8 Outfits You'll Regret Not Trying in Your 20s

Now's the time to get away with jeans at the office. Instead of channeling your inner teenager, make them feel 9-to-5 polished with a silky blouse and blazer. And don't forget your pumps or pointy flats for a look that says "I can hang with the grown-ups — I'm just a lot more stylish."

After a certain age, overalls can start to look like you're trying too hard. Right now, they'll look trendy and current, as long as you finish with more sophisticated accessories and footwear, like loafers and a quilted cross-body bag, instead of gym shoes and a backpack.

Slip dresses feel sexier than your average day dress, but as you get older, it might be harder to pull off a skimpier look without seeming overexposed or underdressed. So, there's no time like the present to try out the carefree look.

After a certain age, it's hard to avoid the Pretty Woman references when you sport a short hemline and some tall boots. Rock the look while you can by tastefully adding statement-making boots to a shorter dress or skirt. Just remember mom's advice: be sure you're covered up on top if you're exposing a lot of leg!

The truth is you may just be in the best shape of your life in your 20s. Why not show it off? Plus, the crop-top trend isn't going anywhere anytime soon. Get in on the action with a belly-flaunting tee — just keep the rest of your look more covered up with trousers or a pencil skirt to keep it sophisticated, not trashy.

You won't be 25 forever! Flaunt your stems with a pair of short shorts. You don't have to save your cutoffs for festival season. Just keep it classy with sensible footwear and fuller coverage up top.

There are few times in your life that looking a tad disheveled will come across as cool and not sloppy. Now is one of them. Since distressed denim is having a moment, embrace it with some majorly ripped jeans. Then, counter the rips with a blazer or sweet blouse and heels. You'll look totally on top of your fashion game.

This is a crucial time in your life where adding sneakers to just about everything you own will come across like you're the casual cool girl. Just try them with your favorite day dress or leather leggings, and watch the compliments roll in. And, if you haven't worn them to brunch yet, we dare you!