Kris Jenner drove the knife a little deeper into Bruce Jenner’s heart when, as will be seen on an upcoming episode of Keeping Up With the Kardashians, she removed him from her living will and named daughter Kourtney Kardashian her executor instead.

On this Sunday’s episode, Bruce takes his ex-wife Kris Jenner to a medical facility for a procedure. Before going under sedation, she is asked about whether or not she has an advance directive. An uncomfortable pause ensues as Kris explains to Bruce Jenner that he no longer is listed as the executor.

Bruce is crushed to the point of tears. After 24 years of marriage–and the recent media hype over his impending transition–he is visibly shaken.

“For my entire marriage with Bruce he has always been listed as the executor on my living will,” Kris Jenner says. “But when Bruce and I got divorced I decided that Kourtney was going to be the executor.”

The conversation between Bruce and Kris Jenner is clearly a difficult one for both of them.

“The problem I have with all of this–Kourtney with the final say? What, I’m not here? I’m the only one here. She’s not here,” Bruce says.

“If somebody needs to make a decision, like taking you off life support, we’re divorced,” Kris quietly explains to him. “I don’t think you should be the one that would decide.”

KUWTK: Bruce Jenner cries after Kris removes him from her living will http://t.co/85Bxgpkvme pic.twitter.com/w05dEiB5wE

— People magazine (@people) March 27, 2015

Earlier in the Keeping Up With the Kardashians season, Bruce Jenner admitted that living alone after 24 years of marriage hasn’t been an easy transition, and that’s likely the easier of the two transitions he is undertaking.

“It can get pretty lonely not seeing the kids every day,” he said. “Kris and I spent 24 years together, every day, all the time. So sometimes it’s a little tough.”

At least on the show, Kris Jenner seems like she’s being kind to Bruce Jenner and the huge life changes he is experiencing. Sources say that’s not necessarily the case, however, in real life.