Meanwhile, Kim -- who Bruce revealed in his much-watched 20/20 interview is actually the daughter that's been the most accepting -- bonds with Bruce over their beauty routines.
"I am impressed," Kim smiles when Bruce shows her his toenails painted pink. "Your feet are actually way more feminine than I ever would have imagined."
"I do all my nails myself," Bruce replies proudly. "Actually I do very good in the makeup department. I can do your makeup. I can do it all, baby."
This isn't the first time Kim has proved to be one of Bruce's biggest supporters. In a previous clip of the upcoming special, Kim reasons with her mother Kris when she says she feels her past memories with Bruce "didn't exist."
"He has to deal with this for the rest of his entire life," Kim explains. "Waking up and feeling like, 'Woah! This isn't my body. This doesn't feel comfortable.' That's the only way I can kind of imagine it. And you really have to let go."
E's two-part special, "About Bruce," documents the intimate conversations Bruce had with his family as they learn about and discuss the transition. It airs Sunday, May 17 and Monday, 18 at 9 p.m. on E!