If I block a 5/5 monster that has trample using my 3/3 creature that has shroud, do I still take trample damage?
If I block a 5/5 monster that has trample using my 3/3 creature that has shroud, do I still take trample damage?
shroud protects against the creature being targeted. Trample damage has nothing to do with targetting.
So you would take the 2 trample damage in this case.
Shroud stops targeting and targeting only. Trample has nothing to do with targeting, so shroud doesn't interact with it in any way - you'll still take damage here.
EDIT: Nath'd. Curse you.
Fluttershy is best pony.