Yeah I figured the nasty taste and smell of DMT would wake up many people, but like some of you mentioned, the IV isn't a bad idea. Do it like the hospitals; the needle goes into that *thing* (correct me) that's already in your arm to keep it there for the next few days. That prevents pain from the needle completely. Then you can tell him/her "be ready for something big while your sleeping in the next few days...."
haha this just sounds too awesome. Your dreaming already. what if it makes the dream EXTREMELY intense, not Inception style, but very real. I'm assuming too much DMT would just wake the person up, so that's why I just said a fat cloud of smoke so it wouldn't be too much plus they wouldn't be holding in the smoke, so getting a high amount of DMT in their system stealthily will be quit difficult using smoked DMT.