A Simple & Stylish Winter Date Night Outfit

One of my favorite parts of fashion are the bold ensembles I get to create with all of my favorite pieces to go out on the weekend or for date night. There's always a statement to be made, and I put my best foot forward when I'm out with friends or with my special someone.

Black will never be dull or out of style, and there's so many variations to pair it with. These situations call for my go-to black leather jacket that brings a stunning yet chic feel. During the winter months, I love to pair it with a cashmere sweater, especially when I'm looking for the soft side of leather and bold. So luxurious and mild, I feel comfortable all night while still having a great time.

Black skinnies are always my first choice for a night out. And my new favorite pair of black skinny jeans are not only flattering, but also comfortable! With every date night outfit, a must-have pair of black pumps is the next step. If you're looking for a comfortable style, this pair & this pair have been my favorite & they won't give you blisters after a few hours. A sleek pair of black pumps bring the whole look together. Finally a stylish handbag, like my black & gold Chanel Boy Bag is always a go-to, but this handbag is a great budget friendly option.

These are my must have choices for an elevated winter date night outfit to make my nights out feel stylish and still comfortable.

Blonde Woman Wearing Club Monaco Black Leather Jacket Grey Sweater Black Skinny Jeans Black Pumps Chanel Black Boy Bag Fashion Jackson San Diego Fashion Blogger Street Style
Blonde Woman Wearing Club Monaco Black Leather Jacket Grey Sweater Black Skinny Jeans Chanel Black Boy Bag Fashion Jackson San Diego Fashion Blogger Street Style

Genuine Leather Jackets

Blonde Woman Wearing Club Monaco Black Leather Jacket Grey Sweater Black Skinny Jeans Black Pumps Fashion Jackson San Diego Fashion Blogger Street Style
Blonde Woman Wearing Club Monaco Black Leather Jacket Black Skinny Jeans Black Pumps Chanel Black Boy Bag Fashion Jackson San Diego Fashion Blogger Street Style

Faux Leather Jackets

Blonde Woman Wearing Club Monaco Black Leather Jacket Grey Sweater Black Skinny Jeans Chanel Black Boy Bag Fashion Jackson San Diego Fashion Blogger Street Style

Stylish Sweaters

Blonde Woman Wearing Club Monaco Black Leather Jacket Grey Sweater Black Skinny Jeans Black Pumps Chanel Black Boy Bag Fashion Jackson San Diego Fashion Blogger Street Style
Blonde Woman Wearing Club Monaco Black Leather Jacket Grey Sweater Black Skinny Jeans Fashion Jackson San Diego Fashion Blogger Street Style

What I'm Wearing

Jacket c/o (size small) | Sweater (size XS) | Jeans (size down) | Heels c/o | Chanel Handbag (similar) | Celine Sunglasses (similar)

Photos: Beckley


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  1. Young said:
    Posted 1.22.19 · Reply

    I love the selection of sweaters you shared! I wish I can look as good as you do in black skinny jeans. My legs always look like sausages about to burst from their casings LOL

    The Style Intermission

    • Posted 1.22.19 · Reply

      Thanks so much! and don’t be so hard on yourself, I’m sure you look great!! xx