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Oversized vs Fitted – Which One Actually Works for You?

Author: Stylist at TellarDate: 2025

By Ryan Blake | 2025

In 2025, fit is just as important as fabric. With oversized silhouettes dominating streetwear and tailored pieces anchoring timeless wardrobes, it’s not about which is better—it’s about what works for your body, your style, and the message you want to send. Here's how to choose between oversized and fitted—and when to wear each.

1. What is Oversized Fit?

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Definition: A relaxed, intentionally roomier silhouette. Often features longer sleeves, dropped shoulders, and boxier cuts.Best for: Streetwear styling, layering, taller or broader builds.Style picks:

  • tellar.co.uk matches your measurements to 1,500+ brands and cuts—so you know before you buy.

    • tellar.co.uk to get each one right for your frame—and wear them with intent.

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