Single reefing line
I am not familar with the reefing system on the Catalina 380, but from your description, it sounds like a single line reefing system, the same as is installed on my hunter 37.5. A single line system is actaully a two line system. The aft line is tied around the boom (or some similar arrangement) runs thru the reef cringle on the leach, back to a sheave at the end of the boom, inside the boom to what is commomly called a shuttle car and back out the aft end of the boom where it is generally tied in a knot so it cannot be pulled back into the boom. The forward line is fixed at the mast, and then runs up thru the cringle on the luff, down to a sheave at the forward end of the boom, into the boom to the shuttle car (the same one that the aft reef line runs to), then back out the forward end of the boom, around a sheave and generally back to. he cockpit.As you pull the reef line in the cockpit, the cringle in the luff is pulled down to the boom. At the same time, the shuttle car is pulled toward the front of the boom. As the shuttle car is pulled forward, the aft reef cringle is pulled down to the boom. If the leach of the sail is fully reefed before the shuttle car has no more room travel forward in the boom, you will be able to reef the luff. However, if the shuttle car reaches the end of its travel inside of the boom and the leach is not fully reefed, you will not be able to reef the leach. This seems to be your problem. The solution is to shorten the aft reefing line, so the leach is fully reefed before the shuttle car runs out of travel. You can shorten either end of the aft reefing line. If you have a sketch of your reefing lines, this complicated description might make more sense. All of this being said, I am removing my single line system and installing a garden varietly two line system. While it is great to have a single line to control each reef, it never seems to work right. There is just too much friction inherent in that system.