Any strong MAOI would be a dangerous move, unless you drastically lowered the dosage of both. Other than that, I don't think there's anything that would mix badly, or kill the roll. I wonder what smoking DMT on molly is like! http://www.erowid.org/experiences/exp.php?ID=1857
I took my first dose of 5-meo-dmt on the tail end of a MDMA party.. I haven't had the pleasure to try DMT yet.
for me weed fucks it up unless iv came down. alcohol doesnt do a whole lot and if it does it kinda just takes all the beauty out of it. xanax was good sometimes and bad sometimes, its really good on the xomedown though everytime. and i havent tried it but i heard heroin/oc just is not good at all unless your comin down or already came down.
5HTP or SSRI anti depressants will cause you not to roll. 5htp supplementation would have to cease 2-3 days before you roll, or it will counteract MDMA's affects.