Top 5 Bachelor Party Drinking Games (That Our Waitresses Love Hosting)
The ultimate guide for wild nights in Montreal, Toronto, Calgary & Vancouver
Planning a bachelor party? Good.
Planning a bachelor party that’s actually fun… and not just a bunch of guys staring at each other with beers in hand? Even better.
Over the years, our topless waitresses have hosted thousands of parties across Canada — from downtown Vancouver penthouses to epic Montreal Airbnbs to chalet weekends in Banff. One thing is always guaranteed:
A bachelor party gets 10x better when you add drinking games.
Guys loosen up, the bachelor gets roasted, the energy skyrockets, and the night instantly becomes more memorable (and usually a lot more chaotic). The games below are not random filler — they are the exact ones our girls love hostingbecause they keep everyone laughing, drinking, competing, and bonding.
Here are the Top 5 Bachelor Party Drinking Games you can play anywhere — house, Airbnb, backyard, hotel, man cave, cottage, even a garage. No special setup needed. Just beer, friends, and a good attitude.
Let’s get into it.
1. Beer Pong
The undefeated champion of bachelor-party drinking games.
Beer Pong never gets old. It works with any size group, it’s easy to set up, and it turns grown men into competitive maniacs in about 10 seconds.
How it works:
You set up 10 cups in a triangle on each side of a table. Fill each cup with a bit of beer. Two teams take turns tossing ping-pong balls into the cups.
If the ball lands in a cup → the other team drinks it
First team to clear all the cups wins
Simple. Classic. Always fun.
Why our topless waitresses love hosting it:
They get to hype the teams
They call out the bachelor for missing every shot
They add cheeky punishments (push-ups, body shots, kisses on the cheek, dance breaks, etc.)
They keep the energy high and the pace fast
A good Beer Pong game sets the tone for the entire night — loud, wild, competitive, and full of laughs.
Pro tip:
Let our waitress be the referee. She’ll add the perfect mix of chaos and fairness (heavy on chaos).
2. Flip Cup
Fast. Loud. And absolute mayhem when alcohol is involved.
Flip Cup is the ultimate relay-style drinking game that gets everyone involved — even the shy guys.
How it works:
Split the group into two teams standing on opposite sides of a table.
Each person has a cup with a sip of beer.
Drink
Place the cup upside down on the table edge
Flip it until it lands upright
Once you succeed, the next teammate goes.
Whichever team finishes first wins.
Why this game is so good:
Takes almost no setup
Makes guys scream like schoolkids
Builds team spirit fast
Perfect for big bachelor groups
Impossible to stay sober through
What our waitresses do:
They time the rounds, hype everyone up, call out the slow players, and sometimes offer “bonus challenges” only the bachelor can attempt.
This game is perfect for warm-up or peak party energy.
3. Pool Table Drinking Game (“Sip or Suffer”)
If your Airbnb has a pool table, this one is mandatory.
This is real billiards — NOT a pool-party game.
And the rules make even the most confident pool players crumble.
How it works (your version):
Sink a ball → take 1 sip
Miss a shot → take 2 sips
That’s it. Simple. Brutal. Hilarious.
Optional twists:
The bachelor drinks double
Last ball = everyone drinks for 3 seconds
Losing player must do a dare chosen by the waitress
Any scratched ball = extra sip penalty
This game starts off civilized but becomes funnier as accuracy drops and the boys start blaming each other for “bad luck.”
Why our girls love hosting it:
Because they get to tease every missed shot, flirt, hype the bachelor, and make the game way more fun than it would ever be on its own.
If your Airbnb/chalet has a pool table? This becomes the star activity of the night.
4. The Beer Box Challenge
Flexibility + ego + alcohol = chaos.
You’ve definitely seen this on TikTok — but it’s 10x more fun in person.
How it works:
Place a beer box (or carton) on the floor.
Everyone must bend down and pick it up with their mouth… hands behind their back.
After each round, tear off a small strip of cardboard to make it shorter.
Game continues until only one person can still reach it.
If you fall over or touch the floor:
→ Drink.
Why bachelor groups love this game:
It’s funny as hell
Someone always face-plants
The bachelor usually loses early
The most flexible (or drunk) guy wins
Why our waitresses love it:
Because it’s the perfect mix of competition, physical humour, ego battles, and light roasting. The girls get to be the judges, the cheerleaders, and the instigators.
This one gets the biggest laughs at almost every party.
5. Ride the Bus
A card game that punishes the biggest loser of the night.
Ride the Bus is a bachelor-party favourite because it gets everyone shouting, guessing, drinking, and talking trash.
How it works:
It’s played in rounds using a regular deck of cards. Examples:
Guess if the next card is red or black
Guess higher or lower
Guess inside or outside
Get it right → hand out drinks
Get it wrong → you drink
Whoever messes up the most ends up “riding the bus” — a final punishment round where they have to survive a brutal sequence of cards.
Why it’s perfect for bachelor groups:
No skill required
Anyone can join
Gets progressively harder as people get drunk
Our waitresses can run the whole thing
This game fills the gaps between bigger activities and keeps the energy tight all night.
Why Drinking Games Make Your Bachelor Party 10x Better
Most groups show up thinking they’ll “just wing it,” but here’s the truth:
Without games, the night starts slow and gets awkward.
With games, guys loosen up immediately, the bachelor gets attention, and everyone becomes part of the party.
Our topless waitresses know exactly how to run the games, keep the pace fast, and make sure nobody just sits in the corner refreshing their beer. They’re fun, confident, cheeky, and absolutely expert at turning a quiet room into a wild night.
Games also help with:
Keeping the group connected
Making shy guys open up
Creating hilarious memories
Giving the bachelor the spotlight
Making the whole event feel structured and hosted
It’s the difference between “just drinks” and “a legendary night.”
Ready to Host the Perfect Bachelor Party?
These games are fun on their own — but when you add a pair of topless waitresses to host, hype, and run the night, the party becomes next level.
If you want a wild, unforgettable bachelor party in Montreal, Toronto, Calgary, or Vancouver, our girls bring the energy, the entertainment, and the fun.