The Journal
How to wear an oversized sweatshirt with a skirt
04 December 2025
Pairing an oversized sweatshirt with a skirt is a trend that has quickly taken the fashion world by storm. This combination creates a silhouette that is both chic and relaxed, perfect for anyone who wants to look elegant while putting comfort first. Here are a few tips to pull off this on-trend pairing.
1. Choose the right skirt: The choice of skirt is crucial to balance the oversized look of the sweatshirt. A pencil skirt or a long, flowing skirt works wonderfully, as both bring a feminine, elegant touch that offsets the volume of the sweatshirt. Leather or denim skirts add interesting texture and suit an urban look well.
2. Play with proportions: Wearing an oversized sweatshirt calls for balance. If your sweatshirt is very loose, opt for a more fitted skirt to give your silhouette structure. Conversely, if your skirt is voluminous, choose a slightly less roomy sweatshirt to avoid a ‘sack’ effect. Playing with proportions lets you interpret this trend in line with your personal style.
3. Accessorise wisely: Accessories are the key to giving your outfit character. A hat, a belt cinched at the waist or on-trend jewellery can elevate your look. Shoes also play an essential role: white trainers for a relaxed vibe, ankle boots for a bolder style, or court shoes for a chic touch.
4. Experiment with colours and prints: Don’t be afraid to mix colours and patterns. A plain sweatshirt can be paired with a printed skirt for an interesting contrast, or vice versa. What matters is keeping the colour palette harmonious so that the whole outfit looks coherent and elegant.
5. Try layering: For an extra touch of style, you can layer your sweatshirt with other pieces. A shirt peeking out slightly from under the sweatshirt or a denim jacket on top can add depth and energy to your outfit.
6. Self-confidence: The secret to wearing any outfit successfully lies in self-confidence. Make sure you feel comfortable in what you are wearing, as it will show in your attitude and enhance your overall look.
Wear your oversized sweatshirt with a skirt and enjoy this stylish combination of comfort and elegance. Whatever the setting, this versatile outfit will make you feel both chic and relaxed. So go for it: experiment and make this trend an essential part of your urban wardrobe.
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