17 Times Celebrities Totally Outdressed Their Dates

Updated on Dec 9, 2014 at 8:00 AM

If you've ever felt over- or underdressed standing next to your date or BFF, the good news is you're not alone. Aside from, oh, pretty much everyone having felt that way at some point in their lives, tons of celebrities have been there too. From a near-naked Miley Cyrus and a casual Patrick Schwarzenegger to an over-the-top Lady Gaga with a dapper Taylor Kinney, 2014 was definitely the year that constantly left us wondering, "Are they even at the same party?" Keep reading for a list of duos who prove that opposites indeed attract, and remember: a short "What are you wearing tonight?" text never really hurt anyone.

Miley Cyrus and Patrick Schwarzenegger

We're happy Miley's found someone who accepts her quirky ways, but Patrick couldn't be more opposite style-wise. While Miley dares to bare all, her new boyfriend usually opts for t-shirts and jeans.

Ariana Grande and Big Sean

OK, so technically this was during a performance, but that doesn't mean that Ariana Grande and Big Sean don't have different taste in clothing. Ariana loves to get decked out in cute styles, short skirts, and heels, while her man is usually more laid-back and casual.

Lady Gaga and Taylor Kinney

Lady Gaga was practically sporting a costume while Taylor Kinney was just a dude in a suit — and he didn't seem to mind one bit. This is love, people. This is love.

Beyoncé and Jay Z

Beyoncé went retro while Jay Z went relaxed. Ugh, and you two are usually so coordinated!

Nicole Kidman and Keith Urban

Keith definitely had that cool, rock star thing going on, but it just didn't mix with Nicole Kidman's long, glamorous gown.

Taylor Swift and Her Gym Friend

Girl behind Taylor Swift: *Immediately regrets not bringing a change of clothes to the gym.*

Bai Ling and Nathan Keyes

Does Bai Ling's look even qualify as clothing? This guy needed to lose his shirt if he wanted to match her.

Kim Kardashian and Kanye West

Neither of these was your average outfit, but Kim's top (or lack thereof) was way sexier than Kanye's silky shirt.

Bella Thorne and Tristan Klier

Bella Thorne is known for her sexy style, but even this Alberta Ferretti was no match for her date's simple button-down and sneakers.

Nicole Richie and Joel Madden

They're this close to being a well-dressed duo, but Nicole Richie's caped look was a tad dressier than Joel Madden's oversize jacket and layered necklaces. Help him out, Nicole!

Iggy Azalea and Nick Young

Iggy Azalea brought the glam to the 2014 Billboard Music Awards, but the dressiest thing Nick Young wore was a collared shirt. They made up for it later on by sporting matching denim looks.

FKA Twigs and Robert Pattinson

FKA Twigs's style is always a bit out there, but her laid-back, pajama-inspired outfit looked especially weird next to Rob's jeans and a t-shirt.

Anna Wintour and Rihanna

Anna Wintour totally forgot her see-through dress at home. Next time, Anna. Next time.

Miranda Lambert and Blake Shelton

Dear Blake: jeans are not formal attire! Miranda Lambert was dressed to impress the night of the CMA Awards, but Mr. Shelton looked kind of like a dad at a family dinner. A change of pants could have made all the difference.

Nicki Minaj and Casper Smart

While they aren't a couple, Nicki's fur vest and all-white outfit looked supercasual next to Casper's suit.

Kendall Jenner and Cara Delevingne

We know this is post-Chanel show, but Cara's Minnie Mouse onesie definitely stood out next to Kendall's brown jacket and black pants. That's Cara for ya, though.

Justin Bieber and Adrian Grenier

Sure, the Cannes Film Festival is known for its killer fashion, but it's rare to see Justin Bieber sport a suit — even when everyone else is wearing one.