During storms with heavy winds from the direction that the window faces, water penetrates under the window sill on the right side. (see attached photos) It would appear that the water penetrates under the bottom sash and goes into the hole on the right (where the vinyl covering ends.) Presumably the plan was for that water to exit the outside bottom weep hole on photo 2 but perhaps after 18 years these are blocked with dirt. (There are other weep holes higher up, which presumably remove water from the higher drainage plain, which probably work ok.) You can see the 'two-step' design of the drainage plain, which strikes me as a potential problem that traps water at the crack between the two. I thought of plugging up the side gaps wiht caulk but then where would the water go? How do you clean up these weep holes if that's the problem? Thanks.