If you were a teen with a serious ax to grind during the mid-2000s, you probably hold Ashlee Simpson [1] near and dear to your heart. And any diehard fan is going to be giddy at how happy her and Evan Ross's family [2] looked on the red carpet at the American Music Awards.

The couple rolled in squad deep with their relatives and adorable kiddos — Jagger, 2, and Bronx, 8, Ashlee's son with Pete Wentz [3] — to support Evan's mom, Diana Ross [4], who was honored with a lifetime achievement award. Ashlee stunned in a gorgeous sequined Christian Siriano [5] gown while posing with her sweet family.