Jeff decides to choose Diana, and not just anywhere on Diana, but her panties. So, Jeff starts off by running over to her; He cannot see her panties yet, as she is wearing shorts, but he will soon. Diana immediately feels him, however, so he has to drop down into her socks to avoid being seen; (This is going to be harder than I thought.)
Trying again, he instead jumps out. He starts thinking; If he can get high enough, he can jump onto her shirt and climb down. From his current angle, he's unable to see it, so he cannot verify that she's wearing one, but she wouldn't go out of her room without one.
Alternatively, he can continue attempting to climb up her leg, however he's seen that she will check quickly. He'll need speed for that option.
He continues thinking; A third option he could do is to swing off a loose string or something. While thinking however, he feels that it would be in his best interest to make sure she can't walk away; So, he jumps back into her socks to decide...