How to Turn ‘Surprise Me’ into the Gift You Actually Want

Ever feel like “Surprise me” ends with you receiving yet another scented candle or novelty mug? Let’s fix that. Here’s a playful, witty guide to ensure your holiday surprises aren’t as random as he might think—because who said you can’t have a little say in your “surprises”? With humor, charm, and a few well-timed product nudges, these strategies will help you unwrap exactly what you want this Christmas (without looking obvious).

Drop Hints with Precision (and Style)

Subtly sprinkling hints around the holidays is an art form. Think Pinterest boards, casual compliments, or—if all else fails—outright product mentions with just the right amount of wink-wink to keep things fun.

• Social Media Tagging: Share links from gift guides or the ThingsWomenWant website, “accidentally” tagging him in posts about must-have jewelry pieces or dreamy spa experiences. Bonus points if the post includes your favorite color or style.

  • Explore timeless necklaces and delicate rings from Blue Nile, where every piece sparkles with personality.

  • For a cozy twist, check out Brooklinen, perfect for dropping hints about luxurious bedding that screams “stay-in Sunday mornings.”

• Screensaver Switcheroo: Change your phone wallpaper to images of that gorgeous bag you’ve been eyeing or a chic winter coat. Every time he glances at your screen, he’s getting subliminal messaging.

  • Consider the latest designs from Nordstrom, which offer high-end accessories ideal for making your point clear.

  • Or spotlight timeless handbags from Kate Spade that bring a playful yet elegant charm to any outfit.

The “Oops, I Left My Wishlist Open” Move

If subtlety isn’t your strong suit, leave your online wishlists strategically open on the family computer or his tablet. Just browsing? Sure. But those tabs are screaming your heart’s desires.

• Amazon’s Idea List: Create a collection of beauty kits, gadgets, or that coffee maker you’ve been wanting, and watch the magic happen.

  • For something extra thoughtful, add items from Sephora, where luxurious skincare kits and makeup sets await.

  • Sneak in a little wishlist love with selections from Anthropologie, especially for trendy home decor or stylish outfits.

Playfully Steer Shopping Conversations

Next time you’re out together, casually browse shops or online stores on your phone. Make a game of it—ask him, “Which one do you think would look better on me?” It’s a win-win: You get his input and he’s mentally noting the exact thing to buy.

• Point him toward Coach for effortlessly chic leather goods or elegant wristlets.

• Have him browse the latest fragrance collections at Macy’s for a scent you’ll love unwrapping.

• Or nudge him toward Etsy for handmade treasures that feel personal and meaningful.

Create a Holiday “Treasure Hunt” for Him

Turn the gift-choosing experience into a festive game. Leave little hints around the house—think sticky notes with QR codes leading to product pages or mini clues pointing to your dream gift. For example, a note reading, “I’ve been dreaming of soft cashmere” can lead him to a brand like Everlane.

• Everlane’s sustainable sweaters and chic outerwear options offer an eco-conscious way to keep you warm and stylish.

• Add a fun twist by planting hints about an indulgent spa treatment from Spafinder.

The Gift That Tells a Story

Some gifts hold more weight when they are tied to a shared experience. Encourage your partner to think beyond the physical gift by hinting at items that connect with memorable moments.

• For the foodie couple, drop hints about gourmet gift baskets from Harry & David, brimming with artisanal treats for cozy holiday nights.

• If adventure is more your speed, show him travel essentials from REI that could inspire a surprise winter getaway or hiking trip together.

• Plant the idea of personalized keepsakes from Things Remembered, offering engraved treasures that hold sentimental value.

Anchor His Gifting in Emotion and Shared Memories

The best gifts are the ones that nurture emotional bonds. When dropping hints, make sure to emphasize how the gift will strengthen your connection. This isn’t just a gift—it’s a way to say, “I know you, and I cherish us.”

Imagine receiving a cozy matching pajama set from Hanna Andersson, perfect for festive movie marathons. Or picture his surprise when he gets you tickets to a show or concert you’ve been longing to see, paired with a heartfelt note about making memories together. The thoughtfulness lies not just in the gift but in the moments it creates.

Make It Fun, Make It You

By weaving these playful strategies into your routine, you’ll not only receive gifts you adore but also infuse the holiday season with fun and anticipation. So go ahead—drop those hints, play those games, and leave those “accidental” tabs open. You’ve got the tools to turn “Surprise me” into a holiday celebration filled with meaningful, well-chosen gifts that speak to your heart.

Whether it’s elegant jewelry, cozy home items, or personalized experiences, the right gift can create cherished memories that last far beyond the holiday season.

Ready to start hinting? Explore the curated product guides on ThingsWomenWant to make sure your wishlist is spot on. Don’t leave it to chance this year—give him all the clues he needs for a perfect surprise.