Katie Holmes Has Always Been A Truly Excellent Dresser, As These Throwback Photos Prove

Someone get us a tailored leather jacket, stat

Katie Holmes style

by Laura Antonia Jordan |
Updated on

It might have taken a Khaite bradigan to catapult Katie Holmes into the fashion limelight she is currently basking in – but this is not another piece about that (although admittedly, yes, it was a marvellous moment that we still aren’t sick of looking at or decoding). Because long before Katie went on a Khaite trip, long before Tom Cruise came on the scene, there was Katie Holmes of Dawson’s Creek teen dream fame.

Katie Holmes at the 1999 MTV Movie Awards
Katie Holmes at the 1999 MTV Movie Awards ©Getty

For the eager Holmes watcher, her Joey Potter-era looks are worth a revisit now. In fact, you can see the green shoots of her Khaite obsession in her late-’90s/early-’00s get-ups. Catherine Holstein is a whizz with sleek, pared-back leather tailoring, something Holmes was already championing at the turn of the millennium. For reference, see the black leather blazer she wore to the Go premiere in 1999 and similarly pared-back long-line jacket she wore MTV Movie Awards that same year (testament to this style’s versatility, she wore a similar – if not identical – style out and about in New York with mum-jeans and dad-sneakers in 2001). All of them are looks we’d love to see her revisit now. Scratch that, all of them are looks we’d love to wear now.

Leather, of course, isn’t just reserved for jackets. The chocolate brown pencil skirt she wore to a party at Bergdorf Goodman in 2003, makes the point excellently. This was teamed with a simple V-neck knit in a similar shade and kitten heel knee-high boots, which again, we’d happily snap up this autumn.

Katie Holmes in 2003
Katie Holmes in 2003 ©Getty

Two other things Khaite is known for today and which the then-up-and-coming Holmes had a soft spot for? Denim and great knits. Shout out in particular to the indigo denim she took for a spin on MTV in 2003 – and the asymmetric, off-the-shoulder white sweater worn with it (twisted knits like these have been doing business at Bottega Veneta).

'Less is more' might have been her fashion modus operandi, but Holmes also had a touch of boho flair. If you’re a fan of Bode, then you’ll love the multi-coloured patchwork maxi skirt she wore to a Dior party in 2003; if you can’t see yourself ever opting out of the skipping-in-a-meadow prairie dress trend, then it’s the white lace, cap-sleeve, empire-line gown she wore to the Emmy’s in 1998 you'll be sweet on (swooning ensues).

Katie Holmes at the 1998 Emmy Awards
Katie Holmes at the 1998 Emmy Awards ©Getty

While we might appreciate the simplicity of Holmes’ early-fame looks now – a snakeskin midi skirt with barely-there, square-toe sandals and a white T-shirt are chef’s kiss - it’s probably also the reason we didn’t really appreciate her the first time around. The early noughties were, after all, a golden era for lurid velour tracksuits, monstrous trucker hats and paparazzi bait party dresses. If you’d looked at Holmes then you might have thought she was ‘stuck in the ’90s’ in a bad way (or, whisper it, boring) – today, that is the highest form and flattery. Consider it proof that sticking to your style guns always pays off in the end.

Gallery

Katie Holmes' Best Looks From Her Early Days Of Fame

11th Annual Nickelodeon's Kids' Choice Awards, 19981 of 16
CREDIT: Getty

11th Annual Nickelodeon's Kids' Choice Awards, 1998

Leave showing off to the amateurs. In her early days of fame, Katie's style message was clear: keep it simple.

Emmys, 19982 of 16
CREDIT: Getty

Emmys, 1998

Calling all fans of the prairie dress: Katie got there first - at the 1998 Emmy's.

MTV Movie Awards, 19993 of 16
CREDIT: Getty

MTV Movie Awards, 1999

The one piece she returned to again and again in her Dawson's Creek days? A sleek, tailored leather jacket. The chicest way to toughen up a red carpet look.

Red Carpet Event, 19994 of 16
CREDIT: Getty

Red Carpet Event, 1999

If you didn't have one of these cardigans in the late-'90s then what were you wearing?

Go premiere, 19995 of 16
CREDIT: Getty

Go premiere, 1999

Yep, it's a tailored leather jacket again.

SNL, 19996 of 16
CREDIT: Getty

SNL, 1999

Proof that Katie's love affair with great cardigans didn't begin in 2019, she took this slouchy slate style out and about in New York 20 years earlier.

Teaching Mrs. Tingle premiere, 19997 of 16
CREDIT: Getty

Teaching Mrs. Tingle premiere, 1999

She also had a taste for more romantic pieces, like this black lace dress worn to the Teaching Mrs. Tingle premiere in 1999. Those little pouch bags, BTW, are back.

Boys and Girls premiere, 20008 of 16

Boys and Girls premiere, 2000

Katie got the memo years before the rest of us: double denim is not a fashion faux pas.

Tigerland premiere, 20009 of 16
CREDIT: Getty

Tigerland premiere, 2000

Chocolate, caramel, biscuit... Katie has always had a taste for a delicious palette of neutrals.

X-Men premiere, 200010 of 16
CREDIT: Getty

X-Men premiere, 2000

We're calling it: this look is perfect. There is nothing else to say on the matter.

NYC, 200111 of 16

NYC, 2001

We see it, you see it, it's that tailored leather coat again and we are here for it.

100 DC episodes, 200212 of 16

100 DC episodes, 2002

An LBD always has the power to wow. And as for those mules? Just, yes.

Red Dragon premiere, 200213 of 16

Red Dragon premiere, 2002

How to dress up your denim? Just add heels and a velvet jacket.

Bergdorf Goodman, 200314 of 16

Bergdorf Goodman, 2003

The queen of luxe leather strikes again, in a chocolate pencil skirt in 2003. And we're pretty sure those knee-high boots are on your wishlist too.

Dior launch, 200315 of 16

Dior launch, 2003

Katie downplayed a cheerful patchwork skirt by teaming with a simple black T-shirt at a Dior party in 2003.

MTV, 200316 of 16

MTV, 2003

Doing what she did best on MTV in 2003: a great knit, great jeans and uncompromisingly simple styling. This sweater has a bit of the Bottega Veneta about it.

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