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Tailored and True

Thanksgiving: Family gatherings & what to wear

November 27, 2014

Hi everybody! Happy Thanksgiving!

I hope you’ll humor me today as I try something new. Despite the fact that I’m writing this now from my parent’s couch wrapped up in my most comfortable jeans and Smartwool socks (my favorite to stay warm), I know that a lot of people dress up for the holidays to visit with friends, extended family, or the extended family of friends. See what I did there? In any event, with so much going on and so many people to meet, you absolutely don’t also want to be stressed about whether you are dressed appropriately. So, while I normally do my very best to pack light, my advice to you is to bring options. If you aren’t sure if jeans are appropriate, make sure to bring a back-up dress or skirt. And while I didn’t get my act together enough to post this yesterday, here are a few examples that will hopefully help to inspire you throughout the rest of your visits this holiday season.

Outfit 1:

DSC_0433DSC_0411DSC_0407(2)DSC_0450

Outfit 2:

DSC_0500DSC_0519DSC_0503DSC_0509

One good option if you’re traveling further than across town is to show up dressed in your more casual outfit, and if you find yourself underdressed, to change into your more formal option upon arrival. What are your thoughts on how to beat outfit anxiety over the holidays?

And now, on a separate note, while I try to thank my readers in every post, I wanted to take a quick moment to truly express how grateful I am for your support, and for reading my blog. I always love to hear your thoughts on what you like, what you would like to see going forward, and how I can further help provide inspiration for your daily wardrobe needs.

Here’s to health and happiness for family and friends. Thank you very much for reading!

Outfit 1:

Top: J. Crew blouse (old, similar here), J. Crew cashmere cardigan (old, current season here)
Bottoms: Sinclair jeans (old)
Boots: Rocket Dog (very old, similar here and here)
Accessories: Pashmina scarf (old), Bauble bar earrings (old, similar here and here), Gorjana Mimi stone necklace (unfortunately sold out online), Cape cod bracelet

Outfit 2:

Dress: Madewell (old, love this option here)
Sweater: J. Crew cashmere cardigan (old, current season here)
Boots: Frye
Accessories: Francesca’s necklace (old), Bauble bar earrings (old, similar here and here), Cape cod bracelet

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20 Comments / Filed In: Archived Tailored and True
Tagged: casual, fall style, family gatherings, Fashion, fashion blog, thanksgiving

Comments

  1. lorenamarchis says

    November 27, 2014 at 4:00 pm

    So nice outfits. I like both of them. :) oh, and I have a scarf just like your. Love it!

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 10:52 am

      Thank you so much! That scarf is my favorite :)

      Reply
  2. avenuecamilla says

    November 28, 2014 at 12:47 pm

    Love both of your outfits! I always travel with soooo many things because I can never decide what to wear hahah, plus I always need to bring extra because my sister ends up taking my things too :p

    xxx
    Camilla
    http://avenuecamilla.com

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 10:54 am

      Haha yes, packing is a constant struggle. So many things, such a small suitcase. But this is one of those situations where bringing that extra option is so worth it!

      Reply
  3. asallows says

    November 28, 2014 at 2:06 pm

    These are both so cute! Perfect for Thanksgiving. Really classy and stylish. I love that scarf in the first one!

    https://forsevenseasons.wordpress.com

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 10:56 am

      Thank you! I love that scarf – it is almost always with me :)

      Reply
  4. Chidiogo says

    November 28, 2014 at 4:23 pm

    Absolutely perfect! ♥

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 10:58 am

      Thank you!

      Reply
  5. Feline Creatures says

    November 28, 2014 at 7:52 pm

    That pashmina scarf is lovely! The print complements your top really well! Have a lovely day dear! :) http://oannafashionsimbol.wordpress.com/

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 11:01 am

      Thank you so much!

      Reply
  6. birdiethgirl says

    November 29, 2014 at 7:16 am

    Love your scarf and dress, looks good on you (: hope you have a lovely thanksgiving. x

    http://www.birdieliau.com

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 11:23 am

      Thank you so much!

      Reply
  7. Dana Fashina says

    November 29, 2014 at 12:32 pm

    Love it!
    This look = perfect

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 11:27 am

      Thank you so much!

      Reply
  8. tomboyprincesscharm says

    November 30, 2014 at 1:36 pm

    love your comfy outfits :)

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 11:29 am

      Haha thank you! So glad you stopped by :)

      Reply
  9. Asa says

    November 30, 2014 at 4:42 pm

    Both looks are great! Love your scarf in outfit #1. Hope your Thanksgiving was good.

    http://laceandpearlsblog.com

    Reply
    • caitlinpomeroy18 says

      December 1, 2014 at 11:32 am

      Thank you so much – same to you!

      Reply
  10. Molly (life15juicy.wordpress.com) says

    December 9, 2014 at 11:41 am

    You’re adorable! Love both looks! :)

    http://life15juicy.wordpress.com/

    Reply

Trackbacks

  1. A look back: Fall favorites | Tailored and true says:
    December 11, 2014 at 11:47 am

    […] Outfit details here: 1/2/3/4/5/6 […]

    Reply

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