Skip to main content
WikiHits · The Dossier 2020s Files Nº 44

The 2020s File Feature

Illicit Affairs

Illicit Affairs by Taylor Swift: Chart History and Reception "Illicit Affairs" is a track by Taylor Swift from her eighth studio album folklore, released on …

Hot 100 Peaked at Nº 44 33.0M plays
Watch « Illicit Affairs » — Taylor Swift, 2020

01 The Story

Illicit Affairs by Taylor Swift: Chart History and Reception

"Illicit Affairs" is a track by Taylor Swift from her eighth studio album folklore, released on July 24, 2020, through Republic Records. The album was a surprise release, announced and delivered within a single day, and it represented a dramatic artistic departure for Swift, moving away from the maximalist pop of her previous albums toward a more restrained, indie folk-adjacent aesthetic developed in collaboration with Aaron Dessner of The National and her longtime collaborator Jack Antonoff.

folklore debuted at number one on the Billboard 200 and became one of the biggest commercial and critical successes of 2020. It accumulated the largest opening week of any album released in 2020 at the time of its launch, generating over 846,000 album-equivalent units in its first week. "Illicit Affairs" appeared as track ten on the standard album and charted on the Billboard Hot 100 as part of the album's sweeping debut chart performance, which saw nearly every song from folklore enter the Hot 100 simultaneously.

The song was primarily produced by Aaron Dessner, the guitarist and producer from indie rock band The National, who collaborated with Swift on the majority of folklore remotely during the COVID-19 pandemic. Dessner's production approach brought a distinctly different sonic quality to Swift's work: guitar-led, spare, and atmospheric, with arrangements that prioritized emotional texture over commercial maximalism. "Illicit Affairs" exemplifies this approach, featuring minimal instrumentation centered on acoustic guitar and subtle electronic elements.

The critical reception to folklore as a whole was overwhelmingly positive, with many critics describing it as Swift's best work to date. Publications including Pitchfork, Rolling Stone, and The New York Times gave the album high praise, and "Illicit Affairs" was frequently singled out as one of the album's most emotionally devastating tracks. Critics noted its sophisticated narrative construction and its departure from the direct, confessional mode of Swift's earlier songwriting toward something more literary and deliberately crafted.

The album went on to win the Grammy Award for Album of the Year at the 2021 Grammy Awards, making Taylor Swift the first artist to win that award three times as a primary artist. That recognition elevated the entire album's cultural profile and brought additional attention to tracks like "Illicit Affairs" that had already been highlighted by critics and fans during the album's initial release period.

Streaming performance for "Illicit Affairs" was strong throughout the months following the album's release. While tracks like "cardigan," which was released simultaneously as the lead single with an accompanying music video, received the most initial attention, "Illicit Affairs" benefited from a sustained pattern of album listening that characterized folklore's streaming life. Listeners who engaged with the album in full tended to return to it repeatedly, and "Illicit Affairs" consistently ranked among the fan-favorite deep cuts.

The song did not receive a formal promotional single release or accompanying music video at the time of the album's launch. Swift subsequently released visual content for folklore tracks, including the long-form visual film folklore: the long pond studio sessions, released on Disney+ in November 2020, which showed Swift, Dessner, and Antonoff performing and discussing the album's songs including "Illicit Affairs" in a stripped-down studio setting. This documentary further cemented the song's place within the album's critical reception and fan appreciation.

The cultural impact of folklore extended well beyond its initial commercial success. The album is widely credited with helping to revitalize critical interest in singer-songwriter aesthetics within pop music and with influencing a wave of subsequent albums by major pop artists who moved in similarly introspective directions. "Illicit Affairs," as one of the album's most discussed tracks, participated in that broader cultural influence through its particular approach to narrative songwriting.

On streaming platforms, "Illicit Affairs" has accumulated hundreds of millions of streams, making it one of the more enduring tracks from an album that has itself proven remarkably durable in Swift's catalog. Its placement on fan-made playlists and its frequent citation in discussions of Swift's songwriting craft have kept it in active circulation well beyond the initial album cycle.

02 Song Meaning

Illicit Affairs by Taylor Swift: Meaning and Themes

"Illicit Affairs" is one of the most emotionally controlled and narratively precise songs in Taylor Swift's catalog. The track explores the psychological and moral dimensions of an extramarital or otherwise forbidden romance, told from the perspective of someone who has fully entered into such a relationship and is now reckoning with its costs. The song avoids melodrama in favor of precise, often painful observation about what such a relationship does to a person's sense of self and their ability to engage honestly with the world.

The thematic heart of the song is the degradation of self-worth that accompanies a secret relationship. The narrator describes learning to behave in ways that feel fundamentally dishonest, developing the habits of concealment and compartmentalization that sustain illicit affairs. Swift renders this process with a specificity that avoids either condemnation or romanticization, presenting the emotional reality of the situation with journalistic accuracy rather than moral judgment.

The songwriting on "Illicit Affairs" reflects the literary approach that characterized all of folklore. Swift, working with Aaron Dessner, moved away from the biographical directness of her earlier albums toward a more novelistic mode in which songs function as character studies or short fiction. "Illicit Affairs" can be read as a fully realized short story compressed into a three-minute song, with a narrator whose inner life is rendered in sufficient detail to feel real and complex.

The song addresses the specific emotional mechanics of forbidden love: the small humiliations involved in secrecy, the way desire gradually overrides ethical discomfort, and the eventual recognition that what began as exciting has become corrosive. This arc is communicated through carefully chosen concrete details rather than through abstract emotional declaration, a technique that marks Swift's songwriting maturation from her earlier work.

The production by Aaron Dessner supports the song's emotional content by stripping away ornament and leaving the voice and words exposed. The acoustic guitar-centered arrangement creates a confessional intimacy, as if the narrator is speaking quietly rather than performing. This sonic choice reinforces the song's thematic concern with private experience and the things that cannot be said aloud in public.

Within the broader narrative structure of folklore, "Illicit Affairs" participates in the album's interest in complicated love stories and moral ambiguity. The album features a recurring set of characters, sometimes referred to as the "teenage love triangle" by Swift herself, but "Illicit Affairs" stands somewhat apart from that storyline as a more standalone study of adult romantic entanglement. Its emotional register is darker and more resigned than the teenage heartbreak explored elsewhere on the album.

Critics and fans have noted that the song's closing moments are particularly devastating, delivering a final assessment of the affair's damage that recontextualizes everything that came before. This structural technique, in which the song's conclusion reveals the true cost of the narrator's choices, is one of the hallmarks of Swift's most celebrated songwriting and is executed here with particular economy and force.

For listeners who connected deeply with folklore, "Illicit Affairs" often represents the album's emotional peak precisely because of its restraint. In an album full of carefully constructed songs, it stands out for its willingness to explore moral complexity without resolution or redemption, presenting the reality of a harmful situation without offering comfort or escape. That quality of unflinching emotional honesty is central to what makes the song meaningful within Swift's catalog and within the landscape of contemporary singer-songwriter music more broadly.

Keep digging

Every hit has a story.