When you have had so much sex with a lady that she can no longer walk. A reference to former president Franklin Roosevelt, who had polio for most of his life and was confined to a wheel chair. This term is believed to have originated on the campus of the University of Central Florida.
"Man, did you hear me crank that Roosevelt on her last weekend? She hasn't been able to walk for 2 days".
by Kurt Quinn October 31, 2007
whacking off while wearing rounded spectacles
I was able able to sneak off and crank that roosevelt before my niggaz came through.
by Joe Suds November 04, 2007
When a person masturbates to the wife of a president (dead or alive.
Dude I love to crank that roosevelt to Nancy Reagan all the time.
by Wildcatss October 28, 2007