Entertainment Ashlee Simpson Loves and Hookups  

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Who is Ashlee Simpson dating? Many famous men have dated Ashlee Simpson, and this list will give you more details about these lucky dudes. Including Ashlee Simpson’s current boyfriend, past relationships, pictures together, and dating rumors, this comprehensive dating history tells you everything you need to know about Ashlee Simpson’s love life. 

This list features Ashlee Simpson’s ex-boyfriends along with additional information about them, such as when they were born and what they do professionally. These boys come in all shapes and sizes, but what they all have in common is that they're all men that Ashlee Simpson has either dated or hooked up with. It's not hard to get jealous of these men that Ashlee Simpson has gone out with, so try your hardest to contain your envy.

From 2008 to 2011, Ashlee Simpson was married to Pete Wentz. She gave birth to their son, Bronx Mowgli, in November 2008. 

In 2014, Ashlee Simpson married second husband Evan Ross. The couple has a daughter together. 

This list of Ashlee Simpson’s boyfriends and rumored exes includes Vincent Piazza, Ryan Cabrera, Tyler Hoechlin, Carson Daly, and Wilmer Valderrama. 

Evan Ross is listed (or ranked) 1 on the list Ashlee Simpson Loves and Hookups
Photo: Michael Tran/Getty Images

In 2013, Ashlee Simpson started dating Evan Ross, Diana Ross's son. They became engaged in Janaury 2014, and married on Augst 30, 2014 at Diana Ross's estate in Connecticut. 

They had daughter, Jagger Snow, in July 2015.

Evan Olav Næss, professionally known as Evan Ross, is an American actor and musician. He is the son of entertainer Diana Ross and businessman and mountaineer Arne Næss, Jr. He is the half-brother of actresses Rhonda Ross Kendrick and Tracee Ellis Ross, and of singer Leona Naess. He began acting in the mid-2000s, appearing in the films ATL and Pride. Evan released his first single in February 2011, called "Yes Me". ...more on Wikipedia

Age: 29

Birthplace: Greenwich, Connecticut, USA

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Vincent Piazza is listed (or ranked) 2 on the list Ashlee Simpson Loves and Hookups
Photo: Jeff Kravitz/Getty Images

Vincent Piazza and Ashlee Simpson dated from June 2011 to November 2012.

Vincent Piazza is an American film, television and stage actor best known for his roles in the television series Boardwalk Empire, the 2007 film Rocket Science, and as Tommy DeVito in the film adaptation of Jersey Boys. ...more on Wikipedia

Age: 41

Birthplace: Middle Village, New York City, New York, USA

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Pete Wentz is listed (or ranked) 3 on the list Ashlee Simpson Loves and Hookups
Photo: Jeff Schear/Getty Images

In 2006, Ashlee Simpson started dating Fall Out Boy bassist Pete Wentz. They became engaged in April 2008, and married on May 17, 2008 with her father officiating the ceremony. 

The couple had their first child together, son Bronx Mowgli, in November 2008. They later divorced in 2011. 

Peter Lewis Kingston "Pete" Wentz III, known professionally as Pete Wentz, is an American musician best known for being the bassist, primary lyricist and backing vocalist for the American rock band Fall Out Boy. Before Fall Out Boy's inception in 2001, Wentz was a fixture of the Chicago scene and was notably the lead vocalist/lyricist for Arma Angelus. During Fall Out Boy's temporary hiatus in 2009–12, Wentz formed the experimental, electropop and dubstep group Black Cards. He owns a record label, Decaydance Records, which has signed bands such as Panic! at the Disco and Gym Class Heroes. ...more on Wikipedia

Age: 36

Birthplace: Wilmette, Illinois, USA

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Braxton Olita is listed (or ranked) 4 on the list Ashlee Simpson Loves and Hookups
Photo: Chris Polk/Getty Images
4

Braxton Olita

Ashlee Simpson dated her band's guitarist Braxton Olita from October 2005 to July 2006.

Braxton Olita is an American musician and vocalist. Born in Honolulu, Hawaii, Olita has worked with artist Ashlee Simpson, rock band Thirty Seconds to Mars, and more recently has joined music group U.G.L.Y., signed to Chris Brown's recording label CBE. ...more on Wikipedia

Age: 32

Birthplace: Honolulu, Hawaii, United States of America