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Men Underwear: Weird & Fun Underwear for Men

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Whether you are looking for a new fresh look to surprise that special someone in your life that actually gets the chance to see you in your underwear or just want to pick up a pair of gag drawers for your buddies, the weird and fun underwear options you’ll find below definitely fit the bill.

Combing the net to find the best options out there for wacky, wild, and certainly “out there” underwear options for men, the selections below are definitely going to be a lot of fun to wear – and even more fun to show off!

When looking for a bit of fun with underwear, don’t forget about comfort

Before we jump into the specific styles of underwear outlined below, it’s important that you don’t forget about just how critical it is to not only find a fun pair of underwear to have in your drawer – but also to make sure that each and every one of those options are as comfortable as can be.

After all, the joke is only going to be on you if you get uncomfortable, sweaty, or start to chafe in a pair of hilarious underwear. Remember, you’re going to be wearing them for at least a little while and they are protecting and “housing” your most valuable jewels.

If it comes down to getting a laugh or getting a rash, hopefully you make the right decision!

The “Indivisible Underwear”

Indivisible Underwear

One of the best fun pairs of underwear out there are the “indivisible underwear” options that a lot of different companies are producing today.

Basically a pair of super comfortable (and ridiculously skintight), flesh colored cotton underwear that have had the male anatomy printed directly on them, it looks like you’re going commando when you still got something covering your bits and pieces.

Maybe not recommended to wear on the couch when your daughter brings her prom date around to meet the folks.

A Set of Daisy Dukes

Daisy Dukes

There is just something about seeing a gorgeous blonde bombshell in a pair of Daisy Dukes in the summertime, a mental movie that is burned into the memory banks of men (young and old) all over the world.

On the flipside, there’s really nothing quite like seeing a guy that spent more time pounding 16 ounce curls than anything else sitting in a pair of Daisy Dukes style underwear himself – under other mental movie that is burned into the memory banks of anyone unlucky enough to see it!

The Tuxedo

The Tuxedo

Maybe you are going to attend a black-tie event or function, and want to make sure that even when the suit or tuxedo comes off you’re still looking a bit like James Bond (or at least a Chippendale’s dancer). A lot like the world-famous tux T-shirt, you can have a lot of fun with tux designed underwear, too!

Fun with animals

Fun with animals

If you really have a bit of a highly developed funny bone you might want to go with an animal inspired pair of underwear. Giraffes, elephants, and dinosaurs all make fantastic options considering the fact that they have – slightly extended – parts of their body that match up with key pieces of the male anatomy.

Just make sure that you aren’t raising expectations that cannot be met.

Role Reversal

Role Reversal

If it’s not exactly a novelty thing that you want to really hit home, but instead something while that you’d like to try out for a night (or maybe more), don’t be afraid of trying to snub into a pair of women’s panties or underwear that you would not have tried otherwise.

Government Issue

Of course, if you really want to make sure that you are wearing a pair of weird underwear – the kind of underwear that she just won’t come across all that often – you might want to go without underwear at all.

Government Issue bodysuit version underwear can definitely be a bit of a surprise, and it certainly can lead to a whole lot of fun!

How to pull off some wild and fun underwear

Regardless of the kind of weird, wild, wacky, or fun underwear that you decide to try out, the only way to successfully pull off this kind of fashion choice is to have extreme confidence in yourself and what you’re doing!

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