Age doesn't matter.

7 Warm & Classy Fall & Winter Date Night Outfit Ideas

Sweetest Day is right around the corner, so I’m sharing a few Fall & Winter date night outfit ideas. The trick is to feel warm enough while giving off a feminine vibe. The suggestions here accomplish that. And I always make sure that the styles are accessible to all, so age doesn’t matter.

I hope you create your best looks out of the style inspiration below. Use what you have and make it yours. Let your creativity run rampant. Take some risks and allow yourself to get a little risqué. After all, you’re going out to have fun!

Fall & Winter Date Night Outfit Ideas

Embroidered Knit Triangle Poncho from Chico’s
  • A poncho + skinnies + heels.  Add a bold color lipstick.
TOTEME Women Boxy SatinBack Cardigan from Atelier
  • A black cardigan over a sexy dress.
We The Free Madison City Denim Jacket from Free People over a body conscious dress
  • A fancy or body-conscious dress + a jean jacket or a black leather jacket.  You may want to add tights, earrings.
The Ettie High-Rise Crop Wide-Leg Pants by Maeve: Leopard Edition from Anthropologie
  • Pair a snakeskin printed tunic with snakeskin leggings (or choose a different animal print to match top and bottom.)
Baum und Pferdgarten Nadene Faux-Leather Trousers from Anthropologie with a ruffled blouse
  • A ladylike blouse + leather pants.  Do a smoky eye and nude lips.
Denim & Lace Jacket from Pyramid Collection over a column of black
  • Top a black t-shirt & black jeans with a denim jacket that has lace sleeves, hem or inset. Or simply add brooches to a dark-wash jean jacket. Add a delicate gold necklace + narrow gold bangles + ankle boots.
BOSS Slim Fit Twill Tuxedo Jacket & Cropped Straight Leg Twill Tuxedo Pants from Bloomingdale’s with a lacy top
  • Layer a tuxedo jacket over a lace top over a sexy bralette or camisole and wear with bottoms of your choice.

In Conclusion

Gem Embellished Flare Sleeve Sweater from Chico’s with jeans is one of the go-to Fall & Winter date night ideas.

Take these ideas and run with them! Older is bolder, so try something new. Have a great night and enjoy each moment to the fullest.

Best wishes – Angie

Let’s Connect!

Are these evening outfit ideas helpful to you?  Please leave a reply below to share your favorite date night outfits!

Like this post? You might also like to read more in my Fall/Winter Evening Series HERE.

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Angie

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6 Comments

  • Hello. I like these suggestions. In the fall I like to wear a wool poncho, which is great to wear. Warm and comfortable. I can wear them with both pants and dresses.

  • Love the cropped leopard pants, although they’re not a great length for me because with boots they’d look a bit too “beam me up Scottie!” Love your outfit ideas. Thanks for linking

    • I, myself, never wear cropped pants because they shorten the look of the legs…unless we are blessed with long legs! I hope you’ll be able to translate some of these outfit ideas for your Fall & Winter evenings. Thanks for visiting!

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