Celebrity Style Watch | Diggy Simmons

As stated in the previous entry, Celebrity Style Watch is a new section in which two celebrities (female & male) will be chosen each week and have detailed information and pictures on their style.

The first female celebrity style watch was Solange Knowles; this week’s first male celebrity style watch is none other than…Mr. Daniel “Diggy” Simmons. He is a young American rapper and the fourth child of influential hip hop icon Joseph “Rev Run” Simmons. He also a primary subject, along with his parents and five siblings, of the MTV reality television show Rev’s House.

Diggy’s style is urban, preppy, clean, comfy and pure fun.

Currently, at the age of 17, he has his own sneaker line called Chivalrous Culture and working on his album.

Diggy likes to keep it young and fresh, by sticking to saturated shades and little things that spice up his look.


With this look he sticks to a pair of fitted jeans and a cream button up. He adds a tan suede blazer to add some sophistication to look with a pop of color with the satin royal blue handkerchief. His sneakers and his bow tie are forest green with hints of gold as well. Nice!


He keeps it clean with a basic white tee, his jean, some nice jean, designer belt and red & blue sports jacket. Basic look, but styled with grace.


Showed up at 106 & Park wearing a black leather jacket, neon orange shirt, black fitted jeans and a pair of Jordans. Very laid back, but sticks to the trend of Tangerine Tango.


This final look reminds me of his father’s style. He is wearing a black leather styled fedora, jean jacket suit, brown shirt underneath and brown “loafers.” This look is very laid back, casual, but still dressy.

Below are some other looks of his:






Diggy Simmons is a very inspirational young man when it comes to fashion. He is a fashionisto to the max.

Lanvin Spring 2012 Ad Campaign
photographed by Steven Meisel

Tag Heuer Carrera Heritage Chronograph Automatic Blue Alligator Leather Mens Watch

Tag Heuer Carrera Heritage Chronograph Automatic Blue Alligator Leather Mens Watch

Tweed Jacket, Pink Handkerchief 

Tweed Jacket, Pink Handkerchief 

Demagistris - ALDO, $110.00

Demagistris - ALDO, $110.00

TIM TSUI BOXER BEAR - Kid Robot

TIM TSUI BOXER BEAR - Kid Robot

Best Men’s Stores in America - BODEGA 
Hidden in the back of a bodega, this world-famous streetwear spot is as hard to find as the sneakers sold inside. The only place where you can buy an ice-cold Yoo-hoo and a clean pair of Jordans. 6 Clearway St., Boston, MA; bdgastore.com

Best Men’s Stores in America - BODEGA

Hidden in the back of a bodega, this world-famous streetwear spot is as hard to find as the sneakers sold inside. The only place where you can buy an ice-cold Yoo-hoo and a clean pair of Jordans. 6 Clearway St., Boston, MA; bdgastore.com

Style is Style and Fashion Can be Infatuating.

Who doesn’t like to look good? We all do! Your style is a representation of you; your personality, your personal expression, and sometimes, a true passion. Being fashionable doesn’t mean that you buy everything that you think is fashionable, it means you have a great sense of fashion. It could be hip, trendy, classic, retro, or laid back - whatever it is you like, you know how to put it together. Is fashion your passion? If it is, send us a pic of your best outfit (through our “Interact With Us!” page) and we’ll post it for all of Tumblr, our friends on Pinterest, and our followers on Twitter to see. As always, let’s keep it tasteful!

What’s your fashion like?

Supra: Society Mid Top Sneakers

Supra: Society Mid Top Sneakers

Fred Perry Overnight Bag - Urban Outfitters, $85.00

Fred Perry Overnight Bag - Urban Outfitters, $85.00

Herschel Supply Co. Heritage Backpack - Urban Outfitters, $55.00

Herschel Supply Co. Heritage Backpack - Urban Outfitters, $55.00

OBEY Rapture Bomber Jacket - Urban Outfitters, $118.00

OBEY Rapture Bomber Jacket - Urban Outfitters, $118.00

Men’s Cardigan - H&M, $34.95

Men’s Cardigan - H&M, $34.95