Style Evolution: Ann Kok

Ann Kok got her big break on Star Search at the tender age of 20. Also tender? Her earlobes after wearing that jewellery. (Please tell us they were clip-ons.)

Oddly enough, this outfit from Coffee or Tea looks like something you would see on a contemporary Korean drama.

Sometimes, keeping it simple is best: Ann’s natural beauty shone in her days on The Morning Express.

Nineties #stylegoals all the way.

Ann has come a LONG way since this photo was taken.

Just like the title of her debut album, we remembered how Ann looked thanks to that unfortunate afro.

Photo: Hype Records

BAN CENTRE PARTS. This outfit looked way too dowdy for the fresh-faced Ann Kok.

Photo: Hype Records

Ann dabbled in “cute nerd” territory at the press conference for A New Life.

And she went “country club mum” in this sweet summer outfit from the mid-2000s.

Is it a stretch to call this athleisure before athleisure was even a thing?

If you have ever wondered what Ann would look like as a wallflower, wonder no more — this outfit for 2007’s Kinship is a stark departure from her usual showy style.

Looks like Ann managed to jump on the bubble silhouette trend during its brief period of popularity.

This dress is definitely the kind of thing we used to hunt down in Bugis during our JC days.

It’s a little hard to believe that Ann once wore a colour (and a silhouette) this dreary.

Who approved this lipstick? Poor Ann looks like a non-living character on The Walking Dead.

Off-shoulder blouse, dark boot-cut jeans, giant hoop earrings, a smokey eye — yep, this is DEFINITELY what all the cool girls wore back in the day.

Our prom outfit goals, circa 2005 (this was actually taken in 2009, but yeah).

Sorry, Ann, but this shirt would look more at home in a cosplay convention than at a drama press conference.

Ann was clearly ready to conquer the stage here.

It was around this time when Ann entered her (in)famous bodycon dress era.

Ann’s personal style is so adventurous, it’s a little refreshing to see her in something relatively plain.

This outfit might be a little ridiculous, but to be fair, it was for the stage — we can only hope that Ann remembers it as fondly as we do!

This outfit caused quite a stir at the Star Awards — and it’s not hard to imagine why.

Who needs evolving Pokemon when you have a dress that evolves to show off your best assets? (If you know what we mean.)

Ann Kok: Singapore’s very own Jessica Rabbit?

Was the air conditioning THAT cold inside the press conference?

Who could ever forget how fierce Ann looked in this fishnet top and Herve Leger dress? That is one POWERFUL push-up bra (if there is one). #CleavageGoals

As much as we love this bikini (and the rest of swimsuits she donned on our 8 DAYS shoot), we can’t imagine that it was very comfortable to sit on those rocks.

Ann’s honey-blonde dye job gave her complexion a dash of youthful vigor.

In Mulan The Musical, Ann played the title character's pregnant older sister, Mulian. While Mulian's hairdo might be a little over-the-top, even for ancient China, we're sure it was no big deal given Ann's eccentric fashion sense.

Ann celebrated the opening of her new F&B venture in a white H&M dress vaguely reminiscent of a baker's outfit.

Ann served up major attitude in her lacy, peekaboo crop top and loud checked pants.

Leave it to Ann to make a hoodie work for her at Singapore Fashion Week! True to form, she showed off her long legs in a blue velvet skirt that gave her outfit just the right amount of pizzazz.

Photo: Singapore Fashion Week

Ann outshone the flowers in a Korean-inspired getup consisting of high-waisted pants and a wrap top over a simple white shirt.

Ann captioned this "Passion for fashion", but we think her passion has been misplaced. The bell hems should be reserved for the arms and platforms should be reserved for train stations. Also, are those two eyes above her boobs staring at us?

This is probably one of the most modest outfits we've seen Ann in. But her toned-down look is anything but boring as the actress proves in this chic dress from Scotch & Soda and bling bangles courtesy of David Gan.

We're pretty sure Ann turned heads in that sweet but sexy plunging tulle gown.

We’re totally diggin’ Ann’s double madras plaid look here.

Ann, who picked up her ninth Top 10 Most Popular Female Artistes award, lit up the red carpet in this sexy sheer number from Dolce & Gabbana and jewels by Bvlgari.

Ann looks extra youthful with her new haircut, and she took the energetic vibes of her look up a notch with the traffic-stopping track jacket.

How kawaii does Ann look in this modern cheongsam featuring cat prints. We’re pretty sure all cat lovers will find it irresistible.

Sporting an off-shoulder floral print top and black high waist skirt, Ann nailed the girl-next-door-meets-tough girl look like a pro.

Not all shirt dresses are created equal. Ann's chic number which features a white button down layered over a black mini slip dress, adds a flirty appeal to her look.