1. Day to Night Holiday Dress

Pair this Aqua combo dress with a black blazer and tights for your work day. When it's time to party, lose the jacket, pile on the pearls and trade the tights for a black lacy pair. While this looks like it's two pieces, it's actually a dress, so no worrying about your top coming untucked. The scoop neck is flirty without crossing the line into office inappropriate.
2. Dinner With the Family

When you're headed to dinner with the 'rents (yours or his), this classic Banana Republic sheath dress is a timeless choice. The red satin couldn't be more festive and the pleats at the waist flatter nearly every figure. You'll be wearing this dress for years to come.
3. Hostess Dress

Zip up this silk and metallic Jones New York jacquard dress when you're the one throwing the party. The pattern will help hide any cooking or drink spills, while the longer length lets you bend to remove the cookies from the oven or greet the little ones and stretch to reach the pitcher on a high shelf without putting on a show.
4. Little Black Holiday Party Dress

A LBD is always an easy choice — for the holidays, step it up a notch with festive layers and pleats like this J. Crew crinkle cascade dress. For added flair, remove the sash and replace with a brightly colored belt. Bonus: the crinkled fabric will hid wrinkles, so no need to iron this baby.
5. New Year's Eve Dress

If there's ever a night to sparkle, it's New Year's Eve. This Rachel Rachel Roy dress has vertical crinkles that will elongate and slenderize your figure and the racerback will show off toned shoulders. Like the J. Crew option, it will never need to be ironed.
6. Trendy Holiday Party Dress

If you're looking to make a bold statement, look no further than this Cynthia Rowley number. It has a number of trends in one: the bright pink is '80s inspired and the one shoulder couldn't be more in vogue this holiday season. You won't need to accessorize much, just slip on your fave black pumps and you're ready for anything.