Blake Lively is often celebrated as the ultimate “cool girl” of Hollywood, a blend of high-fashion glamour, sharp wit, and a famously grounded perspective on life. While she is now one-half of the industry’s most adored power couple, her journey to “happily ever after” was a carefully curated path.
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Blake Lively Relationships
In a world of tabloid flings, Blake has always been a “serial monogamist,” famously stating she has only ever had a handful of boyfriends. As of May 2026, here is the official, up-to-date look at Blake Lively’s relationship timeline.
Kelly Blatz (2004–2007)
Before the Upper East Side came calling, Blake’s first public relationship was with her childhood friend and Simon Says co-star, Kelly Blatz. The two grew up together, and Blake has admitted she had a crush on him for years before they finally began dating in 2004.
- The Breakup: As Blake’s career exploded with the debut of Gossip Girl in 2007, the pair naturally drifted apart. Despite the split, they’ve remained a testament to the “friends-to-lovers” trope that Blake seems to favor.
Blake Lively and Penn Badgley (2007–2010)
Life imitated art during the early years of Gossip Girl. The chemistry between Blake Lively and Penn Badgley (Serena van der Woodsen and Dan Humphrey) was so intense that it spilled off-screen. For three years, they were the “It Couple” of the CW era.
- The Legacy: In a move that shocked their showrunners, the pair successfully hid their breakup for months so it wouldn’t distract from the show’s production. Penn has since credited Blake with “saving” him from the darker pitfalls of early fame, noting that her sobriety helped keep him grounded.
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Ryan Gosling (2010)
Following her split from Penn, rumors swirled around Blake Lively and Ryan Gosling. The two were spotted enjoying a casual date at Disneyland and later seen grabbing ice cream in New York.
- The Status: While it was never “red carpet official,” this brief chapter is often cited as the ultimate “What If?” of 2010 pop culture. Sources at the time suggested the romance was sweet but short-lived due to their hectic filming schedules.
Leonardo DiCaprio (2011)
In one of the most photographed summers in recent history, Blake Lively and Leonardo DiCaprio embarked on a whirlwind, five-month romance. From yacht-hopping at the Cannes Film Festival to riding bicycles through the streets of New York and visiting the zoo in Australia, the pair seemed inseparable.
- The Breakup: By September 2011, the “distance and timing” proved too much. Interestingly, it was just one month after this split that Blake’s life-changing romance with her future husband began.
Blake Lively and Ryan Reynolds (2011–Present)
The definitive era. Blake Lively and Ryan Reynolds met on the set of Green Lantern in 2010, but they were both in other relationships at the time. A year later, while both were single, they went on a double date with other people! The chemistry between the two was so undeniable that they left their respective dates to focus on each other.
They married in September 2012 and have since become a global phenomenon. As of May 2026:
- The Family: They are now parents to four children (James, Inez, Betty, and Olin).
- The Brand: They have mastered the art of the “Social Media War,” constantly trolling each other to the delight of millions of fans.
- The Success: Most recently, in 2024, they became the first married couple since 1990 to have the #1 and #2 movies at the box office simultaneously (It Ends With Us and Deadpool & Wolverine).
Relationship Takeaway: Blake Lively’s history proves that she doesn’t do “casual.” Every relationship in her life has been meaningful, leading her to a partner who matches her humor, her ambition, and her love for family.
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