Style Guide: Work vs. Play Transformation
Hey ladies, it’s Anna from Fash Boulevard here. A sleek and efficient work wardrobe may get the job done during the grueling hours of 9 to 5, but the moment you clock out it’s time to cue your outfit change. Simple changes like ditching your outerwear, changing your lip color and even throwing on a higher heel, can make you look like you spent all day luxuriating and dreaming about your evening attire. It’s all about finding the right style tricks to help you achieve the ideal balance of work vs. play.

Below are some simple and stress-free ideas for transforming your day look into a night ensemble you’ll be confident to rock…


Style Guide: Work vs. Play Transformation
blazer – H&M, top – Cynthia Rowley, pants – H&M, heels – ShoeDazzle, handbag – Wallis


My post-work switch up:

  • I ditched my work tote for a light, chic clutch.
  • I left my closed-toe heels behind and whipped out a pair of strappy sandals.
  • I replaced my structured blazer with a comfy, loose fitting blouse.
  • I infused extra personality with an arm of bracelets and a flashy headband.



Style Guide: Work vs. Play Transformation
blouse – H&M, pants – H&M, Heels – Prima Donna, headband – Headbands of Hope

Pencil Skirt – Day

Style Guide: Work vs. Play Transformation
skirt – Dorothy Perkins, heels – Forever21, tote bag – Mod Cloth, watch – Daniel Wellington, top – Dorothy Perkins, earrings – LC Lauren Conrad, sunglasses – Gucci


There’s nothing more cosmopolitan than a post-work pencil skirt, so don’t be self conscious when wearing one out for cocktails. It’s a classic silhouette that, in the right fabric and print, can achieve the rare juxtaposition of powerful and approachable. Elevate this look with a metallic shoe that’s sure to steal the show. And opt for a blouse with a jeweled neckline to avoid the fuss of coordinating jewelry.


Pencil Skirt – Night

Style Guide: Work vs. Play Transformation
skirt – Dorothy Perkins, top – TopShop, heels – Forever21, bag – Tory Burch, denim jacket – Dorothy Perkins, bracelet – Chloe + Isabel, earrings – LC Lauren Conrad


The Little Black Dress – Day

Style Guide: Work vs. Play Transformation
dress – ModCloth, blazer – TopShop, flats – TopShop, handbag – Target, earrings – LC Lauren Conrad, phone case – Kate Spade, sunglasses – Thierry Lasry


When it comes to easy transformations, dresses reign supreme…especially when said dress happens to be your fail-proof LBD. Never underestimate the power of a candy apple red lip and some dazzling statement jewelry. These little post-work additions can create big results, providing a jazzy facelift that your office attire was missing.


The Little Black Dress – Night

Style Guide: Work vs. Play Transformation
dress – ModCloth, necklace – Adia Kibur, heels – Dorothy Perkins, clutch – Santi, earrings – Marc by Marc Jacobs, lip lacquer – Cate McNabb in Cherry Bomb


Ladies, keep in mind that all of my tips are subjective and do not reflect the appropriate wardrobe for every office. Apply and tweak accordingly to your offices dress code, of course!

What is your favorite way to transition your work ensemble into a night look?

Let us know in the comments below.

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Photos: Fash Boulevard