Psychedelics are a great way to explore your own mind, and if you have to question whether or not thats something you should really be opening and exploring, I dont quite think psychedelics are for you just yet.
Be comfortable with who you believe you are, then dig deeper to find out what truly lays beneath.
If you're not stable, or just arent ready for the exploration of the void, wait it out, they'll always be there.
I just wouldnt dive into psychedelics until you're comfortable with yourself and your surroundings.
You're going to make up your own mind though, so ill answer your second question as well.
I always think the 2C-x chem are a great way to dive into psychedelics, but then again im a definite phenethylamine man. 2C-B, 2C-C, and 2C-D are all very mellow, very upbeat, but also pretty deep and very psychedelic. They're also easily controlable and easy on the body. For a first timer, this is what I usually suggest.