SB lost his chips by bluffing on multiple streets.

Like you, I thought that 88 was unlikely due to there being only one combination possible. I extended this reasoning to opponent possibly having TT. And I thought if someone limped with QQ and caught a set, then bully for them.

Also, I widened the SB's range for check-raising due to his shallow stack.

I see people responding saying call. I actually pushed, figuring I wanted to get rid of any other straight draws or two pair draws. Hmm.

Result in white:

<font color="white"> SB has top two pair.
BTN has straight.
I am drawing to 2 outs. </font>