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HAHA technically very true.

Choice!

Don't feel bad, you're the 4th person to confuse yourself in my words, haha.

No, the word is not choice.

FAIL!

BOOOO!

I could read the rules but this may frustrate you a little more... How many times can we play?

As often as your ego will allow.

I'm a huge fan of failing my way forward so bring it on! BTW, I am hopeless at cryptic puzzles so I may give up lol...

Lets get...

Choose

Out of the way.

Fail. Please fall forward one place.

How about just plain...

Cryptic

Your mind does work in odd ways...

Had to start back here as even though there is no cliff face, without @ginabot I would not have known there was no cliff. Can't see that low in my comments lol...

Universal

Last guess!

Quitter, wrong answer.

Oh poop, I only said last guess cause I was sure I was right! haha. I shall endure.

Life

Nope, incorrect and wrong, lol

Ohhhh, Now I find myself...

Searching

for new answers, I enlisted @shai-hulud's help :)

And now I think he's going to pip me at the post. lol...

His was pretty good, lol. Just not the word.

What about

free

lol, yes they are all free pictures but that is incorrect.

How about LOST

OR LOOSE

As in loose yourself in all those circumstances.

I'm certain that it is

uncertainty

and since I'm not really certain lets go with

oppertunity

I just saw this. I normally would have given the prize on a misspelling if I had seen it. This reply was to you and not to me so when I checked comments I missed it. I will make it up to you in the next week. Sorry.

Shit happens more annoyed with myself for not checking it was posted on your comment. Hindsight 20/20. In my head we won anyways as we guessed it before anyone else. 😁😁😁 told you I would lol!