William Howard Taft — Class of 1878
As the only person to serve as both president and Supreme Court chief justice, Taft earned his spot on our list. The 27th president went by "Old Bill" during his Yale days but later earned the nickname "Big Lub."
Taft also received the honorary title of "magog," meaning he had the most sexual experience while in the secret club, according to Alexandra Robbins.
Young Taft probably found entrance into the club rather easily. His father, former Attorney General Alphonso Taft, cofounded Skull and Bones as a Yale student in 1832.