The Amazing Spider-Man #345 (1991)
“Gun From the Heart”
Writer: David Michelinie
Artist: Erik Larsen
Spider-Man is hired by Sapirdyne through Silver Sable to neutralize Cardiac. Spider-Man agrees. They set up a sting. But Sapirdyne also plants Boomerang on the boat to take out Spider-Man. Spidey and Cardiac fight. Boomerang tries to take out Spidey but Spidey sends him into the water. Cardiac manages to blow up the barrels and escape.
The symbiote climbs in the window and attaches to Eddie and they break out the wall. Some of the symbiote is left behind and drips next to Cletus Kasady’s hand after Eddie leaves.