Taylor Swift emerged in 2006 as a 16-year-old wunderkind with a gift for articulating all the intimacies and humiliations of falling in love. But throughout her early career, her image was predicated on her youthful innocence as much as her outsized wisdom. Swift “does not drink or swear or flash cleavage,” remarked a profile from around the time of her third studio album, Speak Now—a point that stood in opposition to peers like Miley Cyrus and Demi Lovato, who were quick to jettison their tween-friendly branding. Swift seemed to take up the mantle of youth role model with pride. Though she was careful to never disparage anyone directly, she told The New Yorker in 2010, “I don’t feel completely overcome by the relentless desire to put out a dark and sexy ‘I’m grown up now’ album.”
Speak Now, released in 2010, emerged at an inflection point in Swift’s life. She had recently turned 20 and moved out of her parents’ home, had toured the world, and, as evidenced by gut-wrenching tracks like “Dear John” and “Last Kiss,” had experienced heartbreak that shook her sense of emotional security. On this album, she struggles to balance her love of fantasy and escapism with her new responsibilities. Throughout Speak Now, she asks, How do you believe in fairytales and also acknowledge the depth of your pain?
As with her previous re-recordings of early work, Speak Now (Taylor’s Version) remains largely faithful to the arrangements and lyrics of the original. But Swift is not the same singer she was at 20. In more recent material, her starry-eyed optimism has been replaced with nuance and caution. She’s learned to voice regret as much as rage; in songs like Lover’s “Death by a Thousand Cuts” and Reputation’s “Dress,” she drinks and allows her sexual fantasies to run wild. On the new recordings of old Speak Now songs, her maturity is revealed not through the words themselves, but how she chooses to deliver them. The angry songs are presented with a sigh rather than a vindictive grin. The songs about heartache are sung carefully and patiently. It feels less like she’s sending a message to any particular ex than she is conveying a generalized weariness about how draining young adulthood can be.

