Ashlee Simpson

November 20

It's a Boy Named Bronx!

Simpson-Wentz and Wentz welcome son Bronx Mowgli to the family. The newborn weighs in at 7lbs., 11 oz., and was 20 ½ inches long. Just days earlier Jessica gabbed on The Ellen DeGeneres Show that her sister may have to induce labor. "I think she's really just jumping around trying everything right now," Jessica told Ellen.


Ashlee Simpson

September 08

Shrinking Violet

Simpson-Wentz becomes the latest tenant of Melrose Place when she joins the CW reboot as new girl Violet Foster. "She comes off a bit innocent, but I think that as she starts to build, you see she's a little manipulative," the star dishes to PEOPLE. In October, the network cuts the actress from the series. Calling the series "crap," sis Jessica Tweets, "Thank God my sister is amazing and got you some press."


Ashlee Simpson

February 09

Ashlee & Pete Divorce

After 2½ years of marriage, Simpson files for divorce from husband Pete Wentz, citing "irreconcilable differences," and seeks spousal support. "We remain friends and deeply committed and loving parents to our son Bronx, whose happiness and well-being remains our number one priority," they say in a joint statement. Their divorce is finalized in December.

Ashlee Simpson


Moving On

A newly single Simpson wastes no time in the dating game, showing off her new guy, Boardwalk Empire star Vincent Piazza, four months after her split from Wentz. The pair even attends the Emmy Awards together in September – just before Wentz steps out with model Meagan Camper. A little over a year later, Simpson and Piazza quietly split.


Ashlee Simpson

July 31

Making It Official

After being spotted hand-in-hand at the Sunset Marquis Hotel earlier in the month, Simpson and Evan Ross, the son of Diana Ross, quietly confirm their relationship by posing publicly together at a party for the Fall 2013 Jessica Simpson Collection campaign, in which Ashlee stars.


Ashlee Simpson

January 13

Wedding in the Works

Five months after going public with their relationship, Simpson and Ross announce their engagement over Twitter. "The love of my life said YES!!!!!!" writes Ross, while Simpson adds, "My baby love and I are ENGAGED!!! Hallelujah Hawaii!!!"

Ashlee Simpson

August 31

With this Ring

It was a family affair when Simpson and Ross tied the knot on Aug. 30: His mom, Diana, officiated and performed, while her sis, Jessica, was matron of honor, son Bronx, 5, walked her down the aisle and niece Maxwell and nephew Ace were flower girl and ring bearer. "Everyone was crying," a source tells PEOPLE of the ceremony, which was followed by a bohemian-chic reception complete with dream catchers, vintage fabrics and a "naked" cake.

Ashlee Simpson


A New Beginning

The year 2015 will bring a lot of firsts for Simpson and Ross – including their first child together! A source close to the couple confirms that the pair are expecting their first baby. They have experience, though; Simpson's son Bronx, with ex Pete Wentz, is already 6 years old.

Photo Credits

BIOGRAPHY (top to bottom): Matei H/Matingas/Bauer-Griffin; CW; Bauer Griffin; Jeff Kravitz/FilmMagic; Jamie McCarthy/Getty; Courtesy Ashlee Simpson; Steve Granitz/WireImage; Barry King/FilmMagic

Edited by Julia Wang

Ashlee Simpson

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