Kylie & Hilary Duff on SI Swimsuit Cover Tea, Home Birth Tell-All & Caught By The Paparazzi | Ep. 67

Hey Now, Hey Now! Kylie’s back for a brand new episode of Not Gonna Lie brought to you by Amazon Pets and she’s joined by yet another guest she has no business speaking to: HILARY DUFF (20:30). This truly is what dreams are made of, Real Ones!

Kylie starts the show by reacting to being caught by the paparazzi… specifically the Galesburg, IL paparazzi when she went to visit a certain famous TikTok star with the best pancakes on Earth (1:06). She also breaks down her Webbys outfit and speech where she just accepted the award for Podcast of the Year (3:04)!

Then in Real One Comment of the Week, Kylie responds to a question about how she would handle it if one of her kids ever dated someone from Dallas… spoiler alert: it wouldn’t be great (12:17)! And in Doomscroll, Kylie shares the cute ways the girls adamantly get numbers wrong and how often they turn into little vloggers when they get their hands on her phone (13:50).

After that, Kylie is joined by an actual icon, singer and actress Hilary Duff (20:30)! Hilary gives Kylie all the tea on her SI Swimsuit Cover shoot, including why she chose not to wear a bikini in the photos and how she feels about doing the photoshoot after having four kids (23:28). Hilary and Kylie also talk about the struggles of getting dressed postpartum and not enjoying pregnancy, despite loving the end result (25:35). Hilary talks about her new album and tour, including which tracks she and her kids like the best and whether or not they’ve all watched Lizzie McGuire.

Kylie and Hilary also get into 2000s fashion and Hilary reflects on what it was like to be topping the charts alongside singers like Britney and Christina (44:01).

Hilary and Kylie connect on being mothers of four, the slang they’ve learned from the teens in their lives (51:00) and Hilary also answers all of Kylie’s questions about having home births (57:01).

You can find even more clips from Kylie’s longer conversation with Hilary Duff on our YouTube channel on More Sh*t Monday.

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Hilary’s SI Swimsuit cover shot at Salterra Resort in South Caicos. Photo credit: Kat Irlin/Sports Illustrated https://swimsuit.si.com/swimsuit/model/hilary-duff-2026-si-swimsuit-photos 

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Checkout Hilary’s Sports Illustrated Cover on Newsstands Now! https://swimsuit.si.com/swimnews/hilary-duff-is-making-the-music-she-has-always-wanted-to

Photos shot at Salterra Resort in South Caicos. Photo credit: Kat Irlin/Sports Illustrated. Swimsuit by OYE Swimwear.

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