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

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.

Related: Last Year's Floral Dress Still Looks Great on Kate Middleton in 2020

Getty / Pool/Samir Hussein

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.

Getty / Samir Hussein

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.

Getty / Jeff Spicer

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.

Getty / Karwai Tang

To Visit Gilwell Park

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

Getty / TIM ROOKE

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.

Getty / ARTHUR EDWARDS

To Hang With the Sailing Team

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

Getty / WPA Pool

Dressed to Hit the Slopes

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

Getty / Chris Jackson

Sporting a Baseball Cap

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

Getty / Max Mumby/Indigo

Decked Out in Ski Gear

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

Getty / Max Mumby/Indigo

Ready to Row

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

Getty / Danny Martindale

In Off-Duty Blue Jeans

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

Getty / AFP

Rocking a Hoodie and Tennis Shoes

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

Getty / WPA Pool

Keeping Warm in a Simple Black Sweatshirt

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

Getty

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.

Getty / Chris Jackson

Dressing Up a Pair of Skinnies

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

Getty / Max Mumby/Indigo

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.

Getty / George Pimentel

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.

Getty / Chris Jackson

Letting Loose in a Tube Dress

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

Getty / Anwar Hussein

Ready For Adventure

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

Getty / Max Mumby/Indigo

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.

Getty / Niki Nikolova

Dressed For a Night Out

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

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