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HEAD OVER HEELS.

I loved this slideshow of author Stephanie LaCava's favorite New York haunts. I totally nodded my head when she said, "I sort of always wear the same things, though in different ways." Isn't that the definition of classic style?! Some of her outfits were a little edgier than my go-to looks but this one stopped me in my tracks:

Comfy sweater for winter warmth? Check. Skinny jeans and killer heels? Check, check. But it's the classic tote that gets me. Preppy can be completely modern and this look is proof. Just don't be surprised when you see me in ten different versions of it these next few months ;)

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22 comments:

fancyfreeme.com said...

I've been putting off getting one of those bags for a year now! They are just so useful, I don't know what's stopping me?!

Willow Grand said...

ahh perfect- I can take out the one I have from high school and make it useful again :)

-Jesse

willowgrand.blogspot.com

Stephanie said...

Adorable! Sadly, my beloved Land's End tote of 5 or 6 years has seen better days...from what I've observed, the ones from L.L. Bean are similarly priced and seem much more durable--they literally feel like sailcloth, probably because that's what they're made of!

(Eileen) a creative day said...

I love this look! Totally recreating :-)

Maria said...

I love this look so much, it's definitely one I use on a daily basis. xo, Maria

sequinsandsass.com said...

Ahhhh, dog in a bag! I died :)

This is such an easy, everyday look - I love it!

taylor casto said...

i seriously need those booties in my life!!

xo,Taylor
iLikeMyClothesTaylored.blogspot.com

doseofdash.com said...

I've had my eye on those booties for a while...!

My go to winter look is similar - skinny jeans, the world's most comfortable motorcycle boots, big sweater, fun scarf.

Some may call it lazy, I call it a uniform.

Alexis said...

Loving this look. I completely agree about having go to looks that simply need jewels, heels and a classic bag to top it all off!

Lisa said...

Oooh, I love this! You're so right, there are way more interpretations of preppy than people often think, and this is the perfect example!

Shelby Foster said...

Big sweaters and skinny jeans are definitely a go-to for me, but adding some killer heels makes for such a chic update!!

xo,
Shelby
The Southernista

Elle said...

i wear basically the same things or colors every day. it makes life much simpler and i generally look put together. i really want a classic tote though. rory would look so cute in that lands end one!

Portuguese Prepster said...

wow she looks fab, love this look!

Taylor said...

love love this outfit - and the tote especially as well. congrats on the move and happy new year!

http://itsthelittlethingsblog.blogspot.com

Sam [The Peak of Tres Chic] said...

The tote definitely adds an unexpected touch and gives it a more casual vibe- I love that!!

Liz Ford said...

It's for sure the definition of classic style!! I do the same thing, although, I need to work on changing up my pants :)

www.foodiesandbooties.com

Julie Leah said...

This look is totally you!! I just wish Rory was small enough to fit in your bag to tote around NY ;)

Amanda said...

I am such a sucker for a Land's End tote!! I love it!

madeleine said...

Those booties are to die for! they are a perfect color

Grace Rice said...

I love this! So classic and cute! Definitely trying it out myself. :)

Bettina said...

Ah yes, love this look completely!

smash said...

So true, I love this look!