10 Hilarious Bachelor Party Themes the Boys Will Actually Wear
Your ultimate guide to planning an epic stag party with strippers, topless waitresses, and unforgettable vibes.
Planning a bachelor party is one of those tasks that sounds fun until you actually start doing it. Suddenly it turns into logistics, group chats that never die, conflicting personalities, and 15 opinions from guys who can’t even choose a restaurant on a normal night out. Meanwhile, the bachelor just wants “something sick, something wild, something unforgettable.”
Here’s the real truth:
The theme can make or break the entire stag party.
Not because the guys care about matching outfits, but because themes instantly:
Break the ice
Get everyone laughing from the moment they walk in
Create legendary photos
Give the bachelor his moment
Make the vibe 10x better for strippers or topless waitresses
There’s a reason the best parties we host — whether in Airbnbs, chalets, penthouses, hotel suites, or backyard gatherings — always have a simple, masculine theme. You don’t need costumes that take hours or props that cost hundreds. The themes below are easy, hilarious, and guaranteed to hype up the night.
Even better?
They give your topless waitresses a perfect way to interact with the group. Whether the girls are running drinking games, judging costume competitions, roasting the bachelor, or hosting challenges, themes give structure to the chaos — without killing the fun.
And because we’ve seen thousands of bachelor parties across Canada (and we know exactly what guys actually enjoy wearing), we took the 10 best themes — the ones that ALWAYS deliver — and built this guide for you.
These themes are:
✔ Stupidly easy
✔ Comfortable
✔ Cheap
✔ Masculine
✔ Photogenic
✔ Zero cringe
✔ Perfect for any group size
✔ And even better with strippers, topless waitresses, or private shows
So whether your bachelor wants something classy, chaotic, wild, or purely comedic, this list will give you everything you need to set the vibe from the first minute to the last.
Now let’s get into our top 10 themes the boys will actually wear — and the girls will absolutely love.
1. The Wolf of Wall Street
Suit jackets. Open collars. Sunglasses at night.
The Wolf of Wall Street theme screams chaotic finance energy in the best possible way.
This is perfect for groups who want to look sharp without trying too hard. All the guys need is:
White or blue dress shirts
Black or grey suit pants
Cheap aviators
Fake $100 bills
A “sell me this pen” moment
The bachelor can go full Jordan Belfort — white suit, loud tie, or even the infamous yacht captain hat.
Pair this theme with topless waitresses acting as ‘Wall Street hostesses’ for an unreal vibe. They can run betting games, mini auctions, dares, and “stock market drinking rounds.”
The photos? Chef’s kiss.
The energy? Chaotic and iconic.
2. Full Suit Night
If you want classy, sexy, and ridiculously fun, this one delivers every time.
Everyone shows up in a suit — except the bachelor.
That’s the entire joke.
Put him in:
A pink suit
A gold metallic blazer
A flame-print tux
A white suit with a “GROOM” sash
The contrast makes the photos legendary, and it becomes a running joke all night.
Suit themes elevate the whole stag party experience. It feels premium. It looks organized. Drinks taste better. And your strippers or topless waitresses look even hotter next to a room full of men who actually made an effort.
Bonus:
Suits work anywhere. Airbnb, club, casino, steakhouse — it all fits.
3. 80s Workout Bros (Short Shorts Required)
If your group loves comedy, this theme never misses.
Think:
Neon headbands
Short shorts
Tank tops
Sweatbands
Retro sunglasses
Over-the-top fake mustaches
It’s stupidly fun, easy to pack, and guaranteed to get laughs before the party even starts.
Imagine the bachelor in the shortest shorts of the group.
Now imagine him being roasted by your topless waitresses dressed as cheeky gym instructors.
You’ll get:
Workout challenges
“Flex-off” competitions
Ridiculously fun photos
Endless inside jokes for the wedding speech
This theme is pure serotonin.
4. Prison Break (The Bachelor is the Escapee)
Simple. Cheap. Funny. Hits every single time.
The group wears:
Orange jumpsuits
Or black & white striped prisoner shirts
Fake inmate numbers
Handcuffs
The bachelor, of course, gets the dramatic moment — he’s the one escaping.
Rip his sleeves, give him a “WANTED” sign, tape a fake ankle monitor, whatever fits the vibe.
Pair this with strippers or topless waitresses dressed as sexy guards and your stag party instantly becomes a performance. They can “search” the bachelor, interrogate him, or run a “prison yard drinking challenge.”
It’s interactive, hilarious, and ridiculously memorable.
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5. Hawaiian Boys / Beach Party
Zero effort. Maximum fun.
Every guy already owns a Hawaiian shirt or can buy one at the airport. Just add:
Shorts
Flip flops
Lei necklaces
Sunglasses
This theme is ideal for summer bachelor parties, chalets, rooftops, patios, golf trips, or pool parties.
Pair it with tropical music, rum cocktails, and topless waitresses dressed as island girls or poolside hostesses, and the vibe becomes a full vacation fantasy.
Best part?
Everyone looks good in it.
No one complains.
And it gets everyone in the mood to party.
6. The Purge Night (LED Masks + Black Fits)
For groups who want something bold, dark, and high-energy, The Purge theme is elite.
All you need:
Black outfits
LED masks
Glow sticks (optional)
Fake blood (optional)
This theme looks incredible in low light.
The photos are insane.
And it pairs perfectly with a more wild, nightclub-style bachelor party.
If you’re hiring strippers or topless waitresses, the LED lighting makes the whole thing feel like an underground rave.
Add drinking dares, Purge-style “challenges,” and you have a night that feels cinematic.
Tip:
Create a rule that the bachelor can’t remove his mask until midnight.
7. Cowboys vs. The Bachelor
This one is simple, masculine, and perfect for groups who want something fun but not embarrassing.
The boys wear:
Cowboy hats
Jeans
Plaid shirts
Boots
Belt buckles
The bachelor?
He shows up in a full white cowboy outfit — white hat, white shirt, white pants.
Instant comedy.
If you hire topless waitresses, they can wear Daisy Dukes, boots, tied plaid shirts, or even cheeky sheriff badges.
Add country music, drinking games, and a little bit of chaos…
You’re set.
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8. Roman Empire Night
Men and their Roman Empire obsession…
So why not lean into it?
Everyone wears:
Togas (bedsheets are fine)
Gold laurel crowns
Sandals
Arm cuffs
The bachelor gets the full Golden Emperor look.
This theme is perfect with stripper performances or topless waitresses because it turns the night into a party-meets-mythology fantasy.
Think:
Drinking “ambrosia”
Silly gladiator challenges
Imperial dares
The bachelor being “judged” by the group
It’s dramatic, bold, and absolutely hilarious.
9. Navy Sailors / Yacht Crew
Clean. Fun. Masculine. Easy.
Guys wear:
Striped shirts
Navy shorts
Captain hats
White sneakers
Bachelor wears the full captain uniform with the hat, white jacket, and gold details.
This theme photographs amazingly, especially if you’re on:
A rooftop
A bachelor boat
A hotel balcony
An Airbnb with a pool
Pair it with topless waitresses acting as cheeky cabin crew, running drinking games, passing champagne, or hosting “Sailor vs Captain” challenges.
It’s simple but feels premium.
10. Superhero Night (But the Bachelor Gets the Worst One)
You can’t go wrong with this one.
Everyone picks:
Batman
Spiderman
Iron Man
Wolverine
Captain America
…or whatever they love.
But the bachelor?
He gets:
Robin
Aquaman
A tiny Superman outfit
Or something hilariously bad
That’s the whole point.
It’s fun, it’s playful, and with strippers or topless waitresses, the theme becomes even more wild. The girls can judge costumes, give out dares, or host superhero challenges.
Superhero themes always create the loudest, happiest stag party energy.
Why Themes Make the Night Better (Especially With Topless Waitresses or Strippers)
Most guys don’t realize this, but themes do a few powerful things:
1. They give the group identity.
Suddenly everyone is on the same team instead of just 10 dudes standing around.
2. They get the energy flowing instantly.
You don’t need icebreakers — the outfits do the work for you.
3. They elevate the entertainment.
Topless waitresses can turn any theme into:
Drinking games
Dares
Competitions
Roasts
Mini-shows
4. They make the photos unforgettable.
This is the night the bachelor will remember forever.
Make it iconic.
Final Thoughts: Pick a Theme the Boys Will Actually Wear
Themes are the secret ingredient most bachelor parties overlook — but they’re honestly what transform a random night into an iconic, unforgettable stag party. Whether you go classy (Wolf of Wall Street), chaotic (The Purge), or stupidly funny (80s Workout Bros), the outfits create an instant atmosphere and make the whole group loosen up immediately.
They also elevate every moment you plan for the night:
Drinking games hit harder
Photos look like movie scenes
The bachelor feels like the star
Strippers or topless waitresses have MORE to play with
The whole group feels connected from the start
And because the themes on this list are simple, affordable, and comfortable, nobody complains, nobody feels embarrassed, and everybody commits. That’s what makes the difference between “yeah, it was fun” and “bro, that night was legendary.”
Whether your group is hosting your bachelor party in a penthouse, a chalet, an Airbnb, a hotel suite, or even a backyard setup — these themes work everywhere. They’re versatile, guy-friendly, and guaranteed to get reactions from the moment the door opens.
At the end of the day, what matters most is this:
Give the bachelor a night he’ll never forget — and make it fun for the whole crew.
Pick a theme the boys will actually wear.
Bring the energy.
Let the chaos unfold.
Want to take your bachelor party to the next level?
Book Montreal’s hottest topless waitresses and private strippers for your stag party.
Our girls host games, pour drinks, hype up the vibe, and turn your theme into a full experience — classy, fun, and unforgettable.
Whether you’re planning a chill night or the wildest bachelor party of his life, we’ve got you covered.
👉 Call or text to book: +1 438-367-7843
👉 Or inquire on the website: mtlbachelorwaitress.com