Risky Business Costume

Rock Your Halloween with a Risky Business Costume

3 minutes, 40 seconds Read

Are you looking for a timeless, iconic Halloween costume that always stays in style? A Risky Business costume might be just what you need! This classic look, inspired by the 1983 film starring Tom Cruise, is easy to put together and guaranteed to turn heads at any Halloween party. In this article, we will walk you through all the steps to create the perfect Risky Business costume, from the essential items you’ll need to style tips and variations. Let’s dive in and discover how you can confidently rock this legendary costume!

The Essential Risky Business Costume Components

Before you can step into the shoes of Joel Goodson, the character portrayed by Tom Cruise, gathering all the key elements that make up the Risky Business costume is essential. 

Below is a compilation of essential items you’ll require:

  • Men’s Dress Shirt
  • Boxer Shorts or Men’s Underwear
  • Men’s Dress Socks
  • Dress Shoes or Loafers
  • Wayfarer Sunglasses
  • Creating the Look: Putting It All Together

Now that you have all the essential components let’s assemble the Risky Business costume:

Start with a men’s dress shirt: The foundation of this costume is an oversized, long-sleeved dress shirt. Look for a white or light-colored shirt a few sizes larger than your usual fit. You want it to have a loose and relaxed feel when you wear it.

Boxer shorts or men’s underwear: Next, slip on a pair of boxer shorts or underwear beneath the dress shirt. The idea is to have them peeking out from under the shirt’s hem, creating a playful and daring look.

Men’s dress socks: The choice of socks might not seem significant, but it adds authenticity to the costume. Opt for a pair of dark-colored dress socks that will be visible when you wear the dress shoes.

Dress shoes or loafers: Complete the ensemble with classic dress shoes or loafers. Black or brown shoes work best for this look, giving you a sophisticated yet carefree appearance.

Wayfarer sunglasses: Remember the iconic sunglasses! The Risky Business costume would only be complete with a pair of Wayfarer sunglasses to add that extra touch of coolness.

Styling Tips for the Risky Business Costume

Now that you’ve assembled the costume let’s explore some styling tips to enhance your Risky Business look:

Accessorize with a Timepiece

Consider adding a sleek and elegant wristwatch to elevate your costume’s sophistication. A simple black leather or metal band watch will complement the outfit and add a touch of class to your overall appearance.

Messy Hair, Don’t Care

Part of the charm of the Risky Business costume is the effortless and slightly messy hair look. Embrace the tousled hairdo by applying some styling product for a deliberately unkempt appearance.

Flaunt with Confidence

The key to pulling off the Risky Business costume is confidence. Own the look and embrace the character’s carefree attitude. Walk tall, and don’t forget to flash that winning smile – it’s all part of the charm!

Variations on the Risky Business Costume

Female Version of Risky Business

The Risky Business costume isn’t limited to just male participants. Ladies can put their spin on this classic look with a few tweaks. Opt for an oversized dress shirt or a men’s button-up shirt, pairing it with high-waisted shorts or a mini skirt instead of boxer shorts. Complete the outfit with high heels or ankle boots for a chic yet playful touch.

Group Risky Business Costume

Want to make a statement with your friends at the Halloween party? Coordinate a group Risky Business costume! Gather your friends and have everyone dress up in the classic ensemble. You can add fun props like a fake briefcase or a boombox to enhance the group theme.

Couples Risky Business Costume

Couples can also join in on the Risky Business fun. Have one partner dress up as Joel Goodson while the other can portray Lana, the female lead in the movie. For the Lana look, go for a chic 80s-inspired outfit with statement accessories and bold makeup.


The Risky Business costume is a timeless and iconic Halloween look that never fails to impress. With its effortless charm and bold style, this costume is perfect for individuals, groups, and couples looking to stand out at any Halloween event. Remember, confidence is the key to pulling off this classic ensemble. So, grab your dress shirt, boxers, and Wayfarers, and get ready to rock the Risky Business costume with flair and finesse! Happy Halloween!

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