She glides down a sun-baked city street in her silk slip midi dress, salt-air waves grazing her shoulders, cheeks flushed the exact pink of fresh gelato. People can’t tell whether she’s on her way to a gallery opening or just grabbing a pistachio cone; either feels plausible when you’re wrapped in a slip the color of spun sugar.
A bias-cut whisper of satin that skims like a sea breeze—somewhere between lingerie and modern art. The midi length keeps things elegant; the barely-there straps say, I woke up like this (and maybe in Positano).
Minimalist foot candy: matte-black rubber with a squared-off toe that gives “I vacation in Rio, but I live in New York.” They ground all that blushy softness with just enough edge (and fit in your tote when you swap to heels after dark).
Imagine a disco ball decided to go beachy. Oversize, light-catching, and roomy enough for a paperback, sunscreen, and a farmers-market bouquet—because the Soft-Serve Siren never arrives empty-handed.
Tap it across cheeks and bridge of nose for that just-chased-the-sun flush. The balm texture melts into skin faster than you can say “no-makeup make-up,” marrying the slip’s pale-pink hue.
A little nostalgia, a lot of shine. She tucks a vintage photo (or maybe a train ticket from last summer’s fling) inside, because the best accessories carry a secret.
Two spritzes, a scrunch, and her hair looks like she spent the morning surfing—minus the salt crust. The scent? Think vacation bottled.
She journals in cafés but never gatekeeps her favorite spot. She can talk Rococo art one minute and reality TV the next. She answers DMs with voice notes, because texting feels impersonal, and she sends postcards “just because.” Buy this look and you’re not just slipping into a dress—you’re stepping into her energy: breezy, generous, forever sun-kissed.
Add every piece to cart, then add an ice-cream date to calendar. Soft-serve required; plans optional.
A new Madhappy drop is here, and this time its a nostalgic throwback with Juicy Couture. The tracksuits, the bling, and all the velour has once again become available, just with a few modernized (or Madhappy) twists. This cropped baseball tee was my favorite look from the collection and this is exactly how I'm wearing her. I like to think of this look her almost like a younger and 2025 version of Gaby Solis, or just something you would see one of the girls in NYC wearing grabbing a matcha and running to Whole Foods to pick up some more vegan protein power for after her pilates class. These Eterne pants are perfect for when you want to be comfy and feel like you never left your pajama pants, but still look put together. Because those are definetly the vibes all the time. Also, I like to think of Eterne has the mature Brandy Melville. You've grown up a bit and are elevating your closet, so now we are trading one source of cotton and pointelle for a more expensive (but also way nicer and more flattering) version. And of course the girls are recognizing the convenience of a big bag, but only a nice leather one, and this one is so chic and so perfect on the arm. Lastly, accessories are everything when it comes to dressing up what I like to think of as outside loungewear. Some gold rings, chic small sunglasses, and your cool girl baseball cap are all you need. And I know she's getting her steps in today, so sneakers are necessary. But only cool pairs of sneakers and preferably ones you aren't seeing on everyone else's feet. This brown and creme one go great with this look and really finishes off the color scheme.
Fall is in the air, and we all know what that means—it’s time for cozy date nights and effortless outfits that still turn heads. Whether it’s a casual dinner in the village, a solo coffee date, or just stepping out for a spontaneous evening stroll, this look is a total vibe.
First things first—denim. Dark jeans are a fall essential, and they’ll take you from daytime chic to evening elegance in no time. I’m living for Frame’s Le Sleek pair of jeans right now. They fit like a dream and are just so flattering. These jeans are everything because they’re versatile—perfect for a fancy dinner or just grabbing your favorite latte. You can dress them up or down, and either way, you’ll look like you just stepped out of a street style photo shoot.
Now, let’s talk about boots. You know I’m all about a good pair of boots, and this season, it’s all about the sleek and understated styles. Whether you’re feeling a classic heeled boot or something more laid-back like a chunky combat style, the boots make the look. For this outfit, I’m leaning towards something classic yet modern—a boot that’ll last for years and never go out of style. But let’s be honest, the real magic happens when you pair it with a cozy cardigan that feels as luxurious as it looks.
Cue the cashmere moment. This button-up cashmere cardigan is the fall staple. And I’m not just saying that because it’s Mongolian cashmere (although that alone is a selling point). It’s the perfect shade of brown—a warm, earthy tone that literally goes with everything. The way it hugs the wrists with those cute little buttons? Obsessed. It’s the little details like that which make this cardigan a total standout. And did I mention it’s under $90? Run, don’t walk to snag this gem.
Of course, we all know the layering game is key, so naturally, a white baby tee peeking through the sweater’s collar is a must. It adds that subtle contrast that pulls the whole look together. My go-to is always from Eterne—they just get the basics. Plus, their pajama pants? Let’s just say you’ll want to live in them (but that’s a story for another day).
Now, onto accessories—because what’s an it girl look without the perfect finishing touches? When it comes to bags, the options are endless. You could go for something timeless like the Chanel Flap for that chic, forever-in-style moment, or maybe channel a bit of Jackie O with the Gucci Jackie bag. But, if you’re in the mood to turn heads (and who isn’t?), a trendy option like Bottega’s Sardine bag is the way to go. I love how the gold handle ties everything together with the subtle gold accents in your jewelry—hoops, bangles, you name it. It’s those effortless details that take the look from cute to next level.
And who is this girl wearing this effortlessly cool outfit? She’s the girl who can make even the simplest things feel extraordinary. She’s thoughtful yet spontaneous, the type of girl who doesn’t wait around for plans—she makes them. She’s always a little ahead of the curve but never tries too hard. When she walks into the room, people notice her, but it’s her energy that keeps them looking.
She’s the girl who can wear vintage flea market finds as confidently as she wears designer labels. She loves her books well-worn, her mornings filled with the smell of coffee, and her afternoons spent exploring new parts of the city. She always keeps a journal in her bag, right next to her favorite red lipstick (just in case). Her style? It’s personal. She knows what she likes, and she doesn’t need the latest trends to tell her what’s cool. She loves a classic look with a twist, like a well-fitted pair of dark jeans and cashmere layered just right.
When she gets dressed, it looks effortless because it is. She doesn’t fuss over the details but somehow gets them all right. And when you catch her walking down the street, you know she’s a girl with stories to tell—just not all at once.
So tell me, what’s your dream bag for this look? Would you go classic, trendy, or a bit of both? Let’s hear it in the comments!
I picture this outfit in New York, walking to get lunch on Lafayette. However, it's a perfect it girl outfit for anywhere. It's very modern-day Alexa Chung (not that Alexa Chung is ancient; I just feel like 2010 her would wear this circa 2024, if that makes any sense at all. Fashion is a language; it's not meant to be explained in perfect English). I digress.
A black mini dress is timeless, as we all know - and it really is an all-year-round staple. But pair it with a baseball cap, sunnies, and ballet flats, and you have an ideal summer look. Plus, all of these pieces are super affordable and great capsule pieces - if they aren't in your closet yet, they should be now.
Whether you are going to lunch, getting a coffee, watching a tennis game, or visiting an art museum: you can't go wrong with this look.
I love the pop of color this red bag gives and Le Specs makes the most perfect sunglasses, and I'm obsessed with these ones. I don't currently own them but they are definitely on my wishlist. Stunning. And the fact that this dress is only like 40 bucks seems like a steal with today's prices.
However, I do understand that a black dress might seem like a bit of stretch, saying that this has been an insanely hot summer, so another option is this white cotton dress with a lower neckline. Equally cute and would totally work with this look,
And whether or not you are Canadian - you can still rep the baseball cap. It's super cute and switches it up from the baseball caps everyone else seems to have. Or maybe you are happening to visit Toronto this summer and need some matcha recommendations, because if so I got you.
So throw on the it girl outfit, channel your inner Alexa Chung, and hit the town.
I love this look. Maybe I love it so much because it's an outfit I would wear/have worn, but I think it's more than that. It's feminine spring meets biker boho cool. Perfect for warmer days when you want to feel the sun on your legs or show off a fresh tan. It's the perfect look to sit outside at your favorite restaurant off of Melrose or to stroll around the shops and buy a new pair of denim.
I love this babydoll-style dress that isn't form-fitting but is still so cute and flattering. Then, of course, I have to edge it up with some biker boots, but I've been really into brown boots lately and also suede, hence the bag. This slouchy brown bag with gold details is so perfect for this look, matching both the boots and dress but still looking cute on it's own. And you can fit a book to read in the park.
Rhode's salted caramel lip treatment pairs beautifully with Jo Malone's peony and blush suede perfume. Like, if I could smell this look on this day, that's what it would smell like.
And simple gold jewelry is all you need for this look. A dainty necklace to sit on your collarbones and these gorgeous crystal earrings to bring some sparkle to your face.
I will definitely be living in this look this spring and summer.
Micro shorts are a yes right now, but if you are going to wear them, wear them right.
These super hot Saint Laurent shorts are the perfect vibe for a night out, and when styled correctly the look can be just perfect.
Paired with the shorts is an off-the-shoulder long black sleeve shirt. It has that sheer-ish fabric but nothing is see-through and the sleeves are super long so they look flattering and great with your nails done holding a martini glass (or a water glass, no shame here). Both these pieces elongate your limbs when paired together and although it might be deemed casual, that's when we bring in the shoes and black eyeliner.
This look is elevated with some sling-backs, and these pointed ones are everything. You could also style this outfit with some knee-high pointed boots, but I like the sling-backs because it doesn't break up your long legs, it just finishes them off with a perfect bow, or in this case, silver buckles.
This look definitely needs a bag, and while I almost went with a big hobo bag - a black shoulder bag just felt right. I was looking for a Chanel shape but from an edgier brand, and this Zadig&Voltaire clutch is perfect. Wear it as a shoulder bag and the look has just been perfected.
The last step I took to make sure this outfit was the look of the night was to dazzle her up with gold jewelry. A long thin necklace is great for an all black top and the big gold hoops really just tie everything together and bring the attention back up to your face. You could definitely add some rings or even switch everything to silver if you are more of a moon girl.
And since we brought the attention back to your face, a smokey eye is everything. Some smudged black liner on a soft base and you are perfect. You can style your hair straight or curly, just as long as it is left down and you feel confident in it.
The average temperature in these upcoming months might be a bit chilly, but that never stopped us before. I mean, I think we're still young enough to play the looks-over-comfort game for a little bit longer - or at least until it bits us in the butt and we're walking home with blisters on our feet and Bottega heels in hand.
However, as a Californian, a skirt and sweater is the perfect fall look since it rarely drops below 75. But for my girls a little more east, this is the look to pair with some fleece-lined tights. A black sheer leg always works with a skirt. And the weirdest part about this look isn't the fact that you are wearing a skirt; it's the fact that you aren't. Because it's a skort. Now, normally, I never veer from a short skirt. And the best thing about mini skirts is that you can never go wrong when choosing one. It works with pretty much every look. Except for those moments when you don't want to have to think about showing a little bit more than you were planning on. And that's when the skort comes in.
But other than the fact that this skirt is also shorts, how cute is it! I love this little belt detail it has, and I am even more in love with the loose pleats. I was never a fan of those super straight and sharp pleated skirts; they were a little too "prep" for me, but this skirt - I mean skort - is just perfect.
Now, the sweater and dark red is where we bring the "fall" in the "a skirt in the fall." As you know by now, red is this season's color. And my favorite shade for fall is this dark, deep red, especially on these leather flats and baguette bag. As for the sweater, you can either shop in the men's section or just rummage through a guy's closet since that's usually their only asset. But a men's sweater normally has a baggier and boxier shape, which I love in oversized clothes - especially this COS sweater.
All these dark shades look so good together, especially when you want to match the grey city skies and cozy, warmly lit restaurants. Which is also perfectly complimented with a slightly sheer but totally moisturized burgundy lip. I love this Ultralip from Glossier because it's so soft and has the perfect amount of color.
Lastly, the cherry on top of this look is this gold chain belt. A subtle yet powerful accessory. It just slightly peaks out from your sweater and draws a bit of sparkle and attention to the skirt. And it compliments the gold details of your shoulder bag. It really is like the big bow wrapped around a Christmas present.
We all know and love the Kensington and Chelsea it girl.
She loves matcha, Kate Moss, and shopping on Sloane Street. And she has such great hair! Although she loves her designer bags, she keeps her outfits easy and simple - I mean, a young girl doesn't have all day to get dressed, especially if she's coming home from shooting her big campaigns. So she picks something easy yet stylish that features high-quality closet staple pieces.
For pants, a flattering pair of jeans is always an easy go-to. And these black straight-leg ones from Anine Bing are the current fav. They are so flattering and the perfect shade, definitely a closet must-have. And today it pairs with a simple and comfortable white tee. This one just happens to have Kate Moss on it.
And, of course, we all know the perfect sweater is a must-have for these colder months. You can wear this grey one either in hand if it's not too cold, or on with the bottom of the white shirt sticking out. Effortless but totally planned - the key to all good looks, and the Kensington and Chelsea it girl knows it.
As for the shoes, a pointy boot is so chic under a long, loose jean, and these Khaite ones are the definition of quiet luxury. I might also switch it up with a light pink ballet flat, which is another Kensington and Chelsea it girl staple. But my shoe choice definitely depends on my mood that day.
These tiny gold earrings are the perfect accessory when you don't want anything too loud, but you don't want to leave the house feeling naked.
Lastly, keys. But not just a house and car key, that's boring and lacking personality. You want something that has a little bit of spice. Something that shows a little bit about you without showing too much. Maybe there's a story or sentimental value, or maybe you find this super cute one on SSENSE, and it really speaks to you. I mean, the eight ball? And the pink? I love it, and so does the Kensington and Chelsea it girl.
This outfit lives in my mind rent-free, so of course, I had to turn this vision into a lookbook so I could take inspo from it whenever I needed it; plus now I know my next pant purchase.
This lookbook is definitely giving model off duty vibes and total it-girl with the Adidas Gazelles (which are superior to Sambas).
This look would also be so cute paired with a vintage brown bomber jacket or the leather Miu Miu jacket to really add that extra touch of style. But for the warmer days, a jacket isn't necessary, and this look is still so baby without one.
This Realisation Par tank top is one of the cutest tank tops I own, I'm obsessed with the fit and the fabric - it's just so cute and comfy, which is a must when it comes to tank tops. And I'm soooo picky about my tank tops, like out of all the clothing items, that's the one where I have the highest standards, and I'm so picky about all the little details. So skip the middle step and just trust that this is a solid tank.
As for the pants, I love a black trouser, especially one that fits nicely and looks super flattering on the butt and legs.
And, of course, I have to accessorize with gold jewelry. Little hoops and a cute bracelet are all you need for this look to elevate it but still keep it simple. And if you are a silver girl this outfit would still be great with some silver accessories.
Because the look is fairly simple (but the girls that get it, get it) the bag can be pretty interchangeable. I love a simple sleek bag and this Prada one just felt like it was the perfect one for this look. You could edge it up with a studded bag or make it even more casual with a leather tote. But since I based this look off of me, I obviously had to go with a shoulder bag because somehow I always end up with a shoulder bag.
Her energy enters the room even before she does. She loves and is loved. The perfect combination of looks and smarts. She leaves people better than she found them, but never at the expense of her own happiness.
Her silky purple slip may look like pajamas when on a hanger, but when she slips it on it's brought to life and you would think it was couture. Is it vintage? Is it thrifted? Is it designer? Is it right off the runway?
But she's never vain. She knows she's gorgeous, but she doesn't let it get to her head. If anything, her beauty taught her to find the beauty in other things. The smell of a coffee shop or the sound of laughter.
Her leather jacket looks vintage and fits oh so perfectly, everyone is dying to know where it's from.
And she would never ever leave the house without Santal 33, I mean who would? She smells like Paris and flowers and fun and mystery. Her Instagram is filled with perfect pictures of her outfits and fashion week and her favorite book recommendations, but she still keeps things to herself and never draws back the curtain too much.
She loves a boot, or a flat, or a heel, or a sneaker. She loves it all. Especially the cool-looking ones.
Normally she gets her jewelry from flea markets or tiny vintage shops she finds when traveling, but these were gifted to her and she thought they matched perfectly.
Putting on this outfit took so much thought yet no thought at all.
It's about the details and the effortlessness.
But here's the secret. This outfit is perfect because it's personal. She knows her style and she picks the pieces she loves. She doesn't love a piece because everyone is wearing it, but she also doesn't hate anything for that reason either.
Also, this book is her latest read and she hasn't been able to put it down. It's filled with notes and highlights because she likes her books how she likes her hair and leather jackets: lived in.
And oh how she is so me.