While the fashion industry is constantly churning out new styles every season, the industry would not be where it is today without the help of influential fashion icons. In this series of Get That Look, we take a cue from doyennes and trailblazers and recreate their looks with a modern twist.

This week, we take a look at stars whose roots belie the common perception that celebrities grow up with silver spoons in their mouths. In fact, there is a group of underdogs, whose stories of hardships and challenges have turned out to be the driving force of their success.

If you ever googled “Keanu Reeves”, chances are you would come across keywords such as “sad” or “sad life story”. Reeves got his first breakthrough in 1999, when he starred in the movie, The Matrix, where his signature “bullet-dodging” move was immortalised as an Internet meme. Unlike his movie character’s ability to appear invincible, his life was anything but the opposite.

Growing up, Reeves’ father left the family when he was three. They stayed in touch for a few years, but after the divorce and moving from city to city, they eventually fell out of contact. During his teenage years, Reeves constantly transferred high schools and struggled with dyslexia; eventually dropping out without a diploma. At 23, he then lost his closest friend, River Phoenix to a drug overdose.

Finally, when things did look up for him, Reeves met Jennifer Syme and was very much in love when they were expecting their daughter. Unfortunately, their child was born stillborn. The couple was devasted which led to their breakup and not long after, Syme passed away in a car accident. It’s not an honour when you are known as the symbol of misfortune but as Reeves said, “Grief changes shape, but it never ends.” As unfortunate as it may sound, it’s a lesson he has been forced to learn.

Today, Keanu Reeves is known to be an award winning actor who is versatile and skilful in his ability to portray complex characters. He also a philanthropist with his own cancer charity foundation. Although not known to be the best dresser in Hollywood, this man does deserve a medal for his love of blazers. Every famous actor has their own suit for red carpet events but Reeves brings his formal attire everywhere—from the airport to grocery shopping. Here’s a look at his top 3 fashion moments.

In the 80s

While cool kids back then were experimenting with track jackets, leg warmers, and a mullet haircut, Reeves was often seen in an avant-garde texturised blazer and acid washed jeans. Decades on, this look is still wearable with a modern tweak. When you combine a floral shirt and suede jacket, what you get is a camouflage jacket from Tom Ford. The lightweight jacket is notable for its sleek cut and smooth inner backing, so that it will slide on easily over any shirt or sweater. Try it on with a classic black knitted sweater from William Lockie. The roll neck “Oxton” sweater is made from soft cashmere with an exceptionally lightweight handle.

Forfeit the 80s acid-washed bottoms for two-tone jeans from Lanvin. The look is fresh yet easy to match as it blends two of the most classic denim styles. Stay sharp with sneakers from Brunello Cucinelli—the grey suede and white grained-leather definitely up the sophistication factor. Finally, you need a pair of Saint Laurent sunglasses to complete your outfit.

Black and Blue

Keanu Reeves isn’t someone who likes to experiment with colours. In recent years, he favours darker tones mostly black and blue, and doesn’t stray too far from those colours.

Ami‘s navy jacket is classic and elegant. You can wear it with a graphic logo or plain tee-shirt if you prefer a casual vibe. However, if going for something a little edgier, try on an Alexander McQueen T-shirt. The striking skull emblem will be a little intricate detail to note and you will look slick with black tailored trousers. Spruce up the outfit with chocolate suede and leather Oxford shoes from Brunello Cucinelli.

If minimalism is not your thing, Le Gramme has understated bracelets, and there’s no harm carrying a sleek black pouch by Alexander McQueen. This outfit is sure to make the right first impression wherever you go.

Going Casual

Keanu Reeves is always seen in a blazer even during sweltering summer days, even when he is walking to a nearby grocery store. Having a smart blazer is very important in a gentleman’s wardrobe and because it is extremely versatile for a day or night look.

Like Etro‘s brand ethos that the wearer “is never static, but constantly evolving in an ever-changing context,” the reversible blazer shows us how. One side is woven with dark blue, stretch-wool while the other side has checkered patterns. Depending occasion, you will always have two options. Lighten the atmosphere with a pair of slim fitted jeans from Brunello Cucinelli; the classic wash is timeless and slimming.

Depending on the weather, Vetements‘ hoodie will definitely up your cool factor. Two of Vetements’ most popular motifs are spliced along the zipper with the collegiate ‘Antwerpen’ print and a defiant “May the bridges I burn light the way” slogan. Lastly, a pair of Armando Cabral shoes with smooth brown suede and leather linings that mould to the shape of your feet will make it a solid choice for everyday wear.

Image Credits: Wallpaper Craft, Ami, Le Gramme, Etro, Brunello Cucinelli, Armando Cabral, Vetements, Pinterest, Tom Ford, William Lockie, Lanvin, Saint Laurent, Ami &  Alexander McQueen