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Buying for anyone this time of year is a challenge. Buying Christmas gifts for a girlfriend? That’s a whole other story. The pressure to make sure it lands just right is immense, in some cases, even make-or-break. 

With that reality in mind, and fully aware that the burden of delivering the perfect present is too much emotional labor for one person to shoulder, we tapped our trusted friends at SSENSE for backup. Think of this as a curated lineup of gifts that subtly communicate you’re dating a ‘cool’ girl, without you ever having to actually verbalize it. And honestly, even if the item itself isn’t a bullseye, the implication that you see her in this specific tier says more than any gift receipt ever could.

After all, what’s better than unwrapping a present? Unwrapping a well-timed ego boost.

Shop Our Picks of 2025's Cool Girlfriend Gifts:

The North Face TNF Red Box Down Jacket

The ultimate puffer is obviously courtesy of The North Face. We don’t have to remind you how notorious the brand is for its perfected blend of insulation and understated, yet timeless aesthetic. The TNF model is simply the digestif to an already choc-a-block offering.  

Baserange Red Tier Cardigan

This may look like a standard red cardigan, we don’t disagree. But the wow factor is the brand behind it. The mere quality and interesting cuts of Baserange are on another level. Trust us, it’s already on a cool gal's radar.

Vaquera Leotard T-shirt Bodysuit

Print’s back in the mix, and Vaquera stays one of the few brands that can make a graphic tee feel genuinely cool instead of just… graphic.

Baserange Omato Turtleneck

For the girlfriend whose style sits comfortably between corp core and bar hopping spicy marg lover, this turtleneck is likely an ideal addition to an already impressive wardrobe. 

Our Legacy Blade Tank Top

Our Legacy’s ability to constantly deliver the unexpected has stood out to us this year. It’s daring in a way that suggests an unnerving edge to the brand’s world, a sharpness you can feel even in the simplest silhouette.

Carhartt WIP Kelly Shirt

Carhartt WIP has had its moment this year. And we, for one, don’t see the hype dying down anytime soon. To that point, you can’t go wrong with a jacket as wearable as the Kelly. Easily thrown on for a night on the town or toned down for a weekend brunch. This is the perfect compliment to any fit, and she’ll know it. 

Lemaire High Waisted Curved Jeans

What came first, the barrel jeans or Lemaire's curved jeans? The Paris-born fashion label’s iconic (and even controversial) silhouettes is what put it on the map. Luckily for us all, especially your girlfriend, they aren’t about to slow down.  

MM6 Straight-Leg Jeans

Since its creation back in 1997, MM6, Maison Margiela’s diffusion line, has been pushing boundaries when it comes to womenswear. It’s not interested in looking pretty, it’s more focused on feeling cool. These straight-leg jeans are what the brand does best. Straight up. 

Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase. Want to shop the products our editors actually love? Visit HS Shopping for recs on all things fashion, footwear, and beauty.

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