Picture this: You're getting ready for a jam-packed day, only to find your underwear drawer empty. Let's be honest, it's probably happened to you more than you'd like to admit. Yes, you should catch up on your laundry, but aside from that, most guys don't have that many pairs of underwear, so running out is inevitable.
The good news? This is a totally fixable problem. Fresh pairs tend to wear out after a year or so, so if you invest in a bunch at once, you'll be set for much longer. Lucky for you, buying them online is actually the easiest thing ever, and many styles offered on Amazon come in multi-packs, making your underwear shopping ultra-efficient. In other words, it's time to stock up. But first, make sure you know The Best Underwear for Your Body Type.
1. | Derek Rose Men's Stripe Pima Cotton Stretch Hipster
Amazon$33; Buy now at amazon.com
Stripes are a print any guy can get behind, and these feature super high quality Pima cotton.
2. | Sunspel Classic Boxer Shorts
Amazon$50; Buy now at amazon.com
A classic in the underwear world, Sunspel's simple, luxe styles are worth the price tag.
3. | Calvin Klein Underwear 3 Pack Cotton Stretch Low Rise Trunks
Amazon$42; Buy now at amazon.com
Calvin Klein is an underwear mainstay, and with good reason. They're comfortable, stylish, and fit like a glove. Consider this modern trunk style the Marky Mark update.
4. | Bjorn Borg 2-Pack Noos Solid Trunk
Amazon$22; Buy now at amazon.com
A two-pack with one black and one white pair couldn't be more practical.
5. | Tommy Hilfiger Underwear 3 Pack Cotton Classics Woven Boxers
Amazon$40; Buy now at amazon.com
While some men reserve boxers for pajamas only, others like to wear them 24/7. These feature a shorter length so they're less visible under your daytime clothes.
6. | Jockey Underwear Microfiber Performance Boxer Brief - 2 Pack
Amazon$24; Buy now at amazon.com
Camo is a thing right now, and if you're not into the idea of wearing the trendy print on the outside, there's no reason you can't give it a try on your underwear.
7. | 2(x)ist Essential 3-Pack Briefs
Amazon$32; Buy now at amazon.com
Guys who love briefs but want to skip the tightey-whitey look will love these basic black bottoms.
8. | Sleepy Jones Victor Thin Multistripe Boxers
Amazon$45; Buy now at amazon.com
Hipster brand Sleepy Jones makes fashion-forward boxers like these that are perfect for weekend lounging.
9. | Michael Kors Essentials Cotton Boxer Briefs
Amazon$30; Buy now at amazon.com
Plain white boxer briefs are a solid choice, but a colored waistband adds a little personality to your underwear situation.
10. | Hugo Boss Standard Boxer Seacell
Amazon$36; Buy now at amazon.com
Trunks like these with with shorter legs are ideal under slim cut pants since they won't ride up.
11. | Polo Ralph Lauren Classic Woven Boxer 3-Pack
Amazon$39.50; Buy now at amazon.com
For the guy who wants only the most classic boxers, Polo Ralph Lauren can be counted on for no-fuss, manly styles.
12. | Adidas Athletic Stretch Cotton Boxer Brief Underwear (2-Pack)
Amazon$26; Buy now at amazon.com
Every man needs a great pair for working out, and these Adidas briefs bring a ton of support to the table. Plus, you can choose between 5" and 9" lengths, depending on your preference.
13. | Stance Mens Flora Brief Boxers Underwear
Amazon$28; Buy now at amazon.com
Why not branch out and grab a pair of novelty boxer briefs? These tropical printed ones not only a nice change from the norm, but they're also seriously lightweight.
14. | G-Star Raw Classic Trunk Grey
Amazon$25; Buy now at amazon.com
If you want to switch it up from white or black but don't want to try out a color, these grey trunks with a super modern fit are a great option.
15. | Emporio Armani 3-Pack Cotton Trunk
Amazon$44; Buy now at amazon.com
Not everyone loves logos, but if you don't mind them, Emporio Armani's styles are some of the best you can buy.
16. | Lacoste Authentics 3-Pack Gingham Boxer
Amazon$43; Buy now at amazon.com
Gingham is a thing in pretty much every menswear category at the moment, making this set an easy way to bring some style to your underwear drawer.
17. | David Archy 4 Pack Micro Modal Boxer Briefs
Amazon$59; Buy now at amazon.com
When comfort is the number one priority, micro modal is the way to go. And it doesn't hurt that you get four pairs at once.
18. | Saxx Vibe Modern Fit Boxer
Amazon$39; Buy now at amazon.com
It's all about the pouch on these boxers, which keep everything in place, no matter what you're getting up to.
19. | Diesel 3-Pack Andre Cotton Stretch Briefs
Amazon$35; Buy now at amazon.com
Not afraid of color? This vibrant brief pack will be a perfect fit.
20. | ExOfficio Give-N-Go Boxer Brief
Amazon$26; Buy now at amazon.com
If you're looking for performance above all else, these are the boxer briefs for you. With antimicrobial fabric, these stay fresh for way longer than you'd expect, which means they're what you'll want to pack for business trips and stash in your gym bag. Now, while you're already re-stocking your closet on Amazon, check out The Best Dress Shirts to Buy on Amazon Right Now.
