Zipper Front Dress
Make this flirty yellow frock perfect for a night out by pairing it with a black leather jacket and pumps. Then, wear it all summer with little strappy sandals.
To buy: Target, $25
Racer Strappy Maxi Dress
A lightweight maxi dress might seem like it's exclusively summer, but with the right accessories you can wear one all year long. Pair it with a cropped faux fur jacket, a sparkly necklace, red lips and black heels for a look that might make your partner feel like warmer weather is around the corner.
To buy: Topshop, $36
Stretch Jersey Dress
There are some nights that just call for a red-hot dress, and a much-deserved date night is definitely one of them. When you wear a color this bold, keep your makeup and accessories low-key (cat-eye sunglasses are totally encouraged, however). The jersey material means you can look good and be comfortable.
To buy: Mango, $80
Gold Sequin Shift
Go fun, flirty and free with this glittery shift. It lands in that perfect place between dressed up (sparkles, anyone?) and casual (cami top, loose fit). The shape will look particularly good on more petite women.
To buy: Glam-net, $91
Ink Wash Tie-Dye Shift
Feel like a more unstructured look for date night? Try this black-and-white pullover shift that will turn heads but also allow you to breathe comfortably—and feel good about ordering that chocolate lava cake for dessert.
To buy: Anthropologie, $138
Cowl Neck
Feeling flirtatious but don't want to reveal too much? The cowl neck is the way to go. And this teal fitted frock, which also sports cap sleeves, is a stylish and wearable option.
To buy: FarFetch.com, $140
Organza Insert Shift Dress
If you're looking for a little black dress, it's always nice to find one that's beautiful but that also stands out. The organza insert in this sleeveless shift, paired with the exposed zipper, add both softness and edge to your look.
To buy: Topshop, $130
Sparkle Shift
Flatter your figure with this sparkly shift dress in midnight. The cut is fitted and even sports three-quarter-length sleeves for those chilly February nights. Pair this with black stilettos and a bright bracelet for a complete look.
To buy: Orla Kiely, $193
Della Two Dress
Diane Von Furstenberg at half price? Yes, please. This sleek and silky green dress will look just as good in the office as at a nice restaurant. The gathering at the shoulders and an understated sash add sophisticated style.
To buy: Matches, $218
Peony Dress
Roses might be a Valentine's Day staple, but this crew neck, silk crepe de Chine dress from All Saints has its heart set on the peony. Pair this vintage-looking frock with black peep-toe boots for an edgier look that can also show off that perfect pedi.
To buy: All Saints, $280
