Sibling Rivalry – "The One About Our Favorite Music" (October 20, 2025)

Overview

In this lively episode, drag superstars and best friends Monét X Change and Bob The Drag Queen dig into their favorite music, riffing hilariously about cultural impact, favorite tracks, and controversial music lists. The pair share personal stories, debate iconic songs of the 21st century, react to Rolling Stone’s Top 10 list, and reveal their own top five tracks. True to form, the episode is packed with quick-witted banter, playful roasting, and heartfelt music geekery—plus several memorable tangents about age, pop culture, drag terminology, and queer greeting rituals.

Main Segments & Key Discussion Points

The Rolling Stone Top 10 Best Songs of the 21st Century

(Starts ~06:35)

• Monét tries to reveal news about Missy Elliott, leading to playful confusion over song titles:

  "Gossip Girl by Missy Elliott has been voted the number one song in the 21st century." – Monét (03:06) "Maybe you mean 'Gossip Folks.'" – Bob (03:18)

• Both hosts react to Rolling Stone's list, debating the placements and the cultural reasoning behind song choices.
• Bob and Monét clarify the difference between Rolling Stone (magazine) and The Rolling Stones (band), and have a humorous mini-debate about centuries vs. millennia.

Rolling Stone's Top 10 of the 21st Century (as discussed):

1. Missy Elliott – "Get Ur Freak On"
2. Yeah Yeah Yeahs – "Maps"
3. Beyoncé – "Crazy in Love"
4. The White Stripes – (Song unnamed, but referencing “Seven Nation Army")
5. Taylor Swift – "All Too Well"
6. Robyn – "Dancing on My Own"
7. Kendrick Lamar – "Alright"
8. Radiohead – "Idioteque"
9. Britney Spears – "Toxic"
10. Frank Ocean – (Song unspecified)

Opinions, Iconic Tracks & Side Conversations

Missy Elliott

• They debate which Missy Elliott songs deserve the most praise.

  "Get Ur Freak On ... now that I'm getting into it, this song is SO good." – Bob (27:22) "She is great." – Monét (27:56)

Britney Spears & Music Video Memories

• Both hosts recall iconic Britney moments and videos.

  "Toxic is my favorite Britney Spears song." – Monét (09:38) "My favorite is Womanizer.” – Bob (09:41)

• Commentary on Britney’s performance evolution and Instagram presence.

Taylor Swift’s Inclusion

• Monét and Bob challenge the choice of “All Too Well," suggesting other tracks like “Bad Blood” or “Look What You Made Me Do” were more impactful.
• Bob admits to falling out of the Taylor Swift “era” after a certain point; both acknowledge not being huge Swifties.

  "Everyone wants me to have an opinion on this Taylor Swift album, but the truth is, I don't listen to Taylor Swift's music enough to love her or hate her." – Bob (16:35)

Debating Drag Terminology Sensitivity

• The pair reflect on changing terminology in drag—specifically "drag suicide" versus "drag roulette"—and the importance of cultural sensitivity, agreeing that evolving language makes sense for inclusivity.

  "There is some stuff that I choose to not be particularly sensitive to." – Bob (12:36) "All the queens in New York, they pivoted to calling it roulette...probably wise." – Monét (13:28)

Personal Top 5 Songs of the 21st Century

(Main list discussion Starts ~28:21)

Monét’s List:

1. SZA – "Broken Clocks"
2. Beyoncé – "Sorry"
3. Lady Gaga – "Paparazzi"
4. The Reason – (by Hoobastank)
5. Ciara – "Ride"

Bob’s List:

1. Mariah Carey – "We Belong Together"
2. Adele – "Set Fire to the Rain"
3. Madonna feat. Nicki Minaj – "Bitch I’m Madonna"
4. Jay-Z & Linkin Park – "Numb/Encore"
5. Plain White T’s – "Hey There Delilah"

• Both grapple with song rankings, disclaiming the difficulty of narrowing down favorites and suggesting their reasoning is subjective—Monét leans more on vocal performance and vibe, Bob on cultural impact.

Notable quotes:

"Top five is hard, y’all ... don't nail me to the cross for this list." – Bob (28:31) "We're probably analyzing from different lenses." – Monét (28:49)

Deep Dives, Tangents & Memorable Moments

The Meaning of Music Eras, Ages & Cultural Markers

• Discussion about when a song becomes an "oldie," pop star ages, and big birthday milestones.

  "A 20-year-old song is definitely easily an oldie." – Bob (04:14) "Did you feel like 25 was, like, a big moment for you?" – Monét (05:54)

Music Video Culture & Choreographers

• Touching on Todrick Hall's involvement with Beyoncé and Taylor Swift music videos.

  "And if there’s one thing Todrick Hall would do is choreograph something and put his ass in it." – Monét (14:41)

The Secret Album Phenomenon

• Bob is fascinated by Mariah Carey’s "secret" rock album (released under the name "Chick") and Wu-Tang Clan’s notorious never-to-be-heard time capsule album.

  "She has a secret album she recorded ... she’s like, I might put it out one day." – Monét (37:17) "Wu-Tang Clan’s time capsule album [is] supposed to be out in 2103." – Bob (39:07)

Drag Sex Realness

• Monét describes the realism (and mess) of trying to have sex in drag, including fondling with wigs and makeup:

  “When you’re fucking a queen, you’re fucking a clown.” – Monét (43:15) "How are you laying down in the bed and having sex?” – Bob (43:54)

Queer Kissing Rituals & Cultural Greeting Differences

• The hosts discuss greeting friends (and strangers) with cheek and lip kisses in queer culture, versus customs in straight or European circles.

  "Naomi kisses on the lips all the time — she's the lip kisser!" – Bob (46:43) "For queer couples... I see it happen to just kiss each other on the lips." – Monét (46:53)

• Touched on Inuit kissing and cultural meaning:

  "They grab your head and smush their, like, face into your cheek, like, really, really hard. The harder they do it, the more affection they show toward you." – Bob (50:28)

Fun Etymology Myths and Idioms

• Explored weird etymology myths (like 'sand' being 'sea + land'—debunked) and brainstormed a future episode inventing their own idioms.

  "That sounds like something you see on TikTok without looking up and then just saying it's true." – Bob (53:15)

Notable Quotes & Timestamps

• "Get Ur Freak On ... now that I'm getting into it, this song is so good. Oh, you feel me now? I feel it. Loud and proud! Oh, that's such a good song." – Bob (27:22)
• "Top five is hard, y’all ... don't nail me to the cross for this list." – Bob (28:31)
• "Also, I think we're probably analyzing from different lenses." – Monét (28:49)
• "There is some stuff that I choose to not be particularly sensitive to." – Bob (12:36)
• "She has a secret album she recorded ... she’s like, I might put it out one day." – Monét (37:17)
• "Naomi kisses on the lips all the time — she's the lip kisser!" – Bob (46:43)

Timestamps for Key Segments

• Rolling Stone List Reaction – 06:35
• Debate on Britney, Taylor Swift, and "Oldies" – 09:35–14:00
• Drag Terminology (Drag Suicide/Roulette) – 12:13–13:57
• Personal Top 5 Songs – 28:21–36:16
• Mariah Carey's Songwriting & Secret Albums – 36:53–38:08
• Wu-Tang Clan’s Secret Album – 38:29–39:11
• Queer Greeting Rituals (Kissing) – 46:32–48:06
• Inuit Kissing – 50:06–51:27
• Etymology Urban Legends – 53:01–54:01

Takeaways

Sibling Rivalry's signature charm shines through: Bob and Monét provide a blend of sharp takes, music trivia, and cultural perspective, all while keeping each other—and the audience—howling with laughter. Whether discussing which Missy Elliott track is supreme, how a song graduates to "oldie" status, or why drag sex is a full-contact sport, they treat every subject with humor and heart. Their top five lists blend nostalgia, queer perspective, and pop canon—perfect for anyone who loves music, drag, or unapologetically real friendship.