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
Search

NewsExpand Menu

  • Celebrity News
  • World News
  • Exclusives
  • Politics
  • Celebrity Babies
  • Celebrity Weddings
  • Pics

EntertainmentExpand Menu

  • TV
  • Movies
  • Music
  • Sports
  • Sex & Relationships
  • Award Shows
  • Holidays

BeautyExpand Menu

  • Fragrance
  • Hair Care
  • Health
  • Makeup
  • Nails
  • Skincare
  • Makeover

FashionExpand Menu

  • Red Carpet
  • Shopping
  • Diet & Fitness
  • Award Shows
  • Makeovers
  • Celebrity Weddings

ShoppingExpand Menu

  • Reviews
  • Gift Guides
  • Shop The Look
  • DNA Complete - Best DNA Test

TrendingExpand Menu

  • TV
  • Exclusives
  • Celebrity Babies
  • Latest Photos

Celebrity BiosExpand Menu

  • Taylor Swift
  • Rihanna
  • Selena Gomez
  • Kim Kardashian
  • Kylie Jenner
  • Kendall Jenner
  • Justin Bieber
  • Miley Cyrus
  • Gigi Hadid
  • Khloe Kardashian
  • Jennifer Lopez
  • Angelina Jolie
  • Harry Styles
  • Kourtney Kardashian
  • ALL CELEBRITY BIOS
Follow Us
  • Facebook
  • Twitter
  • Instagram
  • Pinterest
  • YouTube
Alerts & Newsletters
© 2025 Hollywood Life Media, LLC.

Sophia Lillis & Wyatt Oleff — Exclusive Portraits

By:
Paige Kindlick
March 3, 2020 3:17PM EST
1 of 13

Wyatt Oleff & Sophia Lillis

Wyatt Oleff & Sophia Lillis
Paige Kindlick

‘I Am Not Okay With This’ premiered on Feb. 26 and has become an instant hit. The Netflix series stars Sophia Lillis and Wyatt Oleff as Sydney and Stanley. The two actors are reuniting for an all-new project after starring in the ‘IT’ movies together. The show follows Sydney, played by Sophia, a teenage girl who’s navigating the trials and tribulations of high school, all while dealing with the complexities of her family, her budding sexuality, and mysterious superpowers just beginning to awaken deep within her. Wyatt plays Sydney’s best friend, Stanley, who learns about her powers and tries to help her figure them out. For Wyatt and Sophia, the friendship between Sydney and Stanley reflects their real-life friendship. ‘They’re really comfortable with each other and Sophia and I have that relationship in real-life where we can just trust each other and just be comfortable with each other. I’m really lucky to be working with her again,’ Wyatt told HollywoodLife. See more exclusive portraits of Wyatt and Sophia in our gallery now.

March 3, 2020, 10:19AM
2 of 13

Sophia Lillis

Sophia Lillis
Paige Kindlick

Sophia Lillis stars as Sydney in ‘I Am Not Okay With This.’ She’s just a normal teenager until she realizes she has superpowers. 

March 3, 2020, 10:19AM
3 of 13

Wyatt Oleff

Wyatt Oleff
Paige Kindlick

Wyatt Oleff stars as Stanley Barber in ‘I Am Not Okay With This.’ Stanley is confident and unapologetic and refuses to be someone he’s not. 

March 3, 2020, 10:19AM
4 of 13

Wyatt Oleff On Working With Sophia Lillis

Wyatt Oleff On Working With Sophia Lillis
Paige Kindlick

This isn’t the first time these two have worked together. They starred in the ‘IT’ movies together. Wyatt told HollywoodLife that Stanley and Syd are ‘really comfortable with each other and Sophia and I have that relationship in real-life where we can just trust each other and just be comfortable with each other. I’m really lucky to be working with her again. She’s amazing. I think the show absolutely reflects our real-life relationship as well.’

March 3, 2020, 10:19AM
5 of 13

Sophia Lillis On Sydney

Sophia Lillis On Sydney
Paige Kindlick

Just because Sydney has superpowers doesn’t mean Sophia automatically considers her a hero. ‘I think that’s the interesting part is that throughout it all she’s just a normal high school girl no matter what she does,’ Sophia said. 

March 3, 2020, 10:19AM
6 of 13

Wyatt Oleff On Stanley’s Relationship With His Dad

Wyatt Oleff On Stanley’s Relationship With His Dad
Paige Kindlick

‘I think expanding Stanley’s character in any way would be amazing,’ Wyatt said. ‘I feel like Stanley acts pretty consistent throughout the show, except for when he’s with his dad.’

March 3, 2020, 10:19AM
7 of 13

Wyatt Oleff On Stanley Keeping Syd’s Secret

Wyatt Oleff On Stanley Keeping Syd’s Secret
Paige Kindlick

‘With all they’ve been through, I think Stanley would do most anything to make sure that she stays safe, especially keeping her secret,’ Wyatt told HL. ‘I think that’s like one of the things that makes their connection so special.’

March 3, 2020, 10:19AM
8 of 13

Sophia Lillis On The Ending Of Season 1

Sophia Lillis On The Ending Of Season 1
Paige Kindlick

Sophia thought the shocking twist in the finale was the ‘perfect’ way to end the season. Spoiler alert: Sydney accidentally makes Brad’s head explode when he’s about to reveal her secret.

March 3, 2020, 10:19AM
9 of 13

Wyatt Oleff On His Shadow Man Theory

Wyatt Oleff On His Shadow Man Theory
Paige Kindlick

Wyatt Oleff has a theory the identity of the Shadow Man who’s been following Sydney. ‘It’s Stanley from the future,’ Wyatt predicts. 

March 3, 2020, 10:19AM
10 of 13

Sophia Lillis On Why She Loves Sydney

Sophia Lillis On Why She Loves Sydney
Paige Kindlick

‘She’s funny, she keeps messing up, but it’s really endearing,’ Sophia told HL. ‘She tries her best despite her trauma and despite having a recent loss.’

March 3, 2020, 10:19AM
11 of 13

Wyatt Oleff On Channeling His Comedy Side

Wyatt Oleff On Channeling His Comedy Side
Paige Kindlick

‘I think he’s such a fun character to play,’ Wyatt said about Stanley. ‘I haven’t really played someone who is sort of the more comedic relief side of the series. He’s definitely got a lot more opportunities to improvise and I appreciate that. I’ve been trying to take advantage of that.’

March 3, 2020, 10:19AM
12 of 13

Sophia Lillis On Sydney’s Friendships

Sophia Lillis On Sydney’s Friendships
Paige Kindlick

Sophia said that Dina is ‘like the perfect friend and she’s always there but I think she [Sydney] really needs someone like Stanley because… despite not knowing him as well as Dina, he kind of shows her a different part of her.’

March 3, 2020, 10:19AM
13 of 13

Wyatt Oleff On Stanley’s Mom

Wyatt Oleff On Stanley’s Mom
Paige Kindlick

Stanley’s mom isn’t mentioned in the series but Wyatt believes that Stanley’s mom ‘inspired him to be the way he is.’ There’s so much to explore in a potential season 2, that’s for sure!

March 3, 2020, 10:19AM
Click to Subscribe to Get Our Free HollywoodLife Daily Newsletter to get the hottest celeb news.
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