Giggly Squad — Bonus Giggly Hotline: Proposals, Pastors, and Pickleball

Hosts: Hannah Berner & Paige DeSorbo
Release Date: September 4, 2025

Episode Overview

In this lively bonus episode, Hannah and Paige open up the “Giggly Hotline” to respond to real listener dilemmas and summer stories. Topics range from dating older men found through pickleball, proposal anxiety, and the realities of evolving friendships, to an unforgettable mishap involving a pastor and a backless bra photo. Infused with their signature self-deprecating humor and candid advice, the duo dives into pop culture, relationships, and personal stories, making for a laugh-out-loud, relatable listen.

Key Topics & Discussions

1. Pickleball Zaddy Dilemma

(01:29–06:32)

A 29-year-old listener calls in: after years of celibacy, she’s eyeing a 44-year-old “scrumptious” man on her pickleball team. The catch? He follows over 1,200 Insta-thotties—huge ick. She asks: Should she have a little fun, or run?

• Paige hilariously breaks down men by age group, advocating for “zaddies” post-20s:
  • “Once you’re like in your late 20s, your brain’s fully formed. Men in their 20s, no offense—squirrels. They move a lot.” (02:33)
• Hannah warns about falling too hard after a long dry spell:
  • “If I were to be celibate for that long, I know it could be a sewer rat—could be my next man. I’m obsessed.” (04:13)
• Both agree: Fun is fine if she’s clear-headed, but do not expect love from a guy glued to Insta models:
  • “My husband… he only follows me” (Hannah, 05:15)
  • “Give him some Advil and get out of there.” (Paige, 05:33)
• Wisdom about older single men: Just because he’s 44, doesn’t mean he’s settling down (“He’s gonna Clooney it.” – Paige, 05:28).

2. Proposal Limbo and ‘The Waiting Game’

(06:32–10:17)

Another listener confesses she’s in “proposal limbo”—always thinking her boyfriend’s about to propose, but he never does.

• Paige sets expectations straight:
  • “It’s not you waiting to be picked by him… It’s two consenting adults deciding to spend their life together.” (07:49)
• Hannah delivers a wakeup call:
  • “You might think he’s your person, but ipso facto, he’s not.” (07:06)
• Both urge direct communication about timelines instead of dropping hints or waiting for a cinematic surprise:
  • “You have to have a conversation, and I don’t think that makes you, like, not go with the flow.” (Hannah, 08:45)
  • “Never gonna marry someone who’s unsure about me because I’m unsure about myself. I don’t need someone else.” (Paige, 10:06)
• Notable moment: Paige recounts calmly discussing marriage with her fiancé Dez before his proposal (09:12).

3. Friendships in Transition

(11:31–15:08)

A listener is in a trio of roommates—but the gang is splitting: one goes to med school, another moves in with a boyfriend.

• Paige salutes the rare success of a friend trio, then gets real:
  • “First of all, kudos to her for having a friendship of three work as long as it did.” (12:04)
• Hannah recommends focusing on one-on-one bonds:
  • “You have to focus on your individual friendships with each girl.” (12:37)
• Tips for long-distance friendship maintenance:
  • Lean into group chats, FaceTime, and shared memes or TikToks.
    • “Literally sending memes… when that bitch texts me a TikTok… that’s my friend.” (Hannah, 14:04)
  • Plan occasional girls' trips or dinners (“It’s more a celebration of your friendship… you had to really put effort.” – Paige, 13:13)
  • Don’t fear making new friends — don’t get limited by nostalgia (Paige, 14:50).

4. Push-Up Bra Pics Sent to a Pastor

(15:31–17:45)

A hilarious disaster story: a caller accidentally sends before/after push-up bra selfies to the wrong number—turns out it belongs to a local church assistant pastor.

• Hosts’ reactions:
  • “Oh my God. This is the best thing ever.” (Hannah, 16:19)
  • “Is that real?” (Paige, 16:23)
• They encourage her to cherish this as an iconic fun fact:
  • “Anytime you’re in the situation where someone says ‘and now tell a fun fact about you’—this is a great fun fact.” (Hannah, 17:05)
• Paige muses: “What if the pastor, like, wasn’t in a relationship and... And then we started texting, and now… we’re going on a date.” (17:22)
• Both riff on how bizarre (and modern) church life can be—implying, hey, everyone makes texting mistakes!

5. Scheduling Sex Before Takeout Arrives

(18:29–19:00)

Quick sidebar: The duo laugh about the logistics of sex scheduled around food deliveries.

• “Do you ever schedule, like, pre-food sex?...We have about 25 minutes before it gets here” (Paige, 18:29)
• “Once it gets there, you can’t then go do it. Cause you’re like, but the food’s here!” (Hannah, 18:42)

Notable Quotes & Memorable Moments

• Paige (on dating vs. Instagram thotties):

  “I don’t get turned on by a man that can get turned on by a warm apple pie—which is every man.” (03:58)

• Hannah (on celibacy rebound risk):

  “I know it could be a sewer rat—could be my next man. I’m obsessed.” (04:13)

• Paige (on relationships):

  “Never gonna marry someone who’s unsure about me, because I’m unsure about myself. I don’t need someone else.” (10:06)

• Friendship reminder:

  “Some friendships are just convenience… if you guys can make it to having your individual lives and making time for each other every couple months, it’s great.” (Paige, 13:55)

• Accidental pastor text:

  “Anytime you’re in a situation where someone says ‘and now tell a fun fact about you’—this is a great fun fact.” (Hannah, 17:05)

Timestamps for Major Segments

• 00:00–01:29: Quick intro banter; Dunkin’ shoutouts
• 01:29–06:32: Pickleball/older man Instagram dilemma
• 06:32–10:17: Proposal anxiety and open communication advice
• 11:31–15:08: Roommate trio splitting—how to evolve and retain friendships
• 15:31–17:45: Sexting disaster: Bra photos to a church pastor
• 18:29–19:00: Scheduling sex before food arrives

Tone & Takeaways

The episode is fast-paced, confessional, and always self-effacing. Advice is real, sometimes blunt, but always wrapped in a giggly, non-judgmental style. Both hosts blend practical wisdom with playfulness—never taking themselves too seriously but always rooting for listeners to make empowered choices (or at least, get great stories out of their mishaps).

For fans of pop-culture-flavored, big-sister banter, this mini-hotline is maximum giggle!