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I’m gonna make you an offer you can’t refuse… to fall in love with this killer Old School Gangster PartyJen of Banner Events was a boss when it came to styling this party for her friends’ husband, also known as Big Daddy P! Perfect for a 40th birthday, as he roared past his thirties, with fedoras & flapper costume attire, an italian feast with mafia water, martini glass and bullet hole cupcakes and even spare chocolate bullet favors!

PARTY HIGHLIGHTS to look out for:

  • Themed party stationery & ‘Wanted American Gangster’ poster
  • Budget friendly centerpiece idea with decorated water bottles, party stationery & pearls
  • Play guns, gangster hats, boas & flapper headband photo booth props
  • ‘A few spare slugs’ chocolate bullet party favors

30s gangster dessert table

40th birthday cupcakes

roaring 30s gangster party

gangster party invitation

gangster cupcakes

oreo truffles

chocolate parfaits

red and black martinis

italian party food

gangster photo booth

gangster party budget friendly ideas


PARTY DETAILS, as told by Jen… 

A Roaring Past 30’s Party – Gangster Style

Don’t want to swim with the fishes? Then be sure to make milestone birthdays memorable for your loved ones. It’s Jen Carver, from Banner Events, here to share a few bullet-proof principles of party design to help you kick up your next adult birthday celebration a notch or two.

How to Make Milestone Birthdays Memorable:
Turning 40, 50 or 60?  Who said hitting these milestones has to be the pits? Milestone birthday celebrations will always be en vogue, and celebrating a 40th birthday can be the bees knees for both the guest of honor and party goers with a little planning, some swanky party props, costumes & décor and of course, delicious food & drinks.


Or better yet, let the theme choose you! Choosing a theme doesn’t have to be difficult. Grab a pen and paper & quickly jot down a few things related to the guest of honor. The list could include things like his/her job, interests, hobbies, talents, and goals – really anything from which you can derive a theme. Once you have your initial list, do some additional brainstorming, being sure to add some ideas of how you might transform this simple idea into an overall theme. (Things you should consider: invitation, party decor, food & drink, favors, entertainment & music.)

To illustrate this principle:
A fabulously creative client recently helped her husband bid farewell to his roaring 30s with a 1920s style gangster themed surprise party attended by his closest friends and family. Who doesn’t get excited about the thought of zoot suits, wing tips, cloche hats, feather boas & fedoras? This theme was decided upon after a few quick questions which revealed that the guest of honor was a huge fan of the popular game Mafia Wars. Quickly, ideas for food (Italian pasta bar) and drink (self-serve Mockarita bar) were scratched on paper & a theme started to take shape. With the basics in place, additional brainstorming was done to tie little details to the main theme (more on that in Step 3).


Of course, setting the stage for an unforgettable evening is a must and sending out the perfect invitations is a great way for guests to catch a glimpse of all of the fun that is to come. Custom paperie is a popular & affordable party trend which not only allows for more personal expression than many store bought invitations and decor provide, but also affords one the ability to completely coordinate all of the little details that take an event from ordinary to extraordinary.

For this event, gorgeous Art Deco inspired invitations & party printables were created by the talented Dolly Robison of Paper Perfection. Photo booth tickets were included as a small enclosure with the invitation and were a clever way of encouraging guests to dress the part.

“Come as a flapper or come as you are.
Dress as a gangster or a silent screen star.
It’s going to be fun no matter the dress.
Just bring yourself. I’ll do the rest.”


You did your homework in step 1, now don’t forget to put it to good use. Let your creativity take center stage as you insert fun theme coordinating details into your event. Here are a few of the clever & festive details we incorporated.

The Party Area: was decorated to resemble a 1920’s style ‘Clip Joint’ (gentleman’s club).

Entry Way: We added some intrigue as guests arrived, by decorating the entry way. Our entry door featured a 1920’s style WANTED poster picturing the guest of honor, modeled after an Al Capone poster from that era. A faux metal beaded curtain from Event Decor Direct hung at the door to immediately give that club vibe.

Costume & Dining Area: Once inside, the seating and dining areas were dressed up with red feather boas & fedora hats from Windy City Novelties. They served as part of the decor, but also functioned as wardrobe accessories for guests to use in the photo booth and take-home as a party favor.

Water Bottles: Dressed with printed “Mafia Water” labels, some ribbon & a little bling

Drinks: While this theme lends itself to several fun variations & many may choose to play up the Prohibition angle with a Speak Easy & “Boot Leg” bar, my friends preferred a non-alcoholic approach. We offered a self-serve mocktail bar. Sugar rimmed martini glasses from WebStaurantStore embellished with drink flags, filled silver trays. Guests enjoyed being able to quench their thirst throughout the night, sipping yummy mocktails through festive striped straws from Hey Yo Yo.

Appetizers: We wanted to offer guests appetizers they ‘couldn’t refuse’ that still corresponded with the theme, but also made for a lovely presentation. Caprese skewers, fruit kabobs & Italian stuffed mushrooms (not pictured) foot the bill!

Centerpieces: Big, gorgeous ostrich feather centerpiece kits from Wholesale Event Solutions were effortlessly assembled (thanks to their free online tutorial) and added that “wow” factor that kept guests reminiscing of an earlier era.

Favors: Chocolate bullets were creatively packaged as take home favors. Every gangster needs a few spare ‘slugs’.

Dessert Table: Guest of honor sweet treat favorites were incorporated into the dessert table. Including lemon cupcakes with white frosting and ornate fondant toppers designed by Brenda of Sugar High Inc., chocolate parfaits, Hot Tamales, cinnamon bears, chocolate dipped Rice Krispy treats, & Oreo truffles.

Entertainment: included several theme appropriate games (‘Pockets, Purses & Wallets’-Gangster style & ’10 Fingers’) a tribute video, 1920s era music and a photo booth which provided a fun way for guests to remember the night! It was stocked with funny props & costumes.

Custom Birthday Shirt: The guest of honor had a custom designed shirt to don at his surprise party. We thought the gangster silhouette was particularly appropriate!


You’ve put in the work; now don’t forget to enjoy yourself! Relax. Smile. Laugh. Your guests will follow your lead. I love that my friend & her husband (the guest of honor) were found having fun with photo booth props (like the fedora hats from Windy City Novelties and feather boas from PartyFeathers) in the photo booth, laughing with guests & enjoying their own food & desserts.

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