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The Journal

How to style an oversized sweatshirt for a day out in the city

10 January 2026

When it comes to putting together an outfit for a day out in the city, the oversized sweatshirt has become a must-have. It combines comfort and style, letting you create looks that are both relaxed and sophisticated. To find out how to make the most of this on-trend piece, follow our tips for building the ideal outfit around an oversized sweatshirt.

Pair it with skinny jeans

One of the best ways to wear an oversized sweatshirt is with skinny jeans. The contrast between the generous oversized proportions and the fitted lines of the skinnies creates a balance that is both flattering and comfortable. Finish the look with white trainers for an urban edge.

Go for a midi skirt

For a more feminine look, team your oversized sweatshirt with a midi skirt. Choose a skirt in a flowing fabric to add a touch of lightness. You could also opt for a pleated skirt for an even more polished feel. Finish with heeled ankle boots for a dose of elegance.

Layer with a long coat

Layering is a great way to add dimension to your outfit. Wear your oversized sweatshirt under a long coat for a cosy look that never compromises on style. This combination is ideal for cooler days. Add a wool scarf to play up the warm, snug feel of the outfit.

Choose modern accessories

Accessories play a key role in perfecting your look. Opt for a leather crossbody bag that is practical while staying modern. A pair of on-trend sunglasses and a few minimalist pieces of jewellery can also add character to your outfit, rounding off the urban vibe of the oversized sweatshirt.

Experiment with trainers

To play up the streetwear style, choose a pair of statement trainers. Whether you prefer bright colours or bold patterns, your shoes can become the centrepiece of your outfit. They add a dynamic touch and let you get around comfortably on your days out in the city.

Whether you wear your oversized sweatshirt with jeans, a skirt or as the centrepiece of a layered outfit, the key is to look for pieces that balance volume and structure for a natural, elegant result. Explore different styles and don’t hesitate to express your personality through these versatile pieces.

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