Winter Fashions for Boys

It's as popular as ever, and even better than you remember. The classic Polo shirt can now be custom made from his favorite colors for a look he'll love. Visit polo.com, and in four easy steps, you can design your very own Polo shirt.
Or just hit the stores and choose polos in his favorite colors. Polos are great because they are always in style, effortlessly dress up or down, and come in an amazing array of colors and patterns to suit many different tastes.

Buy Direct: Ralph Lauren Logo Screen Polo Shirt at nordstrom.com

A classic button-down shirt is a Preppy boy's essential. He'll need one in basic white as well as a light blue one, but don't forget more exciting alternatives like striped, checked and plaid shirts. Don't be shy with color; boys look great in pink, light blue, greens, yellows, purples and any other color you can imagine. In warmer months, opt for the short-sleeved versions.

Buy Direct: Skinny Striped Shirt at gapkids.com

Sure, he can get classic and don a standard blazer, or he can funk up his Back to School look with something unexpected such as a cool hoody layered under his blazer. If coordinating and layering are not his best subjects, make life a little easier with a 2-in-1 blazer/hoody combo. For early fall, this makes a stylish jacket and in winter it turns into an excellent layering piece.

Buy Direct: Layered Hoodie Blazer at gapkids.com

In the past, The Preppy Look demanded crisply-ironed trousers, for 2008, choose more casual pants such as chinos, cotton pants or even a nice pair of dark washed jeans. Go with basic colors on the bottom like tan, brown, navy and grey.

Buy Direct: Plain Front Khakis at oldnavy.com

For a more traditional Preppy Look, choose a pair of athletic shoes by classic "preppy" brands like Lacoste or Ralph Lauren. Or get more modern and choose a pair of hybrid dress-athletic shoes. Wear any of these shoes with or without socks, depending on the weather.

Buy Direct: Polo Ralph Lauren Kids' Leather Brisbanes