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Of course, maybe you prefer your jacket do all the talking. Stick with a simple shirt and jeans underneath and pair it with a bright colored jacket in yellow. A mix of sporty, casual and fancy is what Street style is all about, and rainy weather shouldn’t change that. Street style can still include lots of layers and unique pieces, even if the weather is making it seemingly hard to dress in a stylish manner.

Wear your masks properly and please get vaccinated. Also, choose the fabric which is light and dries easily. Put away all your metal and leather accessories and make rubber and plastic your friend of the season. Despite the poignant lyrical power of that childhood chant, all of us adults know that this song……actually doesn’t work. 25 Celebrities All Black outfits Styles for Fall to Copy.
↓ 7 – Classy Coat for Rainy Winter Days
A baseball cap is always a nice touch for rainy days when doing your hair seems like an exercise in futility. If you’ve got curly hair like me, a cool cap like this one from Everlane is an easy way to keep your style boosted while avoiding a bad-hair day. I picked mine up in the bright yellow, which I like—there aren’t many opportunities to wear this bright of a color and pull it off. A bright yellow rain jacket is appropriate and stylish even in winter, which can’t be said for other pieces of clothing. Try an all black outfit, like a casual skirt, tights, and cotton t-shirt with simple black ankle boots.

It’s no surprise that when the heavens open, your outer layer is key. The first and most important rule in our rainy weather outfit guide is to have a decent waterproof coat or jacket. This is the ultimate clothing essential when it comes to building your rainy day look, especially as it’s the item that will first catch people’s eyes.
↓ 17 – Casual-Chic Street Style
You can dress casual and still look super stylish and put together. On a working day wear a gray shirt with a blue blazer and blue and polka-dotted pants. You may do better with some cute ankle rain boots over flats though! For more ideas, here’s our complete collection of Outfit Ideas on What to Wear to Work On Rainy Days. Wear a white dress with black boots, a black bag for a perfect rainy day look. A loose, flowy dress will keep your feel light and cool.
However, a street style rainy day outfit is all about being unique even when the weather is dull. Make it your golden rule if you don’t want your dress to look like you just had a mud bath. Wearing a dark color top and pairing it with a blazer would make a perfect outfit for rainy days. Start with a simple black turtle neck to keep out the cold, and match it with a pair of wool dress pants. A rain jacket doesn’t have to be super sporty, a longer piece in black is a rainy day closet staple and matches with a casual pair of boots or a fancier loafer. What you certainly aren’t imagining is jackets, rain boots, leggings and anything else that just screams winter.
Best casual outfits for when the rain falls in the autumn-winter season
An elegant, thrifted jacket in a wool material can make a pair of blue denim jeans look super smart. Although dressing for rainy spring or summer days is a little less pressured , it's still wise to give your outfit some forethought. Once again, cargo pants, cropped trousers or even shorts that are made from fast-drying microfibre are a real contender. Plus, anything with a shorter leg will let you avoid soggy hems if you accidentally plunge your foot into a puddle.
After seeing my bag left out on the tarmac for 10 minutes in the middle of an Atlanta downpour while traveling, I’ll never travel without a waterproof bag again. Thankfully, I was using a waterproof bag then, too. I remember taking a trip to Dublin and trying to find the Guinness factory in the middle of an omnidirectional rainstorm.
Find New Ways to Layer
RAINS makes a range of rainy day gear, from insulated jackets, to ponchos, to bags, to trousers. All of it is weatherproof and has a signature minimalist style to it that pairs well together and will fit easily into whatever wardrobe you have now. Just because it’s rainy weather doesn’t mean you can’t wear a super girly item. A vintage baby doll dress in a unique pattern like polka dots can be matched with knee-high socks or tights and a pair of ankle boots.

The first thing in your rain wardrobe arsenal should be a jacket to keep your shoulders dry. It’s best to pick up a coat with a hood so you can keep your hair quaffed to perfection, even if the elements conspire against you. These three rainy day essentials will do most of the heavy lifting in a downpour, so if you’re lacking proper rain gear, start here. If it rains a lot in your part of the country, you’ll want to get a few solid basics that you can wear whenever it looks like it’ll be another grey, gloomy day.
Always carry a closable purse when dealing with wet weather. Go bold by wearing a bright printed outfit and printed shoes in spring. Go all-white and try a scalloped skirt set and Mary Janes with a shoulder bag. A bright blue umbrella will cheer up your whole ensemble as well. It's a quick trick that will take any outfit to the next level, adding warmth while ensuring you look sharp. Feel like your outfit is missing a little something?
To give your look some edge, accessorise with a matching oversize, button down shirt or jacket and a hipster hat. If you really want to dress for the rain specifically, why not show off a pair of Hunter galoshes? Keep the rest of your outfit simple, like an oversize sweater and leggings for extra comfort.
I just carry my rain jacket in a bag if it looks like it might start coming down. If it does, I throw the jacket on and I’m good to go. Getting caught in the rain without a waterproof coat just sucks.

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