Emily Osment's Stunning Hair Transformation

Emily Osment is best known for her role as Lilly Truscott in the teen sitcom "Hannah Montana," which she starred in alongside pop artist Miley Cyrus. However, Cyrus wasn't the only singer-actor on the show, as Osment also boasts musical talents and now has several songs under her belt, such as "All the Way Up" and, more recently, her "Paranoia Boys" album, which she released under the alias Bluebiird. The talented star has maintained a steady career onscreen, where many people associate the actor with her Carrie Underwood-like appearance and her silky blond locks.

According to a 2015 post on X (formerly Twitter), the "Young Sheldon" star has naturally blond hair with "ashy roots," as she described it, and she has remained within the blond hair spectrum for most of her life. That said, it wasn't until 2024 that Osment finally established her signature dirty-blond look. Therefore, we've laid out every major step in Osment's hair journey from 2016 and onward so that we can truly appreciate all the subtle changes of her hair transformation.

Between 2016 and 2017, Emily Osment preferred to grow her hair long and wavy with a voluminous side part. For instance, at the premiere of "Rogue One: A Star Wars Story" in December of 2016, Osment arrived with a loosely wound side pony with face-framing strands. This genre of just-woke-up hairstyles fell in line with the messy top knot and mermaid wave trends that dominated 2016, but the wrap-around ponytail was certainly a unique look for the red carpet.

On the other hand, her 2017 hairstyles were a bit more put-together with undone curls and mermaid waves being her go-to styles at public events. Her chest-length barrel curls at the "Guardians of the Galaxy Vol. 2" premiere perfectly summed up her favorite hairdo at this time, while also representing her bunny-blond phase. Her ashy roots were nowhere to be seen at the premiere; instead, she opted for a root-to-tip dye job in a warm Serena van der Woodsen blond.

In November of 2018, Emily Osment visited Hallmark's "Home & Family" set at Universal Studios Hollywood with a fresh new 'do. She made several major changes by trading her long blond strands for a clavicle-length cut and a modern middle part. But that's not all she changed in 2018, as she also moved away from her natural golden blond and went for a cool, platinum shade.

However, her dynamic pearl-blond look didn't last for long. In fact, she dyed her hair once again in 2019 for the Fox Network's TCA Summer All-Star Party at Fox Studios. For this annual film industry event, Osment chose a creamy blond shade that closely resembled 2024's blush latte trend with its dimensional, multi-color hues. She also carried her middle part style into 2019, which helped draw attention to her features and her favorite makeup look at the time: a bold red lip.

Emily Osment took the plunge in 2020 when she cropped her mid-length hair, opting for a short mushroom bob with her signature center part. The dramatic haircut suited her delicate facial features and helped define her individual style. With her new bob cut, the "Young & Hungry" actor was inspired to try different hairstyles, such as her typical curls but with tighter ringlets. The spiral curls trend highlighted her youthful appearance, which she balanced out with defined shadow roots and sun-kissed locks.

As cute as she looks with bombshell curls, the straight-haired styles she wore throughout 2021 left a more mature and sophisticated impression. Her straight bob cut also aligned with her role in the TV series "Pretty Smart," where she played a book-smart intellectual forced to move in with her bubbly sister and three eccentric roommates. She continued to grow out her natural ashy roots in 2019, but she also experimented with blond highlights at certain points throughout the year.

Between the years 2022 and 2023, Emily Osment took one step closer to creating her signature hairstyle. The "Kominsky Method" star allowed her cropped bob to grow out into a long bob or lob, which seemed to be the perfect in-between length for Osment. In 2022, the Los Angeles native typically left her hair natural or added messy undone beach waves for a flirty girl-next-door look. At this point, her side-part days were long past, with a middle part being a common feature in all her 2022 photos. Additionally, Osment often tossed her hair over to one side to enhance volume and avoid flat roots.

In 2023, the singer-songwriter decided to mix things up by dyeing her hair a bright millennial pink, as shown in a photo posted to Instagram in late summer. The sudden color change was a refreshing take for the loyal blond and, if we're being honest, she completely rocked it. However, her pretty-in-pink moment only lasted until close to the end of August, after which she returned to golden locks.

At the Los Angeles screening of "Young Sheldon" on April 14 this year, Emily Osment wowed fans with a jaw-dropping dress in periwinkle-lilac — one of the trendiest summer 2024 colors. The soft pastel shade complemented her fair locks, which she styled in loose mermaid waves and, of course, a pronounced center part. It's evident at this stage in her hair journey that Osment has finally landed on her favorite hairstyle. Many of her recent red-carpet looks and Instagram photos feature her naturally dirty-blond strands arranged in beachy S-waves.

However, she has also showcased an interest in wearing updos, similar to the bun worn at the CBS Fall Schedule Celebration back in May. Her Sofia Richie Grainge-inspired slicked-back bun gave her outfit an elegant, quiet-luxury feel, but we wish she would've left a few strands out to frame her face for a softer effect. Ultimately, Osment's hair evolution hasn't been as earth-shattering as some others — we're looking at you, Kelly Clarkson — but the former child star has always worn styles that suit her in some way. So we don't feel that there is anything to worry about when it comes to the future of Osment's hair journey.