The relationship between Taylor Swift and mogul Diddy has left netizens curious. Recently, online buzz resurfaced when a 2011 episode of The Rachel Ray Show featuring Taylor Swift was dug up. During the episode, the singer played a game where she had to choose a group of famous stars, including Diddy, Katy Perry, Jennifer Lopez, Justin Timberlake, and Sheryl Crow, to attend a dance with her.

The Singer Chose Diddy as Her Dream Dance Partner

Born in 1989, Taylor began praising everyone in the group. When it was Diddy’s turn, she stated, “Diddy has always been really nice to me; it would be great if he could join the dance.” Host Rachel Ray chimed in, “He is a gentleman, isn’t he? A lovely gentleman.”

In a rapid-fire celebrity quiz segment called “Quick Decisions,” Ray asked, “Who would you take to the prom?” Swift replied, “It would be a group, and it would be a really fun group.” She then presented photos of Katy Perry, Jennifer Lopez, Sheryl Crow, Justin Timberlake, and Diddy, proudly holding them up.

While Swift was selecting the photos, Ray jokingly mentioned that the Teenage Dream singer was “going to a very odd prom.” When Swift displayed all the images, Ray exclaimed, “No way! Look at that! That’s a group! Now, why, why is there such an amazing group?”

Swift responded by complimenting each of her choices, and when itcame to Diddy, she said, “Diddy has always been really good to me.” Ray added, “He is a gentleman, right? A lovely gentleman,” to which Swift replied, “He would be so happy to join the dance group.”

Shortly after this clip was shared, it sparked a strong wave of reactions, with viewers commenting that the footage “is no longer beautiful.” “Oopsie,” one TikTok user wrote, while another remarked, “As millennials, we admired these people. We had no idea what was really going on. This is like Fearless/Speak Now Taylor. She was only 19-21 here.”

In addition to praising Diddy on this show, Taylor also posed for photos with him at the MTV VMAs in 2009 and 2023. On social media, many netizens expressed sympathy for Taylor Swift, defending the singer by saying she was too young at the time and unaware of Diddy’s alleged crimes. Moreover, they noted that Taylor has always treated her colleagues and fans kindly, so her actions are not surprising.

One user speculated, “When she says ‘Diddy has always been really good to me,’ she might be trying to save herself,” while another commented, “We were so naive back then,” along with a crying emoji.