Jackie has your next date night covered with a round up of our five favorite date night looks. Ranging from comfortable dresses and cozy sweaters to loungewear and blazers, we are confident you will find an exciting new look for your next night out. Getting ready for a date shouldn’t be stressful. We want to help you find a look that helps you feel confident and comfortable in your own skin. Keep reading to find your next date night look.

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Sweaters and Silk Maxi Skirts

Knits and Long Slip Skirt

Fall is the perfect time to bring out your neutral maxi slip skirts. Fabrics like silk and satin are sure to elevate your wardrobe and give you a polished, chic look. Pair your favorite silk maxi or midi skirt with a halter knit, or light sweater. Consider choosing a warm, yet lightweight fabric like cashmere early in fall. It is very common to find wool in most sweaters, but unless the temperatures are dropping significantly, your wool sweater might be too warm or too itchy for those brisk fall months. Looking for the perfect fall sweater collection? Let Jackie help. Click here to apply to join if you aren’t yet a Jackie client.


Knit Sweater Paired With Your Favorite Dress

Knits Over a Button Down Dress

Don’t neglect your dresses just yet. Throw a knit layer like a vest or chunky cardigan over your favorite dress. Pair it with booties and you will be sure to feel feminine and cozy at the same time. The collar of the button down dress will give you a chic, menswear inspired look. Complete the look with open toe booties or chunky boots. Elevate the look with a sleek, leather mule or your favorite pair of strappy heels.


Simple, Slip Dresses for Fall Fas

Comfortable Dresses

Simple, comfortable dresses like bodycon, babydoll, or slip dresses make for the perfect date night outfit. Not only are they effortless and elegant, they can easily be dressed up or down with the appropriate footwear. For a more casual look, add sneakers or booties. Dress it up with simple, statement jewelry and your favorite pair of heels. This look is incredibly buildable and allows you to get creative with outwear. For an edgy look, throw on your favorite leather jacket. Want to learn more about fall outerwear trends? Click here to read our most recent blog, “Fall Trends for Women Over 30” where we touch on statement outwear. 


Leather Shorts

Leather is the trend of the year. Reach for a pair of leather shorts or a leather skirt to make a statement. Pair with a long sleeve body suit or sweater and boots. If you are still transitioning from summer weather, reach for a pair of black heels or platform sandals instead. When you opt for the leather short trend, let the shorts be your statement. Pair them with neutrals to support the look and let this seasonal trend speak for itself. 


A Turtleneck and Leggings

This combination has a fall night written all over it. If you know the weather is going to be cold, reach for a comfy turtleneck and your sleek pair of leggings. Pair it with boots if you have a night out planned. If you are planning a movie night or a night in, add some furry slippers to add an element of cozy. When in doubt, this is a great option for a comfortable, yet chic date night look.