Oversized streetwear is one of the most popular trends today, offering comfort and style. But how do you pull off the look without it becoming too sloppy or out of balance? In this blog, we’ll break down how to style oversized streetwear for a clean, refined look. Plus, we’ll share how Bless can help you create custom oversized apparel that fits your brand.
Table of Contents
- How Do You Ensure the Right Fit?
- What Are the Best Layering Techniques?
- How Do You Use Accessories to Balance the Look?
- What Type of Shoes Pair Best with Oversized Streetwear?
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How Do You Ensure the Right Fit?
Understand Proportions
To avoid looking overwhelmed by your clothes, balance the oversized pieces with fitted elements. For example, pair a loose hoodie with tailored pants or skinny jeans.
Consider Your Body Type
Oversized looks can work on various body types, but it's crucial to choose pieces that complement your figure. For tall individuals, oversized clothing can flow seamlessly, while shorter individuals might want to avoid overly baggy items.
Know the Right Sizing
Ensure that the oversized garments are not too large. For example, opt for a size up rather than two or three sizes bigger to avoid drowning in the fabric.
Oversized Streetwear Styling Scene
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What Are the Best Layering Techniques?
Layer with Purpose
Start with a simple base layer such as a fitted T-shirt, followed by an oversized hoodie or jacket. The key is layering in a way that keeps your look structured, not chaotic.
Play with Lengths
Try pairing a long oversized jacket with a shorter tee underneath. This creates a balanced contrast and keeps your outfit visually interesting.
Use Lightweight Fabrics
If you’re layering with heavier pieces like oversized sweaters or jackets, make sure your base layers are light. This ensures you won’t feel bulky.
Layer | Example Item | Tip |
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Base Layer | Fitted T-shirt | Use neutrals to balance the look |
Mid Layer | Oversized hoodie | Go for a simple design |
Outer Layer | Long coat | Maintain a structured silhouette |
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How Do You Use Accessories to Balance the Look?
Keep It Simple
When styling oversized streetwear, less is often more. A minimalist hat or small crossbody bag can complement the look without adding bulk.
Statement Accessories
If you want to make a statement, use bold accessories like oversized chains or watches, but make sure they don’t compete with the clothes. They should highlight your outfit, not overwhelm it.
Hats and Beanies
Hats, caps, or beanies are essential to complete your streetwear look. Opt for a simple logo hat or an oversized beanie to keep the vibe casual yet stylish.
Oversized Streetwear Accessories Flat Lay
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What Type of Shoes Pair Best with Oversized Streetwear?
Chunky Sneakers
Chunky sneakers are the perfect choice for oversized streetwear. They provide balance to the overall look while adding a street-ready edge. Popular options include brands like Supreme and Nike.
High-Top Sneakers
High-tops work well with oversized streetwear, especially if you're going for a sports-inspired look. Look for classic styles from Puma and Adidas.
Minimalist Styles
If you prefer a clean look, opt for minimalist sneakers like white Vans or Converse Chuck Taylor. These keep your outfit balanced and versatile.
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Oversized streetwear is about finding the right balance between comfort and style. At Bless, we help you create custom pieces that fit your brand’s vibe, from oversized hoodies to perfectly fitting street essentials.
Post time: Jun-27-2025