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Trend Alert: Hip-Hop Meets Prep School

Submitted by on July 20, 2009 – 11:37 am9 Comments

nas 080708


No need to start tying knit sweaters around your shoulders and parting your hair to the side. The preppy look this season is laid back and has an urban edge.


David Beckham

Think bad boy acting up in prep school. Items like clean flat-front shorts, boat shoes, ties and button down shirts with the sleeves rolled up help define the fresh look.

Print Gingham Shirt by Evisu

Basic Shorts W Belt by CAVI

Marabas Cruise Master II by Timberland


Polka Dot Bow Tie by French Connection

Small details, such as the money stacks embroidered in these twill flat-front shorts, add a fun and updated twist:

Money Stacks Shorts by Rocksmith

Seersucker fabric has a fly nautical look that is perfect for summer:

Seersucker Shorts by Jeans Paul Gaultier

Plaid is another staple print for preppy boys:


Hector Shirt by Cheap Monday

Instead of the traditional cardigan, go for a solid lightweight windbreaker to top it off:

Crispy Clean Windbreaker by Artful Dodger

Trade in the high tops and rock low top sneakers without socks :

All Star Core Ox by Converse

Cesario Lo by Creative Recreation

Another way to modernize this style is by mixing in small doses of neon/bright colors in accessories, like watches and belts:


Kanye West

LRG X G-Shock Colors 6900 Digital Watch by Casio

Classic Glasses by SUPER

Cuff your pants, roll up the sleeves on a cool button down shirt…go for that effortless swag in summer 2009.

Are you on board?

Images: Contact Music, Diary of Danny, The Preppy Princess

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  • I like that evisu top and the converse. Oh random question. Is there anyway that I can combine orders from here and the premium site? I’m about to get some kid robot, diesel and j lindeberg stuff from premium but I also want some lrg, sean john, converse, etc stuff off of here.

  • The prep look is coming to hip hop, period. Not just this summer, but it is here regardless. As times change and race relations gradually and slowly get better, we see more infusion between cultures. For the past few years, rappers have been trying to be rock stars (a trend that most likely started with the Jay-Z and Linkin Park mash-up album and it has exploded. Plus, there are artists like Kanye West and Lupe Fiasco to thank for their schoolboy and nerd-inspired styles. “Ralph Lauren was borin’ before I wore ‘em.” – Kanye West. I won’t even get started on skinny jeans. It’s been taking over for a while and I don’t think it will go anywhere soon. Shout out to the beautiful Kiki for featuring Nasir Jones, the Greatest of All Time in this one. To Lux and Rick: I see you, homies!

  • Kiki says:

    Rick Lexington – DJPremium.com merchandise ships out from a different warehouse, so combined shipping would not be possible. Sorry…we hope you enjoy the gear anyway :)

  • kiki

    boooooo wrong answer hah. I always enjoy the gear and others enjoy the gear too lol. You help keep my swag strong now I got to budget crunch some more. Change your pic it distracts me.

    Chris J whaddup and welcome to the wonderful world of “As drjays turn” the jockin kiki episodes.

    Whaddup to lux, yung and rus.

  • yung albino says:

    not real into shorts at all but button down is a must out here in the country. they keep you warm in the winter and cool in the summer. but as to skinny jeans and looking preppy that ain’t big out here. there’s not enough money to keep up with the “big city swagger” but we work with what we have. we still rocking plain tee’s but we buy’em to fit don’t nobody really rock big shirts down to they knee’s no more. straight fitted paints are much more desirable than nut huggers. girls got it better though out here there parents spend on them but guys are supposed to get jobs and spend on themselves and since there ain’t no jobs we struggling just to get enough clothes for the week. but its all good though

    ay dr. jays loving the new format looking real professional on here
    whaddup lux, rick and chris j

  • Kiki says:

    yung albino – Thank you for the compliment on our new layout. We are very happy with it too :)

  • ChRi$ says:

    HELL NO!!!

  • Bishop says:

    It is okay when done right. I.E. NOT KANYE WEST! He has no fashion sense whatsoever and for anyone who follows him to dress like him or any of his possee is also an idiot.

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