The idea of something being so ugly it’s cute is not a new one. In fact, it’s a common expression. But what makes us gravitate towards things that may not be the most aesthetically pleasing? Sometimes, it’s all about pushing boundaries, or maybe it’s just a case of hardheadedness. Whatever the case, in fashion, things like in-your-face patterns, clashing color combos, and those ridiculous prints of, well, we’re not always sure are guaranteed to turn heads (good or bad).
That’s why we’ve rounded up 25 gems that sparkle despite their subjective red flags. You know, the pieces that demand a “so ugly it could work?” text to your bff before buying. Check out gallery above to see our yeses, and let us know if we missed any, um, good ones.