It's a cointoss, alone you don't have to worry about anybody, but there also wont be anybody to laugh with either.
Tripping with people can be fun whether it's an introspective trip or not, but I prefer not introspective because it's more comfortable that way. 2C-I made me kinda feel pushed to find out "why", like why is the sky blue - because of the atmosphere etc, questions that just NEEDED a response. It's eyecandy and feels good but a little to much thought required. 2C-T-2 & 2C-T-7 are nice in this way, the visuals weren't as stong but that is ok because my head felt fine enough to watch horror movies (Silent Hill, Lawnmower Man) and also be around people new or old. 2C-T-7 makes me HAPPY, that one is a big winner.
If you're gonna do with people it depends on who, probably not a good idea to do it around people that have a problem with you tripping. Another aspect is the come-up and peak, if you are taking something that is introspective you might want to do that alone instead of at a club/festival etc. If you're out somewhere with other people, don't ask "who's bong/drug is this?" People might think you're wired and then you'll have to get naked, just sayin...