The style evolution of Skai Jackson


Many of us have grown up watching Skai Jackson from the hit Disney Channel series Jessie. She completely won our hearts over the years with her sass and charm! Skai has continued to experiment with fashion after her early acting success, becoming Hollywood’s latest fashion chameleon. From Skai’s darling Disney days to her daring Dancing With the Stars looks, we have the full rundown on the fashion evolution of Queen Skai.


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We got to watch Skai grow up in her breakout role, where she was always dressed up in bright colors, lots of sparkles and funky hairstyles. She was *definitely* a style icon back in her Disney days and has only continued to serve fierce looks since!


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Comfy & Cute 

In a sweet tribute post to her late Jessie cast member, Cameron Boyce, Skai showed off a photo of the two of them on set. Her PJs are absolutely adorable, and the fluffy pink boots she is rocking later in the post are giving us *major* outfit envy. Even more importantly, this post shows the love she has for Boyce and the close family dynamic on set.


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Red Carpet Stunner 

Skai is spotted here in a vibrant yellow Malan Breton dress paired with Jimmy Choo heels and Jennifer Zeuner earrings. Talk about a fashion statement! Skai’s red carpet looks are all about remaining true to herself, and she is clearly having a blast while dabbling with this fun color palette.


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Designer Dream 

Channeling her inner Barbie in a 2019 Refinery29 spread, Skai *totally* rocks the statement bangs paired with a fun orange dress. She was styled by Zadrian Smith for this look, and it suits her bright smile perfectly! 


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Short Hair, Don't Care

Skai is never afraid to switch up her hair looks and this bob look screams sassy yet classy. We are so here for it! The perfect hairdo for this intricately patterned dress.


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Model Status

A true modern-day Mona Lisa! This 2020 Euphoria Magazine spread was arguably one of Skai’s most versatile fashion campaigns to date. She definitely was not afraid to step out of her comfort zone playing with both bold statement colors and flirty pastels.


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Beach Babe

During quarantine earlier this year, Skai spent some quality time in the sun and showed her Insta followers this pretty pink swimsuit coverup. We *love* seeing her natural beauty shine through, and only wish we lived near the beach so we could copy this fit every day!


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Keeping it Simple

Matching sets are one of the *hottest* trends right now, and of course, Skai completely kills it. She seems to be a big fan of Kim Kardashian’s shapewear and loungewear line, Skims, and should definitely model for their next campaign. The gorgeous poolside background doesn’t hurt, either!


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Ballroom Chic

Skai’s latest TV appearance has been totally outside her comfort zone: she sweated it out on the dance floor of Dancing With the Stars. We still can’t get over this gorgeous sparkly costume and her natural dance talent.


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We hope you loved this stroll down memory lane: we definitely did! Skai and her glam team are constantly cooking up new looks, and we can’t wait to see what’s next in Skai’s fashion journey. Which look was your fav? Tag us @girlslifemag!


by Lexi Casazza and Samantha Dorisca | 12/16/2020