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in Fall, Fashion

6 Comfy Casual Outfits

  • November 20, 2015
  • By Jackie
6 Comfy Casual Outfits
Comfy Casual Outfit | Shearling Vest | Brown Booties

With Thanksgiving less than a week away my mind has shifted into vacation mode and the only outfits I’ve been wearing are casual and comfortable! Cozy scarfs, fur vests, legging jeans, boots, beanies…every girl’s Fall favorites!
Comfy casual isn’t necessarily a Fall trend, but the perfect comfy casual Fall outfit is essential in every girl’s wardrobe! I always like to have a few casual, but put together outfits on stand by for all my favorite Fall/Holiday activities. Apple picking, road tripping, wine night with girlfriends, decorating the tree…all occasions where you want to look cute and comfy and these 6 outfits are perfect for that!

Tiffany Style | Lex What Wear | TF Diaries | The Stylish Housewife | Elements of Ellis
Comfy Casual Outfit Ideas

Tiffany looks incredibly cozy in her blanket scarf, loose tunic and furry boots! Alex paired her trapeze dress with an over-sized scarf, button up and flat booties to dress it down. Kacie and Megan managed to pull off that perfectly chic, yet still comfy look. Jenn looks right out of a catalog in the epitome of the perfect casual Fall outfit.

Comfy Casual Outfit | Shearling Vest | Brown Booties
Comfy Casual Outfit | Shearling Vest | Brown Booties
Comfy Casual Outfit | Shearling Vest | Brown Booties
Comfy Casual Outfit | Shearling Vest | Brown Booties
Comfy Casual Outfit | Shearling Vest | Brown Booties

I picked out this super cozy suede vest from Gray Monroe and paired it with my new favorite high waist skinny jeans. This vest might be the softest thing in my entire closet and I apologize in advance if you end up seeing it pop up a lot over the next few months! I’m a huge fan of faux fur vests, but I love having this sleeker suede option in my closet as an alternative to my other ones. As for these lugged platform booties, I love how they’re reminiscent of work boots…but the way cooler version. The rubber soles will be perfect once the sidewalks gets icy, not to mention they’re ridiculously comfortable!

Comfy Casual Outfit | Shearling Vest | Brown Booties
Comfy Casual Outfit | Shearling Vest | Brown Booties
Karen Walker Sunglasses c/o DITTO / e.l.f. Lipstick in Marsala Blush c/o / 360 Pearl Earrings
Gray Monroe Shearling Suede Vest c/o / H&M White Shirt / LOFT Jeans
similar Large Pearl Ring / old Urban Outfitters Bag (love this) / Report Signature Poe Booties c/o

Use Code: LIVINGAFTERMIDNITE for your first month of DITTO‘s Endless Eyewear program free (aka you get to borrow free designer sunglasses for an entire month for free)!

Styled 6 Ways is a blog series created in October 2015 that features 6 bloggers across the country. The bloggers in this series are Jackie of Living After Midnite {@JackieGiardina – NY}, Tiffany of Tiffany Style Blog {@TiffanyOlson – GA}, Alex of Lex What Wear {@LexWhatWear – TN}, Megan of {@MeganZietz -NY}, Kacie of Elements of Ellis {@ElementsofEllis – CA}, and Jenn of The Stylish Housewife {@TheStylishHouseWife – CA }. Each post highlights a new trend styled 6 ways. Posts go live every other Friday. Follow along on social media with the hashtag #Styled6Ways. If you are a brand interested in partnering on this series, please email

Don’t miss our past Styled 6 Ways posts:

More comfy items that need to make their way into my closet…

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Photos: Lauren Lockwood

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By Jackie, November 20, 2015
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Tales of a 30-something New Yorker staying up after midnite in her eclectic 1 Bedroom Apartment in Westchester County!
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