Who dated Blake Lively?

  • Penn Badgley dated Blake Lively from until . The age gap was 0 years, 9 months and 24 days.

  • Leonardo DiCaprio dated Blake Lively from until . The age gap was 12 years, 9 months and 14 days.

Blake Lively

Blake Lively

Blake Ellender Brown (born August 25, 1987), known professionally as Blake Lively, is an American actress. A daughter of actor Ernie Lively, she made her professional debut in his directorial project Sandman (1998). She had her breakthrough role in The Sisterhood of the Traveling Pants (2005) and its 2008 sequel. Lively achieved stardom with her portrayal of Serena van der Woodsen in the CW teen drama television series Gossip Girl (2007–2012). During this period, she also took on supporting roles in the romantic comedies New York, I Love You (2008) and The Private Lives of Pippa Lee (2009), as well as in the thrillers The Town (2010) and Savages (2012).

Lively shifted her focus to films in ensuing years. She starred in the romantic fantasy The Age of Adaline (2015), the survival film The Shallows (2016), the comedy Café Society (2016), and the comedy thriller A Simple Favor (2018) and its 2025 sequel. She expanded her career by directing Taylor Swift's 2021 music video "I Bet You Think About Me", and produced and starred opposite Justin Baldoni in Baldoni's romantic drama It Ends with Us (2024). The latter emerged as her biggest box office success, but drew controversies, resulting in a number of lawsuits, including Lively and Baldoni suing each other for defamation. In 2025, she was included in Time magazine's 100 most influential people list.

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Penn Badgley

Penn Badgley

Penn Dayton Badgley​ (Baltimore, Maryland; 1 de noviembre de 1986) es un actor y músico estadounidense. Es conocido por su rol como Dan Humphrey en la serie Gossip Girl (The CW, 2007–12) y Joe Goldberg en la serie You (Netflix, 2018–25). Actualmente es el cantante principal de la banda indie Mother (estilizada como MOTHXR).

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Blake Lively

Blake Lively
 

Leonardo DiCaprio

Leonardo DiCaprio

Leonardo Wilhelm DiCaprio ( ; Italian: [diˈkaːprjo]; born November 11, 1974) is an American actor and film producer. Known for his work in biographical and period films, he is the recipient of numerous accolades, including an Academy Award, a British Academy Film Award, a Silver Bear and three Golden Globe Awards. His films as a leading actor have grossed $7 billion worldwide, and he has been placed eight times in annual rankings of the world's highest-paid actors.

Born in Los Angeles, DiCaprio began his career in the late 1980s by appearing in television commercials. He had a recurring role in the sitcom Parenthood (1990–1991), and had his first major film part as author Tobias Wolff in This Boy's Life (1993). He received critical acclaim and his first Academy Award nomination for playing a developmentally disabled boy in What's Eating Gilbert Grape (1993). DiCaprio achieved international stardom with the star-crossed romances Romeo + Juliet (1996) and Titanic (1997). After the latter became the highest-grossing film in the world at the time, he reduced his workload for a few years. In an attempt to shed his image of a romantic hero, DiCaprio sought roles in other genres, including the 2002 crime dramas Catch Me If You Can and Gangs of New York; the latter marked the first of his many successful collaborations with director Martin Scorsese.

DiCaprio continued to gain acclaim for his performances in the biopic The Aviator (2004), the political thriller Blood Diamond (2006), the crime drama The Departed (2006), and the romantic drama Revolutionary Road (2008). He later made environmental documentaries and starred in several high-profile directors' successful projects, including the thrillers Inception and Shutter Island (both 2010); the western Django Unchained (2012); the romantic drama The Great Gatsby (2013) for which he won the AACTA Award for Best Actor in a Leading Role; the biopic The Wolf of Wall Street (2013); the survival drama The Revenant (2015), for which he won the Academy Award for Best Actor; the comedy-drama Once Upon a Time in Hollywood (2019); the crime drama Killers of the Flower Moon (2023) and the action film One Battle After Another (2025).

DiCaprio is the founder of Appian Way Productions—a production company that has made some of his films and the documentary series Greensburg (2008–2010)—and Leonardo DiCaprio Foundation, a nonprofit organization devoted to promoting environmental awareness. A United Nations Messenger of Peace, he regularly supports charitable causes. In 2005, he was named a Commander of the Order of Arts and Letters for his contributions to the arts, and in 2016, he appeared in Time magazine's 100 most influential people in the world. DiCaprio was voted one of the 50 greatest actors of all time in a 2022 readers' poll by Empire magazine.

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