1. Slim-Fit Indigo Oxford, $55
This deep shade of blue has been popping up everywhere, and this shirt, by Everlane, is the perfect way to incorporate the color into your wardrobe.
Plus, the solid color will give you a break from all the plaid.
2. Sweatshirt, $30
This is the perfect layering piece for those chilly spring nights. While many companies make a version of this sweater (at every end of the price spectrum), this one from Uniqlo is probably the best.
3. Warby Parker Jasper, $95
Sunglasses are essential this time of year. This pair from Warby Parker aren’t just good looking, they’re also polarized, which will help protect against glare.
These stripped sweaters are a classic that you can dress both up and down.
5. Zig Zag Plimsolls, $28
Their clean, simple design and 100% canvas upper make these the perfect spring/summer shoe.
6. Slim-Fit Oxfords, $30
This preppy staple looks good with everything, from khakis and jeans to shorts.
7. Slim-Fit Jeans, $60
Give the dark denim a break with these distressed jeans. Also, unlike the whiskered washed denim of the early 2000s, these jeans have a natural broken-in look.
Tip: Keep these jeans for daytime only. Unlike dark denim, these do not look good dressed up.
8. Short Sleeve Button-Down, $20
You can never go wrong with the short sleeve button-down, just keep it slim to avoid looking frat boy.
9. Chino Shorts, $30
A few pairs of shorts will go a long way toward keeping your spring and summer vibe looking versatile. Just make sure they don’t go below the knee or are super baggy, because you don’t want to end up looking like Seth Rogen in Knocked Up when Paul Rudd describes him as looking like a “cholo at Easter.”
10. Backpack, $65
Upgrade your backpack to something that not only looks office appropriate, but is also rugged.
11. Slim-Fit Denim Shirt, $30
Denim shirts, like their cousin chambray, have made a big comeback. These look great both casual and dressed up with a tie.
12. Colored Khakis, $60
Wearing brightly colored khakis can be risky, but these, by Gap, are a nice way to add a hint of color without looking like you’re vacationing at Martha’s Vineyard.
13. Canvas and Leather Belt, $25
You have to keep your pants up somehow, right?
14. Desert Boots, $75
These are a great way to celebrate the fact the cold weather is gone (hopefully), since wearing suede is always dodgy during winter. Plus, these can be dressed up or dressed down, depending on the outfit, so you actually get two looks for the price of one.
These shirts Horizontal striped shirts by J. Crew are right on trend.
Tip: Many retailers are coming out with a version of this shirt, so you can score one at any price point.
16. Levi’s Broken-In Denim Trucker Jacket, $84
A classic staple that will carry you from spring all the way into fall.
Tip: To avoid the dreaded Canadian tuxedo, wear this with dark denim.
17. Heathered T-Shirts, $15
Simple staples like these will get you a lot of mileage, so stock up.
18. Timex Weekender Watch, $34
This watch, aside from being a nicely-sized medium face watch that come with a removable wristband that can be switched out for different colors.
19. Boat Shoe, $85
Over the past several years the classic boat shoe has reclaimed it’s spot as a menswear essential, and, of course, you can’t go wrong with the original that started it all, Sperry Top-Sider.
20. No-Show Socks (6 pairs), $22
A must for those low-profile sneakers and boat shoes. These will help make your feet and shoes less stinky at the end of the day, and who doesn’t want their feet to stink less, right?
21. ASOS Dobby Chambray Short Sleeve Shirt, $31
The subtle pattern on this shirt will make your chambray stand out from the rest.
22. Swim Shorts, $13
For $13 you can afford to snag a couple of pairs in multiple colors, which you can then match with your tropical drink of choice when lounging by the pool.
23. Hunter’s Tote Bag, $25
These bags by L.L. Bean are perfect for everything from a day at the beach, to a overnight bag.
24. Cotton Blazer, $70
Perfect for date nights or any slightly dressier nighttime event.
Tip: Spend a few extra bucks and get it tailored. You can turn this $70 into something that looks like it costs 4x as much.
25. Lightweight Water Resistant Coat, $40
Because you never know when a summer rain is going to hit, so be prepared.
26. Military Bomber Jacket, $88
A nice, clean look for those breezy nights at summer parties.
27. Cardigan, $30
You can never go wrong with a lightweight cardigan.