As a woman, what is more fun than getting ready for a date on a warm, summer evening? Getting dressed up for drinks downtown or a sunset walk on the beach; these are a few of our favorite things. We never want preparing for a date to be a stressor. Whether you’re getting dolled up for a first date, or the 300th date with your main squeeze, Jackie has got you covered.

5 Date Night Outfit Ideas


Something Striped

Stripes are a classic, summer favorite that will never let you down. Opt for narrow stripes for a natural slimming effect. If you’re looking to accentuate your waist, look for something that ties at the waist, like our Caara Leon Dress featured above. Pair it with a neutral lip and dainty jewelry to complete the look.



A Bold Slip Dress

Opting for a bold look will never fail to wow your date. Whether it’s a first date, or the 100th, bold colors will never lead you astray. With the warm weather in our favor, play with soft pastels, corals and bright yellows. Our One Teaspoon Queenie Dress is available for $149. Contact a stylist if you’d like to see this elegant piece in your next box. Want to see it go from summer to fall? Pair it with a cropped leather jacket for the perfect autumn look.



Dark Denim & Statement Platforms

If you’re looking to keep things casual, while adding some well-placed statement pieces, try a classic pair of dark wash denim. Accent this look with some statement platforms, like our Schutz Ziquiele Platform. Add a Clare V bag and a Free People Sweater and you’ll be on your way to the perfect date night out.


A Lightweight Jumpsuit & Block Heels

We are firm believers that a jumpsuit is the easiest way to achieve that polished, elegant feel with little to no effort. Stepping into a jumpsuit might be the easiest thing you do in preparation for your date. Pair this look with some block heels to keep your look elevated. If you are a shorter lady, adding heels to this look is a great way to ensure that you aren’t engulfed in fabric.


A Plunging Neckline

If you love showing some skin and flaunting a sexier look, don’t be afraid to rock a plunging neckline. Our Camp Collection Jan Jumpsuit is the perfect balance of classic and sexy. Accent this look with some statement earrings and footwear of your choice. This is a look that will surely have you feeling confident in your own skin. 

PS. Try our monthly subscription and get your very own, personally styled Jackie box. It’s like a little monthly gift to yourself. (You deserve it).