I still struggle to see how people LIKE doing shrooms.
Don't people who take em recreationally struggle with any of the emotional things they bring up?
[Warning - Ramble]
I started writing a long essay about this, as it's an interesting question, but in the end it boiled down to the fact that we all, as individuals, react differently to the substances that we put into our body, for an enormous variety of reasons: what are you taking? Why are you taking it? What are your expectations? What are the life experiences you may be forced to look into more deeply than you are comfortable with? What kind of mood are you in at the time? Do you experience depression or anxiety? Where and with what sort of people is the experience taking place?
This is a list that could go on just about forever, and it's going to vary from person to person. I get highly anxious if I smoke cannabis, but I know many people who enjoy it enormously. In any event, I am just ruminating, and stating the obvious.
The recreational aspect of shrooms is an interesting topic as well - It seems a lot of people feel it is not an appropriate use of the drug, and I disagree with this personally; I have had some of the most incredible evenings of my life, simply sitting in a chair (or dancing around an empty room), with a pair of headphones and the ability to close my eyes, see some beautiful patterns, and bury myself in the manifestation of another human being's expression of their art through music, which, while enormously enjoyable, is recreational, by definition. Also, doing this with people you care about deeply is an extremely valuable experience.
That being said, and I am getting semantic here, there truly is something special about psilocybin (in my view) - I am a stone cold materialist, with no sense of there being a higher power/s, or really anything outside of what we currently understand about the nature of reality. That said, I've had moments that I would cautiously label as approaching spiritual, which for me is a fascinating mental place to be in, compared to where I normally reside.
As for the emotional things that can be brought up - Well, since this will differ from person to person, everyone is going to have a variable answer to this.
For me, personally - I am (although I most certainly could be wrong about this), relatively self-aware in the context of my personal history, experiences, current and past fears and the various existential conundrums that fill my head. As such, I don't find going down the rabbit hole is an entirely uncharted path, as if there be dragons, I can usually anticipate their nature and prepare accordingly. That being said, I don't feel ready for an ego-dissolving rocket into the unknown, which is where, I believe, the real magic can happen. One day, perhaps.
And finally, and this opinion may be frowned on - If a person is going to take any substance that might cause psychological distress, there is no harm in having something available to lessen a negative and frightening experience (and what I mean by this is, for example, having something like diazepam available for someone who is tripping their tits off and freaking out), unless the very purpose of the experience is to face your fears, which is also of course perfectly valid, but something that requires thought, support and preparation.
*edit*
I ended up writing a long essay regardless.