Fall Date Night Outfits

If you’re looking for in-style fall date night outfits, you’re in the right spot. Keep reading to see our top picks.

For the ladies, flared jeans, leather skirts, and trench coats are all great shouts to add to your repertoire. If you’re a man, you can’t go wrong with casual leather jackets, bold sweaters, faded jeans, and a great pair of Chelsea Boots. 

Below, we listed 8 fall date night outfits for women and 8 for guys. 

8 Fall Date Night Outfits For Women

The challenge for women in these colder months is dressing for the weather, while still looking classy and sexy. These 8 fall date night outfits for women will help you achieve all these goals, while blowing your date’s mind at the same time. 

Monochrome Leather Jacket

A simple white dress with a black leather jacket will never go out of style. With the sun setting earlier, this is a safe bet for those last-minute Tinder dates. Alternatively, for a bit of extra pizazz, pair your jacket with a dress of your favorite color. 

Patterned Jumpsuit

If you want to try a bolder statement, try switching out your classic date night outfits for a sexy patterned jumpsuit. This floral number could look amazing with layered necklaces and a bright handbag. 

Mini-dress And Trench Coat

A trench coat is the perfect complement for those cold autumn nights. Add it to a simple but elegant bodycon dress and pointed pumps, and you’ll be ready for whatever the night brings. 

Plaid Shirt and Fringed skirt

The most reliable combo since Bonnie and Clyde. A plaid button-up shirt and a stylish fringed skirt creates the perfect balance between flirty and comfortable. This looks great on any body type at any occasion. 

Little black dress

Is there any date night where a little black dress won’t pop? Whether it’s an early evening stroll in the park or cocktails at a fancy bar, you’ll surely turn heads. 

Add flared jeans to make a statement 

Don’t worry about looking like a full-on 70s disco superstar! A flattering pair of flared jeans can help you make a statement with a warm and casual style. Pair with a simple top and pointed-toe shoes to keep your silhouette in focus and ensure you don’t go too over-the-top. 

Leather skirt

A leather skirt is another choice that can add some WOW factor to an otherwise basic date night outfit. Try pairing with a sweater, tights and boots. 

A lacy dress for those fancier autumn evenings

If you’re looking to go a bit extra to get dolled up for that special guy, a lacy dress could be just the recipe for fall. Go for an autumnal shade for those cozy coffee dates, or go all-out with a bright red number for those Saturday nights at the bar. 

8 Fall Date Night Outfits For Men

Here are eight timeless fall date night outfits for men. These outfits will portray you as a man who understands style, and knows how to present himself for the woman of his dreams. You’ll be comfortable, stylish and cuddleable in any of these eight outfits. Click the links for visual examples of these styles.  

Keep it simple with a dress shirt and jeans

There are certain items that never go out of style for men, so if you’re not in the mood for taking chances, a simple dress shirt and jeans will never do you wrong. For that extra touch of class, consider adding a bold sweater, Chelsea boots or a stylish trench coat.

Casual brown blazer jacket

For those long walks in the park, cozy afternoons in a cafe or escorting your date to the bar on a Friday night, a blazer jacket will always serve you well. A casual but classy date night outfit for all occasions. 

Textured trousers and suede bomber

It’s always been a dilemma for guys on fall date nights; how do you ‘make an effort’ without looking too corporate and formal? Most girls will agree that pairing textured trousers with a plain sweater and/or suede bomber jacket achieves those vibes perfectly. Add a simple button-down shirt to complete the look. 

Wool blazer and dress pants 

Looking for a more formal and refined look? A formal shirt, wool blazer and dress pants could be just the combination for this fall. Keep your look grounded with autumnal shades of gray, navy, white and black. If you want to add a pop of color, consider adding a bold tie. Round off your look with a pair of well-polished dress shoes. 

Keep things more casual with a tonal sport coat

For a more casual look, replace the wool blazer with a tonal sport coat. There are plenty of patterned sport coats out there that’ll allow you to showcase some personality. 

Graphic sweaters

Graphic sweaters are making somewhat of a comeback this fall. Layer it with an oversized jacket, leather belt and sneakers to create those effortless casual fall vibes. 

Denim shirts, white t-shirt and dark-washed jeans

Another timeless classic. Denim shirts are going to be big again this fall. Paired with dark wash jeans and Chelsea boots, this look perfectly complements those comfortable Autumn evenings. 

Colorful puffer jacket and white jeans

Do you fancy a bolder look that makes more of a statement during those grey dreary evenings. Bright and bold puffer jackets are making a comeback this fall. These stylish high-end jackets can look just as good strolling through the park as they do on the ski slopes. Paired with white jeans, you can make an impact on your fall date nights without looking too over-the-top.  

Final Thoughts

Your fall date night outfit is unlikely to make or break your first date with a new love interest.

However, first impressions do count for a lot. 

By donning one of these fall date night outfits, you could blow them away within seconds of the date starting.