Love Story is a must-study film for the proud prepster. Ryan O'Neal as young blue blood Oliver Barrett IV is the perfect model for the film's flawless male collegiate looks. From checked sport coats to V-neck sweaters, a Love Story-inspired wardrobe is one that will never go out of style.

Plaid-Wool Two-Button Sport Coat at Park and Bond

Gap Classic Khaki Pants

Brooks Brothers Country Club V-neck

Acne Cashmere Gloves at MR PORTER

J. Crew Cashmere Scarf
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 Miles Davis to Morrissey (see full list here). 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.
Also on Details.com:
How to Dress Like Morrissey
How to Dress Like Buddy Holly
How to Dress Like Tom Waits












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