Tolstoy loving the username man
It's a hard question really, I answered before to the question "what is the compound to take for a numero uno" and I nominated N,N-DMT.
What my best personal trip ever was though is hard to pick. My second trip ever (on mushrooms) was the most intense experience in my life and after about 6-7 years (25 now) I still think I carry the after-effects with me. I would call it temporary enlightenment for sure, which happened after a hellish bad trip. It was such mental torture that I just let go and surrendered, I did not care anymore if I would die after that and surrender that is THAT complete apparently caused me to lose my ego for hours.
It seemed like my life until that point had been a dream dreamt by the only thing or entity that had ever existed and ever would, in timelessness or eternity. It was a zero-dimensional manifold of the universe and in it was everything but also nothing (nothing
in particular). What remained for those hours was a ball of light in a void, a one-ness.
It was far from or beyond good or bad, but at the same time I had to endure pure badness and be rescued by the pure goodness that was this release from it.
Intellectually my best trip was when I had an acidparty in a squatted house with matresses on the floor, a junglenet with glowsticks on the ceiling and every wall covered in psychedelic art made by these guys and their friends. There was a table full of (pretty advanced) audiotechnical equipment and a screen with a visualizer.
Everyone got blotter put on their tongue as if it were given as a sacrament in a church. The night was full of love and we walked around freely being total hippies and talked for hours. There was this guy specifically I talked with that had this extreme insight and he totally turned me 'on' to metaphysics and subjects of philosophical matters which later melted with me finding understanding in Buddhistic concepts.
Later when I came back to my dorm in the morning after tripping the whole night I told friends there I had learned more in that night than in the entire 6 months before that or more. I still think that my eyes were opened to important things that night and that 6 months can go by without having just about any serious realization...
Hmm my most recreational trip ever?
One that definitely comes to mind is with LSD with after a little while a snorted mix of MDMA and LSD, I'm sure enough quality weed/hash from a hashbar (called a coffeeshop here funny enough) and nitrous.
I saw amoeba flying around and the air looked like it was filled with a brickwork of biological cells. Colors flashed like a candystore, I was reminded of candycanes only it was red, white and blue as well. Wait though, I had a pretty bad reaction when I added nitrous at a certain moment though and my body went stiff as a 2 by 4, I actually got error pop-ups and windows XP error sounds in my own vision/consciousness and felt that my life-energy was threatened. My body 'telepathically' sent me the message something like "not cool dude! not cool", the dude part being kind of strange as well. I smelled an odor like something was burning, like I was a few inches away from a smoldering sinter or coal.
That freaked me out so I took a bike-ride to mellow out. I was okay after that but it's not the only negative combo-experience I have had or seen with nitrous so it was a fair warning.
Less than 24 hours later I actually ran a shift as a night guard in a hotel and had no problem doing that. Man I had a good condition back then, I guess I fucked that up a bit with similar irresponsible behaviour.
Lots of fun though.