Cute Date Night Outfit Ideas in Fall

Cuffing season is upon us! It’s time to break out the date outfits and get yourself a boo. The weather is becoming slightly more chilly every day as winter approaches, but that doesn’t mean we can’t enjoy the fall season and squeeze in a few date nights.

Don’t know what to wear yet? Well, don’t you worry; I've got you covered. Below is a list of almost a dozen late-night date outfits to wear this fall!

Starting off we have something to remind you of the fleeting summer. Throw on your favorite dress from the summer and pair it with either a leather jacket or a denim jacket. This way you get the feel of a summer look without feeling that fall chill. Put on a pair of cute little booties, and don’t forget to accessorize!

Because this look can seem pretty simple-not in a bad way!- don’t be afraid to glam it up a bit. Chokers, hoops, bangles, if you can think of it you can wear it with this look! Don’t be afraid to really go all out with this one, or any look for that matter.


This image is one of Gia Rose's cute fall date night ideas. 

Next, we’ve got a more sophisticated and dark look. Put on a pair of skinny jeans, preferably black, and pair it with a casual white or mono-colored blouse.

Throw on a black or pastel pink blazer and either black booties or a simple heel. Accessories for this look can be minimal, you don’t want to take away attention from your outfit. Maybe some small hoops or diamond studs for earrings, dark eye makeup, and let your hair down, girl!

This next look gives me ‘girl-next-door’ vibes,  but only because of the corduroy. Start with a corduroy skirt, either a mauve color or maroon, and tuck in either a monochrome blouse or camisole.

I love this look because it’s so simple and easy but doesn’t really need much to it. Throw on some rings, earrings, and maybe even some bracelets and finish with a pair of vans or flats.


mauve corduroy skirt from Gia Rose


Next is another skinny jean look, yay! For this look, you can wear either black skinny jeans or denim, either can work here. Add a tucked-in tank top, either black or navy, and if it gets chilly, bring a blazer or simple jacket with you to wear over your shoulders. To complete the look put on some simple makeup and jewelry, preferably gold.

The next look is definitely more simple than the others, but that doesn’t mean you can’t still look breathtaking in it. Wear a simple t-shirt dress, maybe an olive green or sunflower yellow, and throw on a bomber jacket over it. Add some combat boots and maybe even a calculated messy bun and black purse. Put on some loose bangle bracelets and a simple necklace and you’re good to go!

If you think the outfits above are too summery for this time of year, then this one will be more your pace. Put on a cute off the shoulder sweater tucked into a short black skirt. If that’s not warm enough for you some black stockings or leggings never hurt anybody. Some booties or combat boots would look great with this look, as well as some simple earrings and layered necklaces.

If you’re more of a skirt girl then I’ve got your back. For this look, you’ll need a long skirt, preferably a flowy one with a slit (If you like!), and pair it with either a lace top or white lacy bralette. Finally add a long cardigan, bonus points if it matches the skirt, and some boots!  Keeping with the ‘loose’ theme bangles and dangling earrings would look amazing, as well as any rings and long necklaces you’ve got. Don’t be afraid to embrace your inner hippy

Keeping with the skirt theme, put on a simple short black skirt and throw over it a long sweater. The secret to this look; DON’T TUCK!! I promise this look will look great, with the sweater overlapping the skirt that’s just slightly peeking out from the bottom. For the colder nights, some stockings and combat boots or any black boots would look killer. You can add some stud earrings and a few rings here and there but honestly, this look doesn’t need too much. You don’t want to go overboard!

Now back to jeans! A white long-sleeved turtle neck might not have been your favorite thing to wear as a kid, but trust me you’ll never look back after this look. Either a pair of black skinny jeans or corduroy pants, whichever suits you best, and either knee-high boots, or black/white heels. Accessorize with as much as you like! Gold hoops, necklaces, rings! The more the better.

This is the last jean look, I swear! Start with some denim baggy denim jeans (Not Skinny???) and throw on a black, navy, or floral camisole tucked in. Add necklaces, dangling earrings, and anything you want, really. If it gets chilly, bring a long cardigan with you and put on some cute little booties or heels. Finish the look with some darker eye makeup, and if you’re feeling up to it, glitter! You can never go wrong with glitter.

For this last look, we’re going classy but simple. Squeeze into a white or black bodycon dress and a leather jacket on top, or any cropped jacket that feels right to you. Put on some simple strap heels. Glam it up with makeup and accessories for this one; you want to make heads turn in this outfit so don’t hold back! Hoops and a purse never hurt either.

We made it! Almost 12 outfits later I hope you found at least one that you can perfectly picture yourself in. I’d also like to point out that you can always change up the look to fit your personality best. Don’t like heels, that’s fine! I just hope that you can at least walk away from this blog with a few outfit ideas swimming in your mind.