5 Easy Jeans-and-a-T-Shirt Outfits to Copy This Fall

Jeans and a T-shirt are about as classic a combination as it gets, but simple doesn't have to mean predictable. The right denim fit sets the tone, whether it's a dark-wash bootcut, a relaxed light-wash pair, a cropped flare, crisp white denim, or a straight-leg silhouette. From there, a few thoughtful layers and accessories can take the formula in entirely different directions.

The beauty of starting with great jeans is that you don't need much else. A striped tee and baggy denim feel relaxed with flip-flops, while dark-wash jeans take on a more polished look with pointed boots and a leather jacket. Even small choices—a belt, a sculptural earring, or a jacket's proportions—can completely shift the look without losing denim's laid-back feel.

Ahead, five timeless jeans-and-a-T-shirt outfit formulas built around Calvin Klein denim, plus the pieces to make each one your own.

Leather Jackets + Relaxed Denim

Dark-wash bootcut jeans instantly give the jeans-and-a-T-shirt formula a more polished feel. A deep indigo wash and wider legs create a long, streamlined silhouette that's especially great with pointed-toe boots peeking out underneath. Lean into the richness with chocolate-brown leather, then break up the darker palette with a lighter neutral bag and silver jewelry.

Stripes + Slouchy Denim

Baggy jeans are peak relaxed, especially in a light wash. A lower rise and loose, puddled legs give this style a slouchier attitude, which plays especially well with a striped long-sleeve tee. A bolder belt buckle and glossy black shoulder bag add just enough polish, while white flip-flops keep the entire look feeling perfectly off-duty.

Tailored Jacket + Cropped Denim

A cropped flare offers a slightly more casual take on classic denim and is especially great for petites, with an ankle-baring length that won't overwhelm a smaller frame. A subtle kick at the hem still creates plenty of shape while emphasizing a great pair of shoes. Keep the rest clean and simple with a white jacket—bonus points for one with unexpected details, like the curved, asymmetrical flap pockets on this one—sleek black accessories, and sculptural silver earrings for a refined, minimalist take on the everyday formula.

Workwear Jacket + White Denim

White jeans deserve a spot in your wardrobe year-round, not just during summer. A wide-leg silhouette transitions particularly well into fall, and pairing crisp white denim with black and rich chocolate brown instantly grounds it for the season. Start with a simple black tee, then layer in a brown coat, matching bag, and high-vamp flats for a high-contrast palette that makes white denim feel entirely autumnal.

Fitted Jacket + Everyday Denim

There's a reason a classic '90s straight jean remains such a wardrobe staple. The high-rise and straight leg create an easy, timeless base that looks especially elevated with structured pieces like a utility jacket and block-heeled boots. Keep the styling equally classic with a white tee, slim leather belt, and polished watch for an outfit that can easily take you from the office to dinner or drinks afterward.