Airlines complain that they are losing money because too many flights are nearly empty. At the same time passengers complain that flying is miserable because planes are too full. They could both be right. When a flight is nearly empty, only a few passengers enjoy the extra space. But when a flight is full, many passengers feel the crunch.
Another example happens when you are waiting for public transportation. Busses and trains are supposed to arrive at constant intervals, but in practice some intervals are longer than others. With your luck, you might think you are more likely to arrive during a long interval. It turns out you are right: a random arrival is more likely to fall in a long interval because, well, it’s longer.