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Barefoot Dreams

Barefoot Dreams Coastal Hooded Cardigan / Madewell Oversized Ex-Boyfriend Top / Tory Burch Flats (Here are the pumps! Both versions run totally TTS.) / Tory Burch Tote (Here’s the mini version.) / Rag & Bone Ankle Skinny Jean

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

We’re back!

Surprise, surprise: We experienced three delays (in JFK, of course), and we arrived in Chicago much later than we had hoped. But we made it!

Navy Shirtdress Shipping Soon

Navy Shirtdress Shipping Soon - J.Crew | Kelly in the City

J.Crew Navy Shirtdress (Also love this one that has a bow (!) and this everyday one.) / Strappy Block Heel Sandals (Also at Nordstrom.) / Similar Sunglasses / Poppy + Sage Woven Bag c/o

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

What’s the over-under on how many flight delays or cancellations we’ll experience today? ;) Pretty sure we’ll get off Nantucket; just not sure whether we’ll actually get out of NYC since there’s a chance of thunderstorms. But we’re prepared: I have toiletries, two changes of clothing for everyone, and an iPad packed in my tote bag. Give us your worst, JFK!

I’m joking. Please spare us. I’m completely terrified. 😂

Bows and Ruffles

navy bow slides

Navy Bow Slides (They also come in leopard!) / Halogen Ruffled Sweater / Rag & Bone Skinny Jeans / Longchamp Tote (Sale version here.) / Monica Vinader Bracelet / Similar Sunglasses

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

Second to last day on Nantucket, and it’s my cousin Sammy’s birthday! To celebrate, we took a 2.5-hour walk around the island this morning, and we’re spending the afternoon on the beach. :)

Fall Essentials on Sale

fall essentials

Cole Haan Tali Skimmer Flats (They come in a solid version, too. And here are the pumps!) / Rag & Bone Skinny Jeans / Tote (Sale Tory Burch version here, and here’s a super affordable Nordstrom Anniversary Sale brown tote. Doesn’t it look just like the Madewell one?!) / Halogen Scalloped Neck Sweater (Here’s the other scalloped option.) / Burberry Jacket (On sale, too!)

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

Guys, thanks so much for bearing with me over this past week! We’re headed home to Chicago on Tuesday, so you can expect more varied content to appear in a few days. In the meantime, though, I’m just over here remixing favorite sale pieces to create different fall outfits. :) Here’s today’s classic look:

English Factory Top

English Factory Top

English Factory Top (Shop more English Factory here!) / Hudson Jeans (This super similar pair is part of the Nordstrom Anniversary Sale!) / Strappy Block Heel Sandals (Also at Nordstrom.) / Poppy + Sage Bag c/o / Similar Sunglasses / Lisi Lerch Earrings c/o

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

I’d like to interrupt all the fall outfits with a favorite summer one! I’ve been wearing this top really often because it’s so flowy and easy, and makes a statement even if wear it without red accessories. ;) In terms of sizing, I’d say that it runs TTS up top but the style itself is peplum-like, so the bottom is roomy. I’m wearing my usual size here, and it’s generous.

Sale Cashmere Vest & Tory Burch Flats

 Halogen Ribbed Cashmere Vest

 Halogen Ribbed Cashmere Vest / 1901 Striped Tee (Runs small. Go up at least one size.) / Rag & Bone Jeans (Run TTS. I always wear a 25 in designer denim, and took a 25 in these, too. For reference, I usually wear a 25 in J.Crew jeans, too.) / Tory Burch Benton Ballet Flat (Comes in three colors and runs totally TTS!) / Bucket Bag (Madewell version on sale!) / Similar Sunglasses

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

I’m back with another easy fall look: one that I know I’ll wear again and again next season. From coffee shop visits and casual office settings to playground dates and brunch with friends, it works for so much! :)

Little Girl, Big City

little girl

J.Crew “New York” Sweatshirt (Here’s the adult version!) / Huarache Sandals (Adult version here!) / Brown Leather Tote / Gap Kids Dress

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

Oops! The Larkins had a bit too much fun at the Winnetu’s Clam Bake last night, and hitting publish on this post slipped our minds as we drifted off to sleep with full bellies. ;)

A couple of days ago, I put up an Instagram from an afternoon in Washington Square Park with Emma. I actually wrote about the day here–but I felt that the cuteness from the park deserved its own post!

J.Crew Dover Blazer

J.Crew Dover Blazer

J.Crew Dover Blazer / Cole Haan Tali Skimmer Flats (They come in a solid version, too. And here are the pumps!) / Tory Burch Benton Pump (Here are the Sale Flats and the Sandals) / Rag & Bone Skinny Jeans / Tory Burch Marsden Tote (Here’s the mini!) /1901 Striped Tee / Monica Vinader Bracelet / Similar Sunglasses

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

We made it! We’re on Martha’s Vineyard as I type this, and I’m oh-so-happy. We’re staying at the Winnetu Oceanside Resort with Vineyard Vines in honor of the VV’s 20th anniversary, and everything is perfect. ❤ While we haven’t had much luck with flights as of late, this has made it all worth it, and I truly feel lucky to be here. High School Kelly–clad in her VV patchwork stuff, which is BACK because of the anniversary–would have been like 😮 if she’d been told this would one day occur. A “pinch me” experience, for sure!

CeCe Navy Scalloped Dress

CeCe Scalloped Dress

Kenneth Cole Wool Long Camel Coat (This slightly different version is fully in stock, and also on sale.) / CeCe Navy Scalloped Dress / Tory Burch Benton Pump (Sold out of your size? This is basically the same pump, and it’s available for pre-order. Same fit, just a slightly lower heel! Tory Burch Benton Ballet Flats here.) / Tory Burch Marsden Pebbled Leather Tote

*Today’s Question of the Day is in red at the end of this post. Answer to be entered to win $50 to shop the Nordstrom Anniversary Sale!*

While these photos were taken in Chicago, I’m comin’ at you live from New York right now! (Hehe. Actually, it’s 9:00 p.m. as I type this, because we have a single hotel room and Emma’s asleep in a Pack n’ Play in the corner like two feet away from us. 😉)

Live Every Week Like it’s Shark Week

Shark Week

Mitch’s Vineyard Vines x Shark Week T-Shirt and Shep Shirt (And Shorts!) / My T-Shirt and Shep Shirt / My AG Jeans (Also love this similar pair.) /  Emma’s T-Shirt and Shep Shirt / Tote / Gingham Hat (Mine’s in navy but I love the black, too.) c/o

*Today’s question of the day is at the bottom of this post! Answer it to be entered to win $50 to shop the Nordstrom Anniversary Sale. Nordstrom also carries Vineyard Vines, btw!* 

Today, we’re headed off to Martha’s Vineyard to celebrate Vineyard Vines’ 20th anniversary! We’re actually going a day early because it takes a while to get there from Chicago, and let’s be serious: our family is cursed when it comes to flying. 😂 Better safe than miss everything, right?!

But let’s talk about these photos for a moment. Shark Week just started, and Discovery paired up with Vineyard Vines to create an amazing line of Shark Week-inspired clothing and accessories. Fun fact: While Vineyard Vines is celebrating its 20th anniversary, Discovery is celebrating its 30th!

When the team reached out about sending the Larkins some stuff, I was so excited. My brothers are big surfers, and have forever been obsessed with and terrified of sharks at the same time. I can’t even tell you what a big deal Shark Week is for my family, hahaha. Everyone seriously sits on the couch at my parents’ place on the Jersey Shore and watches the shows for hours on end. It’s hysterical, but it’s also such a bonding experience. ;) Lots of screaming and lots of fun. (And lots of learning!)