Kesha Parties in Plaid Blazer & Cowboy Boots for MLB All-Star Week

The singer never fails to wear something with an edge.

For the Players Party event, she wore a gray plaid jacket with accents of black, red and white, thrown over articles of black.

Oversized blazers have become such a large trend in the fashion world as the style nods retro business-wear but adds playfulness.

Kesha wore a light assortment of accessories, including two gold chains that sat on the edges of her top.

The black mid-calf boots instinctively aren’t a go-to with a businesswear-inspired look, but the shoes are so unique in their own way that the clash works.

The western boots bring another level of fun and style, adding novelty as a replacement from a typical red carpet pump.