Even for the most skilled dressers, assembling a killer outfit sometimes requires a little more inspiration than the average online shopping experience provides. Enter Roxana Altamirano, the genius behind Nerd Boyfriend, the style blog that offers step-by-step instructions for re-creating ensembles worn by icons ranging from Richard Gere to the Rolling Stones. Now she's guest blogging on details.com every week. Have a hero you want to see featured? Leave a note in the comments and we'll see what we can do.

As David Shayne, a struggling playwright determined not to sell out, Cusack plays the typical Woody Allen character and gives us a glimpse of the director's dream 1920s wardrobe in the process. A traditional Norfolk tweed jacket, round metal glasses, and a horizontal striped tie are pitch-perfect representations of an obsessive artist trying to stay grounded in an exaggerated, absurd world.

Barbour Norfolk Donegal Tweed Jacket at ASOS

Blue Striped Dress Shirt at Brooks Brothers

Signature Cotton Blend V-Neck Sweater at JoS. A. Bank

Round Glasses from Oliver Peoples

Epaulet Wool Trousers in Medium Gray

Lock & Co Hatter's Tweed Flat Cap at Mr. Porter

Striped Silk Tie from Mountain and Sackett
Also on Details.com:
How to Dress Like The Beastie Boys
How to Dress Like Le Corbusier
How to Dress Like Jack Nicholson in Carnal Knowledge






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