<\/p>\n
At 16 years old, Hilary Duff began dating 25-year-old Good Charlotte’s frontman Joel Madden. The relationship spanned two year, with fans speculating<\/a> that the age-gap inspired her recent single, \u201cMature.” Among many lyrics about a former partner and their new, younger girlfriend, Duff sings, “She looks like she could be your daughter, like me before I got smarter. When I was flattered to hear you say, ‘You’re so mature for your age, babe.’\u201d<\/p>\n \u201cMature\u2019 is a little conversation that my present self is having with my younger self,\u201d Duff revealed in a press release, per People<\/em><\/a>. “The two of us are reflecting on a past experience and sending love to each other. It\u2019s a chuckle, a wink, and a sense of being grateful that we are sure footed in where we landed.\u201d<\/p>\n Despite fan speculation about the somewhat scathing lyrics, Duff told Vogue<\/em><\/a> it’s about a \u201cbrief experience\u201d she had \u201ca long, long time ago,\u201d but that it’s\u201cnot totally autobiographical.\u201d She continued, “I took a few artistic liberties just to make the song work structurally, but the gist is the gist. I was looking back on this relationship and thinking about whether this guy had a habit of dating younger women or whether I was \u2018special.\u2019 The whole experience was super therapeutic to write about, but being so vulnerable through your music can be really scary.\u201d<\/p>\n Duff continues to maintain a strong, supportive friendship<\/a> with Nicole Richie<\/a>, who began dating<\/a> Madden after his split from Duff in 2006. The pair have been married since 2010 and share two children.<\/p>\n Frankie Muniz and Hilary Duff attend the world premiere of Agent Cody Banks<\/em> in 2002.<\/p>\n <\/span>Gregg DeGuire<\/span><\/div>\n<\/figure>\n Muniz recently revealed he dated Hilary Duff for a brief period in 2002, but stopped speaking to his former costar immediately after shooting Agent Cody Banks<\/em>. “I’ve never talked to Hillary since the last day of filming. I’ve not said one word to her since then,” Muniz said on the on the Joe Vulpis Podcast<\/em><\/a> in October 2025, per E! News<\/em><\/a>. \u201cThere was a small dating element at the time. So there was also that element that wasn’t happening anymore, so, it was awkward because of that.\u201d<\/p>\n<\/div>\n \u2018 The preceding article may include information circulated by third parties \u2019 <\/em><\/p>\n \u2018 Some details of this article were extracted from the following source www.glamour.com \u2019 <\/em><\/p>\n","protected":false},"excerpt":{"rendered":" At 16 years old, Hilary Duff began dating 25-year-old Good Charlotte’s frontman Joel Madden. The relationship spanned two year, with fans speculating that the age-gap inspired her recent single, \u201cMature.” Among many lyrics about a former partner and their new, younger girlfriend, Duff sings, “She looks like she could be your daughter, like me before […]<\/p>\n","protected":false},"author":2,"featured_media":2283409,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"om_disable_all_campaigns":false,"_jetpack_memberships_contains_paid_content":false,"jnews-multi-image_gallery":[],"jnews_single_post":[],"jnews_primary_category":[],"jnews_social_meta":[],"footnotes":""},"categories":[25177],"tags":[21751,24188,22320],"class_list":["post-2283408","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-celebrities","tag-celebrities","tag-celebrity-couples","tag-hilary-duff"],"jetpack_featured_media_url":"https:\/\/celebrity.land\/en\/wp-content\/uploads\/2026\/02\/Hilary-Duffs-Complete-Relationship-History-From-Her-Lizzie-McGuire-Days.jpeg","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts\/2283408","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/comments?post=2283408"}],"version-history":[{"count":1,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts\/2283408\/revisions"}],"predecessor-version":[{"id":2283410,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts\/2283408\/revisions\/2283410"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/media\/2283409"}],"wp:attachment":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/media?parent=2283408"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/categories?post=2283408"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/tags?post=2283408"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}Hilary Duff and Frankie Muniz (2002)<\/h2>\n