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Get This Street Style Inspired Varsity Look for Boys

Dressing in layers has never looked smarter! The boys from the blog Street Ettiquette put together this smart ensemble inspired by vintage photos of students from the 1930s. This layered look is up to date, plenty boyish, and easy enough to replicate for when your son goes back to school.

Learn how to get this street style look for boys in the slideshow below.

  • Varsity Style for Boys 1 of 10
    varsity style for boys

    Let him dress for success with this varsity look inspired by the streetstyle fashion blog, Street Ettiquette.

    left photo by Joshua Kissi, used with permission.

  • Street Ettiquette’s Varsity Style 2 of 10
    Street Ettiquette's Varsity Style

    From the time your son got dressed for school on a chilly Fall morning, to the time he got off the bus to come home, the temperature in his environment had probably changed a lot. Dressing in layers is a good idea to stay comfortable throughout the day, and this vintage varsity inspired outfit makes it look even smarter!

    photo by Joshua Kissi, used with permission.

  • Varsity Jacket 3 of 10
    varsity style for boys

    This traditional styled varsity jacket is a nice basic navy- great to coordinate with a variety of shirts, and easy to dress up or down.

    available at Macy's for $49.50

  • Cream Cardigan 4 of 10
    boy's cream cardigan

    This casual cardigan is great for layering under light jackets for added warmth, but can also easily come off if the day grows warmer. This style looks great with graphic T-shirts and dress shirts alike.

    available at Macy's on sale for $36

  • Orange and Blue Gingham Shirt 5 of 10
    boys' orange gingham shirt

    This basic gingham shirt can be worn unbuttoned with sleeves rolled up for a more casual vibe, or buttoned up with a tie for the fancier young man. The tight pattern allows the shirt to be paired with other patterns, like stripes, larger plaid, or novelty patterns.

    available at Gap for $29.95

  • Blue Plaid Tie 6 of 10
    boys' necktie

    This necktie has a bright, bold plaid that is simple enough to mix and match with a variety of styled shirts- even patterned shirts. It coordinates well with the orange and blue gingham shirt in the previous slide, without looking too perfectly matched.

    available at Gap for $16.95

  • Brown Chinos 7 of 10
    boys' boden brown chinos

    These brown chinos are a comfortable way to dress up, but don't always need to be paired with a dress shirt. They would look great with a graphic T-shirt too!

    available at Nordstrom for $38

  • Orange Shark Belt 8 of 10
    shark belt

    This orange belt with a shark print really brightens up the whole outfit and adds an element of humor.

    available at Macy's for $14.98

  • Dress Socks 9 of 10
    boys' gold toe dress socks

    A nice neutral pair of dress socks are just the touch a preppy varsity outfit needs. These Goldtoe socks are made to last and comfortable on the feet.

    available at Kohls on sale for $7.99

  • Brown Dress Shoes 10 of 10
    boys' brown dress shoes

    These lace-up brown shoes really add an element of sophistication to this entire outfit.

    available at JCPenney for $27

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