Ed Sheeran and Courteney Cox have made some memories that they may not want to keep photos of in the pockets of their ripped jeans.

The 30-year-old “Photograph” singer was a guest on Monday June 28th on the Late Late Show, where the host James Corden asked Ed if he would run into best friend Courteney when visiting Los Angeles. Ed explained that since a mutual friend introduced him to Courteney, the Grammy-winning winner has enjoyed ordering unexpected items to come to his friend’s apartment.

According to the Bad Habits actor, Courteney once proudly told him she could buy anything she wanted from her Alexa device. This somehow led him to order what he called “an SM leather gimp mask” how to do it.

“So she walks out of the room and I say, ‘Alexa, order me a leather gimp mask,'” Ed said with a laugh. “Without my knowledge, Courteney’s assistant opened the post and she found this mask and immediately said, ‘Oh, I don’t think I should see this,’ and left it on Courteney’s bed. And Courteney comes up and she’s … like, ‘Where did that come from?’ “