From 1981 to 1993, he lived in the United States. He was among the first
generation of students to study abroad following China's reform in 1980,
being one of the 161 students to take the TOEFL (Test of English as a Foreign Language)
in 1981[13]. For the first few years, Ai lived in Philadelphia and San Francisco.
He studied English at the University of Pennsylvania and the University of California,
Berkeley.[14] Later, he moved to New York City.[11] He studied briefly at Parsons School
of Design.[15] Ai attended the Art Students League of New York from 1983 to 1986, where
he studied with Bruce Dorfman, Knox Martin and Richard Pousette-Dart.[16] He later
dropped out of school, and made a living out of drawing street portraits and working
odd jobs. During this period, he gained exposure to the works of Marcel Duchamp,
Andy Warhol, and Jasper Johns, and began creating conceptual art by altering
readymade objects.
Ai befriended beat poet Allen Ginsberg while living in New
York, following a chance meeting at a poetry reading where Ginsberg read out
several poems about China. Ginsberg had travelled to China and met with Ai's
father, the noted poet Ai Qing, and consequently Ginsberg and Ai became friends.
When he was living in the East Village (from 1983 to 1993), Ai carried a camera
with him all the time and would take pictures of his surroundings wherever he was.
The resulting collection of photos were later selected and is now known as the New
York Photographs. At the same time, Ai became fascinated by blackjack card games
and frequented Atlantic City casinos. He is still regarded in gambling circles
as a top tier professional blackjack player according to an article published
on blackjackchamp.com.