It's getting late for you guys at work, so I post now what I did do. First, let me say that Jason was playing real, real, good that night. I knew NOT to let him have BIH because I would be in the same trap I was in now. I already had to kick out 3 or 4 times against him, not all successfully.
I knew that there was a possibility of nicking the 3 and making the 6, under perfect conditions, I would even have a shot on the 3 afterwards. I masse'd around the 5 and hit the 3 pretty full. The 3 moved the 6 out of the way, and the cb herded the 3 towards the pocket. Of course, with my luck, it stopped right on the lip of the pocket. Yes, Jason ran out.
The reason I posted this one- the masse' shot is known by everyone, yet unknown by most. By that, I mean, everyone knows about it, but few know how to aim it or shoot it. And, even fewer will even consider it a viable shot in a real game. I think it is the most underused shot in pool. Well worth knowing. Sometimes, it is all you have. In this case, I felt it was the best option for me to hit the ball. The two railer was possible, but you are coming very close to the 7 ball. I felt it was even lower percentage for me than the masse'. Masse' shots have gotten me out of quite a few jams in the past. This time it didn't, but it did come very close!
The three looks like can be hit by bending the cue ball one rail off the foot rail with draw and inside, but the 3 is a small target and the shot is really difficult to predict. Once I determine a kick is hopeless or too risky, which is the case here, I try to mess up the table.
Problem is this table isn't that easy to mess up and BIH gives him the 3-6 billiard - but that alone could be tricky getting position on the 3 afterward.
I might just bank the 8 to the rail and back to nudge up to the 5 ball or bank the 8 to the 3-6 group and hope I mess it up. I kind of like the 8-5 better because it looks like it would be pretty easy to pull off and let him shoot the billiard 3-6 or play safe.
In any case, I would want to give him as difficult an out as possible because he's the favorite to win from here anyway.
I like your suggestion of bending the cue ball for the hit on the three ball. Very little masse is needed if you try to hit the rail just before the hit on the three. If the three ball is not frozen to the rail this will satisfy the safe requirement and take the cue ball across the table.
At the worse if you fail to make contact on the three he still has to make the carom and position the three ball. If I'm going to give up BIH I'll do it but with a small chance of making a legal hit.
The suggestion of moving the eight to block the five ball is in my opinion is a weak one especially on a bar table against someone like Kirkwood.
Banking the eight toward the three is nice if it works but somewhat difficult and if you get too good against the three ball Jason would have put the nine ball up to the three ball with way way to hit the three except with a jump shot.
I would have attempted a soft masse' also - but only enough speed to get there and lightly touch off the 3 hoping the six would stop the three and the cue ball would be a little farther toward center of the bottom rail.
This bending kick shot sometimes is useful too, but somewhat hard to control. For those who aren't familiar with it, it's just straight draw. The draw causes the ball to curve after rail contact.
for money I'd kick it, but for fun I like the masse. Maybe I like the masse anyway.
It's hard to see it without the bar table but was a 'quick' masse available? sending the CB between the 4 and 7? If you hit soft and get an immediate curve you might find it easier to aim than the hard sweeping masse. The downside is it sometimes doesn't have enough juice to reach the OB, or just taps it into an easy position for an out or safe.