1 of 11
IF YOU'RE HIS PLUS-ONE AT A WEDDING
Black tights + a sizzling one-shoulder dress (like Sofia Vergara’s Kmart number) = an outfit that works for nearly all dress codes. Plus, it’s ultra-flattering on every body type so you won’t feel the need to detag a single photo he posts to Facebook the next day.
2 of 11
IF YOU'RE HOLDING TWO TICKETS TO JAY-Z
Best. Birthday. Present. Ever. Your boyfriend is taking you out to rock out, and you need an outfit that’s easy to move in, won’t show beer stains and will be comfortable through Hov’s last song. Olivia Wilde has it covered with her edgy ombré blazer over an all-black outfit and sturdy Vince Camuto boots.
3 of 11
IF YOU'RE PARTYING 'TIL DAWN
Wear something that ensures you’ll be the center of attention. Ginnifer Goodwin’s glittery green French Connection dress is elegant and autumnal without much effort. And we give you permission to swap her Jimmy Choos for flats.
4 of 11
IF YOU'RE CHECKING OUT THAT NEW RESTAURANT
Update your go-to Friday night outfit with a flirty and funky look like Busy Phillips’s. The silky blouse is sexy (but not constricting so you’ll be comfortable even after dessert) and the print skirt and standout accessories will take you from dinner to dancing if the mood strikes.
5 of 11
IF YOU'RE HOPING TO BUMP INTO A NEW DUDE
You know he’s going to be at the party and you need an outfit that says “I’m smokin’ hot” without also communicating “I spent six hours on this.” Ashley Madekwe’s shimmery peplum top and red lips are guaranteed to get attention, but the everyday jeans and pony scream low maintenance.
6 of 11
IF YOU'RE RUNNING ERRANDS
Hey, this counts as a date if you’ve been together forever, right? Break out Olivia Palermo’s super on-trend, cozy weekend look – a two-tone sweater, a tiered leather skirt and statement accessories – then throw on heels and ditch the shades if you decide to go out later.
7 of 11
IF YOU'RE DOING ANYTHING WITH ANY GUY
Studies have found that this is the most appealing shade to males. Also appealing to males: a dress that shows a lot of leg, highlights your waist, and has a sexy neckline, like Emily VanCamp’s Andrew Gn number.
8 of 11
IF THE INVITE SAYS BLACK TIE...
long white Roland Mouret gown, worn to a London event, isn’t exactly right for a formal wedding (the bride would defriend you), but the shape, high slit and Jimmy Choo shoes are perfect for another super-fancy event. And your date will feel like a total next to you.
9 of 11
IF YOU'RE HEADED TO BRUNCH...
(leaving a morning meal in N.Y.C.) has daytime date outfits down pat. She knows that a casual getup looks instantly put-together when the pants and shoes are interesting, plus a hat and oversize shades hide any trace of night-before beauty sins.
10 of 11
IF YOU'RE SEEING A MOVIE...
When things get drizzly and cold, sometimes you just want to be in a theater and not braving the elements. Pick a layered outfit, like Camila Alves wore in Cannes with , to keep you cozy in the A/C. The bright pants and high-necked tank are adorable for après-film drinks.
11 of 11
IF YOU HAVE A BIG NIGHT OUT...
Who wants to be one of a million girls in a black dress at the club? Make a more memorable entrance in a glittery mini like star-print Dolce & Gabbana dress, worn with equally killer heels on a date with beau Casper Smart.