Best: Taylor Swift’s Pulled-Back Waves at the 2025 Grammys

Most Grammys, Taylor goes big—this year, she kept it intriguingly simple with soft bangs and gentle waves swept back without clips. The understated look let her statement earrings steal the spotlight.
Worst: Taylor Swift’s Super-Structured Curls at the 2008 Grammys

Her first-ever Grammy appearance in 2008 featured ultra-defined, helmet-like curls that looked stiff instead of bouncy. A little brush-out would’ve gone a long way toward that signature Swift gloss.
