The two actresses have remained close since working on the 1999 movie "Cruel Intentions".
Gellar said her and Freddie Prinze Jr's son Rocky, and Witherspoon's youngest child Tennessee, with husband Jim Toth, are extremely close, reported Entertainment Tonight.
"Reese's son and my son are best friend," she said.
The 38-year-old actress added she finds it hard to believe it has been 16 years since "Cruel Intentions", which also starred Selma Blair, was released.
"We all see each other, so you don't think you're getting older. Then all of the sudden you're faced with the revival of your movie, with all these young kids in it, and we're like, 'Oh, we're old.' That's when it hits you," she said.
Witherspoon tied the knot with Ryan in 1999 and the couple had two children, Ava and Deacon, before splitting in 2007.
She went on to marry Jim Toth in 2011.