Too Much and Never Enough: How My Family Created the World's Most Dangerous Man

by Mary L. Trump

Since September 1964, Donald had been living at the House and commuting thirty minutes to Fordham University in the Bronx, his attendance at which he’d avoid mentioning in the years to come. Going from the regimented life at New York Military Academy to the relatively relaxed structure of college was a tough transition for Donald, who often found himself at loose ends and spent time strutting around the neighborhood looking for girls to flirt with. One afternoon he came across Annamaria, Billy Drake’s girlfriend, standing in the driveway watching her father wash the family car. Donald knew who she was, but they’d never spoken before. Annamaria knew all about Donald from Freddy. As the two of them were chatting, she mentioned that she had gone to a boarding school near New York Military Academy. “Which one?” he asked. When she told him, he looked at her for a second and then said, “I’m so disappointed that you went to that school.” Annamaria, who was three years older than Donald, said, “Who are you to be disappointed in me?” That ended the conversation. His idea of flirting was to insult her and act superior. It struck her as juvenile, as if he were a second grader who expressed his affection for a girl by pulling her hair.

Donad college non regular attendance and "flirting" shot down