Former Disney star Emily Osment met her Prince Charming in actor Jack Anthony. After getting engaged in California's Yosemite National Park, Osment couldn't help but show off her beautiful new ring on Instagram.
Osment captioned a photo of her engagement ring with the words "deliriously happy" and a description of her fiancé as a "magical, beautiful, kaleidoscope of a person." The ring features a square diamond and a circular emerald set in a gold frame. He appears to be promising, but who is Jack Anthony, and what do we need to know about him?
Emily Osment Kept Jack Anthony’s Identity A Secret On Instagram
According to his LinkedIn page, Jack Anthony is a "partnerships strategist expert and product leader with 6+ years of experience pioneering advancements in the social commerce space. A multidisciplinary professional who specializes in the management of complex product integrations, go-to-market strategies, and partner relationships.”
In addition to pursuing his interests as a DJ and music producer, he is currently employed as the Director and Head of Strategic Partnerships at Linktree.
Although Anthony keeps a low profile online, his future bride has given followers a glimpse into his life and their relationship. The vast majority of what we know about Anthony comes from the Instagram posts that Emily Osment has made public.
Although Osment and Anthony have kept their relationship under wraps, the actress has given fans a peek into their romance on social media on occasion. Osment called Anthony the "absolute best" in a March birthday message, praising his generosity, humor, and enthusiasm for life.
Osment and Anthony became Instagram official in 2021 when she began posting pictures of them together.
Osment and her new boyfriend traveled to several Italian seaside locations in August of 2021. While she did include a few pictures of him from the trip, they were all taken from behind or far away. Sneaky!
Osment and Anthony went to Sweden as part of the same tour. The pictures showed the two of them holding hands, hugging, and having the best time together all around.
How Did Emily Osment And Jack Anthony Meet?
Emily Osment and Jack Anthony spent the start of their relationship in Sweden hanging out with friends, but Italy was the far more romantic destination. Osment went to great lengths to ensure that Anthony was obscured in the background of her collages.
We don't know how the couple met, but a look at their early vacation images shows that they took their relationship seriously from the start. This would have been sometime around 2021, following Osment and Jim Gilbert's breakup.
Osment dated Gilbert for a whole five years, from 2016 to 2021. Osment's serious involvement with another guy in the same year as her breakup with Gilbert raises suspicions about a possible link between the two events.
For all we know, ex-boyfriend Gilbert may be related to how the currently engaged couple met. A therapist like Gilbert would be in a better position to comment. This wouldn’t be the first time Osment had “beef” with a close companion; even former co-star Miley Cyrus had some grievances about the Young Sheldon actress.
Multiple web publications claimed that Osment and Gilbert's relationship ended in April of 2021. Anthony was first spotted on her Instagram in August 2021, giving her a 4-month gap between relationships.
At the time, fans hoped Osment would be more forthcoming about her relationship with Anthony, but it was obvious from pictures of them at Phish shows, on lavish trips, and at Disneyland that they were more than just friends.
Osment’s birthday message to Anthony from March 2022 read, "Well holy moly and happy birthday to my Jack, love is real and you are mine."
With the support of their many admirers, Osment and Anthony begin a new and magical chapter in their life as an almost-married couple.
How Did Jack Anthony Propose To Emily Osment?
For a long time, fans wondered what Emily Osment has been up to since her time on Hannah Montana, and now they are more than informed.
Sister of Oscar nominee Haley Joel Osment, 31-year-old actress Emily Osment announced her engagement to longtime boyfriend Jack Anthony on Instagram. Finally, a direct expression of their relationship after infrequent postings of the happy couple.
She said in her engagement announcement post on Instagram, “I am so proud of the life we have built together and the people we have become over the last few years. This love is so big and so uniquely ours, and I know it can do anything. I am so honored to stand next to you every day. I love you, Jack."
It appeared that Anthony had also decided upon a charming proposal method.
The proposal took place in California's Yosemite National Park, and it involved two pin badges depicting the couple as infants.
One badge featuring a young Anthony asked, "Will you marry me?" while another badge showed a young Osment alongside the word "Yes."
Since Anthony has made his Instagram account private, it seems safe to conclude that the two of them still choose to keep some things behind closed doors.
The former Hannah Montana star's engagement ring appeared to combine the best of both worlds, with a diamond on the left and what might have been an emerald stone on the right.
Interestingly, Osment is the newest former Disney Channel star to take the plunge into matrimony.
Dylan Sprouse, who co-starred with his twin brother Cole Sprouse in the Suite Life series, revealed his engagement to model Barbara Palvin on Instagram on June 15, two weeks before Osment's announcement.
Osment's joyous engagement news follows the birthday party she threw for her older brother Haley Joel Osment in April 2023.
The actress posted a photo to her Instagram Story in honor of her brother's 34th birthday, in which the cast of The Kominsky Method can be seen donning little party hats and making goofy faces for the camera.
For Anthony's part, we can only hold tight till this mystery man decides to reveal himself. So, what do we know for sure? They're obviously all over heels for one another and set to embark on an amazing journey together.
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