The Formerly Outdated Boots-And-Jeans Combo That's Coming Back Hot For Fall 2025

What's old is new again, and this applies to all iterations of the boots-and-jeans combo. While in the past, fashionistas were pulling riding boots or over-the-knee boots over tightly-fitted skinny jeans, the new version of this fall style is a looser interpretation (literally). The updated version of this chic streetwear look comes from combining slouchy jeans tucked into knee-high, leather boots, allowing the jeans to bunch and spill over the tops of the boots. It's bold because the jeans don't fit into the boots easily, and that's the whole point. The jeans remain slouchy, drawing attention to the volume around the knee. 

The secret charm of this combination is that wider-leg denim tucked into knee-high boots gives the denim a slightly scrunched look. Rather than the neat-as-a-pin effect from skinny jeans in boots, wide-legged denim tucked into boots creates richer texture and adds more dimension to the 'fit as a whole. It has cool, low-key energy that's very contemporary, but those who have noticed an uptick in resurging '90s styles will recognize this trend. It's one of many ways in which Y2K style has found a pulse again in modern fashion. After all, the '90s grunge aesthetic is a key styling point that's had a return. Other looks from this decade have earned a place in our wardrobes, like the '90s slip dress, which showed up with perfect timing. So the fresh take on jeans and boots has earned a place amongst fall 2025's fashion trends we'll be seeing everywhere.

Fall 2025 is all about a newly imagined jeans and boots combo. The magic of this revamped style is that it's effortless. In fact, that's the whole point. What makes the look so cool is that it's so relaxed. Take your favorite pair of wide-leg denim or straight-leg denim and tuck them into knee-high leather boots, and don't worry about perfection. A little texture and overlapping denim only enhance the general vibe.

The most classic interpretation of this styling is to pair straight jeans with knee-high, leather boots. However, the combo invites playfulness, so work with what you love. Cowboy boots are a festive alternative. Similarly, mid-calf or ankle boots can create even more opportunities for self-expression. Don't be afraid to experiment with colors to add complexity, either. Black jeans with brown boots tell a rich story, as do light-wash jeans with butter-yellow boots. Similarly, the boots themselves can have a slouch to their build to play on the visual power of this style. Don't overthink the look, and don't over-tuck anything. The charm is in its relaxed feel.