Dressing for date night in the summer is so simple – throw on a sundress and a cute pair of heels and you’re done. In fall, it’s a bit trickier. You want to look cute but still seasonally appropriate. Whether your sense of style is casual and chill or full-on glamorous, one of the fall date night outfits below is perfect for you!
An A-line dress and a moto jacket (via Gal Meets Glam):
A classic motorcycle jacket adds some edge to a ladylike dress.
Want to try this look? Grab our Michelle Jacket!
A long-sleeved dress and black, opaque tights (via InStyle):
Long-sleeved dresses are so elegant, and black tights are a fall staple. If you pair them with black shoes, your legs will look a mile long!
A lace blouse and matching pencil skirt (via Song of Style):
Va va voom! This look is incredibly seductive. Long sleeves and a knee-length hemline keep this outfit looking elegant.
A men’s shirt, normcore jeans and wild heels (via Flare):
There’s just something sexy about a girl in a guy’s shirt. This laidback outfit shows that you’re not high-maintenance, while the playful shoes show off your personality.
A skort, turtleneck and oversized cardigan (via Random Acts of Pastel):
Yes, that’s a skort in the picture. But any miniskirt would work just as well! You can show a lot of leg and still look classy when you’re this covered-up from the neck up.
An oversized top and a pencil skirt in the same shade (via Stevie Henderson):
How did we never think of this styling hack before? A pencil skirt can sometimes look overly prim and formal, but a low-key, flowy top keeps it looking laidback.
A long-sleeved boho dress and knee-high boots (via Flare):
Flowy, boho dresses are this season’s hottest look, and they work especially great with tall boots.
Try our Rhiannon Dress in Butterfly Cream on for size.
An LBD and sheer, printed tights (via InStyle):
This look puts a spotlight on your legs and makes them look amazing! High-heeled booties amp up this effect.
Beat-up boyfriend jeans, a leather jacket and high heels (via SS Life + Style):
Because it makes sense that you should wear your boyfriend jeans to see your boyfriend! This edgy-girl outfit is perfect for a casual date.
A textured mini, cropped sweater, ankle socks and open-toed heels (via Flare):
Not only is this look flattering, but it’s a total nineties flashback. Perfect for going to see an old movie in theatres!