Jeans & Ankle Boots: A Classic Combination

Fashion & Style

Jan 11

There are very few pairings are as enduring and versatile as jeans and ankle boots. It’s one of my favorite style combinations and frankly one of the easiest to use to pull off an outfit. From their origins as practical staples to their status as a go-to fashion choice, this classic combination works for nearly any occasion, season, or personal style. From running errands, heading to the office, or meeting friends for dinner, the combination offers an effortless blend of comfort and sophistication.

Why It’s a Classic Combination

The appeal of jeans and ankle boots lies in their simplicity and versatility. Jeans in all their various cuts and washes, provide the perfect canvas for self-expression, while ankle boots add structure, polish, and a touch of edge. Together, they create a balanced look that’s equal parts casual and chic.

Beyond their aesthetic harmony, this combination is practical - it’s easy to style and transitions seamlessly from season to season. Ankle boots offer protection and warmth during colder months while being lightweight enough for spring or fall. Meanwhile, jeans anchor the outfit, grounding statement boots or complementing minimalist styles.

Jeans and ankle boots are a combination that has stood the test of time for good reason. They’re endlessly adaptable, effortlessly chic, and undeniably practical. By experimenting with different cuts, colors, and layers, you can keep this pairing feeling fresh and exciting year-round.

How to Change It Up and Keep It Fresh

While jeans and ankle boots are inherently classic, updating the look is as simple as playing with proportions, textures, and accessories.

Experiment with Denim Cuts: Try wide-leg, cropped, or straight-leg jeans.
Add Color: Step away from traditional black or brown boots and embrace bold hues like red, white, or metallics.
Play with Silhouettes: Pair skinny jeans with oversized tops, or balance wide-leg denim with fitted blazers.
Layer Thoughtfully: Blazers, sweaters, and coats can elevate this look, adding depth and sophistication.
Incorporate Statement Boots: Think animal prints, embellishments, or unique toe shapes to bring unexpected edge.

Crop crewneck + straight leg jeans + square toe boots

Perfect for a laid-back weekend, this combination is cozy and cool. The cropped crewneck sweater keeps the look casual yet modern, while skinny jeans elongate the silhouette, making it a flattering choice. The square-toe ankle boots had a contemporary edge - they’re sleek, minimal, and right on trend. Choose a sweater in a neutral tone like beige or gray, and opt for boots in a contrasting shade to create visual interest.

Round Sunglasses

Jacques Marie Mage, $915

Straight Leg Jeans

Moussy Vintage, $360

Cashmere sweater + straight leg jeans + red boots

This polished outfit strikes the perfect balance between professional and playful. A soft cashmere sweater layered under a tailored blazer feels timeless, while skinny jeans maintain the clean silhouette. The 70s red ankle boots are the star of the show, adding a pop of color that’s bold and elegant.

chic top + wide leg jeans + leather boots

For a modern take, pair wide leg jeans with a chic top and a fitted blazer. The juxtaposition of structured tailoring and relaxed denim feels fresh and current. Finish the look with classic leather boots, which bring a timeless touch while grounding the outfit with their simple yet refined design. To channel a sophisticated vibe, opt for a monochromatic palette or tonal colors.