Sai has short, straight black hair, and dark eyes which contrast with his translucent-looking pale skin. He wears a short black-and-grey jacket with red straps. The rest of his outfit consists of a high-collared midriff shirt, a jacket with a long right and short left sleeve, black pants, shinobi sandals and gloves with his index and thumb fingers exposed, most likely to facilitate the use of his drawing based techniques.
Sai can produce artist drawings that can come to life by using chakra-infused ink. This technique is known as Super Beast Imitating Drawing.
Sai is invited to watch the flowers with his teammates along with Taka. There, he meets the former member of Team 7, Sasuke Uchiha, who comments on how weak he is. Sai then asked if Sasuke can proof his manhood, in which Sai pulls Sasuke's pants down and is impressed with what he sees. As Naruto and Sasuke continue their rivalry with cards, karaoke, and finally an eating contest, they use ninjutsu to clash with each other, destroying the party in the process. Kakashi then arrives late to see everyone lying down on the ground and the cherry blossoms destroyed.