Ok I'm going to try to understand your scenario here.
OK, got that
So their vector is in opposite directions but they are not accelerating for the same amount of time? For the time both were accelerating was the acceleration rate the same?
OK
You've lost me here. If O accelerates for the longer period then doesn't this contradict the statement directly above?
So O then reverses their vector at a given rate of acceleration.
You've really lost me here.
They would not be dilated at all if I understand what you are trying to say.
Is this diagram accurate to what you mean?
at the start and end points there would be no dilation between O & O'. Their clocks would match. When they meet they would not be at the same frame as when they started.
Since they are travelling in opposite directions they would only be in the same reference frame for an instant and would not converge again unless one or both changed their vectors.