It generally takes somewhere around 20 to 30 years for syphilis to really start to take its toll, so Trump would have had to have most likely gotten the STD sometime between 1988 and 1998.
According to the article “Sexually transmitted diseases in the USA: temporal trends” by Sevgi Aral, Kevin Fenton, and King Holmes, syphilis peaked in the US around 1990. So during the most likely time Trump would have gotten syphilis, the STD was five times more prevalent.
The man has said himself that he’s “had” many women in the past, and he was especially busy around the time of divorcing his first wife Ivana in – you guessed it – the early 90s (1992). He compared his past sexual promiscuity to the Vietnam War with Howard Stern in a 1997 interview.
“I’ve been so lucky in terms of that whole world,” he told Stern regarding his past dating life. “It is a dangerous world out there-it’s scary, like Vietnam. Sort of like the Vietnam era. It is my personal Vietnam. I feel like a great and very brave soldier.”
Maybe He Stepped on a Syphilis Mine While on Deployment in His “Personal Vietnam”?