Anthony Padilla, a prominent figure in the YouTube landscape and co-founder of the iconic Smosh comedy brand, has navigated a public life that extends beyond his comedic sketches and insightful interviews. His romantic journey, often shared with his vast online audience, has seen significant relationships, engagements, and quiet partings, reflecting both personal growth and the challenges of love in the public eye.His earliest publicly known serious relationship was with fellow YouTuber Kalel Cullen (born Kristen Smith). The couple began dating in October 2010, after meeting at a party and becoming friends. Their relationship quickly blossomed, leading to them moving in together in Los Angeles and frequently collaborating on YouTube content, sharing glimpses of their life, including their cats Kabuki, Pip, and Mogwai, and travels to places like Japan.In June 2013, Padilla proposed to Cullen, and they became engaged. The engagement ring notably featured the Roman numeral X, symbolizing their relationship's start on October 10th. However, their engagement was short-lived. In December 2014, they publicly announced their separation, stating that the decision was mutual as they felt they were growing apart. Padilla later reflected on this period, without naming Cullen, suggesting the relationship became manipulative and impacted his confidence, a sentiment that led to public social media exchanges between the two.Following his split from Kalel, Padilla began dating writer and comedian Miel Bredouw. While they reportedly started dating in March 2015, Padilla publicly confirmed their relationship in September 2017. This relationship was notably more private than his previous one, with the couple choosing to share fewer details and collaborations online. Bredouw, known for her work on Vine and her podcast "Punch Up the Jam," and Padilla maintained a relationship for several years.Their relationship quietly concluded around September 2019, when reports indicated Bredouw moved to New York, implying their breakup. Neither publicly confirmed the specific reasons for their separation, maintaining the more private nature of their time together. This period marked a shift in Padilla's approach to sharing his personal life, opting for more discretion.Later in 2019, Padilla began a relationship with makeup artist and YouTuber Mykie (Lauren Mychal Mountain), known for her channel Glam&Gore. They reportedly dated privately for about five months before making their relationship public in December 2019. Fans quickly embraced them as a "power couple" within the YouTube community, appreciating their authentic and low-key dynamic. They occasionally appeared in each other's content, showcasing a genuine connection without relying on excessive "couple content."Throughout their relationship, engagement rumors occasionally surfaced, particularly after Mykie was seen with a ring and Padilla referred to her as "his person." They maintained a relatively private stance, often choosing not to directly address speculation. However, in late 2024 and early 2025, signs began to emerge suggesting a separation between Padilla and Mykie. Social media activity, including the deletion of shared photos and a lack of public interactions, led fans to speculate about a breakup. While no official statement has been released, the Smosh Wiki and various fan discussions widely report their split, indicating that they are no longer together. Padilla's recent social media posts and discussions have also hinted at a single status, suggesting a quiet end to their long-term relationship.As of early 2025, Anthony Padilla is widely reported to be single, focusing on his career, including his return to Smosh and his popular "I Spent a Day With..." series. His romantic history reflects a journey of public and private relationships, each contributing to his personal narrative while navigating the unique challenges of life as a prominent internet personality.