The host kicked off her show Wednesday by reminding her studio audience that they were returning from a 3-week break, meaning this was the first chance she had to talk about Khloe Kardashian's pregnancy confirmation.
"But Kylie remains silent," she said. "Well, why do you think? I guessed right away: because she's not with Travis Scott anymore."
"Please, that was a split and run, in my mind," Williams went on. "Like, the condom split, she took the test and was probably like, 'Oh my god, what do I do now? Travis!' He's like, 'No, I'm a rock star. You got plenty of money on your own, figure it out ... I'll pay child support from afar.'"
She then addressed Jenner's social media blackout, her omission from the family Christmas card this year, and the latest "Keeping Up with the Kardashians" promo teasing some big news. "People are saying that's when Kylie will finally reveal she's pregnant," said Wendy. "I don't think so. Is she pregnant or are we being bamboozled?"
"She's only 20, you know what I mean. Remember when you were 20, you didn't want anything to do with a baby," she continued, before countering that Kylie's 20 "is like 35."
"She grew up on TV in front of us. She's got the mid-crisis makeover already. Let me tell you something, you can do whatever you want to yourself, but the baby is still going to look like the old you," Williams added, "Just saying."
Williams assumed that Jenner was looking for "something authentic" in her life after "dealing" with Tyga, his son, Blac Chyna and Caitlyn Jenner's transition.
"But 20, with a baby. And then we're going to be judging her parenting skills," she said. "Is she out with the baby? Does she have a whole bunch of help? Is travis part of the baby's life?"
"Good luck Kylie," she said near the end of the segment. "And Travis, please do right by this girl!"
Williams then congratulated Khloe on her pregnancy, saying, "Good for you, Knloe, I'm happy for her."