Brunette from Wall Street what to wear fall date outfits

FALL DATE OUTFITS THAT WILL MAKE YOUR GUY’S HEART SKIP A BEAT TWICE

Fall date outfits 2022 for all of you who have no idea what to wear for a date in fall – this fall. But also some trendy fall date outfit ideas for all of you wondering what to wear for a dinner date at a fancy restaurant. But also stylish fall date outfits for day dates. All in all, going out for a walk is still popular, too. Unlike staying in and having a fall date night at home. Although, I did put together some outfits for a date in, also. After all, the date night doesn’t have to end as you get to your home door. It’s then and there when you need to impress even more! Anyway, scroll down to see some of the most fashionable fall date outfits for fall 2022.

I get a commission for purchases or clicks made through links in this post.

WHAT TO WEAR TO A DATE IN FALL 2022?

Have no idea what to wear on a date in the fall? I give you several! All in all, I am here to help you dress up for a fall date no matter where your guy is taking you. And he might take you to a very special place since dating options are not limited anymore.

Luckily, I can identify all the fall date ideas that might pop up in his mind when thinking about how to impress you.

And I know exactly what you should wear to a date he is taking you. Here are some stylish fall date outfit ideas 2022 and fashionable fall date outfits 2022 to try for your next date. For a date night or a day date.

Yes, I put together some stylish and effortless fall date outfits that are just perfect for a date on a cold autumnal night or a day date on a sunny day in fall 2022.

Anyway, scroll down to see what to wear to a date in fall 2022!

Ps. All the fall date outfit ideas you can pick up in this article and fall date outfits you will see here are shoppable directly. The product galleries and collages are all hyperlinked. To buy the fall date outfit that you want to wear to your next fall date in fall 2022, simply click inside the pink brackets that show up as you touch the collage.

Once you touch/click on the item you want to buy quickly, a store window will open, and you will be able to purchase the product you have clicked straightaway.

Sounds easy, right? Now scroll down to find out what to wear for a date in fall 2022.

FANCY FALL DATE OUTFITS FOR THE FIRST DATE

First, a few stylish fall date outfits you can wear for your first date ever.

Ps. Once you pick a fall date outfit to wear to the first date, scroll down and save/shop at least one more fall date outfit. Trust me, more dates will follow soon.

He will ask you for a second date if you wear one of these fall first date outfits, for sure.

1 CARDIGAN SET AND VEGAN LEATHER PANTS WITH POINTY FLATS

For the first date, the first official day date or unofficial date, you should wear something cool, but classy, but cool – like leather pants and cardigan set and pointy flats.

While a cardigan set will enhance your feminine side, the leather pants will make you look cool. And pointy flats will keep him guessing whether you can walk in heels – if he is curious, you already have your invitation to the second date.

2 BOMBER JACKET OVER A MINI WRAP DRESS AND KITTEN HEELS

Well, if you need a bit of height, put on kitten heels. Kitten heels are some of the most fashionable fall 2022 heels and the best shoes for the first date. There is something quite sexy yet sublime about the kitten heels.

3 BLAZER WITH MINI SKIRT AND BOOTIES

Mid-heel booties are a great choice for the first date in fall, also. Put on cool rock chic booties and style them with a little uniform for a cool yet fancy look.

4 BLAZER ON BLUE JEANS WITH SNEAKERS

Yes, you can wear sneakers to your first date. For fall 2022, style sneakers with a chic blazer and casual blue jeans.

TRENDY FALL NIGHT OUT DATE OUTFITS

Now, a few trendy fall date outfits 2022 – the most fashionable fall outfits of 2022 that you can wear for the second date.

5 TRENCH COAT ON CROPPED TOP AND WIDE-LEG PANTS

First, my favourite fall date outfit – the sexy but classy but sexy fall date outfit with a blue trench coat over a cropped top and wide-leg pants.

Ps. Be sure to add a leopard headband to this fall date night outfit.

6 CUT OUT KNIT DRESS WITH KNEE BOOTS

We like knit dresses for their versatility as they take you from a walk all the way to closing time at your favourite neighbourhood bar.

Get a fashionable cut-out knit dress and style it with knee boots for a date night in fall 2022.

Ps. If you know you will end up in the most popular bar in the town and you really want to be in the spotlight all night, choose the next fashionable fall date night outfit.

7 BLAZER ON LEOPARD PRINT PANTS AND PUMPS

Leopard wide-leg pants with stiletto pumps is undoubtedly the outfit that will make your guy’s heart skip a beat. It’s sexy and so fashionable for fall 2022.

8 LEOPARD PRINT DRESS WITH HIGH HEELS

Well, if you want to take the guesswork out of wearing the leopard print, simply put on a flattering leopard dress.

You can style your new leopard dress with the same blue pumps and accessories as the leopard pants.

9 MINI CUT-OUT DRESS WITH TALL LUG SOLE BOOTS

Who said you can’t wear the trendiest street style outfit for a fall date night? You certainly can!

Fashionable hair accessories will bring the mini cut-out dress and tall lug sole boots to the night immediately, and you out on a date in no time.

10 BLAZER WITH DARK JEANS AND STILETTO PUMPS

Another fashionable fall outfit you can wear for a date night is a blazer with jeans and stiletto pumps. Yes, this chic fall date style formula is trending again.

I don’t know about you, but I love it so.

11 PEACOAT WITH PLEATED SHORTS AND LUG SOLE BOOTS

If you are looking for a feeling that is less about formality and more about fun, it’s time to embrace the playful feel of short, sassy styles.

Short lengths in bright colourways are well suited for more casual occasions. Look for easy silhouettes to help keep the atmosphere mellow and relaxed – like a pink peacoat with pleated shorts.

CASUAL FALL DATE OUTFITS 2022 FOR A CASUAL DATE

Going mini makes everything seem more lively, especially if you add in an extra dose of popping colour.

12 CARDIGAN WITH MINI DENIM SKIRT AND CHUNKY LOAFERS

For a casual date night or day date, style your new mini skirt with a red cardigan and chunky loafers.

13 BLAZER WITH BLUE JEANS AND BOOTIES

Save this chic casual fall date outfit if you prefer day dates and jeans over date nights and skirts.

14 SILK SHIRT WITH BLUE JEANS AND COWBOY BOOTS

Well, looking at the weather forecast, you might don’t even need a blazer. Besides, he will put his bomber jacket on your shoulders before you start feeling cold.

15 DENIM JACKET WITH JEANS AND FLATS

Turn to minimalist classics when you want to look nice but not like you made too much effort.

CAPSULE FALL DATE OUTFITS

Here are more capsule fall date outfits you can always rely on. All in all, these fall date outfits never go out of style, plus they will always look good on you.

16 LONG SLEEVE DRESS WITH DRESS BOOTS

Streamline your eveningwear with alluring silhouettes in bold and rich colours.

17 BLAZER WITH DARK JEANS AND STILETTO PUMPS

A pair of dark jeans for the evening is a chic answer for when you want to look fantastic and feel sexy but cool. Perfectly matched with a blazer and stiletto pumps you will make an appearance no matter where he is taking you.

18 LEATHER PANTS AND A BLOUSE WITH HEELS

When going out on a dinner date straight after work, make life simpler with leather pants and a blouse.

19 LITTLE BLACK DRESS WITH PUMPS

Fitted around the bust and waist with the volume at the hem, a little black dress lets you stand out with quiet elegance.

SEXY FALL DATE OUTFITS FOR A DATE IN THE BAR

If you are going out for drinks after work, you might want to only update your workwear for the night out.

20 LITTLE BLACK DRESS WITH FEATHERS

Give your little black dress a modern update by adding a feather scarf and pairing your little black dress with designer shoes that stand out.

21 CUT-OUT DRESS WITH PUMPS

A great dress takes the guesswork out of dressing up, just step into a pair of statement shoes, and you will be out the door in no time.

22 BLACK PANTSUIT WITH PUMPS

If you prefer pants over dresses, you can wear a black pantsuit for a date night in fall. Yes, the same black pantsuit you wear to work.

All you need to do is to put on some high shine colour on your lips and some pearls in your hair. Or any other fashionable hair accessory.

Must follow Fashion Blogger Veronika Lipar of Brunette from Wall Street wearing Max Mara coat, black blazer, pearl hairpin, Chanel Les 4 ombres smokey eye makeup, Tom Ford lip lacquer doing her hair for date in front of the round mirror

23 BLAZER WITH A MINI SKIRT AND HIGH HEELS

If you were looking for some chic 90s style fall date outfit, then save and shop for this date outfit.

24 BLAZER ON KNITTED BRIEFS AND CHIC SLIPPERS

If you prefer brand new fashion trends, save and shop for a knitted briefs date outfit – it’s the perfect date outfit to wear to the home bar.

Fashion blogger Veronika Lipar of Brunette from Wall Street wearing green blazer Sandro knit shorts Malone Souliers flat mules

HOME DATE OUTFITS FOR FALL 2022

If you choose to have a date in, revel the luxurious feel of head-to-toe knits or slinky silk.

25 KNIT DRESS WITH POINTY FLATS

A stylish knit dress will keep you looking fabulous right up until bedtime.

FALL RAIN DATE OUTFITS

If you are having a date night in merely because of the rain, check these fall rain date outfit ideas before you start setting the table and lighting the candles.

26 TRENCH DRESS WITH PUMPS

A trench coat will keep you dry as you dance the night away in the rain, so it’s the perfect time to invest in a navy trench coat.

For something a bit different, style your new trench coat with pattern tights and wear it as a dress. This date outfit is effortlessly chic and sexy.

27 COLLEGE JACKET WITH MINI DRESS AND BOOTS

Obviously, you can wear something more casual for a movie date or day date.

A college jacket and a mini dress with boots will be a great choice. Mini lengths are perfect for reducing the bulkiness of layers and really showing off those new boots you invested in.

Ps. If you still haven’t found lug sole boots that wouldn’t break your bank, check these Sandro lug sole bootsthese Ganni boots, and these &OtherStories lug sole boots. Oh, and these Topshop booties that are under $100.

FALL BLACK TIE DATE OUTFITS

For a date in the opera, go glam head to toe. Seize the chance and wear a gown or something truly spectacular.

28 LONG NAVY DRESS WITH BALLOON SLEEVES

For the moments when elegance is demanded, the long and slim proportions of a lace gown can be a perfect option.

Extra details such as ruching around the waist will help the silhouette feel contemporary.

29 SHORT SLEEVE GOWN WITH PUMPS AND A CLUTCH

Look for richness in trendy fall dresses with luxe fabrics and deep tones.

ELEGANT FALL DINNER DATE OUTFITS

The easiest item to throw on for an elegant dinner date is a dress.

Wear with a blazer or jacket for now, and start layering on the coats later in the fall.

30 BLAZER ON DRESS WITH SLINGBACKS

A lace dress is always a fine balance between looking sexy and showing too much skin, but the mid-length option gets it just right.

31 PEACOAT WITH WRAP DRESS AND HIGH HEELS

Opt for a feminine elegance with a wrap dress in the colour that suits everyone.

CUTE FALL LUNCH DATE OUTFITS

For a fall lunch date, you can wear something cute – like a tweed skirt suit or shorts. Or tweed shorts. Scroll down to see and shop some of my favourite cute fall lunch date outfits 2022.

32 TWEED SHORTS WITH ANKLE BOOTS

Yes, I have tweed shorts, too. Here is how I style them for a lunch date with my sister or mother.

33 TWEED SKIRT SUIT AND PUMPS

A tweed skirt is an ultimate date lunch outfit in fall. It’s sophisticated and charming. Ps. This fall date outfit is the best outfit for a date with your mother-in-law, also.

34 LACE CARDIGAN WITH SHORTS AND PUMPS

For a fall lunch date with your guy, you can wear a cute cardigan and shorts. Like this!

Ps. Finish the look with a 90s Chanel bag.

ROMANTIC FALL DATE NIGHT OUTFITS

Last but not least, one more romantic date night outfit you can wear for a date night in fall 2022.

35 PRETTY DRESS WITH PRETTY SHOES

Ps. Check the fall winter 2022 dress trend report to find more pretty dresses you can wear for a date night this fall.

THE BEST FALL DATE OUTFITS 2022 YOU CAN ALSO WEAR IN FALL

True, I didn’t show you how to dress for a brunch date in fall 2022. Check fall 2022 brunch outfits next. Ps. You might also want to see winter date outfits.