💍 DIY Bride: How to Ask “Will You Be My Maid of Honor or Best Man?”

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DIY Bride is your go-to guide for dreamin’, schemin’, and creatin’ the wedding of your dreams—your way. Whether you’re stitching your own veil, designing centerpieces that’ll make your mama swoon, or bossin’ that budget like a beauty queen with a clipboard, we’ve got your back, doll.

This ain’t your average cookie-cutter wedding manual. Oh no—this is lace, lipstick, and let’s-get-it-DONE energy. So grab your red lipstick, roll up those sleeves, and let’s turn your big day into a handcrafted, head-turning, budget-loving masterpiece.

🧷 Because when it comes to weddings, you don’t need a planner—just a plan and a little panache.

Welcome to the club, gorgeous. Let’s DIY the heck outta that “I Do.” 💒✨

Popping the maid of honor or best man question - a how to

Unique and Personal Ways and Ideas for popping the MoH/ Best Man Question

Darling, you’ve said “YES!” to the love of your life, and now it’s time to ask someone else a very important question: “Will you be my Maid of Honor?” or “Best Man?” These are the leading roles in your wedding cast, sugarplum, and you want to make that ask sparkle like champagne bubbles on New Year’s Eve.

As a master wedding planner (and your retro-glam confidante at Cherry Pop Events, located right here in the San Gabriel Valley of Southern California), I’ve seen it all. From teary-eyed sister surprises to best friend scavenger hunts that end in cocktails, asking your VIPs should feel as unforgettable as your vows.

So, grab your cat-eyeglasses and a notepad—because I’ve got five fabulous, unique ways to pop the Maid of Honor or Best Man question. And since I don’t do things halfway, each idea comes with five ways to make it even more magical. Ready? Let’s roll!


🌸 1. The Memory Lane Surprise

What better way to say “You’ve always been there for me” than by walking your bestie down memory lane?

How To Do It: Create a photo album, scrapbook, or digital slideshow of your favorite memories together, ending with a big reveal: “Will you be my Maid of Honor/ Best Man?”

Five Ways to Make It Magical:

  1. End with a blank page or frame titled “The Wedding Chapter”.
  2. Slip in inside jokes only they’ll understand.
  3. Add a heartfelt handwritten note on the last page.
  4. Include a song or playlist that screams your friendship.
  5. Film their reaction—it’s priceless, sugar!

💋 Cherry Pop Tip: DIY couples love this option—it’s budget-friendly, heartfelt, and deeply personal.


🎁 2. The Custom Gift Box

Darling, everyone loves a gift, especially when it’s curated just for them. A themed box is a chic way to pop the question.

How To Do It: Fill a gift box with goodies that scream “YOU” and top it off with a card that says, “I can’t say ‘I do’ without you.”

Five Ways to Make It Magical:

  1. Include their favorite snack or candy (bonus points if it’s nostalgic).
  2. Add a mini bottle of champagne or whiskey.
  3. Slip in a quirky pair of socks or cufflinks (Best Man) or earrings/nail polish (Maid of Honor).
  4. Personalize with their initials or monogram.
  5. Wrap it in your wedding colors for a sneak peek at your theme.

💋 Cherry Pop Tip: Southern California has fabulous local artisans—support small businesses while creating a box that wows.


🎲 3. The Game Night Reveal

Calling all fun-loving couples: turn your big ask into a game-night plot twist!

How To Do It: Create a custom puzzle, trivia card, or board game move that reveals the question mid-game.

Five Ways to Make It Magical:

  1. Make a puzzle that spells out “Will you be my MOH/Best Man?”
  2. Host a trivia round with questions about your friendship that lead to the big reveal.
  3. Print custom playing cards with the question hidden inside.
  4. Hide the question in a fortune cookie.
  5. End game night with a toast announcing their new role.

💋 Cherry Pop Tip: DIY couples can create puzzles online or at local print shops in Los Angeles County. It’s playful, affordable, and totally Instagram-worthy.


✈️ 4. The Adventure Ask

For your thrill-seeking crew, why not pop the question mid-adventure?

How To Do It: Plan a fun day trip or outing, then surprise them at the peak moment—whether it’s on a hike overlooking LA, a beach picnic, or roller-skating at Venice.

Five Ways to Make It Magical:

  1. Present them with a custom T-shirt mid-adventure.
  2. Hide a note inside their backpack or picnic basket.
  3. Hand them a Polaroid picture with the question written on it.
  4. Have a friend capture the moment from afar.
  5. Celebrate with a treat after—cocktails, tacos, or ice cream!

💋 Cherry Pop Tip: The San Gabriel Valley is packed with perfect spots for adventure asks—parks, trails, and secret scenic overlooks.


🍰 5. The Sweet Treat Reveal

Honey, life’s too short not to ask big questions with dessert.

How To Do It: Order custom cookies, cupcakes, or even a cake with the question written on top. When they bite into sweetness, they’ll also get the surprise of their life.

Five Ways to Make It Magical:

  1. Go retro with diner-style milkshakes topped with the question on the straw.
  2. Use cupcakes that reveal letters when lined up to spell the big question.
  3. Add a personal note on the inside of the bakery box.
  4. Bake it yourself (bonus love points!).
  5. Share the sweet moment over coffee and laughs.

💋 Cherry Pop Tip: Local LA bakeries can create custom designs that are too cute to eat… almost.


💡 Tips & Tricks for the Perfect Ask

  • Match their vibe. If your best friend is low-key, skip the flash mobs. If they’re a showstopper, go big.
  • Personalize it. The more tailored it feels, the more meaningful it will be.
  • Capture it. Have someone on standby to snap a photo or video.
  • Don’t over-complicate. Simple, thoughtful, and heartfelt always wins.
  • Add a keepsake. Something they can treasure long after the wedding.

⚠️ Cautionary Tales

  • The Public Pressure Fail: Don’t ask in a huge crowd if your friend is shy.
  • The Budget Bust: Don’t blow your wedding décor budget on custom puzzles and cookies.
  • The Timing Trap: Don’t wait until too close to the wedding—you want them to have time to plan.
  • The Copycat Problem: If your MoH was just asked with cupcakes, pick something else!
  • The Forgotten Friend: Don’t ask one person with a big flourish and another with a quick text—keep it consistent.

💋 Cherry Pop Tip: Your “asks” should be fun, fabulous, and stress-free. If you’re feeling overwhelmed, call us in—we’ve got ideas galore.


📍Keep It Personal, Keep It Fabulous

Darling, asking someone to be your Maid of Honor or Best Man is more than logistics—it’s a love letter to your friendship. Whether you go with photo albums, gift boxes, game night reveals, adventures, or sweet treats, the key is to make it heartfelt and true to your relationship.

And while you’re busy planning surprises and sipping champagne, let us handle the rest. Cherry Pop Events, based in the San Gabriel Valley of Southern California, is here to plan your wedding with vintage flair, modern savvy, and a touch of sass.

👠 Visit HERE to book your consultation today.
💋 Because sugar, you bring the besties—we’ll bring the magic.


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The Pin Up Planner Podcast

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Cherry Pop Events featured in SoCal Journal

I’m Laura

southern california cherry pop events Founder Laura kinniburgh

Well, butter my biscuit and call it fate — Laura Kinniburgh was born to plan a party, baby. With more than 20 years of experience wrangling everything from wild backyard birthdays to swoon-worthy weddings, this single mama of three and fearless founder of Cherry Pop Events has turned event chaos into cherry-topped charm one celebration at a time.

Raised on glitter, gumption, and a whole lotta “I’ve got this,” Laura’s been dazzling the Southern California event scene with her signature blend of 1950s sass, sky-high standards, and enough heart to power a vintage Cadillac. Whether she’s designing a dreamy full-service wedding or swooping in as a Day-Of Coordinator superhero, she’s got the eye, the hustle, and the humor to pull it all together without breaking a sweat (or a nail).

When she’s not knee-deep in linens, timelines, and seating charts, Laura’s wrangling her three incredible kids, walking her three rowdy pups, and proving that you can be a powerhouse planner and still make time for pancakes on Sunday.

So, whether you’re lost in the land of “where do I even start?” or just need a fairy godmother in cherry red heels — Laura’s your gal. And with Cherry Pop Events, she’s made it her mission to make wedding planning feel less like a meltdown and more like a martini. Because darling, love deserves a party — and Laura was born to throw it. 🍒💋

LOVE IS LOVE.

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