Hey there!
Funnily enough I was in high school when I first started researching Anarchism-it was actually for my grade 12 philosophy course thesis...really interesting stuff and at the time, I got pretty into academic research. Emma Goldman actually happens to be one of my favourite political and feminist thinkers-she is an incredibly radical (and if you read her biography) fascinating person, even by our standards.
I don't think its my place to sit here and tell you that Anarchism can "work or not", because, given our current society and how it shapes personality/belief/goals ect. we are biased by that. As Chomsky said (another Anarchist thinker you should look into) what we often mistake as 'natural' human traits-are actually largely shaped by social function ect. ect. Hence why some Anarchists such as Kropotkin focused on 'altruism' as being a driving social personality, rather than greed-we are more given to altruism than greed (or some thinkers say equally) however our society/economy necessarily encourages greed more than altruism.
All I will say when studying Anarchism is don't listen to others until you have done your own research. Come to the table with facts, knowledge, and history before any discussion of the sort. Anarchism is one of the most misunderstood, understated, and badly misrepresented theories (maybe second only to communism, but so much less known than communism) and regardless of its practicality, there are so many relevant thinkers involved in Anarchist thought and history, and many injustices done to Anarchists and their movements (look up the Haymarket Massacres, the event actually inspired Goldman to pursue Anarchism). In fact, Anarchists were the forefathers to many prominent social movements such as free healthcare, womens rights, the draft/war, abolition ect. and Anarchists were one of the first groups to publicly contradict fascism and the Nazis in the early 1930s (even before the communists)...arguably even the communist/socialist ideals and policies would not be where they are today without the aid of many of these thinkers.
I'm sorry that I didn't answer your question directly. I would suggest you look up Proudhon and his "Spontaneous Order Theory" if you want more concrete understanding of practicalities...Chomsky also has a book
On Anarchism that is more contemporarily based...however, seeing as I was also in high school when I was studying this, below I've copied my bibliography I used for my research essay, and feel free to message me privately if you would like to read the essay-its no masterpiece, but even years later re-reading it, I feel it provides a very readable introduction to the theory, especially seeing as I was (assuming) around your age when I wrote it (I'm 21 now).
Also if you want any more help researching some of these thinkers, feel free to let me know, because I have access to some free PDFs/additional resources I came across more recently
:) .
Chomsky, N. (2014).
On Anarchism
Curtis, M. (2008). The Great Political Theories. New York: HarperPerennial ModernClassics. [This is a collection of many different political theories/summaries, which is interesting of itself but contains great information on Anarchism)
Goldman, E. (1970). Living my life. New York. [This is her autobiography]
Gornick, V. (2014). Emma Goldman Revolution as a Way of Life. New Haven: Yale University Press.
GREEN ANARCHIST INTERNATIONAL ASSOCIATIONG A I A Eco-Anarchist International Green Grass ConfederationGreen Anarchists' Network World Wide. Retrieved June 11, 2017, from
http://www.anarchy.no/green.html
Haymarket Massacre. (2011, August 07). Retrieved June 11, 2017, from
http://www.historyisaweapon.com/defcon1/augustspiesaddress.html
Hoffman, J., & Graham, P. (2010). Introduction to Political Ideologies. New Delhi, India: Pearson Longman.
Marshall, P. H. (2008). Demanding the Impossible: a History of Anarchism. London: Harper Perennial. [This is a massive book of about 500 pages but it contains everything you ever would need to know about the history of Anarchism and Anarchist theory, and goes over/summarizes all the main theorists, and includes pieces of their essays and work, great resource to start with]
Nicholson, C. B. (2010). Emma Goldman: still dangerous. Montréal: Black Rose Books.
Also, individually, I would look up:
Joseph Proudhon
Thoreau (he was a naturalist/Anarchist thinker and a beautiful writer)
Godwin
Kropotkin
Bakunin (one of more 'pro-violent' Anarchists, which is, to be fair, pretty rare among Anarchist though)
The Diggers (late medieval era group)
Shulasmith Firestone (radical feminist, who espoused the lesser tenets of Anarchism and free love, the conception of Anarchist sexuality, again, very interesting and very under emphasized, people have the misconception that all Anarchists were men just interest in blowing stuff up, when really, many great thinkers were women, focused on destabilizing sexist institutions such as the Church, marriage, the family, and prosititution)