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Oversizing a hoodie: A style guide

Soft & comfy, but you want oversized — but not exactly as if you stole your dad’s XXL hoodie from 2003 (though that might be a great vintage piece!). We’re talking that perfect oversized hoodie fit that hangs just right, looks intentional, and keeps you cozy without drowning your whole vibe.

Traditionally worn hoodie - cute… but you're looking for the oversized fit

Not all oversized hoodies are created equal. You might size up thinking you’ll get that effortless streetwear look, but instead end up looking like a laundry pile. Sound familiar?

The goal is that sweet spot where the hoodie is loose enough to drape — but not so big it loses its shape.

Why unisex hoodies are your best friend

Here’s the good news: unisex hoodies are way easier to size up without wrecking the look. Why? Because unisex sizing already runs a bit looser, and that makes the oversized effect easier to nail.

👉 Our favs for that look:

Emo cracked heart hoodie: a centerpiece cracked heart hoodie for young emo and elder emo alike.

Moth girl hoodie: for those who were never meant for the sun.

The Leg Drape Trick (Sizing Made Simple)

Here’s how you actually check if a hoodie will hit that oversized mark:

  1. Take a thread, ribbon, or piece of string.
  2. Wrap it loosely around your legs — right where you want the hoodie to fall (usually mid-thigh or lower).
  3. Flatten that loop, double it, and measure the total length.
  4. Now go to the hoodie’s product listing and check the width across the body.
    • If the hoodie’s width is equal to or wider than your thread? You’re in oversized territory.
    • If it’s much narrower? That hoodie’s going to fit snugger or like a regular top.
how to measure the oversized hoodie width around your legshow to compare your measurement against width of oversized hoodie

🧵 This trick works because oversized isn’t just about length — it’s about how it hangs around your frame. A hoodie that sits wide enough will naturally drape over the thighs and give that relaxed, slouchy vibe.

Visual guide: Oversized vs. fitted

Let’s break it down visually:

A. Oversized Fit
✅ Space around the legs
✅ Falls mid-thigh or lower
✅ Hangs loosely from the shoulders
✅ You can pair it with bike shorts, leggings, or nothing (hello no-pants Sundays)

B. Fitted Hoodie
❌ Ends right at the hips
❌ Clings to thighs
❌ Feels like a regular top, not a vibe

how oversized hoodie fits around the legs vs regular hoodie

🎯 Tip: If you’re in between sizes, go up one size for the oversized feel — or two sizes if you want maximum coziness.

Shop the look: Our faves for oversized goals

Ready to rock the oversized look? Here are some hoodies from our shop that look amazing when sized up:

dark blue grey mosaic zip hoodie with emo vibes perfect for hiding under the hoodDon't talk to me hoodie For when you just need to pull up your hood and disappear for a while. 




Woman wearing a emo and scene zip hoodie with ice cream ike colors and space theme


Ice cream cosmos emo scene zip hoodie A dreamy, ice-cream-colored space hoodie designed for emo and scene kids who love bold colors and cosmic vibes


See all hoodies great for oversizing

Final thoughts

Oversized hoodies aren’t just about size — they’re about attitude. Whether you’re cozying up for a movie night, heading to class, or just vibing in your room, the right fit makes all the difference.

📸 Got your perfect fit? Tag us on TikTok — we’d love to see it!

@sadiehollowshop

 

 

 

 

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