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Ashlee Simpson Photos

Browse 27,381 ashlee simpson photos and images available, or start a new search to explore more photos and images.

Showing Editorial results for ashlee simpson.

Ashlee Simpson attends an intimate afternoon cocktail reception hosted by Evan Ross, Ross Naess and family in honour of Arne Naess. Jr and launch of...

Evan Ross, Ross Naess & Family Host Cocktail Reception For Launch Of Arne's Reserve Caviar At The Dorchester

Evan Ross , Ashlee Simpson , and family attend Monster Jam at SoFi Stadium on May 17, 2025 in Inglewood, California.

Monster Jam At SoFi Stadium

Monster Jam, Evan Ross, Family

Ashlee Simpson, Evan Ross, and Diana Ross attend the 27th annual Elton John AIDS Foundation Academy Awards Viewing Party sponsored by IMDb and Neuro...

27th Annual Elton John AIDS Foundation Academy Awards Viewing Party Sponsored By IMDb And Neuro Drinks Celebrating EJAF And The 91st Academy Awards - Inside

Diana Ross, Evan Ross

Singers Jessica Simpson and Ashlee Simpson attend a special preview of 'The Gleason Project' at ZEFR Warehouse on April 23, 2015 in Venice,...

A Special Preview Of “The Gleason Project” at ZEFR Warehouse

Jessica Simpson

Pete Wentz and Ashlee Simpson attend Fashion's Night Out Celebration at The Fred Segal Center on Melrose held on September 10, 2009 in West...

Fashion's Night Out At Fred Segal

Ashlee Simpson performs at Diplo’s HonkyTonk during the 2026 Stagecoach Festival at Empire Polo Club on April 24, 2026 in Indio, California.

2026 Stagecoach Festival - Day 1

Stagecoach Music Festival, USA, Bestpix

Ashlee Simpson attends the alice + olivia by Stacey Bendet Spring 2026 Presentation at Surrogate's Court on September 13, 2025 in New York City.

alice + olivia by Stacey Bendet Spring 2026 Presentation

Ashlee Simpson attends the 2025 MTV Video Music Awards at UBS Arena on September 07, 2025 in Elmont, New York.

2025 MTV Video Music Awards - Arrivals

MTV Video Music Awards, Red Carpet Event

Jagger Snow, Evan Ross, Ashlee Simpson and Ziggy Blu attend DSW's Back-to-School Kick-Off at Lombardi House on August 09, 2024 in Los Angeles,...

DSW Back-to-School Kick-Off

Jessica Simpson, Ashlee Simpson at the MTV Video Music Awards 2025 held at UBS Arena on September 07, 2025 in New York, New York.

MTV Video Music Awards 2025 - Show

Jessica Simpson, MTV Video Music Awards

Ashlee Simpson at Los Angeles Magazine Presents: "Hollywood Virgin" Launch Party - Arrivals at The Abbey on February 05, 2025 in West Hollywood,...

Los Angeles Magazine Presents: "Hollywood Virgin" Launch Party - Arrivals

Ziggy Blu, Evan Ross, Jagger Snow, Ashlee Simpson and Bronx Mowgli attend the World Premiere of Disney and Pixar's "Inside Out 2" at El Capitan...

World Premiere Of Disney And Pixar's "Inside Out 2" - Arrivals

Inside Out 2, Evan Ross, Bronx

Ashlee Simpson performs onstage at The Roxy Theatre on January 18, 2019 in West Hollywood, California.

Ashlee Simpson & Evan Ross In Concert - Los Angeles, CA

Performance, Concert

Ashlee Simpson and Ryan Cabrera during 2004 MTV Video Music Awards - MTV News Arrivals at American Airlines Arena in Miami, Florida, United States.

2004 MTV Video Music Awards - MTV News Arrivals

Exclusive Coverage* Ashlee Simpson-Wentz poses backstage while making her broadway debut as "Roxie Hart" in "Chicago" on Broadway at the Ambassador...

Ashlee Simpson-Wentz Makes Her Broadway Debut In "Chicago"

Ashlee Simpson Ross attends an Alice + Olivia Event in Support of BCRF Hosted by Stacey Bendet, Paris Hilton, and Kathy Hilton on October 16, 2026 in...

Stacey Bendet, Paris Hilton, And Kathy Hilton Host Alice + Olivia Event In Support of BCRF

Ashlee Simpson attends Calamigos Ranch Leading Hotels of the World Accreditation Celebration at Calamigos Ranch on May 01, 2026 in Malibu, California.

Calamigos Ranch Leading Hotels Of The World Accreditation Celebration

Ashlee Simpson Ross is seen leaving the alice + olivia by Stacey Bendet Spring 2026 Presentation during New York Fashion Week at Surrogate's Court on...

Celebrity Sightings In New York City - September 13, 2025

Topix, New York City

Ashlee Simpson attends the 2025 MTV Video Music Awards at UBS Arena on September 07, 2025 in Elmont, New York.

2025 MTV Video Music Awards - Arrivals

MTV Video Music Awards

Ashlee Simpson attends the 2025 MTV Video Music Awards at UBS Arena on September 07, 2025 in Elmont, New York.

2025 MTV Video Music Awards - Arrivals

MTV Video Music Awards

Evan Ross and Ashlee Simpson attend the 2025 MTV Video Music Awards at UBS Arena on September 07, 2025 in Elmont, New York.

2025 MTV Video Music Awards - Arrivals

Evan Ross, MTV Video Music Awards

Evan Ross and Ashlee Simpson attend the 2025 MTV Video Music Awards at UBS Arena on September 07, 2025 in Elmont, New York.

2025 MTV Video Music Awards - Arrivals

MTV Video Music Awards, Evan Ross

Ashlee Simpson, Evan Ross, and Diana Ross attend the 27th annual Elton John AIDS Foundation Academy Awards Viewing Party sponsored by IMDb and Neuro...

27th Annual Elton John AIDS Foundation Academy Awards Viewing Party Sponsored By IMDb And Neuro Drinks Celebrating EJAF And The 91st Academy Awards - Inside

Diana Ross, Son

Ashlee Simpson And Pete Wentz Celebrate New Year's Eve 2011 on December 31, 2010 in Chicago, Illinois.

Ashlee Simpson And Pete Wentz Celebrate New Year's Eve 2011

Actress Ashlee Simpson introduces her sister Jessica at 102.7 KIIS-FM's Wango Tango On-Air 2004 at the Rose Bowl May 15, 2004 in Pasadena, California.

102.7 KIIS-FM's Wango Tango On-Air 2004

Ashlee Simpson performs onstage during Camp Poosh on April 11, 2026 in Indio, California.

Camp Poosh 2026 In Indio, CA

Ashlee Simpson attends the SHEIN Festival House on March 24, 2026 in Los Angeles, California.

SHEIN Festival House

Ashlee Simpson at Neiman Marcus Celebrates 2025 Fantasy Gifts held at Bar Marmont on October 21, 2025 in Los Angeles, California.

Neiman Marcus Celebrates 2025 Fantasy Gifts

Ashlee Simpson attends the 2025 MTV Video Music Awards at UBS Arena on September 07, 2025 in Elmont, New York.

2025 MTV Video Music Awards - Arrivals

MTV Video Music Awards, Award

Ashlee Simpson attends the 2025 MTV Video Music Awards at UBS Arena on September 07, 2025 in Elmont, New York.

2025 MTV Video Music Awards - Arrivals

Ziggy Blu, Evan Ross, Jagger Snow, Ashlee Simpson and Bronx Mowgli attend the World Premiere of Disney and Pixar's "Inside Out 2" at El Capitan...

World Premiere Of Disney And Pixar's "Inside Out 2"

Evan Ross, Snow, Premiere Event

Jessica Simpson Evan Ross and Ashlee Simpson attend the Jam for Janie GRAMMY Awards Viewing Party presented by Live Nation at Hollywood Palladium on...

5th Jam For Janie Grammy Awards Viewing Party Presented by Live Nation

Jessica Simpson

Evan Ross and Ashlee Simpson Ross attend the Race To Erase MS 30th Anniversary Gala at Fairmont Century Plaza on June 02, 2023 in Los Angeles,...

Race To Erase MS 30th Anniversary Gala - Arrivals

Ashlee Simpson and Tracee Ellis Ross attend LA Mission's Annual Holiday Fundraiser at the home of Ashlee Margolis on December 17, 2021 in Beverly...

LA Mission's Annual Holiday Fundraiser at the Home of Ashlee Margolis

Tracee Ellis Ross

Ashlee Simpson during 5th Annual Family Television Awards at Beverly Hilton Hotel in Beverly Hills, California, United States.

5th Annual Family Television Awards

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Portrait of musician Ashlee Simpson at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Portrait Of Ashlee Simpson

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

Musician Ashlee Simpson performs at the Genessee Theater, Waukegan, Illinois, December 15, 2005.

Ashlee Simpson On Stage

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