Lil Dicky, born David Andrew Burd, is an American rapper and comedian. His rap career began in 2013 when he released his debut mixtape. The music video for the mixtape’s lead single, “Ex-Boyfriend,” was released in April 2013, and it received over one million views within 24 hours of its debut.
Since then, the rapper has released a full-length album, along with countless singles and EPs. He has toured extensively and collabed with several well-known artists, like Chris Brown, Snoop Dogg, Brendon Urie, and many others. His most recent project focuses on the comedy side of his career—an FXX television series called Dave, released in 2020.
Lil Dicky’s distinctive sound and his ability to seamlessly blend rap and comedy has attracted a huge fanbase for the rapper. Whether you have been a hardcore Lil Dicky fan since day one, or you only discovered him last week, you probably have questions about this guy’s personal life. Where did he come from? Why did he choose to call himself “Lil Dicky?” And, of course, does he have a girlfriend?
Like many musicians and artists, Lil Dicky has incorporated his dating life into his lyrics and writing. And yet, like many celebrities, he has kept much of his personal life private since he began gaining fame in 2013. In this article, we will recap Lil Dicky’s dating history and attempt to determine his current relationship status.
Lil Dicky’s Dating History
Lil Dicky has only been in the spotlight of fame since 2013. With the release of “Ex-Boyfriend” in April 2013, his career began to grow, as did his fanbase. Naturally, since then, his personal life began receiving more scrutiny than ever before. However, despite his growing fame, the details of his dating life remain highly uncertain.
Frankly, there is not much information about Lil Dicky’s past relationships. Compared to the veteran rappers and well-established comedians of the world, he is actually relatively new to fame. Perhaps this is one reason that we do not have a long history to report on.
However, he does have one past relationship that is widely confirmed by the press and by Lil Dicky himself. In 2015, he released his debut album, which included “Molly,” a song about a past relationship that fell apart. In June 2016, he dropped the music video.
In “Molly,” which features Brendon Urie, Lil Dicky reflects on how his growing success and the pressures of his career have affected his past relationships. He raps about how he prioritized his career over his love life and how his highly-demanding profession eventually led to a breakup with his significant other.
More specifically, when he needed to move to California to continue pursuing his career, his girlfriend at the time chose not to go with him. In “Molly,” he writes about his regrets and questions their decision to end the relationship.
Notably, Molly is a real person: Lil Dicky’s ex-girlfriend. And, what is more, the lyrics of “Molly” seem to be pretty accurate to what actually happened in their relationship.
In an “Ask Me Anything” question and answer on Reddit in 2015, he actually explained the situation. He wrote that the decision to break up was not difficult—he knew he was going to pursue a rap career and that he would put his dreams before anything else. Although he doesn’t regret his decision to chase his dream, it was difficult to live with the consequences of their breakup.
“Molly” is his only song that is widely known to be based on a real ex-girlfriend. Whether he has had other relationships in the past and kept them private is still unknown. However, what is certain is that his relationship with Molly had a sizable impact on his career and his art. Now, let’s explore how that relationship affected his new TV series, Dave.
Lil Dicky’s On-Screen Dating Life
In March 2020, the comedy series Dave premiered on FXX. The series was co-created by Dave Burd, AKA Lil Dicky, and Jeff Schaffer, who has also worked on shows like Seinfeld and Curb Your Enthusiasm.
Burd/Lil Dicky basically plays himself: a neurotic wannabe rapper who is convinced that he is fated to be one of the greats. Because the show’s premise and the main character mirror real life so closely, many viewers have assumed that the series is a reflection of Burd’s real life.
Indeed, Burd/Lil Dicky has stated that he wanted the show to be as close to reality as possible and to portray his own life experiences. He even includes some of his biggest insecurities, including his medical issues—he was born with a tangled urethra and a condition called hypospadias, which affects the function and appearance of the penis. He included these very personal details in an attempt to ensure that the show was as real and truthful as possible.
This begs the question: are the other characters in the show based on real people, too? Some Lil Dicky fans have speculated that Ally, the fictional Dave’s on-screen girlfriend, is based on Molly (of “Molly”).
Notably, Ally and Dave’s relationship in Dave seems to mirror Burd’s real relationship with Molly. In the show, Ally is a kindergarten teacher who is in a serious, long-term relationship with Dave. The show explores their intimacy issues, as well as the way Dave’s career ambitions have impacted the partnership.
Spoiler alert—Dave and Ally eventually break up. In episode nine, Ally realizes that she does not want to date someone who prioritizes his career over his relationship, and Dave agrees with the decision to break up. He knows he needs to fully commit to pursuing his dream of becoming a rapper.
So, we have to ask: is Ally really based on Molly? Based on the storyline described above, it seems clear that the answer is yes. Both relationships, fictional and real, ended because Dave/Lil Dicky needed to commit himself to chasing his dream.
Of course, we are only outsiders to this situation, and our knowledge about Lil Dicky’s real relationship with Molly is limited. However, it is still abundantly clear that this relationship had a huge impact on him, affecting both his music and his TV writing.
So, Is Lil Dicky Single Right Now?
Most sources state that Lil Dicky is currently single. It seems that his most recent serious relationship was with Molly.
Like with any other celebrity, rumors have arisen about Lil Dicky’s dating life, but none are confirmed to be true. Some fans have speculated that he dated Chloe Bennet, an American actress and a close friend of his. Of course, this is only a rumor and was never confirmed.
Perhaps Lil Dicky’s upcoming music and other projects will give us further insight into his dating life. He has not released an album in five years, and so many fans are hoping for a new album in the near future.
With regards to his TV career, Dave has been renewed for a second season. If Lil Dicky continues to draw from his own life, we might be able to learn even more about his past relationships.
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