It is impossible to exchange more than one item at a time in order to make multiple trades.

Note that each item trade can only be performed once per playthrough. The exchange item should be now in her nest. The player can quit and reload the game, use Homeward Bone or Homeward Miracle, or fall off the ledge and return to the nest (remembering to first rest at the bonfire in the Asylum). Successfully completing the trade can be done in many ways. If she does not respond, the item has either been placed outside her nest, or she will accept it. In order to exchange items with Snuggly, one must drop an item in her nest and wait for her response. Dropping an item in the wrong nest will result in its permanent loss. Instead, walking forward about twenty feet toward the asylum and turning left will bring the player to the correct trading location. Snuggly's nest is not the same in which the player is dropped by the Giant Crow. Snuggly is located in the Northern Undead Asylum, on a small ridge to the right of the asylum itself, just before the cliff where the Chosen Undead is grabbed by the Giant Crow and where a larger nest appears after the player returns to the Asylum from Firelink Shrine.

The crow 1 and 2