Taylor Swift and Travis Kelce are set to host a wedding celebration at Madison Square Garden, drawing an estimated 1,000 guests from the worlds of Hollywood and sports. Amidst the festivities, a notable number of celebrity ex-couples are expected to be in attendance, potentially leading to awkward reunions.

Among those whose past relationships may intersect are Jack Antonoff and Lena Dunham, who dated for five years from 2012 to 2018. Dunham has previously spoken about cheating on Antonoff during their relationship. Both were reportedly spotted arriving separately at Madison Square Garden on the first day of the wedding festivities.

Suki Waterhouse and Bradley Cooper, who were together from 2013 to 2015, are also confirmed attendees. Cooper is currently in a relationship with Gigi Hadid, a close friend of Swift's and a guest at the event. Hadid's past relationships could also lead to encounters, as Zayn Malik, with whom she shares a child and who collaborated with Swift on a song, may also attend.

Ed Sheeran and Ellie Goulding, who were rumored to be in a relationship in 2013, are also expected. While Goulding has downplayed any serious romantic involvement with Sheeran, stating they only went on a few dates, the possibility of their paths crossing exists.

Sabrina Carpenter and Camila Cabello might encounter Shawn Mendes, with whom both have had past relationships. Mendes and Carpenter were reportedly spending time together in early 2023, while Mendes was later seen kissing Cabello. It remains unconfirmed if Mendes will attend, despite his long-standing friendship with Swift.

Swift's friend Phoebe Bridgers, who collaborated with the singer on the song "Nothing New," could potentially cross paths with her ex-partner Paul Mescal. Mescal is currently dating Gracie Abrams, another friend of Swift's, making his attendance likely.

Selena Gomez, confirmed to be attending, might see Taylor Lautner. Swift and Lautner briefly dated in 2009. Lautner and Gomez also reportedly dated in 2009 before Lautner began his relationship with Swift. Swift and Lautner reconnected as friends in 2023, with Lautner appearing on stage during Swift's Eras Tour and in her music video for "I Can See You."