Vintage style: one pencil skirt, three ways

I’m somewhat amazed that in all my time writing this blog I’ve never once posted about the humble pencil skirt!  Doubly ironic considering I live in them 5 out of 7 days every single week.

Time to rectify this cruel oversight.  So, let’s start with a simple skirt…

Tara Starlet Side Button Skirt, £50

I’ve chosen this skirt from Tara Starlet for its classic retro length and mine’s in a neutral grey colour that literally goes with nearly everything, although I really like this tan version too.  Tara Starlet doesn’t sell my grey one anymore but have it in other colours – I advise if you’re between sizes you go for the bigger one.  However, if you don’t want to spend this much money, just choose a similar length and shape from a cheaper store – easy!  My bargain favourites Tesco are currently offering some staple skirts in their Autumn/Winter range.

And here are three ‘office’ looks that could be kept as they are for dramatic styling or you could choose elements of if you’re not comfortable with going all out or if you’d like to try a daytime look instead.  I’ve put in links where products are still available.

Look #1 – 40s

40s pencil skirt with blouse daywear


40s pencil skirt office look

A draped shirt smartens up this look and gives it some wartime chic.  The yellow t-bars are perhaps a bit funky for the 40s and could certainly be switched for something more demure. And if you prefer flats, why not add some brogues!

Greta shirt, Collectif
Seamed tights, Marks & Spencer
Yellow t-bars, Next

Winged liner and deep red lipstick (Mac Russian Red)

Two faux victory rolls in the front and a roll around the back using a stretched out bun roll from Boots.

Look #2 – 50s

50s pencil skirt officewear


50s look daywear

A nice preppy, pastel-coloured round-neck cardigan, court shoes with a thin curved mid-heel and ponytail bun give this a classic 50s twist. Catseye glasses are, of course, optional! This would be an easy one to dress down for casualwear with some pumps instead of heels and toning down the lipstick.

Coral cardigan, H&M (old, but this one is similar)
Black ‘Damson Jam’ courts, Clarks
Catseye glasses, Love 748 in brown tortoiseshell, Lensway

Classic winged liner and bright ruby red lips (Rockalily Hot Rod Red)

Simple ponytail bun with a small side roll in the front

Look #3 – 60s

mad men office wear office outfit


60s pencil skirt and blouse

This early 60s (think Mad Men) themed look is centred around a nice poofy ‘do and a peter pan collar blouse. If I had a nude bag I would be matching it to my nude shoes to finish the outfit off.

Blue lace collar top, Topshop
Grey cardigan, H&M (similar)
Nude stilettos, Limited Collection, Marks & Spencer

Bouffy french twist in lower half, hair rolled under itself and pinned for height in upper half

Liner and peach lips (Revlon Super Lustrous Matte, 013 Smoked Peach)

There, three different looks with the same skirt!  Do you have a favourite?


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