Workwear to Weekend with Ann Taylor

workwear casual look with Ann Taylor - Fashion Blogger YesMissySpring/Summer outfit ideas from Ann Taylor -

For long time, my office clothes were my office clothes and weekend clothes were my weekend clothes. It was like I lived two separate lives with two different wardrobes, one for work week and another for the the weekend. I would hardly never mix the two, much less consider wearing them on the opposite days. But with the the demands of life getting busier than ever, who has time to run home and change after work? I know that I certainly don’t. 

Modern work wear change so much in the last few years. No longer is it confined to the traditional black pencil skirt and blazer. More variety in colours, fabrics, and cuts allow have allowed work wear to be more fun and flexible, as well as wearable outside of the office environment. Today I’ve teamed up Ann Taylor to show 2 looks that both office appropriate and fun for the weekend with some versatile pieces that can take you from lunch hour to happy hour without missing a beat. 

Workwear to Weekend Look #1

Spring Summer suiting collection - Ann Taylor

Brunch outfit ideas - cute suit casual look - fashion blogger yesmissyOOTD workwear outfit - grey suit - spring/summer look

Nothing says work wear like a chic smart suit. This suit is not only looks perfect for the office, but is part of Ann Taylor’s bi-stretch collection that’s made with 4 way wear stretch material, so it’s both comfy as pyjamas and holds it’s shape all day long without wrinkling or tugging.

While this suit looks polished and proper for the office, the herringbone pattern and black crochet trim add a playful touch to the suit, plus both pieces versatile enough to wear as separates, as well as together. In this post, I’ve styled this suit to make it a weekend-worthy look by pairing it with some white sneakers, backpack, tank, and some fun coloured glasses from Dresden eyewear for a fun weekend brunch look!

Outfit Details:
Top: Newbury Blazer in Herringbone c/o Ann Taylor
Top: Liza Linen Button Front Cami from Evernew (similar)
Bottom: Ankle Pant in Herringbone knit c/o Ann Taylor
Bag: Vintage Mini Backpack from Chanel (similar)
Shoes: Champion Leather Sneakers from Keds 

workwear to weekend outfits - Toronto Fashion Blogger YesMissy

Workwear to Weekend Look #2

OOTD: Snakeprint skirt, white blazer, head band - Toronto Fashion Bloggger YesMisst

Spring/Summer look from Ann Taylor - Fashion Blogger YesMissy workwear to weekend look - OOTD streetstyle Ann Taylor

In this next look, I’m wearing a printed pleated skirt from Ann Taylor’s Spring snakeskin collection and a blazer jacket from their suiting collection. I love this skirt so much, and even though it has a snakeskin print that’s so trendy right now, Ann Taylor has made is so wearable for the office by giving it a softer mute tone. I could easily see myself wearing this skirt and blazer to the office with some classic pumps and slick pony tail for a work day. But to make it little more fun for the weekend, I changed up my accessories by adding a bow tie cute headband, straw basket bag and some mules for a more laid back look.

Outfit Details:
Top: Hutton Double Weave Blazer c/o Ann Taylor
Top: Liza Linen Button Front Cami from Evernew (similar)
Bottom: Snakeskin Print Pleated Midi Skirt c/o Ann Taylor
Bag: Round Rattan Bag from Amazon
Shoes: Geraldine Leather Loafer Slides c/o Ann Taylor

Spring Summer Outfit Ideas - pleated skirt, white blazer, white mules, basket bag - Toronto Fashion Blogger YesMissySpring Summer Outfit from Ann Taylor - headband trendOOTD spring summer look - office workwear and weekend look, scarf headband trend

I love how by making some small changes to my wardrobe along with the help of accessories, different fabrics, and mixing and matching pieces has allowed me to unite my work wear and weekend wardrobes. It’s really allowed me to pull together a look that’s more balance and consistent, as well as allows me to get more wears out out of the clothes I have. Don’t forget to visit Ann Taylor to shop for versatile work to weekend pieces to add to your wardrobe for this season.

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Share your thoughts...

  • natalie
    May 2, 2019

    Looking rather polished!

  • Candice
    May 2, 2019

    You look absolutely gorgeous

    Candice x

  • Kiran
    August 29, 2019

    Grey on grey is my favourite, fantastic looks Eileen! You look so pretty xx

    ALittleKiran | Bloglovin

  • Jill Gilbert
    August 31, 2019

    I love these outfits so much! I especially love the white blazer. It looks so classy and clean, you could really wear it anywhere!


    • Eileen
      August 31, 2019

      Thanks so much Jill! I’ve been wearing this blazer all summer, it’s such a staple piece!

  • Lisa
    April 17, 2020

    Love with your content!! You looked beautiful in every outfit. I feel all these outfits would fit great during my office!! I’m obsessed!

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Workwear to Weekend with Ann Taylor