I had the same problem with the Dragon, and the solution was to select the word from the speech menu ption rather than typing it in - add it to the ever growing list of bugs.Cant help with Enchant, I am having difficulties grasping it myself, all I can get is stupid spells enchanted on the weapons.
On getting the Assassign skill ... spoiler below
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Speak to Scantrill north of the 2nd town at the burned out house (marked on the paper map supplied with the game). He wants you to kill Raskallion, if you do this and return to him he will give you a reward of an Assassin's Dagger, then just go to the Pawn shop in the 2nd town and the party member with it will be invited to become and Assassin. Finding Raskallion is the hard part ! - he is at the bottom of Stout Mine. Before you decide to turn in your new found Assassin Dagger its a real cool 2nd weapon and almost worth keeping.
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