Dress Up Date Night
A Fun Shopping Day
Choose Each Other’s Looks
Who says shopping for outfits has to be boring? If you're looking to shake things up on a date and add some excitement to your wardrobe, try the ultimate “Outfit Challenge.” It’s a fun way to spend time together, laugh, and explore each other's fashion taste—plus, it’s the perfect opportunity to experiment with new styles!
Here’s how to make the day a playful, memorable experience where you and your partner get to choose each other’s outfits, then hit the town in your brand new looks. You can make it hilarious or super stylish—whatever suits your mood!
Step 1: Plan Your Outfit Challenge Day
Before heading out to shop, set the ground rules and tone for the day. Will it be serious? Funny? Or a mix of both? If you're feeling adventurous, you can even incorporate themes (e.g., "retro chic," "superhero-inspired," or "high fashion runway"). The goal is to have fun and get out of your fashion comfort zones.
How to do it:
Choose your shopping destinations: Pick a few stores with a variety of options so you can get creative. Thrift stores, vintage shops, department stores, and boutiques are all great spots to explore.
Set a budget: Determine a budget that’s reasonable for both of you. This will keep the shopping trip fun and lighthearted without worrying about overspending.
Set a time limit: Give yourselves a set amount of time to shop—say, 1-2 hours. This keeps the pressure on and ensures the day moves along quickly, giving you more time to enjoy your dinner and the results!
Step 2: Choose Each Other’s Outfits
Now comes the fun part: shopping for each other! You'll pick out an outfit for your partner, and they’ll do the same for you. But here's the twist—it’s up to you to choose the look you think your partner should wear! Whether you go for something totally out-of-the-box or something that complements their usual style, this is your chance to get creative and surprise each other.
How to do it:
Get to work: As you shop, take note of what you think would look good on your partner. Pay attention to colors, cuts, and fabrics you don't usually see them wear. Maybe you’ll pick out something that pushes their comfort zone, like a funky jacket or a bold color combo.
Pick a full outfit: Don’t just grab one piece—try to create a full look, from head to toe. This includes shoes, accessories, and any additional layers or outerwear. This could mean choosing a chic blazer with a nice blouse for your partner, or perhaps going bold with a graphic tee and funky sneakers.
Have fun with it: Keep the atmosphere light and playful. If you’re going for funny outfits, consider adding outlandish accessories like feather boas, funny hats, or neon-colored socks—anything that’ll make you both laugh! If you’re keeping it serious, challenge yourselves to pick an outfit that makes your partner feel confident or even edgy.
Step 3: The Big Reveal—Try On the Outfits
Once you've picked out your outfits, it’s time for the fashion show! Head to the fitting rooms and swap outfits. Here’s the catch: you’ll both have to try on what the other person chose, so you’ll be fully surprised by the looks.
How to do it:
Fashion Show Time: Each of you heads into the fitting room to try on the full outfit chosen for you. When you come out, give your partner a full runway experience! Strike a pose, twirl, or do something funny to add to the atmosphere.
Laugh, Compliment, and Have Fun: Whether the outfits are laugh-out-loud hilarious or surprisingly chic, give each other compliments and share some fun commentary. This is a chance to bond over your creativity and appreciate each other’s picks.
Decide if you’ll actually wear it out: After trying everything on, you’ll both decide if the outfit is worth wearing out for dinner. It’s okay if you don’t choose to wear everything—you can mix and match pieces or add accessories from the store if the full outfit isn’t quite right. The goal is the experience, not necessarily to purchase something you wouldn't normally wear.
Step 4: Head to Dinner & Show Off Your New Looks
After your outfit try-on session, it’s time to head out and show the world what you’ve chosen for each other! Whether you’ve both ended up looking like fashion icons or having a blast in your quirky new outfits, there’s no better way to end the day than with a delicious dinner where you can both laugh about your shopping adventure.
How to do it:
Pick a fun, casual, or chic restaurant: Choose a restaurant that complements the vibe of your outfit. If you’re dressed up fancy, head to a trendy bistro or fine dining spot. If you’re rocking more casual or funny looks, pick a laid-back place where you can enjoy the humor of the situation.
Take photos: Don’t forget to snap some pics of each other in your outfits. You can even make it a fun photoshoot, capturing all the best angles and fun moments of your day. These photos will serve as a great reminder of your playful, creative date.
Compliment Each Other: Whether the outfits are stunning or hilarious, take the time to compliment each other’s sense of style. This is a unique opportunity to recognize how your partner can pull off a look you might not expect and appreciate their fashion choices in a whole new way.