I played for a bit HU and was thinking about leaving as opponent seemed to be ok, when a 3rd opponent sat down and he is marked as a weak player. It means he misplayed the hands before, but I don't have a note about it.
After a few orbits this hand happens. Full staks.

Preflop: I raise OTB to 16, BB(weak player) calls.

Flop (34):
He checks, I bet 27, he calls.

Turn (88):
he checks, I bet 66, he CR AI to 550.
I think what a strange line... and?

Thoughts?

I think I'd push all in. It's 3-handed so any two pair is clearly a monster. He could easily be overplaying AJ, AQ, AK thinking he has the best hand, and if he's weak he may not be 3betting these hands preflop. I don't think he'd raise so much with a set, he could easily raise less and leave enough to put you all-in on the river. He could also very easily have a heart draw, I see a lot of people overbetting huge amounts when they have a draw and don't want to play much poker, they just shove it in and hope for a fold. Possibly something like for the pair+flush draw.

Anyway, I don't see how you can fold this, especially as you have him marked as a weak player.

Ugh. At first i thought this was a insta-muck but the more I think about it the more I think you can call here. Villain must put you on a big ace here, so he could be doing this with AK. I fear A7/A6/A2 here though, all are in a typcial donk's range.

Bottom line: Your hand is deceptive and there's no way villain thinks you have more than AK here. He may be counting on you to fold like 90% of the time or more in this spot. You hand is better than he thinks it is...so I call.

Disclaimer: In the heat of the moment I probably run out of time and fold.

I call. Villain shows retarded ace. SHIP IT.

I almost run out of time (15sec, no time bank), I thought that AK is probably a fold. With 76 I was very unsure, it seemed that 67=AK here.
Additional question would you call with AK here?

And results in white, so that you can think about AK.

I called he had 72s. Unfortuntely he left just after that hand, and I couldn't make a note, about his play.

I would fold AK in your spot - also, where can I find players who call raises out of the BB with 2-7 then call a pot-sized bet with bottom pair?

But it was SOOOOOOOOOOOTED!!

I would also call with AK there, for the reasons I stated above.