Messy Wessy: Monday, May 11th, 2026
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In this vibrant episode of The Toast, host Messy Wessy reflects on a deeply personal and emotionally charged Mother's Day, marking her first as a mom. She shares heartfelt stories of receiving a thoughtful gift—a set of pastel Staub bowls—from her 'mom buddy' Lauren Alaina, which sparked a mix of joy and guilt for not returning the gesture. The weekend's highlight, however, was a shocking discovery at a luxury bed and breakfast retreat: a vape jewel hidden under the pack-and-play mattress, which left her furious and questioning the staff's accountability. Despite the unsettling incident, the trip was otherwise magical—featuring a transformative spa experience with a breastplate massage, a serendipitous connection at a wedding where the bride’s grandfather was named Ruby, and a thrilling Knicks game in a suite filled with a group of Jewish teens. The episode also dives into the latest celebrity drama, including the viral 'Summer House' tea about Wes Wilson and Jen Fessler, the pregnancy announcement by Olivia Culpo, and the controversial roast of Kevin Hart. Wessy balances humor, vulnerability, and sharp commentary, celebrating motherhood, authenticity, and the messy beauty of life.
Mother's Day is a deeply emotional milestone—especially the first one—and can feel like a double celebration when your child turns one around the same time.
Small, thoughtful gifts (like a handmade bracelet or pastel bowls) often mean more than expensive ones, especially when they reflect personal attention.
Travel with kids requires flexibility and humor—especially when unexpected incidents (like a vape in a pack-and-play) happen.
Celebrities like Wes Wilson and Jen Fessler are under scrutiny for rumored affairs, but context and tone matter—rumors can spread fast, but truth is harder to pin down.
The roast of Kevin Hart raises ethical questions: should beloved public figures participate in self-deprecating comedy, especially when they have personal skeletons?
…and 3 more takeaways available in PodZeus
Mother's Day Reflections and the First Mom Moment
“I woke up and I'm like, it's Mother's Day. It's special. Yeah, like everyone come give mommy your kisses and they're just like special Mother's Day kisses.”
The Vape Jewel Incident at Pendry Natiri
“I called downstairs. Wait, do you think it was Ruby's Mother's Day present to you? Yeah. He picked one up at 7-Eleven. And he hit it like a tooth fairy.”
Spa, Weddings, and the Knicks Game
The weekend’s high points include a revolutionary breastplate massage, a touching wedding where the bride’s grandfather was named Ruby, and a chaotic yet joyful Knicks game in a suite filled with Jewish teens.
Celebrity Drama: Wes Wilson and Jen Fessler
The episode dives into the viral tea about Wes Wilson and Jen Fessler, analyzing clips, Instagram captions, and social media breadcrumbs to assess whether the rumors are true or just internet chaos.
Olivia Culpo’s Pregnancy Announcement and the Sisterhood Pressure
Olivia Culpo’s surprise pregnancy announcement stirs mixed emotions in Wessy, who feels both joy and a pang of jealousy, highlighting the complex dynamics of motherhood and sisterhood in the public eye.
“I'm positive jealous of fucking everyone. Sometimes I do teeter on like on unenvy, I'm not gonna lie. No, you don't catch me being envious. I'm a positive jealous person.”
“You're disgusting. You're fucking freaky. I saw you in pictures. You're a fucking freaky looking bitch.”
“I called downstairs. Wait, do you think it was Ruby's Mother's Day present to you? Yeah. He picked one up at 7-Eleven. And he hit it like a tooth fairy.”
Host
Messy Wessy
person
Ruby
person
Wes Wilson
person
Jen Fessler
person
Ben
person
other
Kevin Hart
person
Olivia Culpo
person
Taylor Frankie Paul
person
Michaela Matthews
person
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