Alright a leather jacket is a must for this style. The jacket takes you to the next level quite easily. Most jackets will be good, just do not throw on a black leather jacket and a white T-shirt expecting no one to call you a greaser.
Pair a white and navy horizontal striped crew-neck sweater with khaki chinos for a trendy and easy going look. Finish off this look with blue boat shoes. — White and Navy Horizontal Striped Crew-neck Sweater — Khaki Chinos — Blue Boat Shoes — Tan Backpack