26 Bold Kate Middleton Outfits That Probably Weren't Queen Approved

Updated on 8/20/2020 at 5:21 PM

Based on her track record, it may be hard to believe Kate Middleton has ever worn something that could raise eyebrows, but every once in a while, we've caught her ditching her sophisticated brand of dressing for something a little more casual. We love seeing proof that sometimes Kate can mix it up, from outings in lazy-day hoodies to laid-back blue jeans.

While we may love Kate's foray into casualwear, we have a feeling the queen wouldn't approve of these not-so-princessy pieces. Just try to imagine Queen Elizabeth working the same sporty separates, sneakers, or funky hats — we all know it just wouldn't happen. So while we're under the impression that it's basically impossible for Kate to wear a bad outfit, it's fun to imagine how the royals really felt when they saw these, ahem, nontraditional styles.

To Play Sports in Ireland

Kate wore a simple red knit with skinny jeans and trainers to visit the Salthill GAA club during her visit to Ireland.

To Show Off Her Puffer Prowess

Kate dressed in holiday colors and winter boots, plus a pair of thick hunter-green socks that she rolled over her jeans, to visit Peterley Manor Farm in December.

To Visit the Chelsea Flower Show

The duchess wore wide-legged pants with a white button-down and white Sugerga sneakers to visit the garden she helped design at the Chelsea Flower Show.

To Visit Gilwell Park

Kate Middleton wore a $50 J.Crew sweater while visiting the Scout Association's UK headquarters in Gilwell Park.

To Play Soccer

After arriving in Belfast, the duchess switched into a comfortable look to play soccer with some kids. She sported a Polo Ralph Lauren cable-knit sweater pairing it with blue skinny jeans and sneakers from Sweaty Betty x New Balance.

To Hang With the Sailing Team

Kate slipped into trusty jeans and sneakers at the America's Cup World Series.

After Boating

During a May 2016 royal engagement with competitive sailor Ben Ainslie, Kate Middleton stepped out in skinny jeans and Adidas sneakers.

Dressed to Hit the Slopes

It was ski gear for both Kate and Prince William during March 2016 in the French Alps.

Sporting a Baseball Cap

Kate Middleton rocked a baseball cap while boating in New Zealand in April 2014.

Decked Out in Ski Gear

In March 2008, Kate Middleton and Prince William were decked out to hit the slopes.

Ready to Row

Back in August 2007, Kate Middleton wore her training gear for a dragon boat race.

In Off-Duty Blue Jeans

It was blue jeans — and wedge heels — for Kate Middleton during an October 2013 engagement in London.

Rocking a Hoodie and Tennis Shoes

Kate Middleton showed her ease in sneakers and skinnies during a June 2012 engagement.

Keeping Warm in a Simple Black Sweatshirt

Kate made a rare appearance in a sweatshirt while in London during December 2014.

In a Cold-Weather Cover-Up

Prince William gave a wind-jacket-clad Kate Middleton a hug during their Canadian tour in July 2011.

Matching Her Man

Kate Middleton and Prince William wore matching hoodies during their July 2011 tour of Canada.

Stepping Up the Sexiness

Far from being casual, Kate Middleton showed off her new sexy style wearing Jenny Packham at a London engagement in October 2014.

Dressing Up a Pair of Skinnies

It was dark denim for Kate during a July 2014 engagement in Scotland.

Showing Off Her Sexy Body

Kate was snapped wearing a white bikini while vacationing in Ibiza in 2006.

Dressed For Roller Disco

Kate Middleton's 20-something party style was on display back in September 2008 in London.

Wearing Her Wellies

It was rain boots and jeans for a June 2012 day of polo for Kate Middleton and her dog Lupo in Tetbury, England.

Sporting a Western Topper

Call her cowgirl Kate; both Kate Middleton and Prince William dressed in cowboy hats and jeans to visit the Calgary Stampede in July 2011.

Letting Loose in a Tube Dress

Kate Middleton wore a bright print dress during a September 2012 visit to the Soloman Islands.

Ready For Adventure

Kate's country style was evident during an August 2005 visit to England's Gatcombe Horse Trials.

Embracing the Early 2000s

Kate Middleton fully embraced the low-cut denim styles of the early 2000s with out outfit she wore in June 2005 in St. Andrews, Scotland.

Dressed For a Night Out

Kate Middleton wore a low-cut dress during a night out in July 2007 in London.