Justin Timberlake Makes Rare Appearance With Sons Silas and Phineas

Though Jessica, 44, wasn’t pictured at the event this year, she strutted her stuff down the annual event’s runway with her niece and sons two years ago, an experience she called “truly special” at the time.

“Walking the runway with my amazing niece @lovelyzayab was an unforgettable honor,” she wrote on Instagram in November 2024. “Huge thanks to the @globaldownsyndrome foundation for creating such a profound, empowering event and for all the incredible work you do. My heart is so full.”

While Justin, 45, and Jessica are known for keeping their kiddos out the spotlight, it seems they’re slowly but surely lowering the veil on their private world. After all, Silas recently made a cameo in his mom’s Matchbox movie, where he had a small nonspeaking role towards the end of the Apple TV film.  

But don’t expect the tween to score any larger roles in his mom’s films without putting in a little elbow grease.

“There are kids who work really hard, and they go to acting class and they’re in theater class and they’re doing all the work,” Jessica recalled telling their son during her Oct. 22 appearance on the Josh Smith’s Great Chat Showpodcast. “You can’t just take a part from that person just because you’re my son. That’s not cool.”

Indeed, the 7th Heaven star won’t be letting her kids cut the line in front of actors who have been waiting until the end of time for their big break.

As she put it, “We’re not starting like, ‘Oh, you just get handed a bunch of opportunities because you’re part of this family.”

Keep reading for a closer look at Justin and Jessica’s life with their little ones…