This high-waisted, straight-leg style for under $50 will be your new wardrobe MVP.

Even if you haven’t set foot in a classroom in years, fall will always mean back-to-school shopping. And at the top of every list of seasonal must-haves is a new pair of jeans. Each season brings a “trendy” silhouette, and while it’s fun to experiment with the latest trends, it’s also essential to find a classic style that works with just about everything in your closet.

Meet Old Navy’s OG High-Rise Baggy Jeans. They’re not too skinny, not too baggy. They’re a relaxed, straight-leg style that’s flattering and comfortable. They can be dressed up or down, depending on the vibe you’re going for. And what makes them truly amazing: They’re under $50.

Here, we show you how to wear them for five different fall moments, from a casual work meeting to a night out at a concert.

3:00 p.m. Meeting with the boss

These days, most workplaces are denim-friendly, and the key to wearing jeans to the office is to stick to a straight-leg style (like our Old Navy pick) and pair them with tailored pieces. Check out this navy pinstripe blazer, which looks especially sharp over a crisp white shirt. Add edgy accessories like a silk scarf, red pumps over sheer socks, and a sleek bucket bag.

Buy it! My daughter’s favorite blazer, $348; shopfavoritedaughter.com, Freja Tall tote bag, $278; frejanyc.com, Alohas Lindy Bliss leather pumps, $170; alohas.com, J.Crew Swiss polka dot sheer socks, $34.50; jcrew.com; Banana Republic Signature silk scarf, $31.99; bananarepublic.com.

Apple Picking Upstate

It’s not fall until your Instagram feed is bursting with “candid” photos of this favorite autumn activity. Whether you’re enjoying a hayride around the farm or picking the last good apple off the tree, embrace the moment with Western-inspired pieces like a cozy belted cardigan, wide-brimmed hat, and cowboy boots. Throw on a crossbody bag so you have your hands free to pick more (and by pick, we mean snapping photos).

Buy it! Stetson Horseshoe Star Belted Cardigan, $140; stetson.com, Lack of Color Rancher Hat, $159; revolve.com, Jenny Bird Mega U Link Earrings, $138; jenny-bird.com, Idyllwild Wheels Brown Leather Western Boots, $179.50; bootbarn.com, Madewell The Essential Sling Crossbody Bag, $148; madewell.com.

Front Row Concert Tickets

Yes, you want to look stylish at a concert, but the most important thing is to be comfortable. Start with dance-friendly shoes, like these ankle boots , which add a few inches of height for better visibility on stage but also have a cushioned, contoured insole. This lightweight long-sleeve top can be worn unbuttoned at the bottom to show off the waistline of your jeans (or a little skin if you’re feeling wild). Pair it with a mini crossbody bag and phone chain for easy access at the taping.

Buy it! Bared Footwear Palila Snake Print Leather Boots, $229; baredfootwear.com, Polene Neiti Metallic Bag, $360; polene-paris.com, Marbl Apparel Muse Knit Cardigan, $42; marbleapparel.co, Ossa Short Exploded Ballchain and Phone Case, $105; ossanewyork.com, Baublebar Bubble Hoop Earrings, $42; baublebar.com

Your friends set you up

Jeans and a black top are always a smart choice for date night. They’re sexy without being too over the top. Add a touch of edge with statement jewelry like an oversized pendant necklace and colorful rings, as well as a bold studded belt. And since blisters aren’t cute, skip the high heels and opt for sleek yet walkable mesh stilettos.

Buy it! Danielle Guizio Palma Top, $168; danielleguiziony.com, COS Pointed Mesh Slingback Kitten Heels, $190; cos.com, Streets Ahead Circle Pendant, $68; revolve.com, Short and Suite Rainbow Marquis Multi Stone Ring, $65 and Blue Marquis Eye Ring, $55; shortandsuite.com

Go play sports!

Whether you’re sitting on the sidelines at your kid’s soccer game or cheering on your favorite team at a stadium, you can’t go wrong with jeans, sneakers, and a hat. Elevate the basic combo by rolling up your jeans to show off kitschy socks and bold shoes. Instead of a sweatshirt, try an oversized polo that also looks great draped over your shoulders. And don’t forget a stadium-friendly bag (this one comes in a ton of colors).

Buy it! Free People We The Free American Dream Polo, $168; freepeople.com, Kule Take Out socks, $30; anthropologie.com, Gola Elan sneakers, $110; urbanoutfitters.com, American Needle hat, $34.95; anthropologie.com, Hammit VIP Mobile shoulder bag, $275; hammit.com

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