It cannot be known for certain when the first riddle was created. However! Riddles have been found in English poetry that date back to the 7th century AD. There are also references to riddles in the Old Testament.
The Magic Riddle was created in 1991.
The Riddle of the Stinson was created in 1987.
The Riddle of the Sands was created in 1903.
Tell Me a Riddle was created in 1980.
Riddle Airlines was created in 1945.
The Riddle of the Wren was created in 1984.
Riddle - album - was created in 1999.
A Riddle of Roses was created in 2000-10.
The Riddle Rider was created on 1924-11-23.
Riddle Box was created on 1995-10-10.
Riddle of the Seven Realms was created in 1988.
Victims of the Riddle was created on 1979-07-27.