If you ask the people around you, they’re usually split into 2 camps: The self-conscious “don’t forget your socks” group and the sartorially forward “Croc sandal men think I’m gay” group. I belong to neither. In fact, there’s so much venom for the latter that the former even has a facebook group dedicated to their cause.
While I consider myself an aficionado for a fine looking pair of shoes (and according to the girlfriend, an “avid collector”), I hardly feel like a fashion maven. Truth is, when it comes to style stories, I’d rather leave them in the hands of my betters like fellow editors Jeremy Gopalan or Janie Cai.
I do enjoy however a nice pair of loafers. Available in luxurious suede or oh-so-supple leather, to me, loafers while worn sockless are the ultimate expression of dandyism. It conveys an effortless sense of devil-may-care, a touch of sartorial sensitivity and paired with blazer and pocket square, an instantly head turning casual yet luxuriously formal look. A contradiction of terms perhaps, but a look at wealthy Californian tycoon-yacht captains will tell you that I’m right.
Here’s the best part, poor person like myself don’t have to be rich to afford that $1000 look. A pair like the ones you see before you? lolz
5 Simple Loafer Wearing Rules
- It’s meant to convey an upscale look. No t-shirt and jeans unless paired with afore mentioned blazer and pocket handkerchief.
- It’s always great with khaki or Bermudas.
- When wearing pants and if you absolutely insist on wearing socks, make them black socks. I prefer no socks with pant cuffs rolled up.
- When paired with shorts and Bermudas, NO SOCKS ever. Period.
- Always, ALWAYS care for your loafers


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September 9, 2010 at 12:19 AM
eugene yee
Great article
haha thanks for sharing. But I think Im the second type of person in your statement! One more thing,normally me and my ‘gay’ friends like to wear a very very short pair of socks underneath it. Wont revealed much and its cheap,just to protect the bottom of the loafers or plimsolls. Just my sharing
ciaos