Pretty and Pregnant Privilege: Monday, May 18th, 2026
5/18/20261 hr 10 min
- Call Her Mommy! Alex Cooper Is Pregnant, Expecting Her First Baby with Husband Matt Kaplan (PEOPLE) (21:52)
- Dina Manzo’s daughter calls Bethenny Frankel a ‘weirdo’ for failing to credit her shoe business (Page Six) (33:53)
- Jacob Elordi & Kendall Jenner Double Date With Kylie & Timothée Chalamet (Mandatory) (41:12)
- Tom Brady makes catwalk debut in Gucci fashion show (Page Six) (54:07)
- Elsie Hewitt Calls Out Pete Davidson After Split as Source Refutes Her Claim He Doesn’t Support Their Daughter (PEOPLE) (58:06) The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) The Toast Patreon Toast Merch Girl With No Job by Claudia Oshry The Camper & The Counselor Lean In Learn more about your ad choices. Visit megaphone.fm/adchoices
Clips
Transcript preview
First 90 secondsSpeaker 00:00
[singing] Good morning, girlies. It's The Toast. It's Jackson Claude, and we're your hosts. It's your favorite show, the fast five things you need to know. We'll start your day off swirly. It's The Toast.
Jackie Oshry· Host0:22
I sound amazing.
Claudia Oshry· Host0:23
[gasps] This fucking necklace. It's the second time it broke.
Jackie Oshry· Host0:29
Oh, man.
Claudia Oshry· Host0:31
Motherfucker. Welcome back to The Toast. Happy Monday. We are live and in living color- We- ... with Jackson Claude ...
Jackie Oshry· Host0:41
are live in studio together. We're back together. We've been so simpatico because I came to New York this weekend- Mm-hmm ... to see my co-journer, and- Sure ... for a work obligation.
Claudia Oshry· Host0:51
Yeah, for sure, for sure.
Jackie Oshry· Host0:51
We had Dear Media by night, which we'll get into because it was so much fun. And then Claudia, you know, she didn't trust me to get home on my own.
Claudia Oshry· Host0:57
I don't trust- When Jackie was walking around these streets of New York, I don't know why I felt like my daughter. I'm like, "Do you need me to drop you off?"
Jackie Oshry· Host1:02
Yeah.
Claudia Oshry· Host1:02
Like, do you know where you're going? I forget, I know you lived there for like- Not only I'm from there, which is just the craziest- You're not, like- ...
Jackie Oshry· Host1:08
most incongruous fact.
Claudia Oshry· Host1:09
I felt worried about my sister. Like, it was broad daylight, but I'm like, "She's gonna get lost."
Jackie Oshry· Host1:14
[laughs] She's gonna get mugged.
Claudia Oshry· Host1:15
"She's gonna get mugged. She's gonna get jumped. She's gonna come back home with a black eye." But you survived New York City.
Jackie Oshry· Host1:19
I did.
Claudia Oshry· Host1:19
You kind of thrived New York City.
Jackie Oshry· Host1:21
I did. You know, I had a really nice day. I feel like the day that I came, the weather was amazing.
Claudia Oshry· Host1:26
Yep.
Jackie Oshry· Host1:26
We were in Central Park. You had a little soiree.