The Toast

Slay of the Day: Monday, September 29th, 2025

September 29, 2025

Key Takeaways Copied to clipboard!

  • The hosts spent a significant portion of the opening discussing Claudia Oshry's positive logistical experience at the Ryder Cup 2025, contrasting it with typical large event nightmares like Coachella. 
  • The hosts debated the merits of Bad Bunny headlining the Apple Music Super Bowl 2026 halftime show, noting it caters to a global audience but disappoints listeners hoping for a 'girly' pop artist. 
  • Claudia Oshry recounted a marital spat with Ben over the necessity of purchasing a new food processor, which was sparked by Ina Garten's cooking habits, leading to a compromise involving an old blender replacement. 
  • The hosts celebrated Selena Gomez and Benny Blanco's quick marriage, contrasting it with celebrity engagements often being for press or jewelry, and noted Taylor Swift's low-key attendance at the wedding and subsequent football game. 
  • The hosts expressed frustration over spoilers for the upcoming *Devil Wears Prada 2* filming, though they approved of the meta moment where Meryl Streep (as Miranda Priestley) met Anna Wintour during Milan Fashion Week. 
  • Madelyn Cline's new relationship with Prince Constantine-Alexios of Greece and Denmark was hailed as a major 'Sleigh of the Day' for elevating her dating history to royalty, drawing comparisons to Sophie Turner and Grace Kelly. 

Segments

Ryder Cup Merch and Logistics
Copied to clipboard!
(00:00:45)
  • Key Takeaway: The Ryder Cup 2025 organization was praised for its logistical excellence, featuring multiple branded merchandise emporiums.
  • Summary: Claudia Oshry detailed the impressive organization of the Ryder Cup, noting the event felt like a logistical dream, unlike Coachella. She discovered the merchandise area was split into multiple locations, including a Polo-specific shop and a main emporium featuring various brands. The event was also noted for being surprisingly inclusive and accommodating to parents with strollers and diaper bags.
Ryder Cup Experience and Fan Discourse
Copied to clipboard!
(00:03:08)
  • Key Takeaway: Claudia Oshry’s in-person experience at the Ryder Cup was highly positive and civilized, directly contradicting the negative online discourse regarding American fan behavior.
  • Summary: Despite online reports of rowdy American fans and drama, Claudia reported that attendees were exceptionally nice and helpful, especially towards her and her baby. She noted that watching the golf live was stressful because the ball was too small to track without TV monitors, leading attendees to watch the action on screens even when sitting near the course. The conversation touched upon Rory McIlroy’s reaction to fan heckling and his subsequent praise for the United States.
Super Bowl Halftime Announcement
Copied to clipboard!
(00:22:55)
  • Key Takeaway: Bad Bunny was announced as the Apple Music Super Bowl 2026 halftime performer during the Cowboys game halftime, a decision driven by the NFL’s goal to court a global audience.
  • Summary: The announcement for the Super Bowl LXI halftime show was made during the Cowboys game halftime, surprising Claudia Oshry who was expecting a major female pop star like Taylor Swift or Miley Cyrus. The NFL’s choice of Bad Bunny is strategic, aiming to boost football’s global recognition since the sport is not widely played outside the US. Bad Bunny stated his performance is for his people and culture, despite previously skipping US dates on his world tour due to concerns about ICE targeting his fans.
Riyadh Comedy Festival Controversy
Copied to clipboard!
(00:26:55)
  • Key Takeaway: Top comedians performing at the Saudi Arabia-hosted Riyadh Comedy Festival are facing backlash for accepting massive payments while ignoring the country’s severe human rights violations.
  • Summary: The festival, hosted by the Saudi Crown Prince, has drawn criticism because Saudi Arabia is known for problematic policies, including restrictions on women’s rights and slavery. Comedians like Dave Chappelle, Kevin Hart, and Bill Burr are reportedly receiving payments up to $2 million, leading critics to accuse them of abandoning moral stances for financial gain. Comedian Tim Dillon was reportedly dropped from the lineup after speaking out against the country’s practices on his podcast.
Ryder Cup 2025 Results and Player Performance
Copied to clipboard!
(00:35:05)
  • Key Takeaway: Europe won the Ryder Cup 2025, retaining the cup due to the tie-breaker rule, despite a furious, but ultimately insufficient, Sunday comeback by the US team.
  • Summary: Europe retained the cup because they only needed 14.5 points to win, and if the score tied, the previous holder keeps the cup. The US team performed poorly on the first two days, leading to widespread criticism, though they rallied strongly on Sunday. Shane Lowry was highlighted for securing the necessary point for Europe, while Justin Rose (age 45) was praised for his overall weekend performance despite losing his final match to Cam Young.
Selena Gomez and Benny Blanco Wedding
Copied to clipboard!
(00:46:01)
  • Key Takeaway: Selena Gomez and Benny Blanco married quickly in Santa Barbara, California, with Gomez sharing photos showcasing a beautiful, old Hollywood look.
  • Summary: The hosts expressed surprise that Selena Gomez and Benny Blanco married so quickly after their engagement, commending them for taking the commitment seriously rather than just using it for press. Gomez’s wedding look was described as gorgeous, featuring an old Hollywood style with her hair parted to the side. Taylor Swift was reportedly in attendance at the wedding, having also been at the Cowboys game the previous night.
Selena Gomez Wedding Reaction
Copied to clipboard!
(00:46:44)
  • Key Takeaway: The hosts expressed surprise that Selena Gomez and Benny Blanco married quickly after their engagement.
  • Summary: The hosts commended Selena Gomez and Benny Blanco for marrying quickly, as they initially doubted the marriage would happen so soon after the engagement. They noted that getting married is a significant step, unlike engagements which celebrities often use for press or jewelry. The segment confirmed that Taylor Swift attended the wedding.
Taylor Swift’s Post-Wedding Absence
Copied to clipboard!
(00:47:37)
  • Key Takeaway: Taylor Swift’s absence from public view after the wedding and the subsequent football game is attributed to security concerns or album promotion strategy.
  • Summary: Taylor Swift attended the wedding but was not seen at the subsequent football game in Baltimore, leading to speculation about her travel logistics. The hosts suggested her incognito status might be due to taking a stalker situation seriously or strategically timing her visibility before her album Life of a Showgirl release. The album is scheduled for release on Friday, T-minus four days from the recording date.
Yom Kippur and Album Release
Copied to clipboard!
(01:04:49)
  • Key Takeaway: The current week is noted as being exceptionally busy due to both Yom Kippur and the release of Taylor Swift’s new album.
  • Summary: The hosts noted the convergence of Yom Kippur and Taylor Swift’s album release on Friday of that week, calling it a crazy week. They also referenced a previous conversation about Spencer Pratt that they needed to revisit later. The hosts humorously suggested that one week from that date, they would finally be able to ’talk shit again’ following the observance of Yom Kippur.
Flave City Electrolyte Endorsement
Copied to clipboard!
(00:50:15)
  • Key Takeaway: Flave City’s electrolyte drink mixes are highly recommended by the hosts, especially the lemonade flavor, and the company has launched new whole milk lattes.
  • Summary: Flave City offers better-for-you sips including protein smoothies and drink mixes with collagen, fiber, and electrolytes. The hosts specifically praised the electrolyte lemonade pack, claiming their household consumes seven sticks daily for measurable energy and hydration benefits. New product offerings include lattes made with 100% grass-fed whole milk in flavors like salted caramel macchiato and chocolate chunk mocha.
Daily Look Styling Service Review
Copied to clipboard!
(00:51:39)
  • Key Takeaway: Daily Look is a premium personal styling service utilizing dedicated human stylists to curate boxes of up to 12 items based on individual preferences.
  • Summary: Daily Look provides curated boxes of clothing selected by a dedicated personal stylist, not an algorithm, ensuring consistency for the client. Customers can try up to 12 premium pieces at home, with free shipping both ways, offering an alternative to stressful dressing room experiences. The service carries brands like Good American and Girlfriend Collective and offers sizing from XS to 3X and 0 to 24.
OpenPhone Business Phone System
Copied to clipboard!
(00:53:12)
  • Key Takeaway: OpenPhone is a business phone system that allows teams to share one number and collaborate on customer communications using AI-powered call transcripts.
  • Summary: Missing business calls means leaving money on the table, making OpenPhone essential for customer communication management. The system functions via an app on phones or computers, enabling team collaboration on calls and texts like a shared inbox. OpenPhone offers 20% off the first six months for listeners using code ’toast’ and will port existing numbers at no extra charge.
Cozy Earth Bedding Benefits
Copied to clipboard!
(00:54:37)
  • Key Takeaway: Cozy Earth’s bamboo sheets are temperature-regulating, designed to sleep several degrees cooler, and the brand offers a 100-night sleep trial.
  • Summary: Cozy Earth products, including their bamboo sheets and the viral bubble cuddle blanket, are highly recommended for comfort. The bamboo viscose naturally wicks away heat and moisture, promoting cooler sleep, and the company backs its bedding with a 10-year warranty. Listeners can receive 20% off site-wide using the code ‘Toast’ at cozyearth.com.
Meryl Streep Meets Anna Wintour
Copied to clipboard!
(00:56:40)
  • Key Takeaway: Meryl Streep, in character as Miranda Priestley, met Anna Wintour at Milan Fashion Week while filming Devil Wears Prada 2.
  • Summary: The meeting was highly meta, as Miranda Priestley is based on Anna Wintour, and the filming utilized real fashion shows. The hosts speculated that Wintour has likely embraced the portrayal due to the character’s cultural relevance, despite potential initial annoyance. Research indicated Meryl Streep had never attended the Met Gala as of 2025, which the hosts found surprising.
Madelyn Cline’s Royal Romance
Copied to clipboard!
(01:01:12)
  • Key Takeaway: Madelyn Cline is dating Prince Constantine-Alexios of Greece and Denmark, a move considered highly chic and an elevation from dating young Hollywood bachelors.
  • Summary: Madelyn Cline, known for dating figures like Pete Davidson, was photographed kissing Prince Constantine-Alexios, aged 26, who is described as very handsome. This connection to royalty is viewed as a major ‘Sleigh’ and a permanent, chic notch in her dating history, drawing comparisons to Sophie Turner. The hosts believe growing up in royalty often forces maturity at a younger age.