The Collaborative International Dictionary of English v.0.48:

Riddle \Rid"dle\, v. t. [imp. & p. p. Riddled (r[i^]d"d'ld);
   p. pr. & vb. n. Riddling (r[i^]d"dl[i^]ng).]
   1. To separate, as grain from the chaff, with a riddle; to
      pass through a riddle; as, riddle wheat; to riddle coal or
      gravel.
      [1913 Webster]

   2. To perforate so as to make like a riddle; to make many
      holes in; as, a house riddled with shot.
      [1913 Webster]

The Collaborative International Dictionary of English v.0.48:

Riddling \Rid"dling\, a.
   Speaking in a riddle or riddles; containing a riddle.
   "Riddling triplets." --Tennyson. -- Rid"dling, adv.
   [1913 Webster]