Chicks in the Office

Why Is Sydney Sweeney Dating Scooter Braun?? + ‘DWTS’ Week 2 Recap

September 26, 2025

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  • The hosts opened the episode by discussing personal anecdotes, including one host's difficult morning commute and an unexpected encounter with 'Grocery Store Joe,' followed by birthday wishes for 'Joe.' 
  • The hosts revealed a humorous scheduling coincidence where both the host's group and 'Joe's' birthday dinner group planned to dine at the same restaurant, Amelia's Piloto, on the same night. 
  • The conversation shifted to celebrity news, noting the surprising appearance of Leonardo DiCaprio and Benicio Del Toro on the 'New Heights' podcast, and the hosts also discussed the new tattoo one host received commemorating their dog, Flo. 
  • The hosts expressed strong excitement and anticipation for the upcoming *Wicked* movie trailer, particularly noting the inclusion of the song 'No Good Deed' and discussing fan reactions to potential spoilers. 
  • The hosts and guests discussed the news of Rihanna and A$AP Rocky welcoming a baby girl named 'Rha' with an 'i' (Rocki), noting the sweetness of the name choice. 
  • The *Laguna Beach* cast is set to reunite for a 20th-anniversary special on the Roku Channel in 2026, which the hosts view positively as a reflective special rather than a full reboot. 
  • The majority of this transcript segment details the 'Beat Ria & Fran game' (Game 191) played between the hosts and guests Anne Thomas & Tyler, covering trivia about *Hannah Montana*, *Friends*, *One Tree Hill*, John Mayer, *New Girl*, *Adolescents*, *Wimbledon*, *Grey's Anatomy*, Drake, *That '70s Show*, and *The Summer I Turned Pretty*. 
  • The game concluded with Anne Thomas and Tyler winning with a score of 5-4 against Ria and Fran. 
  • The segment ends with the hosts promoting their Fall Tour tickets and Lady World event before the outro music plays. 

Segments

Morning Commute and Joe
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(00:02:45)
  • Key Takeaway: One host experienced a frightening near-mugging attempt by ‘Grocery Store Joe’ during a difficult walk to the office.
  • Summary: The host detailed a miserable morning commute involving wet jeans and feeling irritable due to impending menstruation. This was interrupted when ‘Grocery Store Joe’ pretended to steal her purse, a prank the host admitted to having played on him and Serena previously. The segment concluded with the realization that it was Joe’s 32nd birthday.
Amelia’s Piloto Dinner Coincidence
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(00:06:30)
  • Key Takeaway: Both the hosts and ‘Joe’ coincidentally planned to dine at the same restaurant, Amelia’s Piloto, on the same night for Joe’s birthday celebration.
  • Summary: Joe’s birthday dinner plans included visiting his favorite restaurant, Amelia’s Piloto, on Thursday, the 25th. The hosts had also independently planned to take friends to the same restaurant at the same time. They joked about the awkward optics of potentially being seated near each other, especially since ‘Hardy’ and his wife would also be present at Joe’s table.
Backgammon Resurgence and Games
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(00:11:43)
  • Key Takeaway: Backgammon is experiencing a resurgence in popularity, with ‘Joe’ actively participating in multiple leagues and tournaments.
  • Summary: The conversation touched upon games, noting that Backgammon is currently trending among younger people in the city, contrary to the host’s perception that it was an older person’s game. ‘Joe’ is reportedly the captain of a New York Backgammon club team and enters tournaments. The hosts also briefly mentioned Rummy Cube, where one host claims to be highly skilled.
Lady World Show and Game Time Ad
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(00:15:01)
  • Key Takeaway: The hosts are preparing for their upcoming live show at Lady World, which will feature trivia and a ‘Family Feud’-esque game.
  • Summary: The hosts expressed excitement for their upcoming live show on Sunday at Lady World, which will include trivia and a game similar to Family Feud. They promoted the Game Time app as a solution for stress-free concert ticket purchasing, highlighting that fees are included in the displayed price.
Hardy’s MSG Show and Kevin James
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(00:16:28)
  • Key Takeaway: ‘Hardy’ sold out Madison Square Garden (MSG), where Kevin James made a surprise appearance on stage.
  • Summary: The hosts confirmed that ‘Hardy’ played at MSG and was joined by Kevin James, whom the host unsuccessfully tried to meet backstage. The friendship between ‘Hardy’ and Matt originated from a Barstool beer pong league years ago. The host admitted her desire to meet Kevin James stemmed from watching ‘King of Queens’ nightly.
Nat Wolf Sighting and New Tattoo
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(00:21:00)
  • Key Takeaway: One host got a new, thin-line tattoo of the top of her dog Flo’s head, which she got alongside JB and Gia.
  • Summary: The host recounted seeing Nat Wolf in the city, noting he smiled at her dog, and mentioned rumors that he is dating Billie Eilish. The host then revealed her new tattoo, a tribute to Flo, which she got on her wrist, matching designs with JB and Gia. The host also mentioned that the lightning bolt logo for ‘Chicks in the Office’ was updated to reflect a ’new era’ and better aesthetics.
Tomato Soup Watch Party Success
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(00:33:15)
  • Key Takeaway: The host’s homemade tomato soup served at a ‘Dancing with the Stars’ watch party was exceptionally well-received, prompting one guest to eat two full bowls.
  • Summary: The hosts celebrated the success of a recent ‘Dancing with the Stars’ watch party where they served dinner. The tomato soup was the star, described as having the perfect consistency, and the grilled cheese was standard but good. The host was thrilled by the positive reaction to her first time making the soup from scratch.
Leo DiCaprio and Benicio Del Toro Interview
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(00:37:58)
  • Key Takeaway: Leonardo DiCaprio revealed on ‘New Heights’ that his agent once advised him to change his name to ‘Lenny Williams’ due to his name being considered too ethnic.
  • Summary: The hosts expressed shock over Leonardo DiCaprio and Benicio Del Toro appearing on the ‘New Heights’ podcast, noting DiCaprio’s distinct voice and mannerisms in the interview. Del Toro shared a similar experience of being told his name was too ethnic, though he stuck with it, unlike DiCaprio’s near name change. The interview featured comparisons between acting/directing and football coaching.
Movie Ticket Frustration
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(00:47:02)
  • Key Takeaway: Securing tickets for opening weekend movies, like the one being discussed, requires advance purchase due to high demand.
  • Summary: The speakers debated going to see a movie on Saturday night but concluded it was unlikely due to sold-out status, suggesting Friday night might be an option. They noted that opening weekend demand makes early ticket buying necessary. The difficulty in finding a nearby theater without a car further complicated the plan.
Wicked Trailer Reaction
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(00:47:48)
  • Key Takeaway: The Wicked movie trailer generated excitement, though one host mistakenly referenced a rumor about Cynthia Erivo playing Lord Voldemort.
  • Summary: The hosts reacted positively to the Wicked trailer, with one host admitting they are less familiar with the second part of the story. They noted that the trailer featured the song ‘No Good Deed’ and that the movie is set for release the week before Thanksgiving. The discussion also touched upon fan complaints regarding potential spoilers revealed in the trailer.
Harry Potter Experience Idea
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(00:48:03)
  • Key Takeaway: A fan suggested attending an interactive Harry Potter experience in Singapore involving wand completion of spells.
  • Summary: A listener messaged the hosts about an interactive Harry Potter event in Singapore where attendees use wands to complete spells. The hosts expressed interest in attending this event, contingent on mapping out the logistics due to Singapore’s small size. They agreed to look into the details further.
Bowen Yang’s Seth Meyers Skit
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(00:48:49)
  • Key Takeaway: The ‘Day Drinking with Seth Meyers’ segment is consistently hilarious, especially the recent one featuring Bowen Yang and Matt Rogers.
  • Summary: The hosts praised the ‘Day Drinking with Seth Meyers’ segment as one of their favorite late-night sketches that always delivers. They specifically mentioned the hysterical segment featuring Bowen Yang and Matt Rogers. This segment was brought up while discussing the Wicked trailer, as the sequence was featured there.
Wicked Spoilers Discourse
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(00:50:27)
  • Key Takeaway: Some unfamiliar viewers were upset by spoilers in the Wicked trailer related to a character’s appearance, despite the source material’s connection to The Wizard of Oz.
  • Summary: The hosts noted online discourse where some viewers were upset about spoilers in the Wicked trailer concerning an actor’s character reveal. They pointed out that those unfamiliar with the connection between Wicked and The Wizard of Oz might be surprised by certain elements shown. The hosts felt that minimal research into the source material would negate these spoiler concerns.
Anticipation for Wicked Awards
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(00:53:20)
  • Key Takeaway: The hosts are highly anticipating Wicked winning awards for Part Two, feeling that awards were unfairly given to Amelia Priss during the previous season.
  • Summary: The hosts are already campaigning for Wicked to win awards for the second installment, feeling that the first part was overlooked. They recalled that awards last season went to Amelia Priss, a movie they had largely forgotten about due to the passage of time and other events. They believe the success of Part Two should be cumulative.
Ben Stiller Filming News
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(00:53:58)
  • Key Takeaway: Ben Stiller is currently filming Meet the Fockers in the New York/New Jersey area, though he remains involved with Severance as a producer.
  • Summary: The hosts mentioned that Ben Stiller is filming Meet the Fockers near New York/New Jersey, with sightings reported in Westchester. They confirmed that while Stiller is not directing episodes of Severance Season 2, he retains a producer credit and remains involved. Directing episodes is considered grueling schedule-wise, potentially explaining his focus on the film.
Taylor Swift Fallon Appearance
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(00:55:33)
  • Key Takeaway: Taylor Swift’s upcoming appearance on The Tonight Show Starring Jimmy Fallon is a significant press event ahead of her album release next week.
  • Summary: Taylor Swift is making press rounds, including an appearance on The Tonight Show Starring Jimmy Fallon, shortly before her album drops next week. The hosts noted that announcements of her press appearances are massive news events in themselves. They anticipate she will be happy to discuss her engagement, despite management’s usual strictness on personal questions.
Rihanna and ASAP Rocky Baby Girl
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(00:57:22)
  • Key Takeaway: Rihanna and A$AP Rocky announced the birth of their daughter, named Rocki (spelled with an ‘i’), fulfilling Rihanna’s wish for a baby girl.
  • Summary: The couple welcomed their second child, a daughter named Rocki, after Rihanna had expressed hopes for a girl. The hosts found the name choice sweet and obvious, given A$AP Rocky’s name. They expressed happiness for the couple, who now have three children: two boys and one girl.
Laguna Beach 20th Reunion
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(01:02:48)
  • Key Takeaway: The full Laguna Beach cast, including Lauren Conrad, Stephen Coletti, and Kristen Cavallari, will reunite for a two-hour special on the Roku Channel in 2026 to celebrate the 20th anniversary.
  • Summary: The reunion special will feature the entire cast, including those whose relationships were strained, such as Lauren Conrad and Lo Bosworth. The hosts prefer this format—reflecting on the original show—over a full reboot, noting how influential the high school reality show was. They recalled that the cast members still maintain contact, often through Kristen Cavallari’s podcast tour.
Sydney Sweeney and Scooter Braun
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(01:06:54)
  • Key Takeaway: The hosts expressed strong bewilderment and disapproval over photographic evidence of Sydney Sweeney and Scooter Braun dining together in Brentwood.
  • Summary: The sighting of Sydney Sweeney and Scooter Braun at John Avinny’s in Brentwood deeply unsettled the hosts, who questioned why Sweeney would choose to date Braun given his reputation. They noted that this casual dating situation has persisted for several months. Despite the criticism she faces, Sweeney appears unbothered and continues to succeed professionally.
DWTS Week 2 Recap
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(01:10:33)
  • Key Takeaway: Baron Davis and Corey Feldman were the double elimination in Week 2 of Dancing with the Stars, which featured a ‘One-Hit Wonder Night’ theme.
  • Summary: The hosts correctly predicted the elimination of Baron Davis and Corey Feldman during the double elimination week, noting the sadness of early exits. They found the ‘One-Hit Wonder Night’ theme entertaining, especially their own commentary on the song choices. The hosts were impressed by Jordan Chiles and Ezra’s jive and Whitney and Mark’s performance.
DWTS Voting Confusion
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(01:13:38)
  • Key Takeaway: One host was surprised to learn that the Dancing with the Stars voting allows for 10 votes per couple, not just 10 total votes.
  • Summary: The host informed the other that the voting structure allows for 10 votes to be cast for each competing couple, not just 10 votes total across the board. This realization significantly changed how they approached voting for their favorites. They noted that the show leans into drama, often placing certain contestants in the bottom to heighten suspense.
DWTS Relationship Rumors
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(01:16:14)
  • Key Takeaway: Rumors suggesting tension between Val Chmerkovskiy and Alex Errol are likely unfounded, stemming from misinterpretations of comments made by Val’s brother, Max, regarding Jenna Johnson’s experience.
  • Summary: The hosts dismissed rumors of conflict between Val and Alex, noting they appear to be getting along well despite the inherent difficulty of the competition. They acknowledged that Val can be intense due to Alex’s potential, but their relationship seems positive based on social media. The Jenna/Corey Feldman pairing seemed more plausible for on-set tension, as Corey struggled with rehearsals.
Dylan Efron’s Dancing
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(01:18:58)
  • Key Takeaway: Dylan Efron shows flashes of excellent dancing ability but struggles with consistency, often appearing too ‘in his head’ about hitting choreography steps.
  • Summary: Dylan Efron’s dancing is characterized by moments of brilliance followed by awkward, goofy moves, making his performance inconsistent. The hosts believe he is learning well and his scores reflect this improvement, but he needs to relax and stop overthinking the steps. Danielle’s choreography is consistently praised, even while dancing through an injury.
DWTS TikTok Night Criticism
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(01:22:19)
  • Key Takeaway: The announcement of a ‘TikTok Night’ theme for the next Dancing with the Stars episode is expected to draw complaints from viewers on TikTok itself.
  • Summary: The hosts predicted that the upcoming ‘TikTok Night’ theme will be heavily criticized by users on the platform it is meant to celebrate. They noted that leaning too heavily into social media trends often results in backlash. They also mentioned that Corey Feldman and Jenna Johnson were slated to dance to ‘Sugar on My Tongue,’ a pairing they felt was fortunately avoided by Feldman’s elimination.
Julianne Hough Commentary
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(01:22:37)
  • Key Takeaway: Julianne Hough’s comment suggesting Andy should be careful not to have a heart attack after dancing was deemed unnecessarily alarming.
  • Summary: The hosts were shocked by Julianne Hough’s comment to Andy suggesting he might have a heart attack after his performance. They felt this remark was inappropriate, especially since Andy was likely just breathing heavily post-dance. They questioned whether her commentary is entirely scripted or stream-of-consciousness.
Beat Ria & Fran Game Start
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(01:26:33)
  • Key Takeaway: The ‘Beat Ria & Fran’ game commenced with guests Anne Thomas and Tyler, who became fans after attending the Nashville show, competing against the hosts.
  • Summary: The game structure involves 15 questions where the team with the most correct answers wins, with incorrect answers awarding a point to the opposing team. To determine the starting team, the movie Wedding Crashers was used to guess its Rotten Tomatoes score, with Anne guessing 78, which was closest to the actual score of 75.
Beat Ria & Fran Game 191
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(01:34:33)
  • Key Takeaway: The trivia game reached a score of 2-1 in favor of Ria and Fran before Question 5.
  • Summary: The trivia game continued with questions directed at both teams, starting with a question about the Hannah Montana episode featuring the Jonas Brothers premiering after High School Musical 2. Monica Geller’s 11 sets of towels were revealed as the answer to a Friends trivia question. The score remained tight throughout this section of the game.
John Mayer & New Girl Trivia
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(01:38:35)
  • Key Takeaway: Anne Thomas and Tyler missed a John Mayer trivia question, but correctly identified Gordon Ramsay as the chef on New Girl.
  • Summary: Anne Thomas and Tyler struggled to name singles from John Mayer’s Room for Squares, incorrectly guessing ‘No Such Thing’ and ‘Your Body Is Wonderland’ as singles from that album. They correctly answered that Gordon Ramsay appeared on New Girl to cook for Jess, capitalizing on the Fox network connection. The score shifted to 4-2 in favor of Ria and Fran.
BetterHelp Sponsorship Read
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(01:42:22)
  • Key Takeaway: BetterHelp offers online therapy matching via a questionnaire, serving over 5 million people globally.
  • Summary: The show paused for a sponsorship read for BetterHelp, emphasizing their large network of over 30,000 therapists. Listeners can receive 10% off their first month using the code /office. The service aims to match users with the right therapist based on needs and preferences.
Wimbledon and Grey’s Anatomy Quiz
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(01:43:30)
  • Key Takeaway: The movie clip trivia identified Wimbledon, and the Grey’s Anatomy question confirmed George cheated on Callie with Izzie.
  • Summary: The movie clip question was identified as being from Wimbledon, leading to a 5-2 score. Anne Thomas and Tyler correctly answered that Izzie cheated on Callie with George in Grey’s Anatomy. The score tightened to 5-3, Ria and Fran still leading.
Final Trivia Questions and Game End
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(01:45:08)
  • Key Takeaway: Anne Thomas and Tyler missed the That ’70s Show question but correctly identified the Drake song and The Summer I Turned Pretty music cue, sending the game to overtime.
  • Summary: The team missed the question about the actor playing Kelso’s brother on That ’70s Show, despite guessing Paul Rudd and Sean Penn. They correctly identified the Drake lyric ‘Better late than never, but never late is better’ as being from an older song, though not the one requested. The final question revealed that ‘Invisible String’ played during the snow scene in The Summer I Turned Pretty, resulting in a 5-5 tie and sending the game to overtime, though the transcript ends before the overtime result is confirmed.