Doesn't compete with miscellaneous gorillas, giraffes, and killer wales but here is my $0.02.
President Mugabe from North Holt to Jersey and back (just had to make a deposit I guess.) in a BAC1-11
Lots of farting cadavers out of Dallas in a C402
Guns to Kazakhstan BAC 1-11
Boxes of Crabs and Crawfish from New Orleans regulars for us.
A diabetic prisoner Dallas to some prison hospital in Missouri, he had both legs amputated and was strapped into the back seat of a BE55 baron. On arrival and while waiting for the ground transportation to arrive we ordered pizza from the FBO and offered to share it with the guard. I asked if he wanted to stay by the aircraft and eat it there he replied "Naw lets go inside and eat, he a'int gonna run off"
An ironing board, and a few kids toys RAK to Heathrow, it's good to be the king.
A case of coke (cola) and a sack of potatoes from Dallas to Gunnison Co. I guess they don't sell it there.
Not exactly freight but.....
Katherine Zeta Jones LAS to VNY
Kiss
Jon Bon Jovi
Bruce Springstein & E Street Band
George Harrison
Jim Capoldi
Many pro ice skaters and NBA teams
Emerson Fittipaldi
Al Pacino
the list goes on