elegant hairstyle.

If you’re still into the sleek look of a slicked-back bun but the style is starting to feel a little stale, simply make like this guest and part your hair to the side. It’ll add visual interest and subtle volume.