From timeless classics to pop
culture references, any of these choice will be a hit

by Lisa Loperfido

Halloween can be terrifyingly
fun, but finding the right costume can be a drag—you don’t want to be the guy
who shoves a salad bowl under his shirt and tells everyone, “I’m… pregnant?”
This year’s GentleManual Costume Guide includes some classic and not-so-classic
costume ideas that are uncomplicated, cool and many of the pieces should be
buried in your closet somewhere. Hint: Check next to your rollerblades or under
your obsolete CD collection.
Don Draper

Any man who longs for the days
when drinking at the office was more of an obligation than an option loves Mad
Men. Don Draper makes for a dashing Halloween costume that’s easy to put
together and even easier to wear.
A single-breasted gray suit
jacket with matching pants and a plain white dress shirt make up the base of
Don Draper’s signature look—but the accessories are key. Think impeccable but
understated. Try a crisp white pocket square, a 2″ black skinny tie and an
unassuming tie bar. For props, fill a tumbler with your favorite whiskey and
pick up a pack of Lucky Strike cigarettes (better make that a carton). For
bonus points, cue up the Mad Men theme song on your smartphone so you can play
it every time you walk into a room. Now ready your firmest handshake, furrow
your brow incessantly and prepare to seduce every married woman who crosses
your path — but NEVER let anyone in on your secret and mysterious past.

Jesse Pinkman

The season finale of Breaking
Bad had fans reeling for weeks and so can you with a Jesse Pinkman costume done
the right way.
If your yellow hazmat suit and
rubber gloves are at the dry cleaner, you’re going to have to dress as a more
casual Jesse Pinkman. Jesse’s taste in clothing is equal parts predictable and
tacky. You’ll need a sweatshirt, jeans, a graphic tee and a beanie. These four
items will have you looking like the beloved street chemist in no time, so long
as they’re all three sizes too big and look like they’ve been slept in. If you
don’t have all of these pieces, search the racks of your local thrift store for
anything from brands like Famous, Affliction, Stussy, or DC. Don’t forget to
pick up a beefy pair of skate shoes and a pack of smokes (ricin optional).
Accessories include a Ziploc bag filled with blue rock candy and a duffle bag
stuffed with millions of dollars. Now watch the following video and practice
Jesse’s favorite word.
Charlie Chaplin

Okay so maybe it’s been done a
thousand times, but the brilliant Charlie Chaplin created a look so memorable
that we will probably be seeing this classic costume for another two hundred
years. Can you think of a better excuse to don a Hitler-esque mustache and
perform pratfalls all night?
If you want to dress like the
esteemed Tramp, the first thing you’ll need is a mustache. Steal your
girlfriend’s black eyeliner pencil and go to town. While you’re at it, take a
minute to darken and thicken your eyebrows. Remember, you want your dress to
look haphazard. Wear pleated dress pants that are too big (pull them up high),
a jacket that is too tight, a white tuxedo shirt and a necktie that’s slightly
askew. Accessorize your outfit with a bowler hat, a cane, and a slipshod
optimism that keeps you bouncing back no matter many times you’re pushed down.
Optional clothing items include a vest and a pair of suspenders. Now it’s time
to own the part. Practice walking like a gimpy duck and tripping over invisible
obstacles. Charlie constantly fusses with his attire and is fascinated with
everything he picks up. More importantly, though, Mr. Chaplin overcomes
whatever life throws at him. So no matter how many times you slip on Halloween
candy, knock over punch bowls filled with Jungle Juice or get smacked sideways
by a vortex of drunken vampires, do like Charlie and cheerfully putter onward.
Dwight Schrute

FACT: The Assistant (to the)
Regional Manager will not be trifled with.

The Office may have come to an
end but it lives on in the hearts of reprobates and beet enthusiasts everywhere.
The Schrute-look is fairly straightforward. An ill-fitted suit, a yellow short
sleeve shirt, an uninteresting brownish striped tie, and a pair of aviator
style eyeglasses will get you 90% of the way there.  Finish the look with hair parted down the
middle, a name tag, and a stapler encased in a Jello mold. Now that you look
like Dwight, it’s important that you embody Dwight. Ignore all social queues,
never laugh (unless it’s maniacal), and routinely spout nonsequiturs about
bears, beets, and Battlestar Galactica. If at any point in the night someone
annoys you, you can always run from the room yelling “Michael!”
Dr. Who

This BBC classic, which first
aired in 1963, is a staple in British households and has gained an intense cult
following outside of the UK. The following costume is based on the latest
incarnation of the Time Lord (11 actors have played this role) portrayed by
Matt Smith.
The outfit worn by Smith’s Dr.
Who is a great combination of nerdy and rugged. Start by adding a red bow tie
to a light and muted button up and a brown blazer in a solid or herringbone
print. Comb your hair forward with your fingers and give it some volume with
styling mousse and a blow dryer. You’ll be ready to jump through the space-time
continuum when you add some red suspenders, roll up your pant leg a couple
inches and don a pair of black lace-up boots. 
Now travel from party to party in the TARDIS and use your clever whiles
to solve the puzzling mishaps underfoot.
Fifty Shades of Grey

Like any self-respecting man,
you haven’t actually read the erotic romance novel “Fifty Shades of Grey”. But
with more than 70 million copies sold, nearly every woman at your Halloween
party will have read this book (even if they would never admit it). This
ensemble will feed into their secret desires and who doesn’t love a clever play
on words?

This isn’t necessarily the
type of Halloween costume that partygoers recognize instantly, but once you
open your copy of the E.L. James novel to read a lust-filled passage aloud they
will smile and nod in a gesture of ultimate respect. Creating this look is
pretty self-explanatory. Outfit yourself in as many handsome grey items as possible:
a grey shirt, grey cardigan, a grey necktie, grey boots with grey shoelaces,
grey coat… You get the picture. Wanna take it even to the next level? Use some
grey duct tape to adhere any of the following items: a newspaper, a hunk of
granite, a MacBook Pro, a Nintendo Gameboy, a cinder block, a gargoyle statue,
your grandfather’s toupee or a baby elephant. If that’s not enough, bring a can
of grey spray paint and mark your territory.

Do It Right

With these 6 great options,
picking a good Halloween costume doesn’t have to be a difficult ordeal. And you
won’t spend the whole night worrying that you look lamer than the guy who went
as “the snake charmer.” Who has two thumbs and looks like an idiot? THIS GUY:

Hope you enjoyed this piece on
timeless Halloween costumes! What will you dress up as this year? Let us know
Lisa Loperfido

Lisa is a Marketing Assistant and Blogger at
Wild Attire, Inc. She enjoys any and all kinds of dogs, riding her scooter, and
wearing black. Smiling is her favorite.
Kayode Ojo
Kayode Emmanuel Ojo is the Co-Founder and Managing Director at SHEFFA Limited. He is presently studying Computer Science at the National Open University, Victoria Island, Lagos.