I think this can and has been happening. While my transitioning came from the conservative side of things*, I hold a distinctly more liberal viewpoint now, where I'd be more aligned with liberal causes than "conservative" ones. (Fully acknowledging that the words liberal and conservative are remarkably warped these days)

*if you care, my jettisoning the Republican-conservative viewpoint was the cause, not the premise of being "a Republican who wants to smoke pot or pay less taxes." I think the unfortunate influx of this sort is souring potential liberal interest in the LP/libertarian cause to a degree, combined with the rising prominence of Randroids.