Many thanks to Cora Richards for sharing her selfie with Keanu on FB. Photo was taken at Taran Tactical.
Ridaa Murad posted a short write up on meeting Keanu at Arch Motorcycle and included a photo on The Soho Loft News.
Many thanks to greenwindex for sharing a photo from the wall of the local Tokyo steakhouse on reddit and imgur and to Ayako for tweeting the link. Since Tim Daly and Alex Trebek are with him in the photo, it was most likely taken in 2009 during the time span of the Toyota Pro/Celebrity Race (either during training or on one of the race days).