Ready to party like Jordan Belfort? Whether you’re a seasoned Wolf of Wall Street fan or just want to experience the kind of chaotic energy that comes with excessive wealth and debauchery, this drinking game is designed to take your movie night to a whole new level. From outrageous rules tied to iconic scenes to wild drinking variations, you’ll feel like part of Belfort’s crew—minus the federal indictments. Let’s begin Wolf of Wall Street drinking game now!
Table of Contents
Game Preparation: What You’ll Need
Before you dive into the madness, make sure you have the following essentials ready:
- Alcohol: Beer, wine, spirits—whatever fuels your inner Belfort. Just pace yourself, or you’ll be crawling around like Leo in no time.
- Shot glasses: For those iconic, double-drink moments and a couple of wild shots.
- Friends: You can’t party like Jordan Belfort without an audience!
- Snacks: You’re going to need sustenance between rounds. Think decadent: oysters, sushi, or just a pizza.
Turn off your inner “compliance department”—it’s time to live like a Wall Street elite, even if only for a few hours.

The Basic Wolf of Wall Street Drinking Game Rules
The rules for this game are designed to make you feel like a stockbroker living the high life (without the actual felonies). Here’s how it works:
Take a Sip When…
- Someone drops an F-bomb (you’ll be sipping a lot!).
- The phone rings.
- Someone mentions “quaaludes.”
- Jordan yells at his employees.
- Someone on the team uses a nickname (e.g., “Rugrat”).
Take Two Drinks When…
- Drugs are being snorted (this is going to hit hard).
- Nudity on screen
- Leo makes an extravagant hand gesture (prepare your liver).
- Someone yells “Sell!” on the trading floor.
Take a Shot When…
- Leo breaks the fourth wall and talks to the audience.
- The yacht sinks in a glorious storm of excess.
- Steve Madden gets thrown into a headlock.
Iconic Movie Scenes and Special Drinking Rules
There’s no shortage of wild moments in The Wolf of Wall Street. Add extra flair to your drinking game with these rules for iconic scenes:
Steve Madden’s Headlock and Beyond
Whenever Donnie Azoff throws Steve Madden into a headlock, everyone must chug their drink until the headlock is released. Extra drinks if anyone yells “Sell!” during any business scene. This rule makes the high-stakes office battles feel like a competitive sport.
The Jordan Belfort Meltdown
Whenever Jordan Belfort loses his temper and throws things, players must join in the drama by tossing something harmless (a pillow works). The last person to react has to finish their drink. Bonus: whoever stays in character the longest gets to assign a shot to someone else.
Insanely Wild Variations: Wolf of Wall Street Style
Looking to up the stakes? These wild variations will take your game to Jordan Belfort levels of madness:
- The “Belfort Billionaire” Challenge: Start with a fake stock portfolio. When Belfort closes a deal, “invest” by drinking. If the deal profits, give out drinks. If it crashes, take a shot!
- Quaalude Crawl (AKA The Lemon Scene Special): Crawl to a finish line, drink in hand, when Leo crawls to his car. First to finish gets to assign drinks!
- Yacht Party Madness: Assign a “Captain” to hand out shots during yacht scenes. The Captain drinks only when the yacht sinks.
- The Wolf Howl: Howl during Leo’s motivational speeches. Last person to join in takes two drinks!
Each variation pushes the game to new heights of chaos, just like Belfort’s life. Feel like you’ve got this under control? Wait till you try the following Wall Street Elite Drinking Games.

Wall Street Elite Drinking Games: Over-the-Top Variations
If you really want to kick things up a notch, here are some creative and hilarious twists on the regular game that will have you feeling like a stock market mogul by the end of the night (or passed out—whichever comes first).
The “Insider Trading” Drinking Game
In the cutthroat world of Wall Street, some information is too valuable to share. In this version, one player per round gets an “insider” rule known only to them. For example, they know that every time someone mentions money or stocks, everyone has to take a sip—except them. If the other players figure out the insider rule, the insider has to finish their drink.
Twist: Use code words like “bull market” or “short squeeze” to make the game trickier and more competitive.
High-Roller Roulette: The Investment Risk Drinking Game
Take a gamble! Each player gets a fake portfolio of “stocks” (drinks). Players roll dice to invest in high-risk stocks (shots) or low-risk ones (sips). The more they roll, the bigger their investment. But beware: if your roll “crashes” (a 1 or 2), you lose big and have to chug your entire drink.
Twist: Roll a perfect 6? You get to make another player chug their drink—your investment pays off in their misery.
The Bull and Bear Market Drinking Duel
This game pits players against each other, just like in a real financial market. Split the group into two teams: Bulls (optimists) and Bears (pessimists). Bulls drink when the market (or movie) is up—any upbeat, party, or success scene. Bears drink when things go down—think lawsuits, arrests, and meltdowns.
Twist: At random points, someone can shout “Market Reversal!” The roles switch, and suddenly, Bears become Bulls and vice versa, leaving everyone scrambling to adapt.
Hostile Takeover: The Corporate Sabotage Game
In the spirit of true Wall Street ruthlessness, players can launch hostile takeovers at any time. You challenge a player to a drinking duel, such as flip cup, rock-paper-scissors, or any quick game of your choice. The winner gets to “acquire” half of the loser’s drink.
Twist: Alliances can be formed, but they can also be broken at any moment. Backstabbing is not only allowed—it’s encouraged.
IPO Launch Party: The Champagne Shower Challenge
Ever wanted to feel the rush of taking your company public? Grab a bottle of champagne (or any sparkling beverage) and simulate an IPO launch by popping it open and taking a huge drink. The bigger the mess, the bigger the success! Bonus points if you manage to keep a straight face like Belfort.
Twist: After each player pops their bottle, other players can choose to invest (sip) or short (shot) based on how well the launch went. The more dramatic the pop, the more successful the “stock.”

Fourth Wall Drinking Games for Movies and TV Shows
Breaking the fourth wall brings viewers directly into the action, making it the perfect trigger for a drinking game. Including drinking rules from other fourth-wall-breaking movies and TV shows, like Tropic Thunder and The Office, adds variety and excitement to your party or binge-watching sessions.
Wolf of Wall Street Fourth Wall Drinking Rules
Leo DiCaprio’s performance as Jordan Belfort is loaded with moments where he talks directly to the audience, dragging us into his world of greed and excess. Here’s how to turn those moments into a drinking game:
- Take a sip whenever Leo breaks the fourth wall and speaks directly to the camera.
- Take two drinks when he tries to justify his unethical behavior (like his wild spending sprees).
- Take a shot when he delivers a motivational speech to the audience about getting rich or manipulating the system.
These moments are all about Leo charming the viewer—just don’t let him charm you into downing too much at once!
Tropic Thunder Fourth Wall Drinking Rules
Tropic Thunder is filled with wild meta-humor, where the lines between the movie and reality blur. Here’s how you can drink every time the movie breaks the fourth wall:
- Take a sip whenever a character refers to themselves as an actor or acknowledges the fact that they’re making a movie.
- Take two drinks when someone mocks Hollywood or the filmmaking process.
- Take a shot when a character (especially Robert Downey Jr.’s Kirk Lazarus) delivers a speech directly to the audience as if they’re breaking character.
The layers of reality in Tropic Thunder make this the perfect movie for a meta drinking game.
The Office Fourth Wall Drinking Rules
The Office is the king of breaking the fourth wall with its mockumentary style, where characters frequently stare into the camera or speak directly to it. Here’s how to play:
- Take a sip whenever a character gives the camera a knowing look (especially Jim Halpert’s iconic glances).
- Take two drinks when someone talks directly to the camera during their one-on-one interviews.
- Take a shot if a character blatantly acknowledges the documentary crew or refers to the filming process (like when Michael Scott addresses the camera about “being watched”).
The Office makes you feel like part of the team, and with these rules, you’ll drink along with all the awkwardness, pranks, and fourth-wall breaks that make the show great!
Wrapping Up Your Wolf of Wall Street Night
After a night of screaming “Sell me this pen!” and downing drinks faster than Jordan Belfort can close a deal, it’s safe to say your party’s been a success. Just remember: Jordan survived his financial meltdown, but your liver might not! Pace yourself, take breaks, and drink water—just because you’re partying like a Wall Street elite doesn’t mean you need to crash like one.
Enjoy the game, and remember: the only thing more reckless than Wall Street is playing this drinking game without any limits!