Penn Badgley Dating History: Blake Lively, Zoe Kravitz, More

Lonely Boy, who? Just because Penn Badgley is now happily married to Domino Kirke, doesn’t mean the You actor hasn’t had his fair share of past Hollywood romances. In fact, ahead of settling down into wedded bliss, Penn dated two of entertainment’s biggest starlets.

In May 2007, Penn secretly began seeing his then-Gossip Girl costar Blake Lively. The pair eventually went public and quickly became the “It couple” of the hour. After all, Penn and Blake playing onscreen lovers as Dan Humphrey and Serena van der Woodsen only made their IRL romance even sweeter.

Despite calling it quits in September 2010, Blake, who is now married to Ryan Reynolds, opened up about her relationship with Penn in a 2017 Vanity Fair interview. “I remember there was one point where we were just afraid of how our personal lives overlapping our work life could be perceived by our bosses,” Blake expressed.

“[But then] we were like, ‘Oh no, that’s exactly what they want.’ They wanted us all to date. They wanted us all to wear the same clothes that we’re wearing on the show,” she continued. “They wanted that, because then it fed their whole narrative. People could buy into this world.”

After Penn and Blake split, the Easy A alum waited nearly a year before jumping into his next relationship. In July 2011, Penn began dating Zoë Kravitz. Their courtship lasted nearly two years before ending things amicably. “It is all good between them,” a source told Us Weekly at the time. “It wasn’t a sad breakup.”

Following Penn’s relationship with the Big Little Lies star, he quickly moved on with Domino. They got together in 2014 and married three years later. “I was sort of getting used to being a single mom, maybe a little too used to it,” Domino, who has a son named Cassius Riley from a previous relationship, told Hey Mama.

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“I had a really good thing with my kid and we were like this little team. Penn and I were dating, but it wasn’t nearly as serious as it is now, of course. I didn’t think marriage was in the cards for us,” she continued. “So I was sort of just chugging along, surviving and getting through the days, and I think the difference now is that I’m really living.”

The pair welcomed their first child together, son James Badgley, in August 2020.

Keep scrolling to see Penn Badgley’s complete dating history!

Blake Lively

Penn and Blake dated for nearly three years before calling it quits. During an appearance on Watch What Happens Live With Andy Cohen in March 2015 – five years after the former costars went their separate ways – the You actor shocked host Andy Cohen after he revealed that his ex was both his best and worst onscreen kiss.

“I’ll say Blake [was the best onscreen kiss] because we actually had a relationship at the time,” he told the Bravo patriarch. “And worst? Maybe Blake after we broke up.”

All jokes aside, the Netflix star spoke highly of Blake more than a decade after their split. While posing as Variety’s February 2023 cover star, Penn revealed that fans started to become more interested in him outside of the show because he was dating Blake. Furthermore, she was a positive influence during a “fun,” yet “dark” point in his life while filming Gossip Girl.

“Blake didn’t drink, and I think our relationship in some ways saved me from forcing myself to go down that road,” he told the publication.

Zoe Kravitz

The Netflix actor went on to date the Mad Max: Fury Road star from 2011 to 2013. While speaking to Movieline about his starring role in the Jeff Buckley biopic Greetings From Tim Buckley, Penn opened up about his relationship with the Big Little Lies actress, saying that he was in “real, true, earth-shattering love” with Zoë.

“At that time I was falling madly in love in a way that was changing me and opening me up,” he told the outlet in April 2013. “I was kind of going through what Jeff was going through emotionally in the movie in the sense that the worlds of music and love and women and art were opening up to me. Honestly I needed it. It was like this cosmic intervention where, if you’re going to play somebody like Jeff you’ve got to at least be in love, you know?”

Domino Kirke

Penn married Domino on February 27, 2017, after three years of dating. Though the pair tend to keep their relationship on the down-low, the Paper Store actor penned a sweet tribute to his wife on her birthday in December 2019.

“Happy birthday, Dom. A super-brief review of your invisible qualities: A truly radiant soul, you seem to spark alight almost everyone you meet, like a 99% success rate. It’s really impressive, and quite mysterious,” he began. “You encourage others to be honest, and brave, and gentle, and expansive. Your great capacity for empathy is obvious, something anyone can get warm by like a glowing stove. Your desire to be of service to others is miraculous. It is in your DNA. In pictures as a very young child, you exude it—a great care and sweetness; an invitation.”

He continued, “You make others happy by you. For me, it is a joy to witness you when you are happy. For you, I always hope to be a source of joy. I’m really glad we’re married.”