J.Crew Fall Try-On (Hint: Get the Tie-Neck Chambray Shirt)

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I don’t frequent J.Crew often (other than for their swimsuits), but when I venture into their “real clothing,” I wonder why I haven’t done it sooner. Their styles are timeless yet fresh, and I always seem to find hidden gems, or surprising outfit pairings.

So when J.Crew’s fall sale rolled around, I had a hard time limiting what I added to my cart. Cozy knits, cashmere and cotton, slouchy jeans, button downs…okayyy J.Crew…I see you and I am here for it.

Tried: 5 Fall Outfits From J.Crew (Featuring A Must-Have Chambray Shirt + More Clear Winners)

With my J.Crew haul, I decided to pull together a few full outfits mixed in with pieces from my own closet. Three I love, and two were kindaaa duds…but we’ll get to those. Let’s get into the try-on.

1| Denim on Denim

Cozy knits, cashmere + cotton, slouchy jeans, button downs... okayyy J.Crew...I see you & I am here for it. I pulled together a few fall outfits + pieces from my own closet.

Shirt | Jeans | Booties

“This is either going to be super-cute or atrocious.” I thought to myself when I ordered this tie-neck chambray shirt. It was definitely the wildcard in my order…but it paid off. I am LIVING for this denim on denim look. These boyfriend jeans are slouchy, ideal for tucking in shirts, and I adore the wash. I think my Steve Madden Booties add some nice contrast and make the whole thing work. It is Oregon Trail-chic (hold the dysentery and runaway oxen).

Cozy knits, cashmere + cotton, slouchy jeans, button downs... okayyy J.Crew...I see you & I am here for it. I pulled together a few fall outfits + pieces from my own closet.

Shirt | Jeans | Booties

Fit Notes: I have broad shoulders, so I usually size up in fitted tops or coats. This chambray top is a size 12 (up one size from my usual 10). The jeans are a 29 (size down one or two). I also ordered a 28 to decide which ones I’ll keep. The booties are TTS (I’m wearing an 8).


2| Cozy Turtleneck Poncho & Slouchy Jeans

Cozy knits, cashmere + cotton, slouchy jeans, button downs... okayyy J.Crew...I see you & I am here for it. I pulled together a few fall outfits + pieces from my own closet.

Poncho | Jeans | Booties

This relaxed turtleneck poncho brought me to the J.Crew website in the first place. Feeling as close to wrapped in a duvet whilst out of bed in the wintertime is sort of my jam. This poncho definitely looked light pink online, but has bits of purple and light blue in it in person. I ordered a M/L and it is WIDE. Probably could have gotten away with a S/M. What’s nice about this poncho is it works on its own or layered with a turtleneck underneath. The best part? It has POCKETS. I paired the poncho with the same J.Crew slouchy jeans and suede booties to complete the look.

Fit Notes: The turtleneck poncho runs big. Consider sizing down (I’m wearing a M/L, but exchanging for a S/M). The jeans run big (size down 1-2 sizes). The booties are TTS (I’m wearing an 8).


3| The Junior League President Look

Cozy knits, cashmere + cotton, slouchy jeans, button downs... okayyy J.Crew...I see you & I am here for it. I pulled together a few fall outfits + pieces from my own closet.

Top | Pants | Flats

I wish I had a reason to keep these black four-season stretch pants. They are incredibly comfortable and well-constructed. If I went into an office or fancy lunches on the regular, I would keep them without hesitation. But, that’s just not my life at the moment. This cotton-cashmere patch-pocket mockneck sweater is everything, though. It isn’t bulky and has some lovely details in the stitching around the neckline and the front pockets. Paired with my trusty Tory Burch flats (under $120 dupe), I look like the incoming President of the Women’s League of Greenwich Connecticut. No shade…I sort of dig it…now eat your Waldorf salad and hush.

Fit Notes: The pants are TTS (I’m wearing a 10). The sweater is TTS (I’m wearing a Large). The flats are TTS (I’m wearing an 8).

And onto the duds…


4| The Checked Shirt That Could Have Been

Cozy knits, cashmere + cotton, slouchy jeans, button downs... okayyy J.Crew...I see you & I am here for it. I pulled together a few fall outfits + pieces from my own closet.

Top | Jeans | Sneakers


You know that meme that goes something like, “All girls looking cute on Pinterest in flannel and hats, and I’m out here looking like an ax murderer?” That’s sort of how I feel about this relaxed flannel shirt. If I were attending the Lilith Fair, I’d rock the heck out of this look. It’s just not doing it for me right now. I also anticipated it to be a heavier flannel material, but it’s surprisingly lightweight.

Cozy knits, cashmere + cotton, slouchy jeans, button downs... okayyy J.Crew...I see you & I am here for it. I pulled together a few fall outfits + pieces from my own closet.

Top | Jeans | Sneakers

Fit Notes: I sized up to a 12 in this button-down to account for my shoulders. The jeans run big (size down 1-2 sizes. I’m wearing a 29 here and ordered a 28 to try). The sneakers are TTS (I’m wearing an 8).


5| The “It’s Fine” Turtleneck

Cozy knits, cashmere + cotton, slouchy jeans, button downs... okayyy J.Crew...I see you & I am here for it. I pulled together a few fall outfits + pieces from my own closet.

Top | Pants | Flats

I wanted to love this tissue turtleneck. It’s lightweight and comes in a ton of colors, but it just wasn’t doing it for me. It’s not bad. It’s not great. It’s just…fine. I tried tucking it into these black four-season stretch pants and pairing it with my Tory Burch flats I’ve owned forever (under $120 dupe), but that didn’t improve the vibe.

Fit Notes: The turtleneck is TTS (I’m wearing a Large. It might just be a little too long on my short torso). The pants are TTS (I’m wearing a 10). The flats are TTS (I’m wearing an 8).

Whether you’re looking to replace some tried and true favorites or want to try a new twist on a classic piece, check out J.Crew’s Fall Collection. It’s GOOD.

x, Meredith