Top Date Night Outfits EP | 253

Turn up the volume and amp up your mascara, Fashion Besties. Holly shares her Top Date Night Outfits—her curated hot list to help you feel like the ultimate fashion rock star next time you are out on the town. 

  HOT TIPS: Get all the styles mentioned on Holly’s curated Pinterest Board for this week’s episode. AND don't forget to watch her in action on our YouTube channel!

 

 Whether you’re single and swiping, married for decades, or just heading out for a girls’ night, your outfit matters. How you feel about what you're wearing could make or break your evening. And when you look and feel great, you never know WHO you're gonna meet. #justsayin

Holly breaks down everything you need to feel confident, stylish, and fully dressed for whatever your definition of "date night" calls for. Planning your next night out with a killer outfit doesn't have to be hard or stressful if you take some of our outfit inspo to heart. And? Maybe a little help for your fashionably challenged partner, too.

This is your invitation to show up for yourself and vibe at the highest level for your next fab date night out. Listen and share, like, now—because everyone is waiting to shower you with compliments!

 

 Date Night Style Guide with Holly

1. Date Night Dresses

• Opt for nighttime fabrics like silk or satin—save cotton minis for brunch. • Think strapless or halter styles, especially in luxe fabrics. • Pro Tip: If you can wear it with sneakers, it’s probably not right for night. #lovethis   • Styling Tips: o Add a wide belt or cowboy boots to change the vibe or make it more casual o Toss a sweater over your shoulders if you’re not loving your arms—it brings focus to your face. #whoknew

 

2. The Jumpsuit

• Sleek, tailored, and perfect for evenings out. • Search for silky or structured fabrics for added glam. • Accessorize to elevate the look with great shoes and a statement bag. • Reminder: Jumpsuits = pants. Rompers = shorts.

 

3. Matching Sets / Co-Ord Sets

• Top and pants, top and skirt, or shorts in the same fabric/print. • Great for an easy yet elevated look. •  Pajama-style sets are in—but must be dressed up and accessorized!

 

4. Outfit Enhancers: Individual Pieces to Build Around

• Lightweight summer sweaters: Wear alone or with statement jewelry. • Maxi skirts: Universally flattering—just get the length right. • Summer blazers + shorts: Try silky shorts (like Amiri) with a well-fitted blazer and heels. • Nautical jewelry: Shells, starfish, sand dollars—yes, they’re back!

 

Dress Like the Power Couple You Are: BECAUSE YOU ARE

Tough Love PSA: If your partner doesn’t match your style game, let's level them up.

Ya'll gotta match. And if your husband’s khakis are older than your last car, it’s time. Holly is here for the wardrobe rescue mission, one fashion crime at a time.

Episode 253 is available now wherever you get your podcasts—and now on YouTube!

Don’t forget to follow us on Instagram, subscribe to our Podcast wherever you listen, and check out Holly’s curated Pinterest board for this episode’s full fashion inspo.

Because looking fabulous isn’t just for special occasions—it’s for every single day. Every day is your runway!