Well, I doubt it will matter because any enthusiast will try to get their hands on all of them and give them a try.
But I'd say go with N N DMT first only because when people say "dmt" it's probably what they're talking about, if you wanted to get into the conversation.
I've also tried 5 meo before, and holy god was it scary. It was like falling, falling forever into a deeper, wider, swallowing mouth of an abyss leading into a black hole, with god's eyes watching you the whole time but you could not see them. In consolation, I kept trying to tell myself that I would live through it, but soon forgot how to speak to my own mind I was overcome with so much awe. It was about as much of the everlasting infinite I could stand to behold.