This study analyzes the stylistic and rhetorical aspects of Trump’s tweets, focusing mainly on tweets sent during his electoral and presidential period. As stylometric findings should be based on a comparative basis, a corpus of tweets written by Obama during his presidency, and those posted by the White House account during the same period are employed to reveal Trump’s specific stylistic idiosyncrasies. In addition, the most characteristic words and tweet features are analyzed, indicating that Trump mainly refers to himself or to close relatives. This study points out that President Trump is always driving an electoral campaign, refers positively to a single news source, but generally I-words are not overused. Even if inappropriate words occur from time to time, their frequency level is lower than typical male Twitter users. Finally, Trump’s rhetoric can be characterized by a definite and negative tone without many references to people. His judgments are definitive and emphasized with grandiose adjectives.