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Style Evolution: Ann Kok

Ann Kok, who turns 49 years young today (Jan 11), has had no shortage of interesting outfits over the years. Here are some of the most memorable ones.

Ann Kok, who turns 49 today (Jan 11), has dressed adventurously since her debut on Star Search in 1993, where she wore a pair of spiral earrings half the size of her head. Since then, she's become an exciting fashion fixture at various events, be it Star Awards 2012, where her gown’s neckline plunged to nearly her bellybutton, and on social media, where she frequently shows off her rockin’ personal style.

Keep reading to see the actress' onscreen and offscreen fashion has changed over the years.

    Star Search 1993

    Star Search 1993

    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.)

    Coffee or Tea (1995)

    Coffee or Tea (1995)

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

    The Morning Express (1996)

    The Morning Express (1996)

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

    Star Awards 1996

    Star Awards 1996

    Ann and her twin peaks made headlines when she turned up at the 1996 Star Awards in a see-through Dolce and Gabbana top.

    Mid-1990s

    Mid-1990s

    Nineties #stylegoals all the way.

    Mid 1990s

    Mid 1990s

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

    1997

    1997

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

    Photo: Hype Records

    2000

    2000

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

    Photo: Hype Records

    A New Life press conference 2 (2005)

    A New Life press conference 2 (2005)

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

    2005

    2005

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

    Love Concierge (2005)

    Love Concierge (2005)

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

    Kinship (2007)

    Kinship (2007)

    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.

    2009

    2009

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

    2009

    2009

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

    2009

    2009

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

    2009

    2009

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

    Housewives Holiday press conference (2009)

    Housewives Holiday press conference (2009)

    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.

    Channel 8 Countdown Show (2009)

    Channel 8 Countdown Show (2009)

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

    Daddy at Home press conference (2009)

    Daddy at Home press conference (2009)

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

    The Illusionist (2010)

    The Illusionist (2010)

    Ann was clearly ready to conquer the stage here.

    The Oath press conference (2010)

    The Oath press conference (2010)

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

    BIGBANG Pre-Concert Party (2012)

    BIGBANG Pre-Concert Party (2012)

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

    Thye Hua Kwan Charity Show 2 (2012)

    Thye Hua Kwan Charity Show 2 (2012)

    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!

    Star Awards 2012

    Star Awards 2012

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

    Star Awards 2012 Show 1

    Star Awards 2012 Show 1

    Who needs evolving Pokemon when you have a dress that evolves to show off your best assets?

    Star Awards 2012 Show 1

    Star Awards 2012 Show 1

    Ann Kok: Singapore’s very own Jessica Rabbit?

    Filial Party press conference (2013)

    Filial Party press conference (2013)

    Was the air conditioning THAT cold inside the press conference?

    Star Awards 2013 Show 2

    Star Awards 2013 Show 2

    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

    8 DAYS (2014)

    8 DAYS (2014)

    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.

    Crescendo Press Conference (2015)

    Crescendo Press Conference (2015)

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

    Mulan The Musical (2016)

    Mulan The Musical (2016)

    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.

    Harmony Bakery Grand Opening (2017)

    Harmony Bakery Grand Opening (2017)

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

    G-Star RAW event (2017)

    G-Star RAW event (2017)

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

    Singapore Fashion Week (2017)

    Singapore Fashion Week (2017)

    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

    2017

    2017

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

    2018

    2018

    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?

    Missing press conference (2018)

    Missing press conference (2018)

    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.

    2018

    2018

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

    Hello From The Other Side press conference (2019)

    Hello From The Other Side press conference (2019)

    The hair and makeup are fab, but we're not feeling this cold-shoulder dress. Did Ann feel so warm that she decided to cut two large holes in the shoulders of her jacket?

    2019

    2019

    Ann went all out for her friend's party, dressing up as her favourite food, ramen. She definitely lived up the "hot and spicy" flavour.

    2020

    2020

    We could not believe our eyes when we saw Ann in this rash guard. Is this our favourite bikini babe's bathing suit of choice now?

    2021

    2021

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

    Star Awards 2021

    Star Awards 2021

    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.

    2021

    2021

    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.

    2021

    2021

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

    2021

    2021

    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.

    2021

    2021

    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.

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