Princess Diana was a style icon, and her signature look often included a long-sleeved, oversized sweatshirt in various colors and patterns, paired with biker shorts. She loved to combine this with chunky or oversized sneakers, creating a unique blend of dynamism and classic elegance.

The beauty of an oversized sweatshirt lies in its comfortable, soft fabric and relaxed fit. When paired with form-fitting, stretchy biker shorts, it creates a dynamic and athletic silhouette, accentuating your legs. This unexpected combination exudes a sense of effortless cool.

Surprisingly, this ensemble, typically associated with the gym, has become a Gen Z street style favorite. Every fall and winter, you’ll spot people embracing the comfort and style of oversized sweatshirts and biker shorts on city streets worldwide. Many celebrities have also embraced this formula, making it a staple in their casual wardrobes and a source of inspiration for their fans.

Hailey Bieber is a notable fan of this trend, often opting for minimalist, dark-colored sweatshirts. She elevates the look with an oversized bag and accessories like sunglasses or a baseball cap, maintaining the sporty essence while adding a touch of chic sophistication.

Song Hye Kyo offers a twist on this trend by swapping the biker shorts for a pair of shorts and adding a pair of black sunglasses. This ensemble not only showcases her slender legs but also exudes a youthful and vibrant aura.

Fashion enthusiasts have further expanded their horizons by pairing sweatshirts with a diverse range of items, resulting in a multitude of styles suitable for various occasions, from the workplace to casual coffee dates with friends.

A classic and versatile item, jeans are always a reliable choice, and they pair exceptionally well with sweatshirts. Whether you prefer skinny jeans, wide-leg styles, or mom jeans, combining them with a sweatshirt results in a trendy and effortless look without requiring much effort.

To add a Gen Z-approved twist, consider layering a sweater over your sweatshirt. This not only keeps you warm but also adds visual interest. Finish the look with a pair of chucky sneakers or boots for a stylish, edgy vibe.

For those who dare to be different, cropped jeans are an excellent choice. Showing off a bit of ankle or calf adds a youthful and playful touch to your ensemble. Instead of a baseball cap, try a headscarf for a unique, trendsetting look.

Another timeless yet fashionable combination is pairing a sweatshirt with a flared skirt. The fitted top and short skirt create a balanced silhouette, showcasing your figure and adding a touch of femininity to your athletic style.

For a playful twist, consider pairing your sweatshirt with a plaid skirt. Opt for a vibrant-colored skirt to really make your outfit pop and give it a sweet, playful edge.

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