Jeffree Star, the self-made makeup mogul and CEO of Jeffree Star Cosmetics, has lived much of his life in the public eye, and his romantic journey has been no exception. From his early days as a MySpace celebrity to his current life on a Wyoming ranch, Star's relationships have often been a topic of public interest and discussion. While his career has seen significant evolution, his love life has consistently garnered attention, marked by both long-term partnerships and brief, high-profile romances.
One of Jeffree Star's earliest public connections was with Chris Crocker, the internet personality famous for the "Leave Britney Alone!" video. The two were rumored to be dating from May 2005 to July 2009, a period when both were prominent figures on the burgeoning social media scene, particularly MySpace. Their relationship, though largely kept low-key in terms of specific details, was known among their respective fan bases during the early days of their internet fame.
Star's most significant and widely publicized relationship was with Nathan Schwandt. The couple began dating in March 2015, after Schwandt reportedly slid into Star's Instagram DMs. Their five-year relationship was a cornerstone of Jeffree's YouTube content, with Nathan frequently appearing in videos, Q&As, and daily vlogs, giving fans an intimate look into their lives together. They shared a luxurious home in Calabasas, California, and parented several Pomeranian dogs, often referred to as their "children."
Throughout their time together, Jeffree and Nathan were seen as a stable and loving couple in the often-turbulent world of internet celebrity. They celebrated many milestones publicly, with Jeffree often expressing deep affection for Nathan on social media. However, in January 2020, Jeffree Star tearfully announced their breakup in a YouTube video titled "We Broke Up." He explained that the relationship had reached an "unhealthy place," partly due to the immense pressure and spotlight that came with Nathan being in the public eye, which he found increasingly difficult to handle. Star emphasized that there was no bad blood between them, and despite rumors, he firmly denied any infidelity on Nathan's part, stating, "There’s no easy way to say this but we did break up. I’m devastated, I’m so sad."
Following his split from Nathan, Jeffree Star had a brief but highly publicized relationship with basketball player Andre Marhold in mid-2020. Their romance became public when Star shared a photo of them together, though he initially obscured Marhold's face. Internet sleuths quickly identified Marhold through his distinctive tattoos. The relationship was short-lived and reportedly ended amidst some controversy, including allegations from Marhold's ex-girlfriend. Star later confirmed the split, indicating that the relationship was not what it seemed.
In the years that followed, Jeffree Star's romantic life remained a subject of speculation, often fueled by his own social media posts. In January 2023, he hinted at a new relationship, sharing a mirror selfie holding hands with a mystery man, suggesting his potential new partner might be an NFL player. This sparked considerable fan curiosity, though the identity of this individual was never officially confirmed by Star.
More recently, in March 2024, Jeffree Star was seen cuddling with Tony Alejandro during a TikTok live stream, leading to further speculation about his current romantic status. Around the same time, fans noticed a dazzling ring on his proposal finger in a TikTok video, igniting rumors of an engagement. While Star has not explicitly confirmed an engagement, his public appearances and social media activity continue to keep his followers guessing about the latest developments in his love life.
Jeffree Star's romantic history reflects his larger-than-life persona, with relationships often playing out in the public sphere, from the early days of MySpace to the current era of TikTok. While some relationships have been long-term and deeply documented, others have been brief and subject to intense media scrutiny. Regardless of their duration, each connection has contributed to the ongoing narrative of Jeffree Star's evolving personal journey, demonstrating his willingness to share aspects of his private life with his vast audience, even as he navigates the complexities of fame and romance.