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The Holidays with J. Crew Factory

I was so excited to partner with J. Crew Factory on this post. I had been eyeing a few items already and immediately started brainstorming outfit ideas for Garrett and me to wear. I initially had another outfit in mind but switched to plaid because it was so much more festive. (And so much more us.) As far as I’m concerned, there is no such thing as too much plaid for the holidays.

Today only, get 50% off and free shipping (and an extra 40% off clearance) with the code “WHOAGIFTLIST” at checkout.

Holiday Gift Ideas

Doesn’t the green sweater look so cute on Gar? I was dying over his whole look; I love the way it came together.

Men's holiday lookHoliday Outfit Inspiration

I picked out this ruffled plaid shirt. It’s lightweight, and with the ruffle collar detailing, it’s just perfect for layering under a sweater. Would look cute with a puffer vest as well!

J. Crew Plaid Ruffle Shirt

Connecticut fashion bloggers wearing holiday outfits

Garrett is pretty opinionated when it comes to what he wears. Luckily he has great taste, but it does make it hard for me to shop for him. If you have that kind of guy to shop for too, put this plaid shirt at the top of the list. It’s really rugged and has the cutest elbow patches. It’s also a true button down, which Garrett and I both agree is essential for guys.

Also, the pants are a home run. We try to find good pants for Garrett all the time. It’s so hard to find ones that aren’t skinny jeans or “dad” jeans. These get a thumbs up from both Garrett and me.

J. Crew Factory Looks We Love J. Crew Holiday Looks We Love

Now that we have good holiday party outfits, next up is gifts!!! J. Crew Factory just launched their gift guide. It’s so cute and color-coded, making it easy to find the perfect gift for everyone on your list. For women, I’m loving these plaid pants, this shirt-tail hem sweatshirt, and these glitter flats. For men, you can’t go wrong with flannel pajama bottoms, printed socks, or this anchor mug (under $20)!

I’m wearing: Plaid Shirt // Black Skirt // Similar Flats

Garrett’s Wearing: Green Sweater // Plaid Shirt // Slacks

Photos by Courtney Ann Photography

Thank you, J. Crew Factory for sponsoring this post.

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You look so beautiful! The shirt and lip color look lovely with your complexion. You need to frame the shot of you looking lovingly at your bf. It’s so cute!

Jen Kessler

Those outfits are perfection together! So cute! Also, I totally agree that it’s hard to find good jeans for guys. My husband has real man legs, not skinny jean legs ;).


This is adorable – you two look so great and so well-coordinated with each other! Also, I love the subtle ruffle on that top. It’s cute and girly without being overwhelmingly so.



I really like this photos and the outfit coordination. It is getting me in the mood for the holidays! I know its chilly in New England so how is this ideal for the winter?

Katie McC

Seriously the cutest outfits ever! <3 J.Crew Factory! I try to get to the one in Vero Beach every few months to check it out! Cutest holiday dressing couple award goes to you guys! Seriously it's so fun to shop for boys but it is surely hard to find clothing they are happy with and fit right but hey, I'm the same way with my clothes. I would hate if my boyfriend bought me clothes where I didn't like the fit of them. But man, I dress myself all the time in girly clothes, there's just something so exciting about buying a new button up for a boy!

A Girl, A Style

Oh my goodness, you two are just the cutest and look like you’re straight out of the pages of a J.Crew catalogue here. And I love that shirt on you!

Briony xx