Harry Styles

Who: Harry Styles

One Direction’s flirtatious, curly-haired heartthrob and infamous ex-boyfriend of Taylor Swift. Need we say more? 

What: He may be the baby of the group, but Harry’s casual style often possesses a distinct debonair touch amongst the array of skinny jeans and Converse shoes. He can often be seen in tuxedo or tweed blazers, usually over a casual crew-neck; or on more formal occasions, a simple button-down. Pocket squares and playful accessories give his looks the finishing touch, evoking the perfect English-schoolboy-meets-prepster vibe. 

Taylor Swift

Who: Taylor Swift

It’s difficult to come across someone who hasn’t heard of Taylor Swift. Whether you know her for her music or dating habits, ultimately, it’s hard to deny her success.  

What: Although she’s been recently scrutinised for questionable Grammy award show behaviour , Taylor always puts her best foot forward on the red carpet. Her often neutral colour choices are balanced with a touch of flair in the form of a low box neckline or lace bodice. Hair is mostly kept simple, be it with Grecian-like up-dos or straightened. And for those who thought the girly-girl was here to stay, cast your eyes over to that white J.Mendel pantsuit. 

Rihanna

Who: Rihanna

One of the biggest-selling artists of our generation, Rihanna was ranked the fourth most powerful celebrity in 2012, with a proven ability to re-invent herself with every one of her 6 album releases

What: Rihanna certainly turned the tables on her usual bad-assery and channeled some old-school Hollywood glamour on the red-carpet of this year’s Grammy Awards with her custom Azzedine Alaia gown. Despite being a safe option for the typically risque singer, the piece still maintained some dramatic flair with its cascading train and all-round sheerness. Bright complementary nails and make-up complete the picture, accented with simple silver jewel pieces. Ri’s ombre locks were the cherry on top to the best outfit of the night, but did the number really comply to the memo? 

Justin Timberlake

Who: Justin Timberlake

No girl can go through life without having a JT phase. Whether you loved him from the start in the good ol’ days of N’Sync, discovered him in his solo career or fell in love with his acting, this one’s a man for the ages. 

What: Ah, Justin. What can we say. Now that we’ve gone past the fashion dilemmas of the 90s, everything this guy throws on seems to be next to perfect- crisp and clean without seeming to have tried hard. At all. The secret, we thinks, is dressing in patterns of 3’s. Consider:

Exhibit A
Your classic working man attire,Timberlake style with a basic white collared shirt, v-neck sweater and tie, finsihed with a leather jacket and hat.

Exhibit B 
Personal favourite- Semi Casual. Observe the sport coat over a v-neck sweater over   a t-shirt, and finally paired with jeans. An appropriate choice for any occasion, with the scarf, glasses and hat adding that extra touch of San Francisco flair and European trends.

Exhibit C

As if you haven’t already gotten the big 3 hint, already, lets end with a wide striped collared shirt with a checkered tie, a grey-blue leather jacket with grey jeans and finally, he tones it all down with brown work boots. A great daytime look, yet also works for that nice evening out with friends.

Getting that bubbly, men-who-dress-well-are-so-sexy feeling inside? Check out Justin’s fashion line William Rast. where he teams up with pal Trace Ayala to join fashion houses like Rodarte, Jean Paul Gaultier, Proenza Schouler andZac Posen to bring more affordable labels to the masses.

Usher

Who: Usher

Undeniably one of the biggest stars to hit the music scene, this Grammy-award winning superstar has definitely made his mark on the world of hip-hop and RnB. From the days of his burning confessions to this year’s OMG, he’s one of those artists whose tunes everybody finds themselves dancing to at least once in their lives.

What: Usher has no doubt brought a whole new level of style to the world with his, as PEOPLE style director Susan Kaufman likes to call it, “bling outfits”. Definitely a man in favour of suits, most people remember him for making the most of his ensembles by accessorizing with a debonair pocket square or those omni-present sunglasses. Casual Usher is something to be treasured, and this is no exception. The sleekness of a fedora and vest over simple flannel and denim is definitely something we cannot argue against, and definitely cements his status as one of Hollywood’s most stylish men.