Sean Penn Is 'Thrilled Every Day' to Be Single, Will Never 'Have My Heart Broken by Romance Again'

"If I'm going to be in a relationship, I’m still going to be free, or I'm not going to be in it, and I’m not going to be hurting," the actor said

<p>Disney/Randy Holmes</p> Sean Penn during a June 13 appearance on "Jimmy Kimmel Live!"

Disney/Randy Holmes

Sean Penn during a June 13 appearance on "Jimmy Kimmel Live!"

Sean Penn is "thrilled every day" to be single.

The actor, 63, opened up about why his perspective on romance has changed in an interview with The New York Times published Saturday, June 22.

"I'm just free. If I'm going to be in a relationship, I’m still going to be free, or I'm not going to be in it, and I’m not going to be hurting," Penn said. "I don't sense I'll have my heart broken by romance again."

Penn was previously married to Madonnafrom 1985 to 1989. In 1996, he tied the knot with Robin Wright, with whom he shares daughter Dylan Frances Penn, 33, and son Hopper Jack Penn, 30.

<p>Ilya S. Savenok/Getty; Marleen Moise/WireImage; John Nacion/Getty</p> (Left to right) Madonna, Robin Wright and Leila George

Ilya S. Savenok/Getty; Marleen Moise/WireImage; John Nacion/Getty

(Left to right) Madonna, Robin Wright and Leila George

Related: Sean Penn's Dating History: From Madonna to Charlize Theron

After their 2010 divorce, he tied the knot with Australian actress Leila George in 2020. In October 2021, George filed for divorce, and the process was finalized in April 2022. He's also been romantically linked to Charlize Theron, Scarlett Johansson, and actress Olga Korotyayeva.

While reflecting on his love life, the two-time Oscar winner recalled instances where "the first thing I see in the morning are eyes wondering what I’m going to do to make them happy that day. Rarely reciprocated."

<p>Michael Buckner/Variety/Penske Media via Getty</p> (L-R) Dylan Frances Penn, Sean Penn and Hopper Jack Penn

Michael Buckner/Variety/Penske Media via Getty

(L-R) Dylan Frances Penn, Sean Penn and Hopper Jack Penn

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Related: Sean Penn and Robin Wright's 2 Kids: All About Dylan and Hopper

"On one of my marriages, the background noise of life was a [Real] Housewives of Beverly Hills or another thing called Love Island. Not even being in the room — I’m not saying this to be cute — I was dying. I felt my heart, my brain shrinking," he said. "It was an assault."

Penn told the outlet that his "friends in the female department," who are "beautiful, wonderful people, wonderful with their partners or wonderful on their own," have shown him that "relationships don’t have to be dramatic or draining."

<p>Tommaso Boddi/Getty</p> Sean Penn attends The Television Academy's 26th Hall Of Fame Induction Ceremony on November 16, 2022

Tommaso Boddi/Getty

Sean Penn attends The Television Academy's 26th Hall Of Fame Induction Ceremony on November 16, 2022

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The movie star told the publication that he no longer loves the "drama in romance" and avoids "unnecessary drama and visits from“the trauma gods."

Penn's new movie, Daddio, costarring Dakota Johnson, opens in theaters on June 28.

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