What does it mean when one start having a particular dream over and over again, that it's even gets deeper each time it happens. Does dream really mean something especially when u're having it about a particular person on a particular omen?

You can't dream the same dream in two days, Not possible, however you could recognize same faces/object in different dreams.

Now what happens is during sleep, you brain is active filtering new information to save and discarding useless information, dream is just a result of the filtered useless information that why dreams makes no sense most times.