Whether your office dress code is corporate or more casual, a pencil skirt is one of the most versatile and flattering pieces in a woman’s wardrobe. The silhouette-enhancing skirt can also be rather sexy and therefore is perfect for the TGIF moment or mid-week blues when you have after-work dinner and drinks planned. You just need to pick a style with a little edge and keep some instantly glamourising accessories in your drawer and under your desk so you can upgrade your outfit swiftly. Oh, and of course, a slash of dramatic lipstick after 6pm never goes amiss either!

Image: Showbit


#1 The pencil skirt

We’re a little obsessed with this Adam Lippes number. An alum of Oscar de la Renta and a master at refined tailoring, his take on the classic pencil skirt with a satin waistband and edged pockets is divine. The luxe satin details instantly up the ante on the everyday knee-length skirt, but not so much that you’ll appear OTT at the office. 
Silk satin-trimmed wool blend pencil skirt, $941 Adam Lippes from Net-a-Porter


#2 The blouse

This silk blouse from Singapore homegrown brand Raoul is the ultimate elevating piece. The cutout sleeves and pussy bow details make it instantly chic and dressy enough for office wear after hours!

Silk blouse, $265 by Raoul


#3 The daytime heels 

Pair your pencil with some block heel boots for an update on an office skirt and court heels. They’re much more edgy and still give you the same height! Plus, you really can run around in them without fear of them slipping off or the awkward walk ill-fitting heels can cause. Shoes fit for a #GirlBoss. 

Wine leather heel boots, $417 by Carvela at Kurt Geiger boutiques nationwide


#4 After-hours pumps

The genius that is Raf Simons keeps dreaming up even more covetable (and comfortable) creations. We dare you not to fall for these reinvented classic pumps, perfect to swap into when the clock strikes cocktail hour. 

Patent and leather calfskin pumps, price unavailable, from Dior boutiques nationwide 


#5 The statement necklace 

Noticeable without being overpowering, this piece from Jemsa is adjustable in length and can be worn long for a more casual daytime look or made short and sharp for a more arresting collar-like statement at happy hour. 

Rhodium-plated crescent necklace, $35 by Jemsa from SheShops

#6 The clutch

The golden rule for the art of cocktail hour dressing lies in the bag you’re toting around. Leave the A4 document-sturdy, laptop-lugging office bag at the office, and pair your evening ensemble with this one-of-a-kind raspberry shaped delight. It’s the perfect fun bag to hold onto as you sip or dance Friday night away!

Rose gold hardened leather clutch bag, $789 by Apologie from Gnossem

Looking for a more affordable pencil skirt? Shop our perfect picks under $150 right now, you’re welcome ladies!