Painfully Hipster | Painfully Hip

Painfully Hipster of the Day: Tux Untucked

Bow Tie, Ruffled Dress Shirt from Vv, Burgundy Velvet Blazer from Vv, Dark Paisley Dress Shirt from Vv via LOOKBOOK.nu: “~whisper winds at the break of dawn~” by Bobby Raffin.

Way to make a 70s velvet ruffled tux undeniably wearable by layering with a paisley shirt and baggy trousers. Canadians can pull anything off. Hopefully next he’ll try pairing a tuque with a pair of gonch.

Painfully Hipster of the Day: Granny Chic

Vintage, Nordstroms Tights, Shirt via LOOKBOOK.nu: “LATE AUTUMN” by Megan Stewart.

I feel like Megan here pulled this outfit straight from my subconscious and made it even better than my imagination could fathom.

Argh! You win, Megan, you win.

Painfully Hipster of the Day – Denim to Die For

Mega Thinker from My Mum via LOOKBOOK.nu: “Bye bye blue dress” by Mega Brinsmead.

Lately, only the slouchiest, dumpiest mini dresses do it for me. Something about the juxtaposition of slightly frumpy with sexy and short. Everything about this is perfect from the afterthought sleeves and perfectly-placed pockets to the whack of superfluous gold buttons. Dying.

Painfully Hipster of the Day: Horse Shit

Vintage Pants, Leopard Tights, Horse Shirt from Horse Show, Vintage Fur Trimmed Sweater via LOOKBOOK.nu: “Horse Shit” by Megan Stewart.

An outfit with another name just wouldn’t smell the same.

The adorable Megan S. is a blackbelt in the art of thrift styling. Keen too. She got a girl boner when Goodwill Industries put her photo on their Facebook page in homage to that fact. Ah to be a Goodwill poster child for a day…