D&D board game: me v.s friend how do I win?

Question

I myslef am a barbarian and my friend is an assassin we play the game differently, we use third person otherwise instead of using a board our DM just tells us what happens. so basiclly if i wanna run up to him i can without having to move a bunch of spaces. If i go first I can kill him no problem but if he goes first it will be a battle. see our dm gave us some different things and my friend as an assassin can meld into shadow and he has this cape that he can use to transport to other shadows. he also has that one death move where he waits 3 turns to kill me and im done. he also has the ability to put me to sleep for 2 turns. so when it is my turn and if he is in the shadows i cant hit him but i have an 18 on spot so i will most likely find him but he has a 22 on hide so if he can roll to see if his hide beets my spot i got no chance. but what i really want to know is if he can use that "hide" throw when he is getting ready to one hit me. please help the battle is tommorow.

Answer 1

Your best bet is to have your DM create and/or use a dungeon in which the two of you will traverse. This dungeon should be fairly difficult, so that there is little probability of either of you getting out alive. The goal is for both of you to get as far through the dungeon as you can. The creatures in the dungeon should have an equal chance of attacking either player, or have specific rules about how they will attack that are fair to both players (e.g., the character who is closer to the creature when it appears is the one who gets attacked). There is no treasure in this game, and neither of you may attack the other. The player to reach the exit first, or the player who gets closest to the exit, wins. Good luck. - LJS

Answer 2

No one ever wins playing D&D, it never ends.

Answer 3

I understand that people play the game differently.  Rules are up to the DM's interpretations and rulings.  I'm thinking you are using the 3.5 rules.

BUT.  Several items I would question.

Why can't you hit him when you could see him?  Is your friend in another plan, in the shadow plane?  Is your character standing near a shadow?

What type of "hide" does he has?  It HAS to be magical (Like an invisible spell or some magic allows him to hide in shadows when someone is looking at him.  Because no matter what you cannot hide in shadows if you already know were he is and concentrating on him.   He could roll a 20 with his 22, you CAN see him.

Personally, I smell something fishy with some of the rulings.

You have to understand that the DM is the final say.  Your opponent loses his HIDE when comes to attack you (phasing in from the shadow plane?).  BUT you can anticipate his action by (I forgot the term) taking a standard action by saying I will wait until someone come close to me an I will attack (You can't do a full round attack).  Again it can be limited by your DM on space or facing and not 180 degree.