Office to Dinner outfit – Fall Style

Hope everyone had a great weekend! 

My favorite time of the year, when the weather is warm enough to wear a dress but also cool enough to pair it with a jacket and booties.  And this gorgeous floral dress is the perfect little number to transition from Summer to Fall.
And I love a versatile outfit. This one is perfect transition from office straight to dinner. 

Timeless and classic jackets like this one pair nicely, not only with dresses and skirts, but they look amazing with jeans for a more casual chic look.  You really can’t go wrong with this style of jacket. They add instant polish to any outfit.

I’m also loving this tweed moto jacket and this plaid moto jacket!

The dress has beautiful sheer sleeves.  This print comes in blouse version as well.

I love the texture contrast in this outfit. 

Ann Taylor dress  c/o  |   Ann Taylor Jacket c/o  |   Ann Taylor Booties  c/o  |   Loft necklace set  |   Old TB bag – great option 

Since it has finally cooled down, I’m looking forward to wearing some Fall prints (in additional to Fall florals).  I’m a huge fan of plaid – love this plaid sweater shift dress (it would look great with OTK boots).
Houndstooth – like this pretty pencil skirt (it says plaid online but I think it’s a subtle houndstooth. Either way,  it’s gorgeous and I featured yesterday on my Instagram.  And this dress in the same print.
Checked print – like this pretty checked belted jacket and this poncho.

 So many amazing pieces for Fall and most importantly they’re so versatile. Easily paired for casual chic outfits or dressier for the office. 

A big thank you to Ann Taylor for sponsoring this post! 


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  1. 9.24.18
    Dressed With Soul said:

    Amazing mix with the dress and jacket!xx from Bavaria/Germany,

    • 9.24.18
      Lilly Style said:

      Thanks so much Rena 🙂

  2. 9.25.18
    curly said:

    What a gorgeous outfit. Love this combination.