Boleros Are Back! How to Style the 2000s Trend Like Millie Bobby Brown & Demi Moore (2026)

Millie Bobby Brown's recent fashion choice has sparked a trend that many thought was long gone: the bolero. This unexpected comeback has fashion enthusiasts and millennials alike questioning the resurgence of this controversial garment.

The Bolero's Comeback

The bolero, a cropped, trench-style jacket, has made a bold statement on the fashion scene. Millie Bobby Brown's pairing of a beige bolero with a white corseted skirt set by Georges Hobeika has sparked a conversation about the item's place in modern fashion. This look, reminiscent of the 2000s, has been further solidified by Demi Moore's recent Cannes appearance in a custom Jacquemus ensemble featuring a bolero.

A Historical Perspective

The bolero's history is rich and varied. It has been a staple in the wardrobes of cool-girl icons like Ashley Tisdale and Nicky Hilton. The style has also gained royal approval, with Princess Diana and Princess Eugenie donning boleros in the late 80s and early 2000s, respectively.

Designer Makeovers

Since its divisive Aughts era, the bolero has undergone a designer transformation. For Autumn/Winter 2026, Annie's Ibiza presented Rococo-inspired beaded boleros with fringed trims, paying homage to 17th-century French wall tapestries. Dolce & Gabbana explored gothic decadence with 90s-style boleros trimmed with lace, while Alaïa offered sculptural options in luxurious materials.

The Style Set's Take

The style set is embracing the bolero's resurgence, and it's time to consider its potential in our wardrobes. From luxurious cashmere blends to romantic floral prints and decadent embellishments, there's a bolero style for every taste.

A Personal Take

Personally, I find the bolero's comeback fascinating. It's a bold statement piece that adds an element of nostalgia and intrigue to any outfit. While it may not be for everyone, the designer makeovers offer a modern twist, making it a unique and stylish choice.

Final Thoughts

The bolero's resurgence challenges our perceptions of fashion trends and their cyclical nature. It's a reminder that fashion is ever-evolving, and sometimes, unexpected comebacks can add an exciting twist to our wardrobes. So, will you be embracing the bolero trend? It's an intriguing question, and one that fashion lovers are sure to debate.

Boleros Are Back! How to Style the 2000s Trend Like Millie Bobby Brown & Demi Moore (2026)

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