Bonus Giggly Hotline: stirrups, shoes, and stress

Summary

Giggly Squad – Bonus Giggly Hotline: Stirrups, Shoes, and Stress

Hosts: Hannah Berner & Paige DeSorbo
Date: November 20, 2025

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Episode Overview

In this special "Giggly Hotline" bonus episode, Hannah and Paige answer listener-submitted fashion questions, diving into topics ranging from the resurgence of suiting and menswear-inspired trends to the right way to wear stirrup leggings and the reemergence of peep-toe shoes. The conversation is light-hearted and playful, featuring plenty of banter, personalized style advice, and the duo’s trademark wit. Their discussions highlight current trends, body type considerations, and fashion faux pas, all while stressing the fun and personalization of style—and, of course, a recurring plug for Depop, the circular fashion app.

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Key Discussion Points & Insights

1. Menswear as Womenswear: How to Make It Work

• Listener Q: "How are the fashion girlies hopping on the menswear-as-womenswear trend? How do I make it a fit?" (01:55)
• Paige's Take: Oversized blazers—especially matched with oversized or more fitted pants, like cigarette or leather capris—are the way to go right now. YSL is hailed as the expert of runway suiting. She wore leather capris with an oversized blazer to dinner recently, paired with a kitten heel. (03:08)
  • Memorable quote: “I did ties first. It was a Valentino tie. I wore it with a Valentino skirt. Bravocon. Two years ago. Fuck it.” – Paige (02:31)
• Hannah’s Advice: Oversized is key—“I like to show my waist, cause I could look very squarish. So I like to add a belt to an overflow blazer. But remember, belts, like, five years were, like, not good. Like, five years ago, if you wore a belt, it was like, cheugy. Where now belts are so in.” (03:56)

2. Tips for Styling Workwear & Runway Trends

• Paige: Adds that pencil skirts are back, especially paired with oversized blazers and long leather gloves. Layering a sweater over a blazer, or slinging it over the shoulders for a “preppy generational wealth” vibe, are recommended. (04:30)
  • Hair can feminize a masculine look—try a “Pamela updo” or tousled waves. (05:17)

3. Men’s Fashion: What Women Want

• Listener Q: What do you need the men in your life to wear to ‘elevate’ and complement your looks? (05:35)
• Paige & Hannah’s Preferences:
  • Paige: Above all, vulnerability. “What am I a big fan of that men wear? Vulnerability.” (06:05)
  • Both love pants and a cable knit sweater for men—"All I want is my man to wear pants and a cable knit sweater. He's perfect." – Hannah (05:57)
  • Paige suggests bombers; Hannah disagrees, thinking they can be try-hard unless worn by gay men. (06:13)
  • Rugby shirts with updated fits and cardigans are recommended by Paige. Layering with scarves is fun, especially for gay men—Paige jokes, “I hate when a straight man does a scarf. Yeah, yeah. I'm like, you're probably going to strangle someone with that.” (07:20)
  • Leather jackets: Hannah is cautious (“Are you weary of a leather jacket because you're afraid they'll just go full Danny Zuko?”), Paige thinks they carry “too much power.” (07:44)

4. Stirrup Leggings: Chic or “Horse Girl”?

• Listener Q: Are stirrup leggings chic, and how should I style them? (08:02)
• Paige explains that these leggings hook under the foot and are best with ballet flats or kitten heels rather than full pumps to avoid an overly 80s vibe. (08:37)
• Hannah on color: "If I did, like, a green, I would look like Peter Pan." (09:42)
• Styling advice: Go all black for safety, treat them as regular leggings, and pair with an oversized sweater or a cropped/waist-length jacket. Stirrup leggings, they note, are a perfect trend to buy secondhand on Depop. (09:41)

5. Peep Toe Shoes: Back in Style?

• Listener Q: Are peep toe shoes coming back? Are we wearing them to the office? (11:18)
• Paige’s verdict: Peep toes are back and best for summer—especially with stirrup leggings. Admits they are “more of a summer shoe” and would hesitate on office wear unless the environment is casual. (11:57)
  • Memorable quote: "Peep toes are so back and I'm so here for it." – Paige (11:38)
• Hannah agrees with the allure: “I’m a little bit of a prude. Like, let's start slow with little peep toe. I like that.” (12:22)

6. Complimenting & Community Etiquette

• Hannah’s anecdote: After complimenting a girl on her flare pants in Soho and receiving a flat “thanks,” Hannah jokes she might never compliment again. Provides a window into their expectation of female camaraderie: “If a girl doesn't look at me and say, ‘Oh, my God, thank you. That's the nicest thing you ever said,’…then now I'm like, I’m gonna fight with this girl.” (13:13)

7. Casual Recommendations & Depop Endorsement

• Sourcing trendy pieces: Both recommend Depop for acquiring and reselling statement trend pieces—ideal for those cycling out, like stirrup leggings and fresh sweaters each winter. “Depop is perfect for a stirrup.” (09:20)
• No seller fees: Hannah highlights the app’s ease and lack of seller fees. (11:05)
  • Memorable quote: “One of my favorite things about Depop is, like, it's winter, so, you know, there's like, a couple things that you're like, wow, I need all new sweaters. I need all new, like, jackets. But Depop has such a good selection…” – Paige (10:23)

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Notable Quotes & Memorable Moments

• “You can rely on [buttons] much more than a man. They're not gonna lie to you… They do what they say they will.” – Paige & Hannah on fashion’s dependability (00:57)
• "I'm bottom heavy. You're just not heavy. So I like to show my waist. Cause I could look very squarish." – Hannah, discussing how body shape affects suiting (03:56)
• “All I want is my man to wear pants and a cable knit sweater. He's perfect.” – Hannah (05:57)
• "[Men's] vulnerability. Listening. Ears." – Paige & Hannah, joking about what really makes a man stylish (06:05)
• "I hate when a straight man does a scarf. Yeah, yeah. I'm like, you're probably going to strangle someone with that." – Paige (07:20)
• "If I did, like, a green, I would look like Peter Pan." – Hannah on stirrup leggings (09:42)
• "Peep toes are so back and I'm so here for it." – Paige (11:38)
• “I love a gay man in a turtleneck. I don't like a straight man in a turtleneck. And I will not be explaining further.” – Hannah (10:57)
• “If a girl doesn't look at me and say, ‘Oh, my God, thank you. That's the nicest thing you ever said…’ now I'm like, I’m gonna fight with this girl.” – Hannah (13:13)

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Timestamps for Key Segments

• Depop & Current Fashion Finds: 00:00–01:45
• Menswear/Womenswear Q&A: 01:52–05:30
• Men’s Outfits & Preferences: 05:35–07:58
• Stirrup Leggings Trend: 08:02–10:21
• Seasonal Shopping on Depop: 10:23–11:17
• Peep Toe Shoes Trend: 11:18–12:53
• Compliment Etiquette Story: 12:53–13:32

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Tone & Delivery

The episode is lively and irreverent, combining actionable fashion advice with sarcastic quips and playful self-deprecation. Hannah and Paige rarely miss an opportunity for a joke, but still provide thoughtful answers rooted in personal taste, style experimentation, and current trends. Their chemistry keeps the conversation fast-paced and relatable, making the hotline format feel like friends chatting with friends.

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For listeners seeking style inspiration, trend validation, or a genuine laugh about the “logic” behind scarves and the existential drama of complimenting strangers, this episode is quintessential Giggly Squad: equal parts practical and hilarious.

Transcript

[Paige]

Guys, we're so excited to be answering your fashion questions today. It's my favorite thing to do, and we're doing it with Depop, the home of circular fashion.

[Hannah]

I'm literally scrolling right now. Some influencers have been on it.

[Paige]

I saw that you get to make.

[Hannah]

Money off the stuff that you don't wear. And when it's really stylish, you can have another girl work it and style it in her own way. And I love how, based on what I click on, they kind of decide what I might like.

[Paige]

Yeah. Gives you, like, suggestions of other things.

[Hannah]

Yeah. It's a lot of colored shirts, blazers, and polos for me right now. Ooh, that's cute.

[Paige]

And Depop is where taste recognizes taste. We're actually both wearing pieces from Depop right now. Your deconstructed skirt, and then this is, like, a little blazer skirt. Oh, your deconstructed shirt.

[Hannah]

Sorry, I was like, wait, am I wearing a skirt?

[Paige]

And then I'm wearing this little, like, blazer dress that has, like, buttons on the side, but I made it more like blazer than dress.

[Hannah]

You love a button.

[Paige]

I do.

[Hannah]

Yeah.

[Paige]

Well, they're secure. You can rely on them much more than a man.

[Hannah]

They're not gonna lie to you.

[Paige]

Yeah. They're not gonna go through your phone.

[Hannah]

They do what they say they will.

[Paige]

Yep.

[Hannah]

And based on your outfit, it's perfect because we are doing some work wear questions and even some menswear questions.

[Paige]

Well, one of my favorite things about fashion is being, like, a little bit more masculine dressing.

[Hannah]

Yes.

[Paige]

Like, I like an oversized blazer with, like, an oversized pant about.

[Hannah]

I love when you dress oversized. We like to play with the masculine and feminine. Yes. Also, I'm wearing, like, a Packers T shirt that was, like, deconstructed. I don't know. That's what they say about food.

[Paige]

You love anything deconstructed.

[Hannah]

I love anything deconstructed.

[Paige]

But, like, a cheeseburger, a T shirt, either or.

[Hannah]

I'm so excited. I love getting the fashion takes. The gigglers are fashionable.

[Paige]

Yeah.

[Hannah]

And there's a spectrum. Yep.

[Paige]

And they always have an interesting problem that goes along with said fashion question. It gets a little dicey here.

[Hannah]

It gets specific.

[Paige]

Yeah. With that said, let's get into it. Hi, Hannah.

[Caller 1]

Hi, Paige. Longtime listener, first time caller. So I know we're seeing a lot of, like, tailoring and suiting on the runways right now, and I'm very much into this, like, menswear as womenswear trend, but how are the fashion girlies hopping on this Are we doing blazers? Are we doing. I mean, obviously Hannah's a trailblazer with the ties, but I feel like I'm so close, but I don't really know how to make it a fit. You know what I'm saying? So appreciate your help.

[Paige]

I did ties first. I just want to point that out.

[Hannah]

She's steaming from her ears right now.

[Paige]

I did ties first. Okay. It was a Valentino tie. I wore it with a Valentino skirt. Bravocon. Two years ago. Fuck it.

[Hannah]

It's only been two years. It feels like a decade ago.

[Paige]

I wish.

[Hannah]

Can I say something about what she said, though?

[Paige]

Yeah.

[Hannah]

Her worry is so valid because there's something about a blazer that makes me scared I'm going to look like a millennial going out. Do you remember when we'd go out just wearing blazers?

[Paige]

Like a fitted blazer?

[Hannah]

Yeah. Like, to the club. Like, I just don't ever want to look like a Karen or like a male.

[Paige]

I get what you're saying.

[Hannah]

So how do I make a blazer chic?

[Paige]

Okay, well, I think what she's referring to on, like, the Runway with workwear, it was very. YSL is like the brand that does suiting the best. And they typically do match, like an oversized blazer with a matching pant. I think oversized blazers are. I don't find them to be millennial at all, but I am a millennial.

[Hannah]

But you have to go oversized.

[Paige]

Yeah, you're going oversized. You just have to make sure the fit is what you like. So, like, yes, there are girls that are wearing super oversized pants, but you could also do, like, a more fitted pant. You can also do, like, a cigarette pant. That's like, kind of like a capri. I actually have a pair of leather capris that I'm, like, really loving. And I wore it with an oversized blazer the other night to dinner.

[Hannah]

With what shoe?

[Paige]

I did a kitten heel.

[Hannah]

Thank God. I thought I was actually gonna, like, call the police. I'm like, where's pink? I do have to say one thing about these fashion call ins, which is cool. Is that me and you also have different body types. I'm bottom heavy. You're just not heavy. So I like to show my waist. Cause I could look very squarish. So I like to add a belt to an overflow blazer. But remember, belts, like, five years were, like, not good. Like, five years ago, if you wore a belt, it was like, cheugy. Yeah. Where now belts are so in.

[Paige]

Well, I think you can do a belt on the Pant, which that will like show that you're the difference between your waist and your, like your top and your bottom. But like YSL was doing it very literally. Like they were doing white button ups with belts and like actual. Just like suiting. You can also do like pencil skirts. Yes, Pencil skirts. And like a oversized blazer. And then like long leather gloves are really in.

[Hannah]

Yes.

[Paige]

So that's like way to make it.

[Hannah]

Let's bring in like when you have a blazer, putting a sweater over it. Actually that's a good idea.

[Paige]

Sweater over your shoulders.

[Hannah]

Yes. If you want to go full preppy generational wealth. But wearing, you know, a button up all the way to the top with a. With a tie. Like, I think like go full into it. Don't be afraid to go full 100% business.

[Paige]

Yeah. And then do your hair in like a sexy way.

[Hannah]

Yeah. Like a Pamela updo love. Or a tussled messy wave.

[Paige]

Tousled. I think the word you were looking for, but yes. Grace. Next question. Ladies.

[Caller 2]

I'm grabbing dinner with two of my girlfriends and constantly I feel like they're looking chic. Interesting variety. And I am constantly wearing pants and a cable knit sweater. Pants and a cable knit sweater. Pants and a cable knit sweater. What do you need the men in your life to be wearing to complement your look? To elevate themselves and just bring the right vibe?

[Paige]

Pants and a cable knit.

[Hannah]

All I want is my man to wear pants and a cable knit sweater. He's perfect.

[Paige]

But I'm like bopping to that. The pants and a cable knit sweater.

[Hannah]

Pants and a cable knit sweater.

[Paige]

I'm a big. What am I a big fan of that men wear? Vulnerability.

[Hannah]

Listening.

[Paige]

They're listening. Ears. I think men should wear more bombers.

[Hannah]

Wait, that's so crazy because I was about to say I don't want them in bombers. I feel like bombers are too. Try hard.

[Paige]

Well, because here's the thing. When I think of like, what's my ideal man wearing? Jeans and a T shirt.

[Hannah]

Yeah. Gay men can wear bombers. Cause I know it's their choice. When a straight man does it, it's like someone cooked here.

[Paige]

Okay, here's one thing I want to tell him. So they're modernizing. They're redoing the rugby.

[Hannah]

Yo.

[Paige]

So like you're going to. You're seeing like a lot of collared shirts that have like four buttons. You're buttoning all those buttons up and it's like a sweater. You're tucking it in. That's like a different play on a Sweater.

[Hannah]

Yeah.

[Paige]

So, like, horizontal stripes are really big, like a traditional rugby. But you can also do, like, a cashmere rugby.

[Hannah]

What about a cardigan?

[Paige]

Love a cardigan.

[Hannah]

I could see him in a cardigan.

[Paige]

Just like a T shirt and an oversized cardigan.

[Hannah]

Yes.

[Paige]

And then like a fun jacket and a scarf. And it's like, boom, boom, boom. Layer, layer.

[Hannah]

Let's have fun with scarves. I like when men wear scarves. Scarves. Especially gay men.

[Paige]

I hate when a straight man does a scarf. Yeah, yeah. I'm like, you're probably going to strangle someone with that.

[Hannah]

You don't need a weapon.

[Paige]

You don't need a weapon, sir. Have a cold neck.

[Hannah]

Unless you're blindfolding me, then I'm into it. I don't want to see you. Okay.

[Paige]

So I'm. I'm. I think he'll be okay.

[Hannah]

How about a leather jacket?

[Paige]

I'm just. I'm weary of a leather jacket on a man.

[Hannah]

Are you weary of a leather jacket because you're afraid they'll just go full Danny Zuko?

[Paige]

I think a leather jacket holds too much power for a man.

[Hannah]

It's like, unless you're in a full biker gang, which is, on its own.

[Paige]

Problematic, or you live in France. It's not for you. It's not for you.

[Hannah]

All right. Stir up leggings. Are they chic or giving horse girl.

[Caller 2]

I bought a pair and wore them.

[Hannah]

With heels and a long sweater. What's the chicest way to style them, if at all? What's a stirrup legging?

[Paige]

I'm obsessed. One, that Chris read it. Two, that you're so, like, unbeknownst to me, he put a stirrup legging. A stirrup legging is when it has, like, the foot thing that goes around your foot. Let me show you a picture of.

[Hannah]

A. Oh, so it doesn't go around your toes.

[Paige]

No. Like, you wear it with, like, a ballet flat.

[Hannah]

Yeah.

[Paige]

Or.

[Hannah]

Oh, that's like an 80s aerobics thing.

[Paige]

Yeah. Okay. Yes.

[Hannah]

Okay. Okay.

[Paige]

I personally would wear it with a ballet flat or with a. Would I do a full pump with it? A pump might be like two 80s, I would say, like a kitten heel.

[Hannah]

The molecules in your brain are working.

[Paige]

So hard, they're working overtime because I'm like, there is a world where there is a pump that you could use.

[Hannah]

Yeah. Yeah. Well, the good news is, with a lot of this trendy stuff, I love to find them on Depop because you get them at an affordable price. Also, this trendy stuff that people bought then decided I'm not into this trend, and you'll find it there. So I like to buy stuff on Depop that's trendy.

[Paige]

Okay. That's actually so perfect because it's like, yeah, stirrups were trendy. At some point they've come back, they're recycling, which means they're. They are going to go out so you don't have to spend a lot of money on. Depop is perfect for a stirrup. And also, Depop is perfect for an oversized sweater. Like she said she styled it with. I think that's how I would also.

[Hannah]

What colors would you get?

[Paige]

I would do all black.

[Hannah]

See, because I'm afraid if I did, like, a green, I would look like Peter Pan.

[Paige]

Yeah. I think it's something that, like, you're doing. It's a legging. You're treating it as a legging. So if you're wearing black and you wear black leggings, you do, like, a different colored sweater if you want, or all black. I'd either do an oversized sweater or I would do like a. Like a waistline, like black bomber or like, a waistline jacket.

[Hannah]

Sorry. I'm just crying because I envisioned you running in with stirrups going, are these the auditions for Pippin?

[Paige]

I love stirrup leggings.

[Hannah]

Can you say it?

[Paige]

I'm sorry, is this the audition for Pippin?

[Hannah]

Does Pippin wear red stirrups?

[Paige]

I don't even know what that musical was. All I'm capable of right now. Also, one of my favorite things about Depop is, like, it's winter, so, you know, there's like, a couple things that you're like, wow, I need all new sweaters. I need all new, like, jackets. But Depop has such a good selection of sweaters because I feel like that's that one thing that you're like, I wore this sweater all last year. I can't wear it again this winter. Like, I gotta get rid of it.

[Hannah]

Sell it on Depop.

[Paige]

Sell it on Depop. You always need new turtlenecks each season, so go crazy.

[Hannah]

I love a gay man in a turtleneck. I don't like a straight man in a turtleneck. And I will not be explaining further.

[Paige]

And that is what she's running on.

[Hannah]

There's also no seller fees. I've tried to sell stuff in the past where I'm like, did I lose money from this interaction? I love that Depop has no seller fees. They make it so easy. And the app is so curated for people to find your stuff.

[Caller 1]

Hey, Paige.

[Hannah]

Hey, Hannah.

[Caller 1]

It's mc.

[Hannah]

I noticed a lot of peep toe shoes shown on the Runway at Fashion Week. I was wondering if y' all think they're coming back. Are we wearing our dogs out to the office? I'm worried. I'm concerned. I feel sick. Please let me know.

[Paige]

Wait.

[Hannah]

I love her voice.

[Paige]

Peep toes are so back and I'm so here for it.

[Hannah]

Can you define peep toe for me?

[Paige]

So.

[Hannah]

Because she lost me when.

[Paige]

Okay. You know when you put your foot into a pump and you don't see your toes because it's either. It's like a pointy toe.

[Hannah]

Yeah.

[Paige]

Peep toe. It has like that little hole where you can see like right where my.

[Hannah]

My toes are becoming, like, numb.

[Paige]

Yes. Like, the first two toes, you can see them. They're back. Well, back to like our stirrup leggings. You could wear them with those. I personally think they're more of a summer shoe. Like, I think you're going to see it more like, I started wearing them at the end of this summer. I think you're going to see them more like spring into summer. But yes, peep toes are back.

[Hannah]

I'd like a peep toe. Cuz sometimes I don't like all my toes showing.

[Paige]

Yes. Yeah.

[Hannah]

Like, you're like, oh, cover up.

[Paige]

Sorry.

[Hannah]

I'm a little bit of a prude. Like, let's start slow with little peep toe. I like that.

[Paige]

But her question is, are you wearing them to the office? I don't know what your office vibe is. I.

[Hannah]

We're not allowed in offices.

[Paige]

I would advise maybe. No. Because unless like in the summer, if you go to your office and you wear like open toe shoes, then. Okay. It's just like, I don't know. I don't know.

[Hannah]

Yeah, I think.

[Paige]

I think if you're wearing like a flare pant, you can wear them, but maybe it's not like the whole main show.

[Hannah]

Oh, my God. Quick story. There was a girl in a good flare pant in soho and I walked by her.

[Paige]

Nothing more than a girl in a good flare pant.

[Hannah]

It looked so. Because it was like a statement. And she was standing there like, taking a picture of herself. And I was like, okay. Like, she clearly likes her outfit. And I just decided to be, like, so thoughtful and nice and give her a compliment.

[Paige]

You're like, that's another pant.

[Hannah]

I said, I love your pants. And she just looked at me and said, thanks. And I was like, well, I'm never complimenting anyone again.

[Paige]

That's sad.

[Hannah]

If a girl and this is the thing. Yeah. She said, thanks, but if a girl doesn't look at me and say, oh, my God, thank you. That's the nicest thing you ever said. Where do you want, like, then now I'm like, I'm gonna fight with this girl.

[Paige]

Like, I actually take it back.

[Hannah]

I should take it back. But anyway, there are good flare pants on Depop, that I'm probably gonna get.

[Paige]

Thank you, Depop, for making this hotline bonus episode possible. We love giving the Gigglers advice.

[Hannah]

Depop is the home of circular fashion.

[Paige]

Where taste recognizes taste.