Ed Sheeran dressed as Pennywise for a Halloween surprise in NYC, sharing funny videos of himself in costume.

Ed Sheeran surprised New York City fans on Halloween 2025 by dressing as Pennywise from *It*, sharing videos of himself doing everyday activities in full clown costume, including sipping coffee, eating pizza, and waving at children while holding a red balloon. A time-lapse showed the transformation process, and he referenced a viral AI-generated monkey meme of himself in a humorous caption, continuing his tradition of lighthearted, self-aware holiday posts.