Heather Graham Makes Rare Comment About Romance With Ex Heath Ledger

Heather Graham is thinking about the 10 things she loved about Heath Ledger

Heather Graham recently shared memories of her relationship with Heath Ledger, recalling how she first introduced him to her favorite show, *Sex and the City*.

Heather, 55, revealed on the October 13th episode of Kristin Davis’s podcast, *Are You a Charlotte?*, that she did indeed date Heath Ledger. She even remembers watching *Sex and the City* with him, and he seemed to enjoy it, telling her he could relate to the characters. While she didn’t say which of the show’s relationships he favored, Heather was glad he was willing to watch the series with her, especially considering she had a small role in the fifth season of the show back in 2002. Ledger tragically passed away in 2008 at the age of 28 from an accidental overdose.

She explained that when she tried to get men to watch the show with her, some really enjoyed it, but others dismissed it as being ‘for girls.’

Heather and Heath began dating around 2000, allegedly meeting in Prague while Heath was filming *A Knight’s Tale*. However, they broke up quietly the following year.

Even though their relationship didn’t last long, Heather has often talked about how special it was – and apparently, she wasn’t the only one who noticed their connection. Kristin recently shared on a podcast that she once saw Heather and the star of *10 Things I Hate About You* looking incredibly happy together at a Los Angeles coffee shop, like they were glowing.

Looking back, I always felt bad for Kristin Davis – she admitted she wished she’d been bolder and said hello to Heath Ledger and Michelle Williams, but she was worried about making Heather Graham feel awkward. Apparently, Heather totally understood! It seemed like she and Heath were very comfortable with each other, and Kristin didn’t want to disrupt that connection or make things weird.

She admitted she was really in love with him when they were together. She has a lot of great photos from their relationship and even considered making a photo album. However, she realized she’d need to get permission from his family first, which made her unsure about the project.

She added, “I felt proud that I dated him. I wish he was still alive, that would be nice.”

It meant so much to me to see Heather share those beautiful memories of her and Heath again. It’s been four years since she first talked about their relationship, and this time she posted some really special, rare photos on Instagram – pictures of them having fun together, even traveling in the Czech Republic. It just felt so personal and lovely to see.

She shared these photos with a caption recalling a special time and remembering Heath Ledger as a truly remarkable person.

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2025-10-14 17:49