3 Outfits, 3 Price Points

Henley (white): Old Navy ($10) | Pants: Uniqlo Slim Fit Chinos ($30) | Henley (blue): Gap Lived-in Henley ($23) | Sneakers: Polo Ralph Lauren Vaughn Sneaker ($40)

You can do a lot with a little. Wearing one henley underneath another is a simple way to layer yet looks more detailed than the effort it actual takes, especially if you use a good color combo. And you can’t go wrong with plain white sneakers to round out the look.

Pants: Gap 1969 Jeans ($60) | T-shirt: Uniqlo Supima Cotton V-neck tee ($13) | Hoodie: J. Crew Brushed Fleece Henley Hoodie ($89) | Sneakers: Chuck Taylor II ($70)

This outfit is very simple and casual, great for a weekend outing with friends. The dark denim will look great with the blue hoodie and sitting on top of the grey sneakers. The outfit checks out a little over $200, but The Gap regularly has great sales, as does J. Crew, so those two items can be had for cheaper than the price listed above.

Shirt: Gap Denim Worker ($59) | Pants: J. Crew 770 Bedford Cabin Pants ($118) | Cardigan: Bonobos Shawl Cardigan ($148) | Boots: Clark’s Bushacre Desert Boots ($70) | Socks: Uniqlo ($4.30)