Learning to style biker shorts [1] is one thing (trust us, we've tried [2]!). But add on the challenge of pairing them with cowboy boots [3], and the task gets a little more complicated. Miley Cyrus [4] seems to have a grasp on the whole thing. She stepped out in LA rocking the combination with a lived-in tee, a chunky Chanel pendant necklace, aviator sunglasses, and a white quilted backpack.
She's certainly not the only celebrity or street style star to take on the look. We've seen it on the Kardashian-Jenners, and Aimee Song even wrote a whole post on her blog [5], illustrating how she worked the foundation with a Tibi blazer. While you may be keen on sporty gym pieces, infusing your athleisure with Western vibes may throw you off at first. That's why we'll share this one secret with you: it's all about going oversize up top.
Whether you opt for a structured blazer, a swingy shirt like Miley's, or a nylon parka, the idea is to balance proportions, so you're not wearing tight-fitting clothes from head to toe with those high-rise statement boots. Read on to see some of our favorite takes on the 2019 trend [6], then pick up some essentials inspired by Miley's casual fashion moment.
Miley Cyrus Wearing Cowboy Boots and Biker Shorts in LA
Aimee Song Wearing Biker Shorts and Cowboy Boots
See More Takes on the Trend
Shop the Look
Zara Bike Shorts [8] ($26)
Miron Crosby Sita Boot
Miron Crosby Sita Boot [9] ($1,295)
ASOS Design Curve Basic Legging Shorts
ASOS Design Curve Basic Legging Shorts [10] ($10)
Elena Iachi 60mm Two-Tone Leather Cowboy Boots
Elena Iachi 60mm Two-Tone Leather Cowboy Boots [11] ($499)
Ninety Percent Stretch-Jersey Shorts
Ninety Percent Stretch-Jersey Shorts [12] ($110)
Missguided Black Western Snake Pattern Cowboy Ankle Boots
Missguided Black Western Snake Pattern Cowboy Ankle Boots [13] ($68)