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10 Best Vintage Streetwear Outfits To Rep In 2024.

12 Best Vintage Streetwear Outfits To Rep In 2023

Did you say Streetwear + Vintage + Outfit in the same breath, there? Well, you’re our kinda person, as we think this fashion combo is an out and out winner and now we’ve caught your eye, read on to see us putting our money where our mouth is, as we present you with a selection of exciting, sustainable and affordable ideas to make a splash.

Mens Streetwear Style

6 Of Our Favourite FEMALE Streetwear Outfits

1. Racing Jackets

Women Streetwear outfit

Vintage racing jackets have hit the mainstream of late and for good reason. Although they might put you back a pretty penny (£100+), they are a staple of any streetwear outfit. This timeless workhorse will continue to earn its keep long past its price tag, so it is well worth looking through the vintage sites to see if you can track one down at a cost within your budget. Then just add jeans! 


2. Cargos & Baggy T-Shirt

Women Streetwear outfit

You can’t go wrong with a pair of vintage baggy cargos and a 90s oversized tee … an outfit match made in heaven.


3. Vintage Sweatshirt & Anything

Women Streetwear outfit

You can chuck a vintage vintage sweatshirt on alongside almost any outfit and it’ll look good. Guaranteed! Pair your vintage sweatshirt with baggy or slimmer jeans or shorts, as a clean way to achieve that streetwear style.


4. Varsity Jackets

Women Streetwear outfit

If a racing jacket comes in over your budget, then look out for its cousin, the vintage varsity jacket, as this mainstay of the fashion scene throughout the decades, will certainly pack a punch and do the trick to finish off your vintage outfit. Just add bottoms of your choosing. 


5. Baby Tees & Baggy Trousers

Women Streetwear outfitYou won’t get much more 90s than the iconic baby tee – graphic, pastel, patterned, tie-dye – and pairing one of these with some baggy bottoms to create that streetwear contrast is an out and out winner.


6. Bike Shorts & Baggy Sweatshirt

Women Streetwear outfit

Sporting a classic vintage sweat paired with a contrasting tight-fitting pair of bike shorts and a pair of chunky shoes is perfecto!


6 Of Our Favourite MALE Streetwear Outfits

1. Collared Shirt Under Sweatshirt

Mens Streetwear Style

Yep, this is as streetwear simple as it sounds! Chucking a collared shirt under a 90s vintage sweat and pairing them with straight legged jeans is as good as it gets in our book … and very little effort required!


2. Hoodie/Sweatshirt & Baggy Jeans

Mens Streetwear Style

This is classic vintage streetwear outfit style. Baggy on baggy is what we’re after, and if you pair that with a cheeky cap and some cool accessories, you’ll be laughing. Oh, before we forget on this one, don’t forget the all important touch of a lil of the tee peeping out cheekily below your sweat/hood.


3. Oversized Tee & Baggy Jeans

Mens Streetwear Style

The same here, as just above, but this time with short length sleeves, perfect for a hotter day or a party vibe …  we actually have a full guide here on how to style an oversized tee, if you are in any doubt.


4. Oversized shirts

Mens Streetwear Style

Now, if you’re feeling a little classier and not sure about all the oversized this and that, then don’t give up on the idea of a vintage streetwear outfit being for you! Streetwear still has the perfect and simple option you’ll love, so give it a go and try an oversized shirt matched with some baggy jeans and you’re on your way to the ball!


5. Vintage Colourblock Windbreaker Jackets

Mens Streetwear Style

Copping a colourblock 90s windbreaker jacket provides you with the essential component of any wardrobe, as this piece can be effectively matched with any of the outfits above to complete your vintage outfit  … defo worth a cop, click, keep moment!


6. Sweatervest + Tee

Mens Streetwear Style

If you saved any of your cricket vests with their old school tank-top style, find them asap! This style of a sweatervest, worn with a clean white tee and some straight jeans, is a streetwear dream.


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