Emily Osment was exposed to the glare of the Hollywood limelight at an early age, and as she became older, her admirers were fascinated by her romantic relationships. The actress has been quite candid about her romantic history, which includes exes who are both famous and not famous. Among her exes are both superstars and regular people.
Emily Osment, who was born and raised in Los Angeles, kicked out her career in cinema and television at the age of seven, when she played the role of Miranda Aiken in the film “The Hidden Lives of Girls.” The comedy-drama helped open further doors for the actress, and she went on to play as Gerti Giggles in the cult-classic “Spy Kids” movie trilogy after starring in a series of walk-on parts in television programs that came after the comedy-drama.
While simultaneously developing a career as a pop singer, the multitalented celebrity also worked as a voice actor in several roles. Her role as Lily, Miley Stewart’s closest friend, in the cherished children’s sitcom “Hannah Montana” is mostly credited for catapulting her to international fame. Osment’s fan base exploded as a result of the many people whose affections she won over with her depiction of Lily’s goofy and endearing personality.
Because of her prominence, her private life was brought into the public eye, and fans’ natural curiosity led them to speculate about her past relationships. These same fans eventually started to speculate that she was romantically involved with Mitchell Musso, her co-star from the first season of “Hannah Montana.” It seems that the two never pursued a romantic relationship, despite the fact that they never commented on the rumors.
Osment has not been ashamed to celebrate her love for her exes publicly, despite the fact that she has maintained a busy dating life. Despite the fact that she has dated other actors, she has discovered that dating guys who are not in the field has its “awesome” perks. Despite this, she has always protected the confidentiality of her romantic partnerships by never discussing the most personal aspects of them.
According to Several Sources, Jimmy Tatro Was Emily Osment’s Lover in the Year 2013.
In 2009, Osment was rumored to be dating fellow Disney actress Tony Oller, which was a few years before to the beginning of her relationship with Jimmy Tatro. Reportedly, the duo had been seen together at a number of public gatherings, often making themselves comfortable with one another. Their romance is alleged to have come to an end the following year, despite the fact that neither Oller nor Osment has commented on the rumors.
After that, it was said that Osment was in a relationship with the actor Nathan Keyes. While they often featured on one other’s social sites when they were still together, the exes managed to keep their romance pretty discreet while they were together. It is also unknown how long their relationship lasted, however rumors have it that they were together for at least 18 months between the years 2010 and 2012.
Despite the fact that they were no longer together, Osment and Keyes managed to keep their relationship strong. During the premiere of “Unintended” in New York City in August of 2020, Keyes posted a selfie of himself beside the actor who played “Young Sheldon” at the event. The caption he provided for the monochrome photograph said, “New York seems like a dream to me right now, @emilyosment.”
After that, Osment began a relationship with Tatro. It was via a common acquaintance that the two individuals were introduced to one another, and their relationship lasted from 2013 till 2015. As was the case with her other exes, Osment made an appearance on Tatro’s social media accounts, and the exes walked the red carpet together on many occasions.
Also, they worked together in the acting world, such as in the film short “Fighting Couples,” which was released in 2013. Osment would also appear in Tatro’s YouTube videos, such as the one named “Drunk Questions,” which is an example of one of these videos. It is not clear what caused them to part ways, although Tatro is reportedly in a relationship with Zoey Deutch, an actress who appears in “Vampire Academy.”
Emily Osment’s boyfriend at the time was a man named Jim Gilbert, who was described as “not in the industry.” The summer of 2016 marked the beginning of Guy Osment and Jim Gilbert’s relationship as a romantic couple. Throughout the first several months of their relationship, they were careful to keep it a secret. During this time, Osment dropped a few indications here and there that she had moved on from her previous relationship, including a tweet in October 2016 about her “therapist boyfriend.”
She ultimately disclosed the relationship to the public in the year 2017. During a conversation she had with People in May of that year, she disclosed that Gilbert had a job that was unrelated to the entertainment industry. She also discussed the advantages of dating someone who was not a star, as she stated:
“The fact that my fantastic partner does not work in the sector makes things so much easier for me. […] It’s great because he works in a totally different field than I do, so we always have something to discuss when we get together after work. When we get home, we can ask each other, “Well, how was your day, and how was your day?” And that’s totally okay since we have nothing in common.”
Gilbert reportedly had a job with the Verdugo Hills Fall Project, according to several media sites. This information was acquired from his Facebook bio; however, he has since deleted his account and cannot be reached via Facebook. Nonetheless, in spite of the fact that he did not seem to have a social media presence, Osment included him in numerous of his Instagram postings.
That was the case up until 2019, when the actress scrubbed her accounts clean of any and all references to him. In an interview with Atwood Magazine in October of that year, she disclosed that she was not in a relationship with anybody. Osment gloried in the fact that she was in a relationship as she reflected on it:
“I have been single for a considerable amount of time now, and I have to say that I am really enjoying it! Before you find someone new to develop alongside you, it’s healthy to kind of allow yourself the independence and sort of grow on your own first.”
According to Several Sources, Emily Osment Began Dating Jack Anthony in the Year 2021.
Osment, who purportedly dated Meghan Trainor’s now-husband, Daryl Sabara, in 2002, has never talked publicly about her connection with Jack Anthony. But, he started surfacing on her timeline in 2021, despite the fact that she has never addressed the topic. In her Instagram tributes, she only used his first name, adding an air of intrigue to the identity of the person she was remembering.
Despite this, certain media outlets conducted investigations and found evidence that he was in fact Jack Anthony. The pair went on several extravagant vacations together, exploring opulent locales all over the globe, from Italy to Sweden. Although though Osment hasn’t directly mentioned Anthony in any of her writings, the tributes she writes about him are usually quite touching.
In March of 2022, she sent him an email wishing him a happy birthday with the following message: “well holy moly and happy birthday to my jack, love is real and you are mine.” She did so once again only a few days ago, gushing over her lover’s characteristics, which included “kindness and silliness” and “a desire for life.” It is plain to see that the couple is still very much in love.