Long Winded with Gabby Windey

Episode: "Life of a (show) girl"

Host: Gabby Windey
Date: October 9, 2025

Episode Overview

In this solo episode, Gabby Windey delivers an unfiltered, often hilarious monologue as she catches her audience up on big personal updates, shares her take on Taylor Swift's polarizing new album, and takes a deep (and very real) dive into women's health—especially the under-discussed reality of pain in gynecological care. With her signature blend of sarcasm, candor, and lively storytelling, Gabby moves effortlessly between pop culture critique, personal anecdotes, and social commentary—backed by the occasional interruption from her partner, Robbie.

Key Discussion Points & Insights

1. Big Personal Update: Gabby Becomes a "Showgirl"

Timestamp: 00:59–04:00

• Gabby excitedly announces she landed a role on a new Netflix series, The Body, which requires her to move to Toronto for five months.
• She’s both thrilled and anxious about the opportunity and the harsh Canadian winter:
  • "I'm so scared. I got a role on a new Netflix show called the Body...So I have to endure five months of the cold, long winter and seasonal depression. Huh. But I'm positive about it. I'm trying to be positive." (01:56)
• Gabby also reflects humorously on her anxieties, her self-deprecating humor evident as she juggles packing, winter dread, and gratitude for her fans.
• Notable running bit: Gabby’s ASMR cold brew drinking for the “weekly dose of ASMR and bullshit.”

2. Pop Culture Shit Talk: Taylor Swift's New Album

Timestamp: 04:00–38:49

A. Taylor Swift on Jimmy Fallon & “Life of a Showgirl” Album

• Gabby launches into a sharp, playful critique of Taylor Swift—her media persona, love of the spotlight, and especially her new album.
• She jokes about Taylor’s “legend in her own mind” status (borrowing liberally from Real Housewives:
  • "She thinks that she's some kind of a savant writer, which she said herself. And I'm like, maybe, maybe in your own mind. Akin to what Bethany Frankel unforgettably told Sonia Morgan...she is a legend in her own mind." (05:56)

B. Swiftie Culture, Fan Persona, and Internet Hate

• Gabby acknowledges the polarized online discourse: people loving to hate Taylor, “hate-listening,” and the echo chamber effect.
• She plants a flag: Despite the backlash, she likes (not loves) the album—particularly the song “Ophelia.”
  • "You're probably thinking to yourself, does Gabby like this album or does she love it? And you know what, you're not going to want to hear this, but I pretty much like it. I do, I do. Sue me. I'm speaking my truth." (07:09)

C. The “Ophelia” Deep Dive & Literary Easter Eggs

• Gabby humorously investigates Taylor’s song “Ophelia,” joking about her own lack of culture (“for the uncultured like myself, give us some room to breathe”) (08:39).
• She mocks the dramatics of Ophelia and Taylor alike, riffing on Shakespeare and making tongue-in-cheek comments on supposed hidden meanings in Taylor’s lyrics:
  • "What does it mean to be Ophelia? ...Ophelia, much like Taylor, is such a drama queen that after being rejected from Hamlet, she drowns herself. What? In six inches of water? That's not gonna do it." (09:26)

D. Critique of Taylor's Lyrics, Persona, and Business Savvy

• Gabby admits to hate-watching before doing deeper “research” (i.e. listening repeatedly while stoned), eventually giving Taylor credit for her big vocabulary and literary references.
  • "One thing about Taylor is that she's well read, and she will maybe have a Greek mythology reference...She uses words like Machiavellian and Ghosh. Taught me, taught me what those mean." (12:43)
• She highlights the persistent criticisms: Taylor’s lyrics are corny, sometimes juvenile, and the “YA novel” comparison is accurate. Gabby notes the business motivations for staying youthful:
  • "She wants to maintain the appearance of her youth by still singing about juvenile dumb. Somebody said it reads like a YA novel and to that I agree, but so do all of her other albums." (19:58)
• Fashion critique: Gabby bemoans Taylor’s loss of “famous hair” and basic fashion choices (“It's giving varmint. It's giving rodent.”) (22:07)
  • "Money can't buy you taste. It can buy you all the things in the world, but it cannot buy you taste." (20:42)
• She contrasts this with a tongue-in-cheek celebration of the absence of Taylor’s signature red lipstick.

E. On Lyrical Inconsistency and Sex in Pop Lyrics

• Gabby is both amused and appalled by Taylor’s abrupt switches between kid-appropriate content and suddenly explicit, sexual lyrics, criticizing her for “singing to high schoolers” then dropping “a scene sexual bomb.”
  • "But then she drops a scene sexual bomb. Like, she's like all sexual in this album, but she's singing to high schoolers...it's like, pick one, Taylor. Those things do not go together." (27:31)

F. Music Industry Cynicism

• Gabby broadens her critique to address marketing ploys and “churn” in the pop industry, noting Taylor and Sabrina Carpenter’s constant output for relevancy and cash.
  • "And we know now it's just obvious that Taylor is doing marketing schemes and marketing ploys and wants to make more billions and billions of dollars. But we knew, we knew that." (32:54)

G. The Charli XCX "Diss Track" Controversy

• Gabby discusses rumors about Charli XCX’s song “Sympathy is a Knife” being a Taylor diss track, analyzing the context, Easter eggs, and online fan drama (“maybe Taylor is as petty as we think she is”).
  • "If we're assuming Sympathy is a Knife by Charlie XCX is about Taylor, then we must assume Anything, Everything Romantic whatever the is called, is about Charlie. Because she opens the line with you're all coked out and we know our queen Coke." (36:18)
• She humorously compares Taylor and Charli to different dog breeds (“Taylor’s like a wiener dog...Charlie is more like a Doberman.”) (37:53)

H. Brief Music Picks

• Shoutout to Doja Cat’s new album: “It makes you want to dance...it’s basically no skips.” (38:49)

3. Healthcare Harsh Truths: Women's Pain is Not Taken Seriously

Timestamp: 41:29–57:00

A. Reddit Rabbit Hole: Common Healthcare Misconceptions

• Gabby recounts falling into a Reddit r/Ask thread about healthcare myths, where the dominant topic was women’s pain in gynecological procedures.
  • "Tons and tons and tons and tons of replies about gynecologic care and cervix pinches and inserting IUDs without pain medicine...This common misconception being that women don't feel pain at all." (41:54)

B. The Reality of Gynecological Procedures

• With comedic indignation, Gabby breaks down the trauma of speculums, IUD insertions, and cervical biopsies being minimized as “just a pinch.”
  • "You're minimizing my great pain to a mere pinch. Pinch. Pinch Pins. It's just a...If it's just a pinch, get over here and let me do you. Huh? Time for me to pinchy pinch you." (46:38)
• She notes the contradiction of men being unable to empathize with pain in organs they don’t have, how medical myths get codified by men, and the ridiculousness of procedures named after male doctors.

C. Personal Anecdotes: "I Became a Lesbian, Thank God"

• Gabby shares her personal journey with IUDs and how painful insertions led her, half-jokingly, toward her current sexuality:
  • "I landed on the copper IUD. And then I became a lesbian, thank God." (53:41)
• She paints a visceral picture of the anxiety and vulnerability women experience in gynecological settings, from worrying about “snail trails” to fearing fainting during procedures.

D. Societal Dismissal of Women’s Pain

• Gabby connects this medical neglect to societal expectations for women to hide discomfort and be agreeable:
  • "Because we're taught from a young age to be amiable, be nice, and don't tell anyone you're uncomfortable. Just don't do it." (55:07)
• She closes this segment with a satirical role-reversal: men would require “full sedation” for the equivalent pain, yet women get told to "just relax."

Notable Quotes & Memorable Moments

• On Playing Herself:
  "You don't like when I'm normal, when I'm myself, when I'm authentic. Nobody has a little gastric bubble time to time. Oh, you get out of this life without a bubble gut." (03:28)

• On Being a Legend (in Her Own Mind):
  "I am a legend in my own mind and so is Taylor Swift. But honestly, her streams reflect that." (06:18)

• On Taylor’s Lyrics:
  "She's corny. We just know she's. She is and always will be a corn nut. A corn nutter." (13:44)

• On Fashion:
  "Money can't buy you taste. It can buy you all the things in the world, but it cannot buy you taste." (20:42)

• On Pop Star Sexual Tension:
  "She says like his love is the key to opening up my thighs. And yeah, it sounds cocky. Cocky. You want these preteens to listen to your album to pilfer all the money from their moms and they don't have much. They're spending it all on the Eras tour." (29:34)

• On Medical Negligence:
  "This common misconception being that women don't feel pain at all is what it came down to, but especially that we don't have nerve endings in our cervix. Are you kidding me?" (43:35)

• On Gender and Healthcare:
  "Do you think a man could tolerate the pinch of their mushroom head right off and into the ground? Oh, there goes your pee pee." (56:10)

Episode Structure & Timestamps

• 00:59–04:00: Gabby announces her acting role and upcoming move to Toronto.
• 04:00–38:49: Deep dive into Taylor Swift’s new album (“Life of a Showgirl”), broader pop culture talk, music business cynicism, Charli XCX diss rumors, and Doja Cat’s new album.
• 41:29–57:00: Gabby’s comedic yet cutting takedown of misconceptions in women’s healthcare, focusing on pain minimization in gynecological settings, interwoven with personal experiences and social commentary.

Tone and Style

Gabby infuses every observation with irreverence, sarcasm, and a touch of absurdity, taking familiar pop culture and health topics and spinning them into both laughter and genuine insight. She oscillates between playful self-deprecation, frankness about women’s experiences, and biting commentary on celebrity and healthcare culture—all while staying relatable and deeply herself.

For Listeners Who Missed the Episode

You’ll come away with:

• A hilarious, skeptical, but reluctantly appreciative breakdown of Taylor Swift’s new album and persona.
• Tangents about millennial aging, internet hate mobs, famous hair theory, and the absurd realities of the music business.
• Unfiltered, fierce truth-telling about the underestimation of women’s pain in medical care, and why being told “it’s just a pinch” is both laughable and infuriating.
• The unique (and always entertaining) lens of Gabby—a former nurse, cheerleader, and reality diva now stepping into her actress era, refusing to hold anything back.

Next time on Long Winded: A strong chance of more rants, realness, and at least one ASMR cold brew moment.