We hope you love the products we recommend! All of them were independently selected by our editors. Just so you know, BuzzFeed may collect a share of sales or other compensation from the links on this page if you decide to shop from them. Oh, and FYI — prices are accurate and items in stock as of time of publication.
1.A pair of Bonobos trunk/brief underwear made from a moisture-wicking pima cotton/spandex blended fabric, because we all know how sweaty it gets down there and we'll take any help we can get, thank you.
2.A pair of Everlane boxer briefs from the Uniform Collection that's backed by their 365-day guarantee. If anything goes wrong with the construction, from a tear to as loss of elasticity to shrinkage (not that kind), you can replace them with a brand new pair.
3.A pair of "big and tall" Old Navy soft-washed printed boxer shorts with plenty or color and pattern options, from pink flamingos and pickles to floral patterns to plaids, for whatever your level of undgarment whimsy might be.
4.A two-pack of Carhartt eight-inch basic boxer briefs that employs "Rugged Flex technology" for ease of movement, whether that movement is from the worksite to the garage or from the couch to the fridge.
5.A four-pack of Calvin Klein classic cotton briefs with the ever-important functional keyhole fly that will remind you of that scene from Back To The Future every time you put them on. "Well, that is your name, isn't it? Calvin Klein? It's written all over your underwear."
6.A five-pack of short-leg H&M short boxer shorts made with stretch cotton jersey with "flatlock seams" to lock it down, whatever it might be.
7.A three-pack of Champion everyday comfort boxer briefs made with not only moisture-wicking fabric but a moisture-wicking waistband too. If moisture is anywhere near this underwear, you better believe it's gonna get wicked.
8.A pair of Gap oxford boxers that would totally go great with your oxford shirt, just as long as you've got a pair of pants covering them.
9.A five-pack of Hanes mesh boxer briefs with "advanced odor protection technology" that cuts down on the bacteria that makes your most personal wares stink. Plus that traditional fly that will keep you looking fly.
10.A pair of low-rise 2xist pima cotton contour pouch briefs that comfortably keeps everything front a center with a smooth and seamless design. We'll just say it: your junk won't look like junk.
11.A pair of Gap soft jersey-knit three-inch boxer briefs which should clearly elicit the phrase, "Yipes! Stripes!" whenever they are viewed (even if you're the only one viewing them).
12.A pair of Under Armour six-inch "Tech Boxerjocks" (wait, wasn't that a Hugh Jackman movie?) that will comfortably take you from work to the gym thanks to moisture-wicking, odor-reducing, fast-drying, and "stay-put not snug" Polyester/Elastane construction.
13.A five-pack of Fruit of the Loom "Coolzone" boxer briefs with a mesh fly that "provides ventilation and support right where you need it." Plus no-ride up and bunching on your legs.
14.A three-pack of Old Navy soft-washed built-in flex boxer briefs that are indeed a big flex when it comes to crotch-area comfort that won't cost you too much. Added bonus: no tags in the back.
15.A pair of MeUndies boxers with a no-roll, elastic waistband to build your underwear collection, which you can either purchase individually or as part of a monthly membership with a 30% discount.
16.A silky-soft, non-pilling pair of Tommy John second skin boxer performance briefs sporting a horizontal fly and contour pouch that won't ride up no matter what you're wearing over them, from work chinos to workout pants.
17.A pair of Hill City 4-inch performance boxer briefs designed with a fabric that easily stretches and recovers, even from high intensity workouts. And let this underwear be a reminder that if you properly stretch after any workout you can recover easily too.
18.A four-pack of Stafford "Big & Tall" woven cotton boxers with a comfort waistband that's durable and pre-shrunk, meaning these undershorts are going to be one less thing you have to worry about. You've earned it!
19.An eight-pack of classic Hanes tagless briefs to get you through an entire week without having to launder your "tighty-whities" and still leave you with at least one clean pair.
Just a little something you can't unsee before you go underwear shopping. Bet you didn't count on a seeing a pantless Trebek today, did you?