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Molly Sims
You know how some people swear by their 12 step routine? Yeah, I'm more of a five minutes and let's go kind of person. That's why I love Merit Beauty. Simple, clean essentials that actually make you look polished without the extra fuss. Merit is a minimalist beauty brand that makes elevated makeup and skincare design to help you look put together in minutes. I've been using their products for about a year and I am obsessed. The Flesh Balm is probably my favorite. It gives that perfect natural glow like you just came back from a walk outside. It's buildable, creamy and never cakey. There is a reason one is sold at every 30 seconds. It's that good. Then there's the minimalist, which I keep in every single one of my bags. It works double duty as a both foundation and a concealer. So you can do your whole face in about two minutes. A little under the eyes, a quick swipe for any redness on your cheeks. Blend it in with your fingers and you're done. It's what I reach for when I want to look fresh but not overdone. And on the days I don't feel like wearing makeup at all. Merit's great skin serum is my absolute go to. It gives that hydrated, plumpy dewy look like you've had eight hours of sleep in a green juice, even if you haven't. What I love most is that everything from Merit feels effortless and wearable. Clean formulas, beautiful packaging and products that make getting ready simple again. Right now, Merit Beauty is offering our listeners their signature makeup bag with your first order at meritbeauty.com that's M E R I T beauty.com to get your free signature makeup bag with your first order meritbeauty.com here's the thing about being a great gift giver. When you find something truly perfect for everyone on your list, you almost don't want to give it away. That's exactly what happened with my first quince order. Everything is so soft, so beautifully made, I was genuinely tempted to just keep it all for myself. Quince has basically taken over my holiday shopping list this year. They've got those Mongolian cashmere sweaters that are buttery soft and only $50 when they normally cost at least $200 or more, the kind you'll wear over and over again. Then there's the denim that somehow goes with everything. Silk tops and skirts for when you need to look a little more pulled together. Cozy beanies and scarves and down that actually keep you warm without feeling bulky. But The Italian wool coats. Those are my absolute top pick. They look totally designer chic, structured and luxurious. But the price won't make you panic. And that's the magic of quids. They work directly with trusted factories that meet high standards for craftsmanship and ethical practices. By cutting out the middlemen and markups, they pass all those savings straight to you. Find gifts so good you'll want to keep them for yourself. With quince. Go to quince.comlipstick for free shipping on your order and 365 day returns. Now available in Canada too. That's quince.comlipstick to get free shipping and 365 day returns. Quince.comlipstick hey, I'm Molly Sims.
Emisha Gormley
And I'm Emisha Gormley. We're two girls obsessed with one thing, beauty.
Rosie Cummings
And by that, we mean everything that.
Emisha Gormley
Makes you look and feel beautiful. We're calling on our favorite health experts, industry insiders and friends to answer all.
Rosie Cummings
Your beauty questions with a drink in hand.
Molly Sims
Definitely with a drink in hand.
Rosie Cummings
You're listening to Lipstick on the Rim with Molly Sims. You know that feeling when you wake up, look at your closet and think, I have nothing to wear?
Emisha Gormley
I think whether it's post baby, post career pivot, or just a new chapter in your life, I think every woman has that moment and hits a wall.
Molly Sims
When they're trying to get dressed.
Rosie Cummings
But why is it every single time I have a great closet, I have a great wardrobe, and always like, why don't I have anything to wear? I mean that every time it crosses my mind, I'm like, even today for the podcast, I'm like, and there is a rack full of clothing I actually know to sell. For all the Lipstick on the Rim listeners, I actually got to work with Liotte Baruch. A little update. She's now married, she's now pregnant, and she's having a baby in a month. Oh, and I loved working with her. Speaking of style, we get so many DMs from moms trying to figure out their style, just figuring it out, what works, what doesn't work. And I actually found today's guest who's not a mom, but her Instagram social is called the Cool Monologue. And I don't know how this person in front of me, Cassidy Crockett, welcome to Lipstick on the Rim. That I found you. But she has this unique ability to capture what the cool girl moms are wearing in New York. Really all over. But you caught my eye. I talked to Emisha Rosie.
Emisha Gormley
She was on my algorithm too. And I was like, I'm obsessed with her.
Rosie Cummings
We're obsessed with you. So today we're going to be diving into the Mom's Guide to fashion. Finding your style every season of life. Moms. Sometimes we've just got so much going on, we don't know what to do, where to go, when to wear things. We live in la. She lives in New Jersey and New York. A lot of things here are very casual. I think what you've done so successfully, you're like, this is what it looks like. And then you'll link out to whatever, and you. I can, like. I could pull that off. How in the world? You're 22. You have no kids. How did you get this job?
Cassidy Crockett
I remember when I was little, I grew up in Long Beach, California, and there's a lot of cool moms there, but not really the same style that I would see. And so I would beg my mom to take me to the Brentwood Country Mart, which I'm sure you're aware of.
Emisha Gormley
You were there last night?
Cassidy Crockett
Yes, I was actually there yesterday, too.
Rosie Cummings
We'll be there in a couple hours.
Cassidy Crockett
It is my favorite place, but I would always go there, and I would see these women that were dressed just so cool, and it was my favorite thing to witness. I would beg my mom to drive me up to Beverly Hills, to Brentwood. See these women, see what they're wearing, And I could just never place my finger on what exactly the style was. So instead, I just decided to call them cool moms. And I moved to New York. I was going to nyu. I was walking around, you know, when I didn't have class, walking around Tribeca, the Upper east side, soho.
Rosie Cummings
When I say she's walking around, she's got a mic.
Cassidy Crockett
Yeah.
Rosie Cummings
And she's walking around, and she was like, this girl is wearing the Western look with a little bit of the fringe and the cowboy boot, which is. Think Ralph Lauren at its best.
Unknown Sponsor/Guest
Keep going.
Cassidy Crockett
It's a certain voice that I use.
Molly Sims
Yeah.
Cassidy Crockett
I mean, it's like kind of. I do it kind of in, like, a Gossip Girl kind of way. It's like an insider shopping experience. I mean, usually what I do is I will take a picture, maybe for myself, I'll find it online, and I'll be like, this is what I'm seeing them wear.
Rosie Cummings
And so that is how the Cool mom series start.
Cassidy Crockett
That's how it started. I started posting on TikTok a year ago, and I remember I was making kind of regular cool girl videos, but one day I was like, why Don't I just make a video for the moms? Let's see how this goes. And I posted it, and it totally went viral. And I was like, I was getting all of these comments that were like, wait, I'm a mom. I left New York. I was living there. I was really stylish in the 90s. And, like, I love watching your content because I love to stay relevant. I love to know what people are wearing in New York.
Emisha Gormley
And, well, it is. I will say, as I was a new mom in New York, I had all three of my babies in the city. And I would, you know, put my babies in the stroller. And whether I was taking them to, you know, preschool or whatever, the grocery store, you're like, you're in New York. You put effort into getting dressed.
Unknown Sponsor/Guest
And I would.
Emisha Gormley
I would get my, like, outfits on. I would be inspired to get dressed. And it is such a unique place in the world. So many of these women, whether or not they're moms, it doesn't have anything to do with them being a mother per se. It's that they figured out who they are. And I think that's translated into their wardrobe.
Molly Sims
Yeah.
Cassidy Crockett
I mean, even just, like, kind of being like, me saying, like, oh, you are cool. Like, and in hearing that, because there's so many, so much content that I see that's like young girls in their 20s and they're making styling content. I've even seen some people doing kind of what I do with green screen and shopping, but it's always, like, aimed towards people in their 20s. It's aimed towards people in their teens. And I think that's one of the reasons why my content did so well, is because no one. There are older, you know, women posting outfit photos and stuff, but no one does a green screen shopping saying, like, validating them, being like, these are what the cool moms like, making it seem like it's an aspirational thing. Like, making being a mom, making someone in their 40s or 50s seem like a really aspirational thing. And I mean, obviously, like, it was. It seemed to me it has always been such an aspirational thing.
Rosie Cummings
Okay, let's get to it. How do you define a cool mom outfit? Mm.
Cassidy Crockett
To me, it's clothing that fits really well and is a really good material, and it kind of just has to seem like you are wearing the outfit. Like, I think effortless.
Molly Sims
Effortless.
Cassidy Crockett
It's very effortless.
Rosie Cummings
Okay, what are the pieces that make an outfit instantly feel put together? Even on no sleep?
Cassidy Crockett
Oh, gosh. I'm a big fan of this one because I think my mind. I'm constantly online shopping and so I never really know exactly what to wear. I get very overwhelmed when I look in my closet. But I always stick to a really good pair of jeans. Really fun belt. I love a good loafer and a sweater. If it's cold, like I find a really good sweater, I love to do a white shirt underneath so you can see it popping out at the top.
Rosie Cummings
And what's like your most expensive brand to your least expensive brand on that most expensive brand.
Cassidy Crockett
I do love this brand called Lulu Desanes. They make a U shaped cut that is like seriously amazing. I mean, it's obviously the row Ophelia sweater is like the sweater right now.
Emisha Gormley
I've seen so many people compare the rho Ophelia to the cos one I know. And I keep wanting to do that test to see are there certain brands or stores that are never amiss for you?
Cassidy Crockett
Recently, I've been loving La Linea. They just opened a store in the West Village. I've always loved them. They've always, to me, kind of been a cool mom. Stor are the founders. Meredith Melling like, you know, ultimate cool mom.
Rosie Cummings
Old ultimate cool mom.
Cassidy Crockett
When I think of like Upper east side cool mom, I think about them, obviously the row. There's the row store on the Upper east side. I don't think there's a single item that I've ever seen that's dangerous in that store that I haven't loved.
Rosie Cummings
I think that's where, you know, you talk a lot about investment pieces. Just buy the great pair of jeans, buy the great sweater, have one great black sweater. What are your favorite denim brands?
Cassidy Crockett
So I feel like I'm always still on the hunt. I don't think I'll ever find a perfect pair of jeans. And I'm convinced that no one will ever find the perfect pair of jeans. Because for me, it's like finding a jean that is the perfect wash, the perfect fit, the perfect cut, which I know, I'm sure you've heard of this woman. She does like tailored vintage Levi's.
Emisha Gormley
Live Love Lenny or whatever. I have two pairs of them and I love their she. It took eight weeks and it was.
Molly Sims
I tried.
Emisha Gormley
I bought them like beginning of the summer, I was skinnier summer. I indulged. So eight weeks later they come and I'm like, God. Cause they really tailor it and they move the pockets so it fit. But I was like, it's like a Kate jean. Well, because we actually had Kate on and she talked about that. She's very specific about the way that she places the pockets on the butt. So everyone's butt looks great in her jeans.
Molly Sims
I do think the row makes great jeans.
Cassidy Crockett
So I recently discovered this brand called Ayr.
Emisha Gormley
I don't know if Air.
Cassidy Crockett
Yeah, I think it's very out like that.
Rosie Cummings
That's what it's called all year round.
Molly Sims
All year round.
Cassidy Crockett
But it's.
Rosie Cummings
Ayr calls it Air.
Cassidy Crockett
Yeah, I know. And they sent me actually some gifting and I was like trying on their jeans. I was like, wait, these are amazing. They're like, I've always loved the redone jeans and I think the redone jeans, like they are just an amazing cut. I like that they feel stiff. They make your butt look like amazing.
Emisha Gormley
Do you like mother?
Cassidy Crockett
I have a love hate relationship with mother.
Emisha Gormley
I don't like the M on them.
Cassidy Crockett
I like, I like that. I like the kind of comfiness of them. But they don't make your butt look good. And they kind of. I don't know.
Emisha Gormley
They're silver. Like a lot.
Cassidy Crockett
I like silver.
Emisha Gormley
They're my favorite.
Cassidy Crockett
They're great.
Unknown Sponsor/Guest
Okay, confession time.
Rosie Cummings
I'm a total carb girl.
Unknown Sponsor/Guest
I love carbs. But here's the thing. I still want to feel good about what I'm eating. That's why I'm obsessed with Herobred. I don't know if you guys have heard it, but it's all the comfort food you love. But with the nutrition that I actually fits with my goals without feeling like I'm giving up anything. Hero bread covers all the bases. Sliced bread, tortillas, bagels, dinner rolls, and now Hero noodles. Oh, that's right. Yes, noodles. They have more protein and 60% fewer calories than the best selling noodles. We're talking only 5 grams net carbs, zero sugar, 12 grams of protein and 32 grams of fiber per serving.
Rosie Cummings
And guess what?
Unknown Sponsor/Guest
They taste amazing. Emisha and I love them. Honestly, the first time I tried herobread, I was a little bit shocked. The texture is soft, fluffy and exactly what you expect from your favorite bakery, bread. Their bagels are my weekday breakfast lifesaver. And their noodles. Oh my God. My kids have been requesting Mac and cheese every night. What I love most is there is no compromise. It's ultra low net carbs, high in fiber and zero sugar. But you'd never know it from the taste. Herobred is offering 10 off your first order. Go to Hero Co use code lipstick at checkout. That's lipstick.
Molly Sims
R O dot co the holidays can get so busy. Between events, travel and seeing everyone you haven't seen all year, you really do want to feel your best. For me, that always comes down to confidence. And yes, that includes my hair. I've been taking Nutriflo Women for months now and it's truly become part of my self care routine. I've noticed my hair looks stronger and feels thicker and I see way less shedding which especially this time of year is a huge win. Nutrafol is the number one dermatologist recommended hair growth supplement brand trusted by over one and a half million people. See thicker, stronger, faster growing hair with less shedding in just three to six months. I also love that it's such a thoughtful gift idea. Healthy strawberry hair isn't something you normally think of as a present, but it's honestly perfect. It's practical, meaningful and something people will actually use long after the holidays are over. This holiday season, Nutrafol is the perfect gift for anyone on your list. Your mom or aunt going through menopause, a friend who just had a baby and is experienc postpartum hair shedding, your husband or father who relies on a baseball hat to cover it all up, yourself or anyone looking to support their overall hair health. Give the gift of confidence this holiday season with Nutrafol. Whether you're treating yourself or someone on your list visibly healthier, thicker hair is the gift that really does keep on giving. Right now Nutrafol is offering our listeners $10 off your first month subscription plus free shipping. When you go to nutrafol.com and use promo code lipstick, that's nutrafool.com promo code lipstick for $10 off.
Unknown Sponsor/Guest
If you've listened to our Holiday Gift Guide episode a couple weeks ago, then you know Emisha and I consider holiday shopping a sport and one of our go to places for finding the perfect gifts is Macy's. Macy's honestly makes it so easy, especially if you're down to the wire. They've curated gifts by Persona category and price point. For the someone in your life who thinks they're a chef, the KitchenAid artisan stand mixers one of a kind green pan cookware or classic Le Creusette Dutch Oven is truly the perfect gift. Okay? For the homebody in your life, Ugg hoodies slippers are the chef's kiss. And for your most stylish friend, you can't go wrong with the Sam Edelman studded Ballerina flats or the Suede Coach bag. Plus Macy's has amazing deals going on with the Macy's Great Gift Sale happening now through December 24th with up to 30 to 60% off gifts that truly don't disappoint. They're dropping new curated lists day for kids, for her, for him. All the last minute lifesavers you can pop in store for quick access or order online by 1221 at 5pm Eastern for guaranteed Christmas delivery. Maisie's Great Gift Sale happening now through December 24th with up to 30 to 60% off gifts that truly don't disappoint.
Rosie Cummings
Going into full winter, it's dark outside at all times. What is everyone wearing? Give us a cool girl, mom. What are the trends?
Emisha Gormley
What are the sweaters?
Rosie Cummings
What are the sweaters? What are the codes? What are the trends? I know the Western. It's still in.
Cassidy Crockett
Yeah, the western chic kind of fringe. That was so fun. And I think it's totally still in. Definitely for sweaters, a thick collar. I've been seeing a lot of sweaters where, you know, people, obviously I've been seeing either a really deep V neck, like not just a regular deep V neck, super deep. Some sort of border along it. Either just like a thick collar if you're doing a crew neck, or a deep sweater. Lots of camel colors. I've been seeing lots of camel colors. For coats. I've been seeing a lot of these, like scarf wrap coats where it's kind of like, I'm sure did that originally.
Rosie Cummings
And now everybody's copying it.
Cassidy Crockett
Everyone's copying them.
Emisha Gormley
Which I will say Quince did one. That is ridiculous. Sent it to me. I was dying at how good the quality is.
Rosie Cummings
You know who has a good hard one?
Unknown Sponsor/Guest
Koss.
Emisha Gormley
Yeah. I think the quince one, it feels like it's lush cashmere. I'm like, how is this 100? I think it's 150 bucks or something like that. Okay.
Cassidy Crockett
I haven't ever tried anything from them.
Rosie Cummings
But now, are women wearing puffies? Are they going more streamlined, long and layered? Like, what are they doing?
Cassidy Crockett
I'm seeing puffers, but if it's a puffer, it's something very unique. I know Moncler has been big. I've been seeing, but. But not exactly like a regular Moncler. It's been like a corduroy Montclair that's like a little bit cropped and is maybe like brown or I've been seeing a lot of the Miu Miu kind of.
Unknown Sponsor/Guest
I love it.
Rosie Cummings
The Miu Miu and the Prada. I'm getting a winter coat, so I'M.
Emisha Gormley
Like, do I get. Do I invest in a Miu Miu puffer coat? I love my sideline life. I love.
Rosie Cummings
I. I'm wearing a Miu Miu. And she said, I. Yeah, Molly's wearing.
Cassidy Crockett
A very cool face. Miu Miu right now.
Rosie Cummings
I bought a great coat with Emisha yesterday. While she was getting a card, I was getting a coat.
Cassidy Crockett
You're getting a coat?
Rosie Cummings
Well, I couldn't go into the sunglass door. Cause she's like, let's go in the sunglass door. I'm like, we don't need sunglasses.
Emisha Gormley
I was out pretty quick. I was in and out within 45 seconds.
Rosie Cummings
I didn't go in with her, but I bought myself a coat from Jenny Cain. And I was so cold yesterday that.
Emisha Gormley
She wore it out.
Rosie Cummings
I wore it out of the store. And it's kind of like her new teddy bear one. It's good. You kind of gotta be a little yesterday. But it was really good.
Emisha Gormley
I tried it on. I looked. I literally looked like Ted.
Molly Sims
The Ted teddy bear.
Emisha Gormley
That's what I looked like. I looked like Ted.
Cassidy Crockett
Oh, my God.
Emisha Gormley
I was like, this is not attractive.
Unknown Sponsor/Guest
I don't know.
Rosie Cummings
I just love a coat. I love a layer. I love the toteme Liotte. Put me in that toteme. Kind of drapey.
Emisha Gormley
I like the final coat. The final coat is like the new Barnstien.
Cassidy Crockett
Yeah.
Rosie Cummings
Okay.
Cassidy Crockett
What else? Lots of animal print. I've been seeing leopard everywhere. Zebra, leopards and neutral. Leopards and neutral.
Unknown Sponsor/Guest
Leopards and neutral.
Cassidy Crockett
I think there was, like, a slight moment where people weren't really doing leopard. But I know Jennifer Lawrence just wore. I think it was la linea, actually this, like, leopard or cheetah coat. And I was just like, this is amazing.
Emisha Gormley
It's very Kate Moss, like, very cool.
Molly Sims
It's like early 2000s.
Emisha Gormley
Kate Moss. I just can't get behind the cow print. When I see the cowhide print, I'm like, no.
Cassidy Crockett
Especially when it doesn't even have kind of the pony hair texture. And it's just been, like, printed.
Emisha Gormley
It's just like you're dressed up for Halloween, like a big old cow.
Cassidy Crockett
I know.
Rosie Cummings
I also think the fleeces are really in free People makes a great fleece in, like, navy blue, every color. Nylora. We love Varley.
Cassidy Crockett
Varley puffers, too.
Emisha Gormley
Oh, great.
Cassidy Crockett
They have great puffers that are very affordable.
Emisha Gormley
Talk to us about shoes.
Cassidy Crockett
Okay. Shoes. If people keep asking me, they're like, sneakers. Like, what are people wearing for their sneakers? I'm not seeing A lot of sneakers. If I am seeing sneakers, it's the Salomon XT6.
Emisha Gormley
I can't get behind those. They're too trendy. The only sneaker I have worn really consistently, I got them last year. So, like, end of last summer are the Miu Miu New Balance with the shearling on the inside.
Molly Sims
But I can't get behind.
Cassidy Crockett
I love moms wearing the Wales Bonner sambas still, too. And you have to be specific about them, because I think sambas sometimes can be a little out. But if they're Wales Bonner, the stitching on them is very cool.
Emisha Gormley
I actually just talked about this on Instagram. Wales Bonner has beautiful shoes.
Cassidy Crockett
Yeah.
Emisha Gormley
And she just became the creative director for Hermes. For men's.
Molly Sims
For men's.
Emisha Gormley
So I'm like, just buy the Wales Bonner pieces on Shopbop.
Cassidy Crockett
Get it now.
Emisha Gormley
And you're basically kind of sort of buying Hermes.
Cassidy Crockett
Exactly. Have you seen those logos?
Molly Sims
There's my logic.
Cassidy Crockett
That have, like, the silver studs on them.
Emisha Gormley
They're sick.
Cassidy Crockett
They're so cool.
Emisha Gormley
They're sick.
Rosie Cummings
What about a flat? What about a loafer? What are you wearing over there?
Cassidy Crockett
Okay. Yes. These are Dr. Shawls. These are the only. Okay. I've been seeing a lot of clogs recently, and these are actually the only shoes that I kind of brought with me besides the Solomons. So I was like, I can't. I can't show up and show you in the Solomon.
Rosie Cummings
There's a door.
Cassidy Crockett
Cassidy.
Rosie Cummings
Gotta go.
Cassidy Crockett
Okay.
Rosie Cummings
I love. I'm sorry. I'm just gonna say I do love a sock with a loafer.
Emisha Gormley
I love a sock with a loafer.
Cassidy Crockett
I love loafers. I know that Tony Bianco makes a loafer. I think it's called the Gatsby Loafer. And I wear that loafer all the time. It looks so much like the YSL and the Row loafer. And it is so comfortable. Also, the Celine flats, I don't know if you've seen those. Have you seen the fuzzy flats from Celine?
Emisha Gormley
No.
Cassidy Crockett
Okay. Those are gonna be a big shoe, I think.
Rosie Cummings
What are they called again?
Cassidy Crockett
The Abbey.
Rosie Cummings
The Abbey. Abby. Yeah, they're real good.
Cassidy Crockett
They're really cool.
Emisha Gormley
They're really cool.
Rosie Cummings
What about Chanel flat? Be careful. She's wearing them.
Cassidy Crockett
No, no, no. I was gonna say I have the black pair with the patent leather or whatever at the top.
Emisha Gormley
That's what I have.
Cassidy Crockett
I love that.
Unknown Sponsor/Guest
Me, too.
Rosie Cummings
They're not comfortable.
Emisha Gormley
Oh, they're so comfortable.
Molly Sims
What are you talking about?
Rosie Cummings
Well, you have to go half size up.
Cassidy Crockett
Okay.
Rosie Cummings
How tall?
Emisha Gormley
What's your shoe size?
Cassidy Crockett
I'm an eight Size eight.
Rosie Cummings
How are you only an eight? Are you tall? Yeah, I'm like an eleven. Eleven and a half. Like, so bad.
Unknown Sponsor/Guest
Okay.
Rosie Cummings
Yeah.
Cassidy Crockett
No, Solomon. Yeah.
Rosie Cummings
But if you are a bigger size and you need a boot or some type of shoe, Ginvito Rossi goes way up, and they are super comfortable.
Emisha Gormley
Gianvito Rossi makes great shoes.
Rosie Cummings
They really do. We do love a blue.
Emisha Gormley
A navy.
Rosie Cummings
A navy.
Emisha Gormley
I love a navy accessory. I love a navy bag. A navy shoe. Yeah. I love navy and black together.
Cassidy Crockett
I know. I saw you posted something about wearing navy and black, and I really like navy.
Rosie Cummings
Love navy.
Emisha Gormley
I love navy and black. I love navy and chocolate. I don't like rules when it comes to that. Yeah. I like pink and red together.
Rosie Cummings
I do too.
Emisha Gormley
Who are your style influencers?
Cassidy Crockett
Well, obviously. Okay, Jenna, I love. I grew up just, like, I would go to her house.
Rosie Cummings
Jenna Lyons.
Cassidy Crockett
Jenna Lyons. And I would just go into her closet and, like, she has an insane amount of shoes. Like, when she was creative director at J. Crew, she would get every pair of heels that they made, and so she would have this wall that was probably, like, 24 racks, probably more than that. And they would go up, like, 12ft, and it was heels on heels on heels. And I would just, like, sit there and pull down heels and try them. I was probably, like, 8 or 9 years old.
Rosie Cummings
So fun.
Cassidy Crockett
And she would be gone for the day, you know, doing her work, whatever, and I would just try on all her shoes. But she. Something that I really admire about her is she's really good with materials. Like, she put me onto Japanese denim. She loves the way that it wears over time. And, like, buying even men's jeans sometimes because they're a little bit baggier. She'll get them tailored.
Rosie Cummings
Are you a skinny jean girl?
Cassidy Crockett
No. No.
Rosie Cummings
No one is.
Emisha Gormley
Talk about Japanese denim.
Cassidy Crockett
Yeah.
Emisha Gormley
R13 and mousy. Mousey.
Cassidy Crockett
I never called it mousey. I'm wearing these Levi's right now. They're called the Levi's low loose. And I buy them in the longest size that they make. I cut them so that they perfectly align at, like, the ankle, the place that I want. And I seriously, like, I've probably worn these, like, maybe four times.
Rosie Cummings
Like.
Emisha Gormley
Yeah, great.
Rosie Cummings
Boys are good. They're loose. They. But they feel relaxed, which is what makes it feel, like, done undone.
Cassidy Crockett
Yeah.
Rosie Cummings
What's your go to bag right now?
Cassidy Crockett
Okay. Honestly, I'm really. I've. My friends have always Made fun of me because I'm so not a bag person. Like, I throw my own in one pocket because I'm not a mom.
Molly Sims
It's okay.
Cassidy Crockett
Don't worry about it. Don't in one get there, the keys in the other. But I recently have been wearing this. This bag by. I think it's called Verified. And they make these bags. They're like, they're not super expensive. I think they're like 500, $600, which they use, like real suede, real leather. Like, they're nice bags called Verified. Verified.
Emisha Gormley
I haven't heard of it.
Cassidy Crockett
And so I've been wearing that, obviously. I think if I could choose any bag to buy, I really would love to have a vintage Chanel brown flap. I love the brown.
Rosie Cummings
I got a brown off her with like, more of a.
Molly Sims
The tweed.
Rosie Cummings
Yeah, love.
Cassidy Crockett
Yeah, love. But I see. I see the moms just like, if you could. I see the vintage Chanels everywhere. I see. I see the Margot, but I feel like, I don't know. The Margots are sometimes the real Margot. They're so clunky.
Rosie Cummings
Which one's the Margot? The big one. The big.
Emisha Gormley
The row one. It's like the big one.
Cassidy Crockett
Also, have you guys seen the Kate bag that. It almost looks like the leather has been woven together? It's like a bunch of leather squares. It almost looks like a tote bag. And yes, they do it in snakeskin and they do it in black. And you cannot buy them online anywhere. Like, they are completely sold out. I tried finding it, I tried buying it. Like, not even the random sketchy websites.
Rosie Cummings
Do you know what I notice when people have good style belts?
Cassidy Crockett
Yeah, I love belts.
Rosie Cummings
I love a belt. She's got a row belt. It's got a Bottega belt. I love a belt.
Emisha Gormley
I love a good belt.
Cassidy Crockett
A belt is a thing to invest in because it just doesn't go out of style.
Rosie Cummings
Never.
Cassidy Crockett
The jeans might change, tops might change. You can always wear a belt that you love. And it's like, no one's going to be like, oh, gosh, like, why is she wearing that bell?
Rosie Cummings
And I think the belt buckle, too. Like, I think that is in the. You're wearing.
Emisha Gormley
You're wearing the. I saw her going to the bathroom.
Cassidy Crockett
And I'm like, I thought it was Celine.
Emisha Gormley
I was like, it's the. Because, you know the new ceiling Lane collection. That is.
Rosie Cummings
Who is that one by?
Cassidy Crockett
This is by a brand called Below the Belt. It's like B. And then lo.
Rosie Cummings
Yeah, Below the Belt.
Cassidy Crockett
Yeah. Great. And they're made in Italy. They're beautiful for great quality. And this is, like, a total cool mom bell. I've been seeing a lot of moms wearing, like, the silver buckle with the black leather, and I'm more of a gold, but I was like, I like the silver. I like the gold, too. But the.
Emisha Gormley
I got a great belt from Ralph Lauren.
Rosie Cummings
I like that belt.
Unknown Sponsor/Guest
Oh, I love it.
Emisha Gormley
I meant to tell you that I love it. You like it or you don't like it?
Cassidy Crockett
I love it.
Emisha Gormley
I love it. I have so many compliments on it.
Molly Sims
I know.
Rosie Cummings
I. I don't know. It feels like I'm in 1980.
Emisha Gormley
Like, I had, like, so vintage Ralph. I know it's vintage Ralph.
Rosie Cummings
I saw that. I'm like, I know that sounds weird that I say it like that, but I did not like that.
Molly Sims
But I think.
Emisha Gormley
But that's, to me, ultimately, like, I think a belt is an accessory that, like, makes or breaks your outfit.
Rosie Cummings
Like, but I liked how it pulls the. I like how you did it over.
Emisha Gormley
Yeah. You know, with the skirt or whatever. It was a skir, but I wore with jeans and, like, a black sweater as well. And it was so simple. I don't know. It just, like, break. It gives it a completely different vibe. Had I worn just a simple belt buckle, it would have been totally different. What are your thoughts on investment pieces? Like, if you are listening to this and you. This is your moment to invest in one great item, what would you say it should be?
Cassidy Crockett
It's going to be the. It's going to have to be the thing that you literally wear all the time. I mean, for me, it's like, I would invest a lot of money into a really good pair of jeans, and I would invest a lot of money into a really good cashmere sweater and a really good belt. Like, even with a bag, I mean, you can invest a lot of money in a bag, but you can also. There's a lot of amazing designers that make really amazing bags that, like, I don't know, you don't need to spend that much money on. But for me, like, if you're investing in clothing, like, it's just got to be the things that you reach for.
Molly Sims
Yeah, I agree.
Emisha Gormley
A great blazer. Yeah, for me, it's a blazer.
Cassidy Crockett
You'll be able to see if it's cheap or not.
Molly Sims
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Emisha Gormley
Lipstick on the Rim, we sat down with the one and only Rachel Zoe and wow, this episode is a ride. We talked about everything. Motherhood, divorce, finding herself again, joining Real Housewives literally overnight. And then she said this.
Rachel Zoe
Can I tell you a true story in Covid? In the darkness of COVID I had a cat eye every single day where nobody saw me. Not one soul. And when I had Covid, not even my ex husband saw me or my children. And you know what I did? I went into my bathroom, I did a black liquid liner, put on lashes, black liner in the waterline, a folate, did my hair and sat in my bed. And that is what I did. And I looked at myself and I said, you are not a well person. I said, are you fucking okay? You have 104 fever.
Emisha Gormley
You are like.
Rachel Zoe
You are like contagion right now.
Emisha Gormley
If you love fashion, beauty or bravo, this Rachel Zoe episode is a must. It's out now.
Rosie Cummings
Okay. Jewelry.
Emisha Gormley
You're wearing a great necklace.
Molly Sims
Two necklaces in fact.
Emisha Gormley
Layered.
Cassidy Crockett
Yeah. So I was actually saying I was seeing a lot of moms and cool girls wearing this Necklace. I was like, who makes this necklace? And it's by the brand Heart.
Rosie Cummings
Oh, we love Heart.
Cassidy Crockett
I love Heart, and I love the owner.
Emisha Gormley
She's so great. She's so great.
Rosie Cummings
We actually got to meet her in Austin.
Molly Sims
In Austin.
Unknown Sponsor/Guest
Yeah.
Cassidy Crockett
And so I just, like, worked with them. I built a custom charm necklace. And this is, like, one of those things where it's like, it's a little unique. It's not like you're just buying it in batch. And, like, everyone has the same charms or whatever. You choose the charms that you really like, and I wear it all the time. I wear it with every single outfit, and I love that it's gold. It kind of reminds me of, like, a foundre kind of vibe for a lot cheaper. A lot cheaper for diamonds. I love Dorsey. I've been working with Dorsey for a while. The tennis necklace I'm wearing is dorsy.
Emisha Gormley
It's beautiful.
Cassidy Crockett
Thank you.
Emisha Gormley
They do a great job. I think what I love, like, about. About so many of these jewelry brands now is that they're creating pieces that, for lack. They look real. Like, they look like the. The lab growns are stunning. You can't tell the difference. And they're affordable.
Cassidy Crockett
I know.
Emisha Gormley
And a lot of women. Here's a cool mom fact I've learned recently. More moms actually travel with their, like, lab grown or fake diamond rings and earrings than their real ones. They all like. They leave them. Half the time they're wearing fake. Fake pieces because they don't want.
Cassidy Crockett
I heard that about bags. People were buying fake Birkins.
Emisha Gormley
Oh, that's a thing. There was a whole Times article about it, like, two years ago.
Cassidy Crockett
I had no idea that was a thing. And I found out about that recently, and I was shocked.
Molly Sims
Yeah, there's.
Rosie Cummings
What do you mean?
Emisha Gormley
There's a whole article in the Times. I want to say about two. A year and a half ago. Two years ago. And it was in the. Then the New Yorker wrote about it. No, New York magazine, not New Yorker. And they basically were saying all these women on the Upper east side who, like, have these massive Birkin collections were, like, selling them and buying fakes because the fakes have gotten so good, you can't tell the difference.
Rosie Cummings
I want to do that when they're.
Cassidy Crockett
Traveling, like, abroad somewhere really far away. And that's what I'm, like, leaving.
Rosie Cummings
I'm bringing Betty out.
Cassidy Crockett
Yeah, I know. I would.
Rosie Cummings
That. That is what I would not around my children. They can't spill anything on it. Yogurt popsicle.
Cassidy Crockett
That's How Jane wanted lemonade.
Rosie Cummings
I heard someone was destroying bags. I'm like, I saw that. What is happening?
Unknown Sponsor/Guest
Oh, yeah.
Emisha Gormley
People are like, it's so chic how the Wilsons have these massively banged up Birkins that look like they've been put.
Rosie Cummings
Through the wringer, but they've had them for 20 years and they've been using.
Cassidy Crockett
Them like, yeah, I love Lily's sista on her.
Rosie Cummings
She uses it. I love Lily.
Cassidy Crockett
She actually put me on heart. I saw she was always wearing that part.
Unknown Sponsor/Guest
We love her.
Emisha Gormley
She's the best. And her roller rabbit collab just. I know, I know.
Rosie Cummings
Scarlet could not have been more pleased.
Emisha Gormley
I mean, it's so cute.
Rosie Cummings
I loved it.
Emisha Gormley
What's your philosophy on capsule dressing? Can moms actually make it realistic?
Cassidy Crockett
Oh, yeah. I mean, I think that capsule dressing is, like, the most realistic thing there is. I mean, before I even think of the term capsule dressing, I just always had pieces in my closet that I would just always go for. And I think the whole point about capsule dressing is like, there's a lot of people that their passion is fashion, but there's so many people that it's just like, they either don't have time to do that, they don't have care, but they still have good taste. Like, they still are able to be like, oh, that doesn't look good. But, like, so that's where a capsule collection comes in. Because it's like, okay, you know that you have pieces that are gonna look really good on you. They're amazing quality. You trust them so much, and it just takes the stress out of the day. Like, you're like, okay, I need a picker of pants that I love. There's three pants right here. Which one am I gonna choose? They're all neutrals. They all fit me great. And it just makes it so much easier for getting dressed.
Rosie Cummings
High sport. We love high sport. Do you know high Sport? No.
Emisha Gormley
Oh, all the cool moms. That's like a. Wait, wait.
Rosie Cummings
We're gonna give you Alyssa Zachary.
Cassidy Crockett
Okay.
Rosie Cummings
Great mom. Kids are awesome. She's a mom of three. She started high sport.
Cassidy Crockett
Okay.
Rosie Cummings
It's funny, my head of brand, Gabby, Rosie's sister, Cummings, was like, have you heard of this high Sport? I'm like, I have, but I didn't know it was Alyssa's brand. Phenomenal. The pants that are like a cropped Capri, but you can have them long, but they have no zipper. They are so flattering.
Emisha Gormley
Black pant or that comes in every color now. Stretch pant really holds you in, like, you can pull them on.
Cassidy Crockett
Is it denim?
Rosie Cummings
No, it's like wool, like a Lycra. It's beautiful.
Cassidy Crockett
I'm gonna have to check that out because people are always dming me. What do I get for a good khaki?
Rosie Cummings
I have a pale purple. I have a pale butter yellow. I have a black. I have the skirt. It is truly. It's cool, girl.
Cassidy Crockett
This makes sense.
Rosie Cummings
But it was a loaf or a flat with a white shirt.
Cassidy Crockett
When people call it very Audrey Hepburn.
Rosie Cummings
Very Audrey Hepburn.
Cassidy Crockett
Okay.
Emisha Gormley
That's how I describe it.
Rosie Cummings
What about going out like an event? You need a sparkle. What's your look? What's your go to?
Cassidy Crockett
Well, if you're looking for a place to shop and if you don't want to spend a ton of money, I would go onto Tuckernock. They have a brand called Hyacinth House. Yes, I think it is. They're like, usually under $300, under $200. And just really classic pieces. Like, I love to go with. We don't know what to do. Like, just go with black. Black is like, it's not a. It's not gonna make you look boring if you dress it up with a really pretty sparkly diamond earring or necklace or, like, a fun pair of shoes. It's totally fine to go with black. Just make sure that it fits you really well. And I just love to have fun with events with shoes. Like, shoes are totally my thing.
Emisha Gormley
I love a rhinestone shoe.
Cassidy Crockett
I love a rhinestone shoe.
Rosie Cummings
It's a great Chanel bow shoe.
Emisha Gormley
Oh, yeah, it's so good.
Cassidy Crockett
I got print pair of shoes that I thought was really fun. And at first I was like, I don't know. This could be kind of tacky, but, like, the whole Jimmy Choo thing where they released all their animal print shoes, I was like, I feel like with a black dress, this could be really fun.
Emisha Gormley
Yeah. I think the shoes on a simple outfit are almost better.
Rosie Cummings
Remember, what does the mom have to have? Like, if you're looking at the cool girl mom, like, can you spot her?
Cassidy Crockett
I would say just a really fun accessory. Like, anytime I see. And it's kind of, like, unexpected, something that I see a lot that I really love is a really cool pair of glasses, really good pair of thick frame glasses or funky glasses. Like, you could be wearing the most boring kind of outfit. Just, like, a really nice knit sweater, black pair of pants, whatever. But I see these moms wearing these, like, amazing optical glasses or amazing sunglasses. I have this pair. I think probably my most Asked question.
Rosie Cummings
Okay, we're going to do a little cool girl confessional. Rapid fire. Favorite New York city coffee shop.
Cassidy Crockett
Oh, it's interlude in tribeca. The coolest moss.
Emisha Gormley
Wait, where is it? I used to live in tribeca.
Cassidy Crockett
It's by the water. 145Hudson.
Emisha Gormley
Oh, on Hudson. Okay, I think I know where it is.
Cassidy Crockett
I've been in there. The last time I was in there, Robert pattinson, Suki waterhouse come walking in. They're chilling, like getting a little matcha. I've seen like Charlie puth in there.
Emisha Gormley
Is it the one next to little miss sunshine? The clothing store? Yes, exactly what it is. Yes. Okay.
Molly Sims
Okay.
Cassidy Crockett
The best matcha.
Emisha Gormley
The coolest place your go to outfit in a rush.
Cassidy Crockett
A really nice pair of loose black pants. A cashmere sweater, White t shirt underneath, loafers or jeans.
Rosie Cummings
Favorite designer right now.
Cassidy Crockett
I mean, I really do love Lulu desane. Like, I. That is my like thing that I think about all the time. Otherwise totem. I really don't think they can do wrong.
Emisha Gormley
Favorite oversized sweater.
Cassidy Crockett
Right now I have a sweater from nadam. I really love their cashmere. I think they do a really good job and they make one that's kind of like a cooler toned camel. I don't know the name, but really any oversized sweater from the doll.
Unknown Sponsor/Guest
I recommend sneakers or boots.
Cassidy Crockett
Boots.
Emisha Gormley
Style icon you always look to. Hmm.
Cassidy Crockett
Obviously Jenna. But I do love Lauren Santo Domingo.
Emisha Gormley
Yeah, we love her. We love her.
Cassidy Crockett
I love her.
Rosie Cummings
We would love to go into her closet and just live there.
Cassidy Crockett
Gosh.
Emisha Gormley
I would leave just hide.
Cassidy Crockett
Could you imagine? You pretty much get everything that modo.
Rosie Cummings
Alberti sells beauty products you can't live without.
Cassidy Crockett
Probably my Natasha denona concealer.
Emisha Gormley
Everybody loves that.
Rosie Cummings
I love Natasha denona cheek.
Cassidy Crockett
You have to cover something that's really red and it seems like nothing is covering it. Natasha denona. Oh, my gosh.
Emisha Gormley
I have to try that.
Rosie Cummings
The blushes are amazing with the highlight.
Emisha Gormley
Favorite neighborhood for people watching.
Cassidy Crockett
So. Or Tribeca.
Emisha Gormley
Yeah, I was gonna say tribeca. Don't you think, Rebecca? I do love the upper east side. I'm not gonna lie to you. You see some phenomenal stuff on the outside.
Cassidy Crockett
I know the old ladies on the upper east side phenome the 80 year olds and 90 year olds love.
Rosie Cummings
I love when they're put together and they're like out to lunch and they're like got coats and jacket and got hair's done.
Cassidy Crockett
I know.
Emisha Gormley
I love it because here's the thing I will say about the upper east side. Sometimes I find downtown you can start to see when people are trying a little hard on the Upper east side.
Molly Sims
They don't try hard.
Rosie Cummings
No, they're just rich. They're just rich. They're just rich. And you know what?
Cassidy Crockett
They can buy the stuff that people are a little scared to buy. Like the color.
Emisha Gormley
Yeah, they're just, just. They're fabulous and old and wealthy and the jewelry.
Cassidy Crockett
What's Jessica McCormick in the big townhouse up there?
Emisha Gormley
I haven't.
Cassidy Crockett
That's like a total Upper east side cool mom place.
Rosie Cummings
Are you a day person or a night person?
Cassidy Crockett
Well, I wish I was a morning person.
Emisha Gormley
I love morning.
Cassidy Crockett
The chicest people are out in the morning. I one day will be that.
Rosie Cummings
But like I will be that. Three kids in tow. Oh yeah, you might not be a.
Emisha Gormley
Cool mom is nodding.
Rosie Cummings
We always ask every guest before they go, if you could give advice to your 10 year old self, what would it be?
Emisha Gormley
12 years ago?
Rosie Cummings
12 years ago. We've never had someone this young. 12 years ago. If you could go back, give yourself advice, what would it be?
Cassidy Crockett
It will happen. I think I always had a dream in my head that like this would be something that I'm doing. Like that I can. You know, I used to make it. I used to have a YouTube channel when I was like 12 and I would talk to like my 100 subscribers. And I think, you know, I got a little bullied for it in middle school and then I never really did it again. But it was always a dream of mine. And it's just remembering that, like if you have that dream or that idea, like you cannot ever think that. Oh yeah, but it won't happen. Like you have to just believe in it. Even if you're. Yeah, even if I am the biggest proponent of manifestation.
Rosie Cummings
You've met two people that all we do.
Cassidy Crockett
It is like such an accurate thing with your subconscious. Like getting yourself to just believe that that's the truth.
Rosie Cummings
Because if you believe it, if you really believe it, 9 times out of 10 it will happen because you've manifested. You believe it.
Emisha Gormley
You know, you're putting into the universe.
Rosie Cummings
You'Re putting it out.
Cassidy Crockett
Little decisions each day that slightly affect.
Rosie Cummings
Creates a little luck. And a little luck creates. I mean it has opportunity. Opportunity.
Cassidy Crockett
I know.
Rosie Cummings
You know. And not being afraid of change. Well, thank you. You're amazing. We love you cool moms. We. You have to follow.
Emisha Gormley
Do we fit the cool mom Bill?
Rosie Cummings
Cassidy Crockett. Cool monologue. C O O L M O N O L O G U E Cassidy Crockett. We Love you.
Emisha Gormley
Love you. We have a Crockett family in Summit.
Cassidy Crockett
Really?
Emisha Gormley
Yeah.
Cassidy Crockett
I wonder if they're originally from Tennessee. Maybe Davy Crockett is my ancestor.
Rosie Cummings
So what's next? So you're gonna keep your cool girl monologue? What are we gonna do with it?
Cassidy Crockett
My plan next is to start a series where I go into different cool mom's closets and we talk about. I know if you guys are ever down, I will make a trip over.
Rosie Cummings
Love it.
Cassidy Crockett
Talk about their favorite pieces, talk about their favorite way to style things and turn it into like a quick reel on like Instagram and TikTok and just kind of go from there.
Emisha Gormley
I love it.
Rosie Cummings
You have great style. Great outfit.
Unknown Sponsor/Guest
Thank you.
Rosie Cummings
I love the way that you storytell cruel girl mom fashion. It's very well done.
Cassidy Crockett
Thank you.
Rosie Cummings
So thanks for coming on. Thanks for listening to Lipstick on the Rim with Molly Sims and my Ride or Die Emisha Gormalay.
Unknown Sponsor/Guest
We are so excited to bring you.
Rosie Cummings
Guys along on journey with us. You can find us on Instagram and TikTok at Lipstick on the Rim and Molly B. Sims. Or you can go to my blog where you can dive just a little bit deeper into my favorite products, trends and more@mollysims.substack.com don't forget to check out our video episodes on my YouTube channel, Molly Sims. This podcast is production with Sony Music. I wanted to give a special thanks to my team, Rosie Cummings, Ken Orion, Sophine Kevorkin and everyone at Sony Music. Don't forget to listen and follow wherever you can at your podcast so you never miss out on the fun.
Lipstick on the Rim – “How to Dress Like a Cool Mom: The Jeans, Sweaters & Capsule Staples Every Woman Needs”
Hosts: Molly Sims & Emese Gormley
Guest: Cassidy Crockett (@coolmonologue)
Release Date: December 16, 2025
This fun, fast-paced episode is a style survival guide for moms (and anyone who wants practical, pulled-together looks). Hosts Molly Sims and Emese Gormley are joined by Instagram’s “Cool Monologue” Cassidy Crockett. Throughout the conversation, they decode “cool mom dressing,” favorite denim and sweater brands, and how to embrace effortless chic through capsule wardrobes, all with the backdrop of real life: hectic mornings, post-baby body changes, and wanting to look good—even on three hours of sleep.
Cassidy shares her belief in manifestation and encourages listeners (and her 10-year-old self) to not abandon childhood dreams simply because they seem far away. “If you believe it, you actually take tiny steps towards it, and eventually, with a little luck, it’s yours.” [39:42–40:44]
| Wardrobe Staple | Cassidy’s Picks & Recos | Affordable Options | |------------------------|---------------------------------------------------------|-------------------------------| | Jeans | Redone, AYR, Levi’s low loose, Moussy, Live Love Lenny, The Row | Mother, High Sport | | Sweaters | The Row Ophelia, La Ligne, Cos, Nadam, Jenni Kayne | Quince, Cos, Nadam, Toteme | | Belt | Below the Belt, The Row, Bottega, Celine look-alikes, Ralph Lauren | Below the Belt, Ralph Lauren| | Shoes | Tony Bianco Gatsby Loafer, Dr. Scholls clogs, Celine Abbey, Wales Bonner Samba | Tony Bianco, Dr. Scholls | | Coats | Moncler (cropped), Toteme, Miu Miu, Jenny Kane, Quince | Quince, Jenny Kane, Toteme | | Jewelry | Heart (custom charms), Dorsey | Dorsey, Heart | | Bags | Verified, vintage Chanel, The Row Margaux, Kate (woven style) | Verified, Kate |
For more: follow @coolmonologue, @mollybsims, and @lipstickontherim. Find previous episodes, products, and blog content at mollysims.substack.com.