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Giggly Squad

30 Oct 2025 · 16m

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Bonus Giggly Hotline: skinny jeans and starting over

In short

In this special episode, hosts Hannah Berner and Paige DeSorbo answer fashion-related questions from listeners with the help of Depop, emphasizing personal style and fashion advice. They cover topics such as fashion dilemmas, shopping woes, and style staples for various occasions.

Written by AI. May contain mistakes.

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0:00Okay, we're so excited to be doing this extra special episode with Depop because we're gonna be answering all of your fashion questions. We're going to be the fashion police. I can't wait to see how you interpret it and how I interpret it. Interpret it is such a nice word to use. I'm on my Depop shit. I'm currently looking at these 90s vintage sunglasses that I need. Oh, that's so you. Yeah, they... You know I don't like... You guys submitted fashion questions. I feel like some might be directed towards you, but I'm going to answer it anyway because I don't care. Because I'm not going to let people...

0:35This is a matriarchy here. Yeah, like I'm going to take up space. Yeah. Depop is the home of circular fashion where taste recognizes taste. I love circular fashion. I love discovering things that aren't just like in the stores where people are like, this is what you have to buy. You love a challenge. I love a challenge. You love being creative. I love being creative. You love making it your own. Paige, you look so snatched. What is this top? Okay, you picked this out for me, this sweater. It's like tight here. And then wait, actually, I don't know. It's Alexander Wang. It's Alexander Wang. And I actually do really like it.

1:09And then I have these little gray shorts on. I'm obsessed with it. Which if I had tights. Oh my God. Just underwear and tights? Well, no. I have shorts on. Oh. Sorry. No, it's your thing. And no bottoms. And no bottoms. Are we done with the underwear look? Is it over? It's definitely not over. I feel like micro shorts are still happening. I just feel like I've done it so much. I did it before people were doing it. So I feel like people are sick of seeing me in it. Got it. So like you're sitting on the bench for that. Anyway, I'm wearing Lacoste. Wait, it's giving like this is what we'd wear in middle school.

1:43Yeah. If you had a second one on top of it and both collars. And collars up. I'm obsessed with polos for fall and buttoning it up all the way to the top. Trenchcoat button to the top. Yeah. There's something about it that like it's so not sexy. It's sexy. Well, it's kind of like having a tie on without having a tie on. That's why I like it. You love it. It's giving like a countant who didn't go to college. yeah and let's continue hi paige and hannah um my question do we prescribe to skinny jeans coming back i know paige loves a little cigarette pant capri vibe but i'm talking full length skinny jeans do we prescribe yes or no because i fear i have thrown them all out thank you I don't think she needs them unless she's like really trying to do like a riding boot and she's tucking them into her riding boot.

2:42If she has a horse. Yeah. Well, riding boots are really back. Can you tuck like a regular jean? Into a riding boot? Into a riding boot? You can tuck like a bootleg jean into a riding boot. Okay, because I hate skinny jeans, but I do love a high, I don't know any of the terminology, but a high boot with a G. A ride, like a flat boot? No. A high heel boot. Mm-hmm. With like a thigh high. Yeah. Yeah. No, not up to the thigh. Like just up to the knee over a jean. Okay, and a heel. Oh, yeah, that's no. Don't do that. Don't do that. Oh, no. Wait, you never put a jean tucked into a leather boot? I did in 2008, yes.

3:31I think it was a great look. Okay, 2008 is in. We've moved past. I think all of those styles are coming back, but they're a little bit more modernized and elevated. It's giving, you love saying elevated. Yeah, I do. It's giving girls with their pumpkin spice lattes on the farm. Yeah. I think you could do skinny jeans and a thigh-high boot and a massive faux fur jacket. Love. Love that. Love. I love saying faux fur, too. Yeah. Faux fur. A faux fur. I like that laugh. That got me so good. Okay, Grace. So skinny jeans burn them. No. Oh, wait. I didn't listen to your answer. You said yes for a riding boot.

4:15Yeah. If you have a horse. Yeah. Or if you don't have a horse, it's fine. Yes. And I think it was the thigh high. Whatever you suggest is no. All the way to the thigh. not what I suggested. Write it down guys write it down. This is class. Welcome to class. You guys this is a long time coming. I've needed some help with this. I don't care what I look like unless my picture is being taken and I want to. I want to look cute on a daily basis even if I'm going to a grocery store looking like a tired ass mom because honestly I just have a dog. I don't have any children but I'm always out here with leggings and sweatpants So any tips on how to throw together a cute but comfy outfit?

4:55Thank you. And I'm going to relate to you on this one.

5:00And we're going to pass. Why don't you take this one? This seems to wear up your alley. I would say it all has to do with like an outfit formula. Like a perfect example is when I was like peak first dating like in my 20s. I would wear the same outfit on every first date because I was like, it's too stressful to figure out a whole new outfit. How many dates were you going on? I had a good algorithm. And so I think it's a outfit formula. So you have to find a pair of pants that are like your style, your comfort level, and then literally get them in a couple different colors. So whether it's like a jean or like a cargo.

5:44We can't be doing jean going to the store. what Jean's going to the store it's like uncomfortable what do you want to put her in oh I love that we're dressing her she's our burpee what are you putting her in me and you having to work as stylists together what are you putting her in we're in front I'm like we're in front of the client right now she said she doesn't want to be in sweats and leggings anymore I would add on to add on you need a uniform I love a track pant okay like I mean your Daphne one with the lining on the side. I love a line on the side. And then you, what would you add to that?

6:25Actually, the Daphne pants are very street wear. Yeah, see, I love street wear for the streets. Okay, so my outfit formula when I'm like, okay, like in the fall where I'm like, it's a Wednesday afternoon and I'm running out, but I want to look cute. I wear like a straight leg jean, a ballerina flat, a t-shirt and like some type of cute little jacket. Like a trench. Could be a trench. Could be like a crop jacket. Could be a crop trench. Could be a faufer crop trench. Could be so many different things. Yeah. I think you have to first pick out your shoe. I would suggest working from the bottom up.

7:00Okay, guys. This is actually class right now. Write this down. I've never worked bottom up. I've never even considered what my shoes are going to be. My shoes are actually none of my business. Because your shoes dictate your pants, not the other way around. What? That's just, I just made that up. Quote me on it though. Wait, the other day I sent Hannah a voicemail and I go, listen to this quote by me. Then I go, that wasn't what I thought of. She messed up her quote. And I messed it up. No, it's your quote. You can't mess it up. Right. Do you pick your shoe based on what you're going to be doing that day or based on what your vibe is?

7:32What my aesthetic is. Not like if you're walking eight miles. Not my business. The location, not my business. And if you guys don't know this, my favorite all-time thing about Paige is that she once told me she can get any shoe size to fit her foot. And that's her special skill. You're a Michelin star chef. I fit any shoe size. And I've seen it happen. It's fucking crazy. Ask me if I can wear an eight. Sure can. I'm a seven. And you could wear like a five too. I've gone six, 6.5 so many times. I've never seen you walk awkwardly. I also haven't seen you walk before. I'm like, oh, she's not walking today.

8:09But I also, there's something about me where, like, I either am, like, dressed up or I'm dressed down. I don't have an in-between. Yeah. So, like, but I do understand what she's saying. I don't think I'm the right person to answer this. However, I do love a street style of, like, get, like, a cute crew neck hoodie that you like to wear. Put it over a T-shirt. Have your track pants and, like, some sick sneakers. What's a crew neck hoodie? Oh, like a crew neck, like, a sweatshirt? Yeah, a crew neck sweatshirt that you like over track pants. Okay. And just like follow the day. I'd wear that to like the airport.

8:44What you wear to the airport is what I wear day to day. Okay, Grace. Next question. Hi, Hannah. Hi, Paige. Long time giggler here. I just moved to New York City, post-grad from Wisconsin. Go Badgers. but I wanted to know what fashion staples you guys think I need for living in the city now that I'm here I'm obviously thinking like a ballet flat a trench coat perhaps maybe some scarves but anyways let me know because obviously the fashion in Madison is quite different than here in New York so please let me know anyways love you both bye so just to give you some color and context in In Madison, there's two types of people, the Coasties and the Sconies.

9:33So the Sconies are people from Wisconsin. They call themselves Sconies. Okay. They're locals, and they all grew up with, like, everyone being very similar. So, like, they all kind of wear the same things. Jeans, Uggs, North Face. So that is actually what the Coasties wear. Okay. Because that's, like, the Long Island girls who come in. So they're wearing all the Uggs and the North Face. I feel like you don't want to dress like everyone else is dressing. I think you take little things that you like. Little nods. Yes. Which is why Depop is perfect, especially if you are moving from somewhere else, because I feel like it could be overwhelming.

10:05She's probably like, I need a whole new wardrobe. I live in New York City now. Yeah, and you don't just want to, like, go to a big brand store and buy what everyone's going to be wearing. You don't want people to be like, I just got that. Yeah. Like, you want to find stuff on Depop. I think where she should start is, because it is starting to get cold, coats. I feel like living in New York City is all about your coat True I didn't realize that till very recently And even if my outfit was cute I'd ruin it Because I'd have my coat on So I would say like three Really good coats That you are going to wear every day So like a longer trench I would say like a Cropped like wool Like an easy throw on wool Jacket and then Not even like this isn't even like Fashion wise you need like a really good winter coat.

10:56Yeah, you need like a fluffy like inhale, you'll be okay. Yeah, but I feel like one needs to be a trench. It can even be like a leather trench. One needs to be like a cropped cute warmer jacket and then like your full on winter coat. I would also argue have some fun with sunglasses. I kind of live by the rule that if you have your hair and makeup down, your outfit doesn't matter and if your outfit is bad, you have to do your hair and makeup. So get A glam. Yeah. And also, a glam. I think you should take the first week, go to like the park, go on the subway. Wait, this is actually really good advice.

11:33Sit on a brownstone. Yeah. And just people watch. And this is where you go, okay, I feel like that's too far for me. That's right. And try out some stuff. And it's very, like, I feel like that's the best for what are the shoes that everyone's wearing? Like, everyone's in loafers, everyone's in ballet flats. Also, You need a good leather jacket for New York City. You do need a good leather jacket. Depop is really good for leather jackets because the 90s leather jackets are really in. I feel like you can get a lot more of them on Depop than a new one. Also, if you don't want to go to therapy, just go through all of your clothes.

12:12When you get out of college, you have to rebrand. You're not that girl anymore. Purge your clothes and see how light you're going to feel in your life. there's nothing I love more than organizing and being able to then sell on Depop it's almost like the organizing isn't as bad because you're like oh I'm making money I'm gonna make money doing this yeah because if you're like oh I kind of want to keep it but if you haven't worn it if you haven't touched it if you don't see yourself going outside in New York with it sell that because someone will love it there's also no seller fees on Depop and as women in STEM like that's important We love having multiple sources of income because you never know.

12:50You never know when you need it. You never know when you're going to get fired. And then once you've gotten rid of stuff, you can make these kind of like mood boards on Depop. You love a mood board. Don't get me started on a mood board. I love it because I'm a visual learner. And then you can put outfits together and see how they look. It's their new outfits feature, and you can share it with friends, and you can shop the mood board, which is so fun. Because one thing about me is I love a project. And that's like nice, like, hey, what are you wearing tonight? And you just like send your mood board.

13:18Oh my God. I know you're going out and it's like, we need a theme or we need to be like matching to some extent. Or like, does this work? And instead of having to do that awkward mirror pic, you just send them a depop outfit. Hi, Paige. Hi, Hannah. So I live in New York City and every fall I struggle with finding cute going out outfits. It's getting cold out, so I need to wear a jacket. and last season I found myself like rotating over the same three leather jackets so my question is like what are the girls wearing when we go out to the club or just like a dive bar something suitable but it will also keep me warm so there's two things going on here first of all are you risking that you are going to take your jacket off and you will get it stolen or lost so that's a factor you have to factor in or are you saying bucket I'd rather be freezing and not ruin my outfit with a coat or are you wearing a nice coat going out and paying the valet guy to hold your coat check coat check everywhere you go has coat check in new york i feel like okay but yes this is there a time where like you get the wrong jacket back like that's only happened to me though like truly once so i don't worry about that did you upgrade i can't remember i think it was like a Zara leather jacket.

14:37What coats are you wearing? Like out? Yeah. Okay. If you're want to wear a jacket and you're like, I don't care if this gets taken or I forget it. I always think like a black oversized blazer just like always goes with everything, whether you're wearing like a skirt and boots or you're wearing like leather pants, like it just always goes. I feel like leather jackets in the winter don't really keep you that warm. So I really don't gravitate towards them i'm in my 30s though like i'm never not wearing a coat out when it's cold yeah the good old days are over yeah when that one guy gave me his coat and then he asked for it back in madison that was my villain origin story like a big leather trench i feel like is in with like shoulder pads and then like a big faux fur like whether i was gonna say i love a faux fur.

15:26Yeah, everyone wears fur in New York because it's so cold. A black faux fur is perfect. Thank you, Depop, for making this bonus hotline episode possible. We are obsessed with you guys. I also feel like I learned so much. That was really good. That was a TED Talk. That was a TED Talk. And you can ask us anything about fashion at gigglystylehotline.com. Paige has a lot more info to get. As for advice about building a closet, holiday parties, anything about our personal fashion styles, anything about me, if you want to know, just submit questions. We can't wait to hear from you guys. GeekSweat Hotline!

From the publisher
The gigglers have fashion questions and we're giving advice with the help of @Depop. Whether you're a Paige or a Hannah, we have you covered. Call in at gigglystylehotline.com with your fashion dilemmas, shopping woes, and style questions. #sponsoredbyDepop

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