M_Boats: Is this normal?

We are brand new to sailing and just purchased an M-15 (hull 322) on which to learn. On our first sail (we were out of town) the CB would not drop. Took her to a marina and they provided a temporary fix by "shaving" the CB which they said had expanded. After returning home we took her out yesterday for about 3-4 hours. Halfway through our sail water small amounts of water (no more than 1-2 cups) began to enter the cockpit through the hole at the CB rope. IS THIS NORMAL? Am suspicious we have some major CB work ahead of us. Can anyone confirm this? Is it safe to continue sailing? Thank you in advance for any insights, advice, etc. Nancy Lau