Out with the old, in with the new—the time has come for some good, old fashioned spring cleaning. Although it can be hard to part ways, we must get rid of items around the house that we no longer have use for, including older, worn underwear.

Rotating underwear is one task that many don't do as often as they should. Buying new undergarments and getting rid of aged pieces should be done every 3-4 months to maintain freshness and optimum hygiene.

When in the market for buying new underwear, the first thing you'll want to assess is the structure and material of the garment. Can you rock them discreetly for at least 8 hours a day? You don't want to be one of those guys who tugs at the underwear through your pocket to prevent them from riding up as you walk— we've all been there.

Additionally, look into buying boxer briefs that are longer in the leg. Checking the sizing guide on the package or brand website is very important and will help you avoid buying the wrong size and fit. Aside from comfort, you'll absolutely want to make sure your underwear is attractive to you so that you'll feel good wearing them.

From boxers to briefs to jockstraps, check out these super comfortable underwear styles and their benefits below:

Nubian mens most comfortable underwear
Image: courtesy of Nubian Skin

Nubian Skin Men's Cotton Boxer Trunk, $55, nubianskin.com 

Made from 100% BCI (Better Cotton Initiative), Nubian Skin is a black-owned underwear brand that created its product to fit comfortably around your waistline for ultimate comfort. 
Tom Ford mens most comfortable underwear
Image: courtesy of Tom Ford

Tom Ford Cotton boxer briefs two-pack, $99, tomford.com

It's always good to have a few pieces of luxury boxer briefs to show off on those nights you aren't alone.
Tani USA mens most comfortable underwear
Image: courtesy of Tani

Tani USA Silkcut button fly boxer shorts, $110, taniusa.com

In the instance you aren't a boxer-brief guy but also don't care for boxers either, these Tani soft boxers will have you forgetting you're even wearing them because of how soft they are.
Nike mens most comfortable underwear
Image: courtesy of Nike

Nike Dri-FIT Ultra-Stretch Micro, $45, nike.com

Yes, these were 100% created for you to wear while working out. However, these are also great boxer briefs to wear on those hot summer days when you know you have to run around. They'll keep everything in place and help combat sweating—perfection.
Jockey most comfortable mens underwear
Image: courtesy of Jockey

Jockey Pouch Brief, $25, jockey.com

Jockey crafted these briefs to hold everything in its place all while not disturbing you as you go on about your day. What more could you want?
Calvin Klein most comfortable mens underwear
Image: courtesy of Calvin Klein

Calvin Klein Men's Steel Micro Boxer Briefs, $42, amazon.com 

With its extended leg panels, these boxer briefs will prevent chafing and also has a supportive contoured pouch for your private area.
CDLP most comfortable mens underwear
Image: courtesy of CDLP

CDLP 3 × Y-Brief, $80, cdlp.com

Breathable and moisture-wicking, these briefs have an enhanced pouch for comfort and fit and are naturally anti-bacterial.
A.P.C. most comfortable mens underwear
Image: courtesy of A.P.C.

A.P.C. Cabourg boxer shorts, $50, apc-us.com

A.P.C. added an inset at the crotch for added comfort on their boxer shorts for those who like a looser fit boxer and need the extra support.
2xist most comfortable mens underwear
Image: courtesy of 2xist

2xist Cotton stretch jockstrap, $25, 2xist.com 

Great for working out in a jockstrap provides the ultimate support in the front all while giving you freedom in the back.