Drake's Fashion Evolution: A Look at His Iconic Jacket Collection

Drake, the Toronto-born rap sensation, has not only dominated the music industry but has also established himself as a global fashion icon. Over the years, his style has evolved from a youthful, laid-back vibe to a more refined, luxury-driven aesthetic. One of the key components of his ever-changing wardrobe is his collection of jackets. From bomber jackets to tailored blazers, Drake’s outerwear choices have become synonymous with his bold, fearless approach to fashion. Let’s take a look at the evolution of Drake’s jacket collection and how his style has influenced streetwear, high fashion, and everything in between.

1. The Early Years: Casual and Streetwear-Inspired

In the early stages of his career, Drake’s style was very much reflective of his roots. As a young artist coming up in the late 2000s, his fashion leaned heavily into the streetwear scene, with oversized fits, graphic tees, and a love for sportswear and urban-inspired designs. During this phase, jackets like the classic bomber and denim became staples in Drake’s wardrobe.

Bomber Jackets: A defining piece of Drake’s early style, the bomber jacket was a must-have in his closet. Whether he was spotted in a sleek black leather bomber or a more casual flight-style bomber, these jackets were his go-to for adding an edge to any outfit. They paired well with his love for simple yet impactful pieces, such as graphic tees or sweatshirts. Brands like A Bathing Ape, Supreme, and Nike were key influences during this period.
Denim Jackets: The denim jacket was another key element of Drake’s early look. Often worn oversized or layered with hoodies, this jacket gave him a relaxed, effortlessly cool vibe. Drake’s denim jacket collection featured both classic blue washes and distressed designs, reflecting the DIY and vintage-inspired aesthetics of the time.

2. The OVO Era: Elevated Street Style

As Drake’s career soared, so did his style. Enter the October’s Very Own (OVO) brand, which became central to his wardrobe. OVO is a reflection of Drake’s love for luxury, but also his ability to blend that luxury with streetwear. The jackets during this period showcased a more refined and polished look, while maintaining the urban edge that had made him a fashion figure.

Varsity Jackets: The varsity jacket became one of Drake’s signature outerwear pieces, especially those designed with his OVO brand in mind. Featuring bold lettering, luxury materials like satin, and rich color palettes, these jackets gave a nod to collegiate style while adding an urban twist. The OVO owl logo often adorned the back, making the jacket instantly recognizable.
Designer Collaborations: Drake began collaborating with designers and high-fashion brands, blending streetwear with luxury. One of the most notable collaborations was with Nike, where Drake’s signature Nocta line introduced stylish, tech-inspired jackets with a street-ready appeal. These pieces were functional, stylish, and perfect for both stage performances and everyday wear.

3. The Luxe Phase: Statement Pieces and Tailored Looks

As Drake’s influence continued to grow, his wardrobe began to shift towards a more sophisticated, luxury-driven aesthetic. Tailored jackets, sleek silhouettes, and high-end designer pieces started making appearances in his music videos, interviews, and red carpet events. During this period, Drake became known for wearing jackets that were both fashion-forward and timeless.

Tailored Blazers and Coats: No longer just the casual streetwear rapper, Drake embraced the world of high fashion with tailored blazers and coats. Whether he was attending a high-profile event or shooting a music video, Drake’s choice of sharp, well-fitted outerwear became a statement of sophistication. Brands like Tom Ford, Saint Laurent, and Versace played a key role in his wardrobe, with Drake often seen in luxurious blazers or overcoats with structured lines and premium fabrics.
Monochromatic and Minimalist Styles: Drake’s more mature fashion choices have often leaned toward minimalist styles, particularly in monochrome colors like black, grey, and white. These sleek designs give off an air of quiet luxury and sophistication. His jackets during this phase often feature clean lines, with subtle detailing and high-quality materials, embodying a quiet confidence in his style.

4. The Modern Drake: Bold, Eclectic, and High-End Streetwear

In recent years, Drake’s jacket collection has become more eclectic, blending bold, contemporary styles with a nod to nostalgia. His fashion choices have continued to push boundaries, combining high-end streetwear with influences from pop culture, retro designs, and experimental cuts.

Puffer Jackets and Oversized Outerwear: Drake has frequently sported oversized puffer jackets, a popular trend in modern streetwear. Whether it’s a bold black puffer or an eye-catching color-blocked design, these jackets give off a streetwise, almost futuristic vibe. The larger-than-life fit is not just a fashion statement but also a practical option for colder climates, particularly as Drake spends time in Toronto during winter.
Leather Jackets and Bombers: Leather jackets have also been a staple in Drake’s modern wardrobe. He often gravitates toward sleek, minimalist black leather bombers, but also incorporates bold styles like double-breasted leather coats for a more daring and refined look. These jackets are versatile, pairing well with both casual streetwear and more polished, high-fashion pieces.
Graphic and Custom Jackets: In line with his more experimental approach to fashion, Drake has been seen wearing custom jackets with graphic elements or embroidery that make them unique. These pieces often incorporate cultural references or personal symbolism, and they elevate his outfit with a touch of individuality.

5. The Influential Legacy: How Drake’s Jackets Impact Fashion

Drake’s jacket collection isn’t just a reflection of his evolving personal style—it’s a powerful statement in the fashion world. His ability to mix streetwear with high fashion has influenced countless fashion enthusiasts and designers. The way he combines bold, statement-making jackets with luxury items and casual pieces has paved the way for new trends in both men’s streetwear and high-end fashion.

Drake’s influence can be seen across the industry, with brands like Nike, Louis Vuitton, Dior, and Balenciaga incorporating similar elements into their own collections. As Drake continues to rise in the ranks of both the music and fashion worlds, his jackets will undoubtedly remain a central part of his style legacy.

Conclusion

Drake’s jacket collection serves as a mirror to his personal evolution, capturing the essence of his style at each stage of his career. From the streetwear-inspired bombers and denim jackets of his early days to the designer blazers and oversized puffers of his modern wardrobe, Drake’s outerwear choices have been a key part of his identity. As his influence grows, so does the impact of his fashion. Whether you’re looking to adopt his street-ready style or his luxe, tailored look, Drake’s jackets provide endless inspiration for fashion lovers around the world.