Ford Ranger / B-Series :: 1991 - Clutch Master Cylinder Shaft Bent?

I spent the day with a buddy working on his 91 ranger 4 cylinder 2WD truck because the clutch master cylinder shaft that connects to the pedal bent. We took the old part out and replaced it, but now we are having problems with the little pin that holds the line from the slave cylinder to the master cylinder in place. For some reason, even though the line is securely in position and wont budge with the pin in, it still leaks so we are unable to bleed the clutch.

I have looked all around the internet, including this site and wasn't able to come up with any explanation as to why the line is leaking, perhaps it is because the line isn't pushed in far enough, but like I said, it is securely in place and I wasn't able to push it in farther before forcing the pin into place. My buddy and I spent about 9 hours working on his truck today, including probably 3 or 4 just on trying to stop the leak.