I'll make this as short as possible...

I've got a dealer whom I've trusted for a good time now, and I pitched in for some shrooms/alcohol for a good night. Long story short, he shafted me and has my money.

Won't answer my phone calls, etc.

So now, I need my money and/or drugs to compensate for the loss.

I'm planning to call him under a different number (since he will not answer my calls) and set up a "deal" for some pot.

Upon getting to his house, I'll just ambush his ass and regain any possible things he has.

Any suggestions on how to go about this?

He's basically my size, a little shorter and a little "thicker". I plan to dress completely opposite to my appearance and use the easiest force possible.

There's also no worry about him reporting the attack because:
A: He's a drug dealer..
B: He has a curfew mandated by the police for prior abuse charges.

So Totse, how should I go about this?

suck his balls

I was thinking about it, but I don't think I could do it quick enough for a surprise attack.. =/

If you need to, find a friend or too that owes you a favor. It is better working in teams. Now, If you want to keep it non personal, wear a mask. Now, park a block or two away and walk to his house. Proceed to break in. Pull a gun on him and let your friends beat the shit out of him or vice versa. Bring a bat for best effects. Or, just die your hair, put in contacts, dress differently, and walk in. Wear gloves. Make small talk, then when you get in range ram a hunting knife in his stomach, and twist. Proceed to beat the living hell out of him.
The fucker thinks he can fuck you over right? Wrong. Show him the consequences. Throw salt in his wounds or douse him in acid. Rub the tip of your gun in to the wound. Stick the gun in to his mouth and make him give you reasons why you shouldn't blow his brains out. To prevent him from getting revenge any time soon, break his kneecaps. Proceed to take his stash and cash.
Hell, take his TV too. Remind him if he ever thinks about fucking you over again you will slaughter him in front of his sister, and then fuck her.

Alright, well I can't cause to much physical harm to this guy. But I can leave the threat that if it happens again, there will be dire consequences..

And I could steal his TV as well. Breaking into his house is a problem though, because this douche bag still lives with his mommy.

Anyway, I can get him to meet me outside. I was just thinking making a garrote and silently taking him from behind.

And then not actually killing him, but incapacitate him while I go through his pockets/room.

Yes, use piano wire. Or, you can tie barbed wire to his balls and take doggy for a walk.

Stake out his house. Get a buddy to call his house while you are waiting and get him to bring lots of drugs to "sell" to your friend. When he walks out jump him and take all his shit. Easy peasy.

Wear a mask too. and maybe use mace on him.

how about just chalk it up as a lesson. lesson being, dont trust people with your money. my motto 'trust is a luxury i cant afford'. i front people stuff, but i have their addresses and guns, i dont have to trust them

you could be over-reacting though. people i front stuff to, the first time i call and they dont answer, im already getting myself hyped up. it could just be the weed, it makes you think the worst of people.

learn a lesson, and tell people he ripped you off, and cant be trusted.

Honestly the amount of money he took from you is not enough to go to jail for. Dont buy drugs with money you cant afford to lose. Take this as a lesson. That being said, if you have a gun use it. Don't shoot him, just go over to his house when he opens the door bust in and put a gun to his face. Tell him if he ever fuckin takes your money again youre going to shoot him. Then proceed to take more product than you bought.
Now, if you do not want to do this, then wait outside his house for a few days, him and his mother have to leave sometime proceed to break in steal something of value, and take his mothers shit too.
Or, if his mom doesnt know that he deals, simply go to her house and tell her about her sons actions, and see what happens from there.

wtf. I am in the same exact situation.

what amount of money is enough to go to jail for? He's got my $2000.