It just sounds to me like one of Freuds theories, that dreams are the fulfilment of a wish. By that I don�t mean you might be subconsciously wishing to go out with other people, but that you might be wishing these �outings� were happening with your boyfriend and because it hasn�t been happening, you can�t see him in the dream. Dreams are a collection of memories, fears and desires - usually all rolled into one.
Subconsciously your mind is telling you that this is what you want, so some good advice above, arrange a special night out and stop worrying.