10 Oversized Tee Outfits for Urban Hustlers in India (Winter 2025 Edition)Keywords: oversized tee outfits India, unisex streetwear tees.

As cold weather sets in, the streets of Indian cities will continue to bustle, and undoubtedly, the oversized t-shirt will remain as the go-to clothing choice among urban warriors. Layer the sleeves, always wear your oversized t-shirt with confidence and style, and take ownership of every inch of urban terrain with this one-of-a-kind garment.

We will now provide you with a detailed guide identifying 10 ways to wear one oversized tee, the premium, Made-in-India version of a streetwear tee. Each of these ten configurations will have a universal appeal, convey confidence, comfort, and incorporate elements of Indian culture throughout.

Sources of these tees are 100% made in India using heavy-weight cotton (280 -320 GSM), have dropped shoulder seams, relaxed fitting bodies, and use that desirable boxy silhouette that every urban hustler should have. These items are products of a Made-in-India, premium brand of streetwear and are made for individuals who live, work, and travel within our urban centers.

1. Classic Monochromatic Hustler Look

• Black oversized t-shirt + slim black cargo pants

• Charcoal wool long overcoat layered on top

• Black beanie hat + black high-top sneakers

• Pro tip: If you're going directly from your home to a client meeting, substituting a minimalist leather cap for the beanie is an ideal option.

2. Denim-on-Denim Desi Cowboy Look

• Washed-grey oversized t-shirt

• Light-wash baggy denim pants featuring ripped knees

• Brown leather jacket (if you're feeling adventurous, select a suede version)

• Chelsea boots

• Pro tip: If your intention is to go from the office to the bar, then the addition of a tailored camel coloured trench coat worn on top of your leather jacket will give you an immediate office/boardroom to bar look, without the need to change.

3) The Tech-Fleece Money Maker

• An oversized tee in forest green.

• A pair of joggers made from Nike's Tech Fleece and in black

• Adding a black puffer jacket and a puffer vest (they could be olive).

• Chunky dad sneakers (preferably some generic brand).

• to up the “pro wave” look carry a sleek laptop/sling bag in an olive colour so it looks as though you have just closed a small funding round at your startup, after either being bullied by big-name tech companies or having the privilege of a great mentor.

4) The “All Brown Everything”

• An oversized mocha brown T-shirt.

• A matching pair of khaki cargo pants and a brown leather belt.

• A cream denim jacket lined with shearling.

• A pair of tan leather loafers or suede boots (made by any leather goods manufacturer).

•  To enhance the “pro wave” look consider the colours being used give the overall look an air of quiet luxury/awareness of the surroundings. This will be great for meetings with investors either in Bandra or Gurgaon.

5) The Layered Street Ninja

• Starting with a white oversized t-shirt as your base layer, add

• a black mock-neck compression shirt underneath,

• to this add black tactical D3 vests and black bombers (somewhere between biker and military influences) with black combat/lace-up boots for the floor look.

• For the “pro wave” look remove the vest and fold the sleeves up – that’s all you need to get ready for your pitch.

6) Retro Bollywood meets Street Style

•  An oversized mustard yellow T-shirt with very minimalistic print on chest area.

•  Vintage-wash straight-fit jeans.

•  Brown Racer Jacket,

• white canvas sneakers with visible striped socks,

•  Pro wave: Add a gold chain and aviators and channel your inner “Shah Rukh Khan” to complete the hustling look.

7) The King/Queen of Co-ordinates

•  A charcoal melange toned oversized T-shirt and wide-legged trousers (set).

 A long black trench coat,

•  A mix of various silver jewellery.

•  Minimalistic leather sneakers,

•  Pro wave: An indication that “I own” will probably be seen if you go with this outfit.

8. Supreme Flannel Season

• Navy oversized tee 

• Unbuttoned red/black check flannel shirt with rolled sleeves 

• Black slim jeans 

• Wheat Timberland-style boots 

• Pro wave: Wearing flannel around your waist when you enter co-working space for an easy switch-up. 

9. Minimalist Money (the quiet luxury edition) 

• Slightly cropped off-white tee with an oversized fit 

• Tailored grey wool trousers 

• Long camel-coloured coat 

• White leather sneakers/loafers 

• Pro wave: Wearing this fit will get you mistaken for a VC at Koramangala cafe. 

10. Night Shift Closer 

• Bottle green oversized tee 

• Black leather biker jeans 

• Black wool pea coat 

• Silver jewellery (rings and chain) 

• Black leather Derbies 

• Pro wave: Ready to close the deal at 2 a.m. in a Delhi lounge with your coat off and sleeves pushed up.

Why Oversized Tees Are the Ultimate Hustler Uniform in 2025

Ability to be versatile: There is only one type of Tee, yet you can create countless looks out of it.

• Feel Comfortable: The feel of wearing success, 300 GSM Cotton.

• Made in India: We are supporting the local Indian factories, artisans, and their dreams by buying the products made in India.

• Unisex: Same drop, same power; the power of Unisex Energy is here to stay.

• Always in Style: Trends will continue to come and go, but the Boxy Tee will always win in terms of style.

Stockpile High-Quality Streetwear T-shirts (produced in India) because the real hustlers aren’t following the seasons, rather they are creating them.

Leave your comment about your favorite Combination below, and when you reproduce these looks please mention us.

For the season of Winter 2025, if there’s a gang of oversized tees, that is where you need to be.