Miley Cyrus Masters Peekaboo Bra Trend With Oversized Shirt Look in NYC

Miley Cyrus Made a Case for Peekaboo Bras and Oversized Shirts — See Photos

The singer reintroduces the ultimate summer outfit formula with a breezy twist on effortless styling.

A Summer Look That’s Both Cool and Elegant

Miley Cyrus continues to set style trends with effortless flair. On April 22, 2025, the Grammy-winning artist was spotted in New York City wearing an outfit that instantly captured attention for its bold yet refined summer styling. Opting for the peekaboo bra trend layered beneath an oversized striped shirt, Cyrus redefined casual elegance in a look that’s both breathable and visually striking.

The Peekaboo Formula: A Classic With a Twist

In this latest appearance, Cyrus wore a white-and-blue striped button-up, fastened only at the center, offering a subtle reveal of a black lace bra underneath. It’s a nuanced callback to her 2023 street style moment, when she wore a white Oxford shirt buttoned solely at the top — that time, bra-less. Now, the look is reimagined with a hint of lingerie, adding delicacy and confidence to the ensemble.

How She Styled It

To balance the relaxed top, Cyrus opted for a tailored silhouette below the waist, wearing black bootcut crepe pants paired with pointed Chelsea boots that peeked through the hemline. The ensemble was completed with black rectangular sunglasses, offering a touch of rockstar chic. Her microbangs added a playful, editorial feel to the polished streetwear.

Why This Outfit Works

Cyrus’s look delivers a prime example of transitional dressing that merges comfort and cool. The oversized shirt provides breathability — ideal for spring and summer — while the peekaboo detail introduces an unexpected focal point. The result is a look that’s daring, versatile, and polished, perfect for city strolls, day events, or laid-back evenings.

Styling Inspiration: How to Make It Yours

You don’t need to be walking the streets of Manhattan to embrace this formula. For a toned-down version, try:

• A light blue or neutral oversized shirt

• Light-wash denim or jorts

• A lace bralette in white, black, or blush tones

• Sneakers or flat sandals for daytime ease, or kitten heels for a touch of elegance

Whether you’re brunch-bound or headed to a rooftop soirée, this styling equation is equal parts effortless and eye-catching.

Miley Cyrus once again proves that bold fashion doesn’t have to be complicated. With a few intentional details and clever layering, she’s given us yet another street style moment to bookmark — and recreate.

Stay tuned to The Horizons Times for more celebrity fashion moments and seasonal outfit inspiration.