Rob Walker, in his book “Buying In”, a publication filled with social science studies, observations, and interviews, mentioned that “the legend goes that the first ‘urban’ buyers of Timberland boots were New York drug dealers – guys who had to stand on the street all night and needed the best possible footwear to keep them warm and dry”. While hip hop artists were rapping about severe real-life hardships like injustice and police violence in their neighborhoods they were also living near several drug dealers who influenced their fashion sense in the 1990s. Gangsta rap pioneers N.W.A popularized an early form of street style in the. Initially, Timberland created these styles with construction workers in mind, however by the mid-90’s, this was the footwear of choice for New York City drug dealers who required a sturdy and warm design to get them through the long nights of “work”. We’ve seen Jay-z, Biggie, Tupac, Mobb Deep, and a plethora of other figures rocking their suede boots. Granted, every hip-hop artist from the east was spotted wearing these boots. You can’t talk about 90’s fashion for men and women without mentioning the iconic suede boot which is soaked in heritage and rich history tight to the culture. For everyone who wants to get a glimpse of the true 90’s Hip-hop fashion that dominated the scene, films like 8 Mile, All Eyez On Me, and Straight Outta Compton showcase some of the most enviable looks this decade had to offer. Stitch Fix breaks down men’s 90s fashion trends.

New York City quickly took the front stage, with fresh sportswear adopted from the late ’80s flooding its streets during this era. See how having a Stylist can save you time, effort and sanity. In fact, leading names such as Ice Cube and Biggie Smalls were part of the reason why Timberland boots, hyper-buggy joggers, and dungarees and hoodies became staples. Rappers in the 1990s transitioned from musicians to fashion trailblazers. From Run-D.M.C and Queen Latifah to LL Cool J, N.W.A and Aaliyah, the most prominent trendsetters of the time shook up an entire epoch. This noteworthy decade has served some of the most memorable looks that dominated the closets of pretty much everyone for a very long time. The 90’s hip-hop fashion brings back pleasant nostalgia of what feels like the golden era. Iconic velour tracksuits, instantly recognizable Timberlands an array of baggy jeans and tees.

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Street style male 90s hip hop fashion