One thing I've learnt about trading is that you can't always compare it to the "real world". If anything, what ever you think you ought to do, you're best off doing the opposite. What ever you want to do, do the opposite. What ever you thought was correct is wrong. However, you can apply trading ideas to the "real world" - never try to outsmart a trader.
But it is true that we can only learn from our mistakes. I've told loads of people dipping their toe in the water to go slowly, start small and resist temptation to go big until they have a really good idea, close a trade if they think they're wrong, don't trade if you are bored; after two profitable trades, they go big and get raped.
The idea of working with a group of like-minded noobs is a funny one - they will all bring preconceived ideas to the table having read books and watched videos by failed traders. Nobody will bring real experience - at best they might be able to say they made a mistake buying Northern Rock because they thought it was cheap at £3.
Besides, what is a good tutor? They all say the same thing:
1) stuff on TA
2) stuff on FA
3) stuff on discipline
4) stuff on money management
5) a top secret indicator that nobody else knows about, usually a combination of the usual indicators with differing values; they'll change the numbers each time they have a new seminar and claim a revelation
I used to be heavily anti-tutor/seminar/coach/mentor if you look at my older posts on this forum; nowadays, I don't really care. If a noob loses £2k to a coach, they were probably going to lose their money, anyway. Might as well lose it to an individual rather than a faceless broker.
All you can do is keep trying, keep practising... and one day, eventually, before you run out of money, things may click.