While the leadership abilities of Abraham Lincoln are documented, there is also speculation that he was gay, possibly even having engaged in a sexual relationship with his closest friend, Joshua Speed. Lincoln was also depressed and suicidal. Using psychological knowledge, this article reveals an interesting look into Lincoln’s fears and sexuality, including how Speed’s letters to Lincoln might have prompted Lincoln to court Mary Todd, and later, led to breaking off his engagement to her and becoming delusional. Speed’s letters shine a fascinating light on Lincoln’s psychological behaviors.