When a reservoir experiences water influx, the actual source of the water often cannot be ascertained with precision. Thus well work over measures to minimize the water may not be easy to fashion. Bottom water encroaches through the bottom of the reservoir and rises vertically, appearing in all the wells in the field at the same time, if the wells experience the same production histories. This further makes work over difficult, more so, if there are other external fluid influences akin to a top gas. However, if the arrival time is known, then factors affecting bottom water movement, with or without any other contiguous top gas, may be studied with a view to fashioning an effective work over to mitigate premature water arrival into the well. Horizontal wells are already known to delay encroaching water breakthrough time. For a cross flow layered reservoir completed with a horizontal well in each layer, flow dynamics will certainly be different from a single layer reservoir due to differences in individual layer, layers fluid, wellbore and interface properties and rate histories. In this paper, theoretical expressions for predicting dimensionless breakthrough times of horizontal wells in a two layered reservoir of architecture like letter ‘B’, experiencing bottom water drive mechanism of different patterns, with or without a top gas, are derived. The theoretical breakthrough times are based on dimensionless pressure and dimensionless pressure derivative distributions of each identified model. Twenty-seven (28) different models emerged as the total of the different models possible.