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The Journal

Which shoes to wear with an oversized sweatshirt for a trendy look

27 December 2025

Oversized sweatshirts have become a wardrobe staple for anyone who values comfort and style. But to show off this relaxed, urban look, it is essential to choose the right shoes to go with your statement sweatshirt. Here are a few ideas for pairing your oversized sweatshirts with the ideal shoes for a look that is both trendy and comfortable.

Classic white trainers

White trainers are a timeless choice that goes perfectly with an oversized sweatshirt. They add a fresh touch and can easily make your look more polished while keeping it casual. Go for a pair of minimalist trainers for a refined effect, or for more design-led models for a unique style.

Chunky boots

Chunky boots are ideal for bringing a bold, contemporary edge to your outfit. By choosing boots with a thick sole, you reinforce the urban feel while adding character. It is the perfect choice for anyone who wants an eye-catching, modern look when wearing an oversized sweatshirt.

Loafers

For those who want a more sophisticated alternative, loafers are an excellent option. Pair them with your oversized sweatshirt to add an elegant, chic touch. Choose loafers with subtle details or in bold colours for a refined look without too much effort.

Sports shoes

Sports shoes are perfect for completing a relaxed, dynamic look. They are ideal for a day of downtime or for exploring the city. Look for models with bright colours or patterns to liven up your outfit while staying comfortable.

High-top trainers

If you want to add a retro touch to your oversized sweatshirt, high-top trainers are the ideal option. They bring an 80s–90s influence, blending old and new. Be sure to choose models with contrasting colours for that authentic style.

All in all, choosing shoes to complete your oversized sweatshirt depends on your personal style and the occasion. Whether you opt for a minimalist look with white trainers or a bold style with chunky boots, what matters is finding the perfect balance between comfort and style. Don’t hesitate to experiment with different options to find the combination that suits you best and shows off your oversized look.

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