Experimenting with actions and not knowing the aftermath

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Do you ever want to do this, but you don't want to take any risks?

I know that this is an important part of learning what not to do, but sometimes I just don't really want to take a chance in fear of making a fool of myself, or having a bad result.

Like, for example, if you are playing a social game that gives you multiple choice options, but don't really know the right answer, and you choose a random one that sounds good to you, but you're afraid it may end up being wrong. Or knowing a right answer, but wanting to experiment with other options to see if they're right too.

I occasionally come across these issues, and I always try to avoid them, and not do anything. But I feel bad about that, because I miss an opportunity to learn something.

Just go for it. What do you really have to lose anyway?

Look at the worst consequences.
Testing out a social skill on boss = boss may develop dislike
smiling at a stranger and saying, "how's the weather"- he might ignore you
flirting with a girl - worst case rejction

As an aspie that is actually a salesperson
NT's blurt out random things, that's what makes socialing so much "FUN"
The more safe and predictible the social script is the more boring it is for the NT.

I understand going up to complete strangers and thinking. " I have to make this person like me or I'm not going to make my rent."
Striking out sucks, but you can't get to your goal without a few set backs.