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Photos Showing Ashlee Simpson’s Relationship History: Pete Wentz and Evan Ross

A dated visual timeline of Ashlee Simpson’s marriages to Pete Wentz and Evan Ross, separating sourced milestones from unverified dating claims.
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Ashlee Simpson’s publicly documented relationship history includes her marriage to Pete Wentz and her marriage to Evan Ross. The photographs below are presented as a dated visual timeline, not as proof of every relationship sometimes attributed to her online. The available sources support only a partial chronology.

Ashlee Simpson and Pete Wentz

Ashlee Simpson and Pete Wentz
Simpson and Pete Wentz, her former husband and the father of her oldest child, Bronx. Photo availability and reuse rights must be verified separately.

2006: They met

Us Weekly’s timeline says Simpson and Wentz met in 2006. Us Weekly’s relationship timeline covers their relationship and marriage.

2008: They married

The couple married in 2008, according to Us Weekly. Elle also identifies Wentz as Simpson’s former husband and Bronx’s father. Elle’s relationship timeline provides additional context.

2011: Divorce

Simpson and Wentz filed for divorce in 2011, Us Weekly reports. CBS News reported that the divorce was finalized in November 2011. CBS News’ report on the finalized divorce documents that milestone.

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Ashlee Simpson and Evan Ross

Ashlee Simpson and Evan Ross
Simpson and Evan Ross at a public appearance. Elle’s timeline includes credited event and family-photo references; a credit alone does not grant permission to reproduce an image.

2013: Meeting and first public appearance

Elle reports that Simpson and Ross met in 2013 and were seen together that July. It identifies their first official appearance as a Jessica Simpson campaign event in New York. Elle quotes Simpson recalling their first meeting: “We met at my friend’s birthday party,” she explained. “Evan walked in and he was really cute, and I was like, ‘Who’s this Mr. Cool Pants?’” The timeline does not give a more precise date for that conversation.

2014: Engagement and wedding

Elle reports that Simpson and Ross became engaged in January 2014 and married in August 2014. It also quotes Ross saying of their relationship: “We’re very different, but we understand each other, and we look out for each other.”

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What the timeline does—and does not—establish

These sourced milestones provide a partial chronology, not a complete list of everyone Simpson has dated. Us Weekly names Ryan Cabrera as a former partner and notes that he and Ross were friendly, but the available account here does not establish a reliable start-to-end chronology for Cabrera. Specific dates for other reported partners are likewise unresolved, so rumor-list entries should not be treated as confirmed relationships.

Photographs can help place public appearances in context, but captions should distinguish an event date from a relationship milestone. The photo credits in Elle’s timeline are attribution, not evidence that an image is currently available for republication or licensed for reuse.

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