Podcast Summary:

Brooke and Jeffrey: Second Date Update

Episode: HALLOWEEN SHOW: Jeff’s Disney Villain Song, Boo’s & Booze Date + Ghost Hunter Prank (10/31/25)
Release Date: November 2, 2025

Overview

This special Halloween episode of “Brooke and Jeffrey in the Morning” is a vibrant, costume-filled extravaganza stitching together all of the show’s fan-favorite bits with a distinctly spooky twist. The cast dons elaborate Disney villain costumes, delivers themed games and segments, and centers the episode on haunted dating misadventures, supernatural pranks, Halloween pop culture, and Jeff’s original villain song. The mood is cheeky, self-aware, upbeat, and loaded with playful jabs among the co-hosts.

Key Segments & Insights

1. Group Costume Reveal & Opening Banter

[00:00–03:33]

• The cast discusses listener Halloween costumes imitating the hosts.
  • Brooke: “A way to represent that astigmatism for me… I appreciate that.” (00:57)
• There’s major anticipation for the full team costume reveal—this year, the cast committed extra effort.
• Teasers about the group costume (Disney villains), work Halloween parties, and an office chili cookoff are shared.

2. Halloween Shock Collar—“Boo or Boo Hoo?”

[04:01–09:29]

• The morning trivia game is Halloween-news themed: is this bizarre headline real (“Boo”) or made up (“Boo Hoo”)?
• Rapid fire, witty banter and Halloween puns abound.
• Memorable moment: Alexis is shocked and must sing the “Ghostbusters” theme after losing.
  • Alexis: “If there’s something strange in your neighborhood, who you gonna call…” (09:00)

3. Costume Reveal & Disney Villain Impressions

[09:41–12:25]

• Everyone acts out their villain for listeners to guess:
  • Alexis: Cruella de Vil
  • Brooke: Ursula (“It’s what I do. It’s what I live for…” (10:33))
  • Jose: Maleficent (“On her 16th birthday, she will prick her finger on a spindle!”)
  • Jeffrey: Captain Hook (“If I could only find his secret lair of Lost Boys…”)
  • Others: Boogie Man, Jafar, Queen of Hearts, Scar
• The segment is spirited, satirical, and winking at their own over-the-top performances.

4. Laser Stories (Werewolf Stories)

[12:35–20:44]

• Halloween “Laser Stories” become “Werewolf Stories,” featuring oddball real-life, holiday-themed news.
  • Loose monkey in Spirit Halloween store, clown break-ins (with cocaine!), “booger” candies, Twix’s new “Hallowmus” treat.
  • Commentary is quick with joke-piling:
    • Jeffrey: “If we don’t win some kind of innovative radio award for this, we’re never going to win.” (13:02)
    • Brooke: “Why do you need Boogie Bites—kids already eat real ones… have you been to elementary school?” (17:01)
• Discussion about how pets secretly hate costumes, with host anecdotes.

5. Riffin’ Around: Spooky Songs Game

[21:10–28:56]

• Halloween edition music trivia: instrumental snippets of iconic spooky or villain songs.
  • Songs include: “Thriller,” “This Is Halloween,” “Somebody’s Watching Me,” “Monster,” “I Put a Spell on You,” “Don’t Fear the Reaper,” etc.
• Alexis (as Cruella) unexpectedly wins the game.
  • Brooke: “Dude, you’re really annoyed today.”
  • Jeffrey: “Nobody on textboard believes in you, Brooke. Even your husband Michael wrote in, ‘LOSER’ in all caps.” (27:15)
• It’s a raucous and competitive segment, full of self-deprecating jabs.

6. Second Date Update: The “Pumpkin Man” Trauma

[35:19–53:15]

• Evan calls in after being ghosted by Calista following a Halloween bar crawl.
• They hit it off judging bad costumes, kiss at the last bar, but Evan repeatedly refuses to dance.
• Brooke and crew speculate his lack of dancing may have killed his chances.
• When Calista comes on, she reveals Evan's traumatic reason: his mom forced him, age 10-15, to annually dance dressed as “Pumpkin Man” at the town festival.
  • Calista: “If you’re still that affected by something like that when you’re 10, you probably can’t handle anything in life.” (46:56)
  • Evan: “My mom would force me to wear a skin-tight orange suit and pumpkin on my head to go dance in front of the town.” (48:14)
• Calista unsure about his baggage but agrees to a second date if he’ll dance:
  • Calista: “I’m only going if you go dancing with me.”
  • Evan: “Yeah, let’s do it. I’ll get out there. I’ll show what little moves I have.” (51:20–51:25)
• Segment wraps celebrating second date “progress,” and joking about childhood dance traumas and Halloween baggage.

7. Halloween Phone Tap: Ghost Hunter Prank

[29:38–35:12]

• Prank call: Two bumbling Italian ghost hunters (Vito and Vino) investigate supposed apartment haunting, incessantly interrupting and digressing.
  • Calista (victim): “I’m having a really hard time communicating with you.”
  • Jose (as Vito): “We’ve been busting ghosts since our Nana’s pizzeria closed down—under mysterious circumstances… because of the rats.”
• They eventually reveal it’s a prank radio call.
  • Calista: “You guys really are…” (trailing off in disbelief)

8. Halloween Song of the Week: “No Shame in Villainy”

[54:02–59:46]

• Jeff delivers an original Disney-villain inspired musical number (to the tune of “Prince Ali” from Aladdin), lauding Disney’s greatest baddies.
• Lyrically sharp, packed with references, and full of swagger:
  • Jeffrey (singing): “No shame in villainy. They cheat and they scheme like a work of art. Mark Wahlberg would say that they’re wicked smart...”
  • Energetically performed in costume; the segment is a highlight, with the others applauding and riffing afterward.
• Brooke: “Is there a movie where the villain isn’t the best dressed?” (59:19)

9. Bonus: Trivia Face-Off and Playful Halloween Closer

[60:08–65:51]

• Halloween-themed trivia game with returning player “Count Kevin,” who stays in vampire character.
  • Kevin: “It is I, Kevin. And I am going to destroy Brooke today.” (60:36)
• After a theatrical round, Brooke handily wins.
• Closing jokes about costumes, Halloween parties, and what they’ll hand out on trick-or-treat night.

Notable Quotes & Memorable Moments

• Brooke: “A way to represent that astigmatism for me… I appreciate that.” (00:57)
• Jeffrey: “If we don’t win some kind of innovative radio award for this, we’re never going to win.” (13:02)
• Brooke (on villain pride): “There’s so much work to be a villain.” (55:02)
• Evan: “My mom would force me to wear a skin-tight orange suit and pumpkin on my head to go dance in front of the town.” (48:14)
• Calista: “If you’re still that affected by something like that when you’re 10, you probably can’t handle anything in life.” (46:56)
• Jose (as Vito the Ghost Hunter): “Me and my cousin Vito been busting ghosts since our nana's pizzeria closed down under mysterious circumstances.”
• Jeffrey (singing): “No shame in villainy, they cheat and they scheme like a work of art…” (56:25)
• Count Kevin: “It is I, Kevin. And I am going to destroy Brooke today.” (60:36)

Timestamps for Key Segments

• [00:00–03:33] – Opening banter, costume anticipation
• [04:01–09:29] – Halloween “Boo or Boo Hoo” headlines game
• [09:41–12:25] – Costume reveal and villain impressions
• [12:35–20:44] – Werewolf (Laser) Stories
• [21:10–28:56] – Riffin’ Around: Spooky songs music game
• [29:38–35:12] – Phone Tap: Ghost Hunters (prank)
• [35:19–53:15] – Second Date Update: Pumpkin Man dancing trauma
• [54:02–59:46] – Song of the Week: “No Shame in Villainy”
• [60:08–65:51] – Halloween trivia with Count Kevin

Overall Tone & Takeaway

The episode is a witty, self-deprecating, and pop-culture-rich celebration of what makes Halloween in radio so fun—playful teasing, elaborate costumes, Halloween misadventures, and generously silly original content. The “Second Date Update” about “Pumpkin Man” stands out as both hilarious and surprisingly heartwarming, while the original villain song is a crowd-pleaser. Throughout, the cast’s love for Halloween, and for poking fun at each other, takes center stage. Listeners get the full Halloween “treat” experience, social-media shout outs included.

For more Halloween fun, go check out their costumes and videos on Instagram, TikTok, or YouTube @BrookeAndJeffrey.