Dress Clothes That Will Make Your Teen Boy Feel Dapper, Not Dorky

If you have a hard time getting your teen or tween boy to dress up for special occasions, don't worry, you're not alone. We've rounded up a few staple pieces to add to your son's wardrobe that will have him feeling stylish and not dorky.

 photo

1 of 8

Jacquard Cotton Shirt

This light blue button-up shirt will become a staple in your son's wardrobe. He'll be able to wear this shirt for dress-up days at school, family pictures, your cousin Jill's wedding, and so many other occasions. Pair this fine cotton shirt with jeans or khakis for casual occasions and suit pants for fancier affairs. ($55; jacadi.com)

SHOP THIS DRESS SHIRT FOR YOUR SON

Shop Similar Products

 photo

2 of 8

Twill Khaki Skinny Fit Pants

A boy's dress clothes wardrobe is simply incomplete without the right pair of khakis. This cotton-blend pair has five pockets and a skinny fit with an adjustable waistband. The twill pants are available in five additional colors: black, dark blue, gray, teal, and black worn. Pair these pants with a button-up or sweater and loafers for a laid-back but still more formal look. ($20; hm.com)

GRAB A PAIR OF THESE PANTS TODAY

Shop Similar Products

 photo

3 of 8

R2-D2 Stripe Silk Bow Tie

It's no secret Star Wars has made a recent comeback in the last few years with the release of two new movies and plans for many more. Keep your son up-to-date with the Star Wars trends in fashion with this so-fun bow tie. The bow tie is patterned with colorful R2-D2 units and allows your son to showcase his personality while still looking as dapper as ever. ($25; nordstrom.com)

SAY HELLO TO THIS CHARMING BOW TIE

Shop Similar Products

 photo

4 of 8

Sperry Top-Sider Boat Shoe

A great way to talk your son into dressing up is by picking more casual pieces that also boast comfort. These Sperry Top-Sider boat shoes are crafted of high-quality leather and feature mesh panels for breathability. The boat shoes will keep your son comfortable and fashionable without having to bust out the oxfords. Pair these shoes with khakis and a button-up to complete a dapper look. ($45; dsw.com)

STOP & SHOP THESE SPERRY TOP-SIDERS

Shop Similar Products

 photo

5 of 8

Boys' Button-Down Shirt

A white button-down shirt is a must-have for any boy's wardrobe. A classic piece, this white button-down is a cotton-polyester blend that's able to be machine washed—no dry cleaning required. Dress this shirt up or down with khakis or jeans, or keep it formal with a pair of suit pants. Bonus: The Cat & Jack shirt from Target can be returned up to one year later with your receipt, just in case your little man goes through a major growth spurt before he wears it. ($15; target.com)

CLICK TO SHOP THIS CAT & JACK BUTTON-UP

Shop Similar Products

 photo

6 of 8

Boys' Ludlow Suit Pant

A pair of suit pants are essential for fancy occasions. These high-quality suit pants from J.Crew are slim-fit and cut from the same Italian chino used for the brand's men's line. These formal pants are perfect for starting your teen or tween boy's dress wardrobe off on the right foot thanks to their cut and quality. Pair these pants with a matching suit jacket for extra-formal occasions or just a white button-up for classy yet casual get-togethers. ($88; jcrew.com)

ORDER THESE SUIT PANTS TODAY

Shop Similar Products

 photo

7 of 8

Wingtip Oxford Shoes

A sophisticated young man's dress wardrobe isn't complete without a pair of oxfords, and this dashing pair from Nordstrom is just what his closet was missing. This pair of wingtip oxfords is crafted of leather and features a cushioned footbed for comfort. Perfect for your son's first dance, he won't mind dressing up when it means getting to wear these classic shoes. ($60; nordstrom.com)

SHOP THESE SHOES NOW

Shop Similar Products

 photo

8 of 8

Classic Chambray Tie

A chambray tie keeps things a bit more casual than a black tie would, but it still adds a dressier element to your son's outfit. Made of 100 percent cotton, this chambray tie comes in five colors: warm blue, red, soft gray, sky blue, and warm gray. Pair this warm blue, chambray tie with navy or charcoal suits for a handsome look that stands out. ($19; thetiebar.com)

GET THIS TIE HERE

Shop Similar Products