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There was a time when he would only wear dinosaur T-shirts and the same light-up sneakers day in and day out. But fast-forward and—gasp—he actually has a real sense of style. Now it’s your job to foster it. Here, six staples to buy that’ll make him look sharp.

Adidas

Sporty Sneakers

Low-rise Adidas trainers, but make ’em tiny. You son’s shoe game can be so much more than Velcro or slip-ons. A great pair of kicks is a mood booster for people of every age, and your son will feel even better about whatever he’s wearing with a sporty finishing touch on his feet. 

Adidas ($70)

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Appaman

A Modern Pastel Suit

There’s nothing like seeing your kid feel his best. So this spring, bolster his confidence with a sharp suit he’ll actually want to wear to all of your family events. Look for one in beachy teal—like this number from Appaman—that’s equal parts cool and classic. With hems that can be rolled up and a matching jacket with a pop-up pocket square (read: one he can’t lose), this mini suit will take him from weddings to “dressy” parties and every occasion in between.

Appaman fine-tailored suit ($166); Appaman tailored dress shirt ($53)

Herschel

A Fashionable Backpack

When it comes to school style, go for a size-appropriate, structured book bag that can also do double duty as a sleepover companion or travel carry-on. Keep it young and fun with a bright color or pattern he’ll be proud to wear to class every day.

Herschel ($50)

Toucca Kids

A Pair of Cool Shades

Encourage your son’s budding sense of style with a go-to accessory: sunglasses. A sophisticated Wayfarer frame is timeless and will make him feel suave. 

Toucca Kids ($49)

Ticwatch

A Smartwatch

Our argument for a wearable tech timepiece is twofold: 1) He’ll never miss a text from you, and 2) It’s techy, it’s modern and he’ll love being able to show off all its capabilities to his friends. 

Ticwatch ($200)

Derek Rose

Pajamas Fit for a Sleepover

A random pair of gym shorts and an undershirt don’t feel appropriate for a night at someone else’s house, but anything too babyish will make him feel awkward. So skip the fitted set and go for wide-leg bottoms and a coordinated long-sleeve button-front top. Comfort minus embarrassment equals a style win.

Derek Rose ($105)

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