Jessica and husband Eric Johnson headed out of The Roxy in West Hollywood.
Ashlee performed on stage alongside her longtime husband Evan Ross. His sister Tracee Ellis Ross was also in the crowd on Friday.
Other attendees included their friend Kelly Osbourne, who looked positively giddy while exiting the famed Los Angeles location next to a friend.
Jessica, who is currently expecting baby number three, held onto her growing baby belly while Eric grabbed hold of her hand.
The "Irresistible" singer has been very vocal about the woes of being pregnant. She recently shared a photo of her painfully swollen feet on her Instagram.
She appeared to be in good spirits, regardless of her foot issues, while sporting a flowy black dress underneath a black jacket and a colorful pocketbook.
How much longer do you think Jessica has to go until she gives birth? Sound off in the comments.