When Obama first moved to New York in 1981 as a junior at Columbia, he lived in an apartment on West 109th Street. Since the heat didn’t work, the apartment was freezing and Obama and his roommate were sleeping in sleeping bags to stay warm. To stay warm, they eventually resorted to camping out at Columbia’s Butler Library, which was open all night. To save money, they ate often at Tom’s Restaurant—future site of the fictional Monk’s on Seinfeld—and ate breakfast for $1.99.
In December 1983, Obama began dating a young woman named Genevieve Cook. Cook says the future president had a set routine for his lazy Sundays. He would “lounge around, drinking coffee and solving The New York Times crossword puzzle, bare-chested, wearing a blue and white sarong.” It is unrecorded how Obama’s roommates felt about this.
Full piece at The Daily Beast