Skip to content
Primary Navigation

Hollywood Life

Latest Hollywood Celebrity & Entertainment News

  • Home
  • News
    • All News
    • Celebrity News
    • World News
    • Exclusives
    • Politics
    • Celebrity Babies
    • Celebrity Weddings
    • Pics
  • Entertainment
    • All Entertainment
    • TV
    • Movies
    • Music
    • Sports
    • Sex & Relationships
    • Award Shows
    • Holidays
  • Beauty
    • All Beauty
    • Fragrance
    • Hair Care
    • Health
    • Makeup
    • Nails
    • Skin Care
    • Makeovers
  • Fashion
    • All Fashion
    • Red Carpet
    • Shopping
    • Diet & Fitness
    • Award Shows
    • Makeovers
    • Celebrity Weddings
  • Shopping
    • All Shopping
    • Gift Guide
    • Shop The Look
    • DNA Complete – Best DNA Test
    • Reviews

Celebrities Reveal Their Biggest Fashion and Beauty Regrets: Nick Jonas, Miley Cyrus & More

By:
Elisabeth McGowan
September 30, 2023 11:57AM EDT
Miley Cyrus
Richard Chavez/Plux/Shutterstock

Whether it was denim skirts with Ugg boots or heavy eyeliner and foundation, almost every celebrity has come forward with style-gone-wrong stories.

As fashion trends come and go, Hollywood continues to evolve with the changes. Though pictures will never leave the internet, some stars chose to laugh at their regrettable fashion and makeup choices from the past. 

Scroll down to relive these celebrities’ biggest fashion and beauty regrets! 

1 of 8

Selena Gomez

Selena Gomez
Shutterstock

In 2013, Selena spoke exclusively with HollywoodLife about what she wore to her first red carpet event. 

“I remember going on my first red carpet with skinny jeans and sneakers like, awesome, this is not a look that I would do ever again,” she said at the time. “I feel like when I wore sneakers and a lot of jeans to red carpets, my stylist was really mortified.” 

September 30, 2023, 11:25AM
2 of 8

Nick Jonas

Nick Jonas
Sara Jaye/Shutterstock

While speaking with Racked in 2017, Nick called his and his brothers’ early 2000s fashion an “Ed Hardy phase, where you had the hat, and the T-shirt, and the shoes — and the jeans, if you were lucky!” 

“Head to toe. Dark times,” he said. “But we gotta go through the fire to come out knowing what to wear without looking insane.”

September 30, 2023, 11:28AM
3 of 8

Jessica Alba

Jessica Alba
Broadimage/Shutterstock

In a past interview, Jessica revealed she used to wear “too much makeup when [she] was a teenager.” 

“I wore a full face, and I probably [should have] worn a lot less,” she explained. “I didn’t know that there was the no-makeup makeup look until I was in my 20s. I used to use a foundation stick and just rub it all over my face, and then I would break out. Then, I would wear more makeup to cover the break out. The most important foundation is great skin.”

September 30, 2023, 11:30AM
4 of 8

Kim Kardashian

Kim Kardashian
Shutterstock

Kim revealed on her now-defunct website that she had her baby hairs removed because she “had such a hairy neck” but later regretted getting it done. 

“Every photographer would photoshop them out anyway, and I thought I looked better without the baby hairs,” she noted. “I miss them. I think they look youthful!”

September 30, 2023, 11:32AM
5 of 8

Ashley Tisdale

Ashley Tisdale
Picture Perfect/Shutterstock

The Disney Channel alum remembered her outfit for the 2004 premiere of The Incredibles when she “looked like [her Suite Life of Zack & Cody] character at all times when [she] was going out.”

“I wore this really weird pink camo skirt and this pink furry thing, I don’t even know what it was, but I said, ‘Ooh, put me in it!’ Ashley previously told PeopleStyle. “And instead of wearing it like you would normally wear it, I was like, ‘I am going to do it have one of my arms out and have it going across my body.’ It was the weirdest thing. At that point, you just have to laugh at yourself!”

September 30, 2023, 11:46AM

More AboutMiley Cyrus

  • Maxx Morando: 5 Things to Know About the Drummer Dating Miley Cyrus
  • Miley Cyrus & Bruno Mars’ ‘Flowers’ Lawsuit: Why She’s Being Sued
  • Keith Urban Describes Miley Cyrus’ Voice as an ‘Ashtray’
6 of 8

Miley Cyrus

Miley Cyrus
Richard Chavez/Plux/Shutterstock

In a past interview with Marie Claire, the “Flowers” artist revealed she “had some shady wardrobe choices when [she] was about 16 to 18.” 

“I wore this hippie outfit to Justin Bieber’s Never Say Never premiere that I’m like, ‘Girl, who told you — it was not Woodstock, it was a premiere,’” Miley joked. 

September 30, 2023, 11:47AM
7 of 8

Eva Mendes

Eva Mendes
Dave Allocca/Starpix/Shutterstock

In a past interview with NBC, Eva revealed that her attempt to embrace a Disney princess in her outfit had gone awry. 

“It was cold and snowing — I don’t know why I’m sharing that, I think I’m trying to justify _ and I had my dress on, but I had to finish my hair and makeup in the back of an SUV,” she explained. “It was a beautiful dress, but the way I put everything together, it was a Princess Jasmine gone wrong. The strapless, purple dress with necklaces and hair in a really high braid — it’s not a good look.”

September 30, 2023, 11:49AM
8 of 8

Julianne Hough

Julianne Hough
Broadimage/Shutterstock

While speaking with PEOPLE in a previous interview, the Dancing With the Stars pro recalled that everyone at one point was “always wearing Ugg boots with everything.” 

September 30, 2023, 11:52AM
Click to Subscribe to Get Our Free HollywoodLife Daily Newsletter to get the hottest celeb news.
Articles Trending Now

Trending Now

Is Carrie Underwood Performing at Trump’s Inauguration? Find Out

Is Carrie Underwood Performing at Trump's Inauguration? Find Out

Paris Hilton’s Kids: Meet Her Son Phoenix & Daughter London

Paris Hilton’s Kids: Meet Her Son Phoenix & Daughter London

When Are the Grammys This Year? 2025 Awards Show Date

When Are the Grammys This Year? 2025 Awards Show Date
Sidebar Content

Follow Us:

  • Facebook
  • Twitter
  • Instagram
  • Pinterest
  • YouTube

About Us

  • About Us
  • Mission
  • Writer Bios
  • Advertise With Us
  • Scoops & Corrections
  • Contact Us

Legal

  • Privacy Policy
  • California Privacy Rights
  • AdChoices
  • Terms of Use
  • Data Policy
  • Do Not Sell My Personal Information

News

  • Celebrity News
  • Exclusives
  • World News
  • Politics
  • Celebrity Babies
  • Shopping Reviews

Connect

  • Instagram
  • Facebook
  • Twitter
  • YouTube
  • TikTok
  • DNA Expand
  • DNA Complete - Best DNA Genetic Testing for Health & Ancestry
© Copyright 2025 Hollywood Life Media, LLC.
Powered by WordPress.com VIP
Do not sell or share my personal information
Privacy Settings