Best Ways to Wear Oversized Sweaters for Men

Best Ways to Wear Oversized Sweaters for Men

Oversized sweaters, also known as baggy pullovers or roomy knits, are perfect for anyone seeking a laid-back yet stylish vibe. This guide covers a few straightforward methods to help you rock these cozy pieces—layer them over collared shirts, pair them with slim-fit jeans, or go bold with leather pants. Each tip keeps you comfortable while highlighting your personal flair.

Personally, I’ve found nothing beats the warmth and effortless cool of an oversized sweater for feeling both relaxed and confident.

1. Combine with Slim-Fit Jeans

Achieve a sleek yet relaxed vibe by pairing a loose-fit sweater with narrow-cut denim.

  • Steps to Wear
    • Choose a relaxed knit in a neutral or earthy tone.
    • Slip into dark or light-wash slim-fit jeans.
    • Slightly roll the cuffs of the denim to reveal your shoes.
    • Keep accessories minimal for a balanced appearance.
Man in his late twenties wearing a relaxed knit with slim-fit jeans, showcasing a streamlined silhouette

2. Layer Over a Collared Shirt

Elevate your casual look with a touch of refinement by adding a collared shirt beneath your sweater.

  • Steps to Wear
    • Pick a crisp button-down shirt in a complementary color.
    • Slip on your oversized sweater, allowing the shirt collar to peek out.
    • Tuck or untuck the shirt based on the occasion.
    • Pair with tailored trousers or dark jeans for a polished finish.

3. Tuck into Tailored Trousers

Create a refined silhouette by tucking a roomy knit into well-fitted pants.

  • Steps to Wear
    • Select trousers that fit comfortably at the waist.
    • Do a slight front tuck (French tuck) to maintain a relaxed look.
    • Highlight the waistline with a simple belt.
    • Finish with dress shoes or sleek loafers for a semi-formal flair.
Man in his late twenties showcasing a front-tucked baggy pullover with dressy trousers for a polished ensemble

4. Style with Joggers

Opt for a sporty edge by combining your sweater with comfortable joggers.

  • Steps to Wear
    • Pick cotton or tech-fabric joggers that fit at the ankles.
    • Wear your relaxed sweater untucked for maximum comfort.
    • Pair with clean sneakers or slip-on shoes.
    • Add a lightweight jacket if needed.
Man pairing a baggy knit with joggers for a sporty, laid-back outfit

5. Layer Under a Coat

Stay warm and stylish by placing a cozy knit beneath a structured coat.

  • Steps to Wear
    • Choose a mid-weight sweater that layers smoothly.
    • Pick a coat that contrasts the sweater’s color.
    • Keep the sweater untucked to emphasize its relaxed shape.
    • Combine with jeans or tailored pants based on the occasion.
Man in a baggy sweater layered under a coat, highlighting warmth and sophistication

6. Embrace a Monochrome Palette

Streamline your outfit by sticking to one color family from top to bottom.

  • Steps to Wear
    • Pick a single base color (e.g., all black, grey, or navy).
    • Layer different textures within the same hue for depth.
    • Add minimal accessories in matching shades.
    • Finish with sneakers or boots that complement the color scheme.

7. Pair with Leather Pants

Make a bold statement by teaming your relaxed-fit sweater with edgy leather pants.

  • Steps to Wear
    • Select leather or faux-leather pants in a slim or straight cut.
    • Choose a sweater with a simple design to balance the bold texture.
    • Opt for black boots or similarly edgy footwear.
    • Keep the focus on the unique combination by minimizing accessories.
Man in his late twenties pairing a baggy pullover with sleek leather trousers for an edgy look

8. Wear with Wide-Leg Trousers

Enjoy comfort without sacrificing style by combining your roomy sweater with wide-leg pants.

  • Steps to Wear
    • Choose flowing trousers that complement the volume of the sweater.
    • Ensure the waistband fits well to avoid looking shapeless.
    • Balance the silhouette with streamlined footwear.
    • Experiment with subtle patterns or earthy tones for added interest.
Man pairing a roomy knit with wide-leg pants, achieving a balanced and comfortable silhouette
James
James

As a dedicated traveler and fashion expert, I’m passionate about helping people make the right clothing choices for any occasion or destination. With practical advice and stylish tips, I aim to ensure you always feel confident in your outfit. By blending timeless fashion guidance with the latest trends, I help you navigate dressing appropriately and fashionably, no matter where life takes you.