Jack and Jill (2011)

In Jack and Jill, Adam Sandler takes on dual roles to play fraternal but look-alike twins. In the role of the female counterpart, Sandler creates a disparaging drag act that is crude and unkind. He relies on clichéd gags about masculine women for cheap laughs and risks nothing of himself or an actual feminine side to make the character believable. Notwithstanding the veiled misogyny and labored gags; however, Sandler's softer side — laid bare by Al Pacino, of all people — gives the film heart, despite its best efforts to remain rude and vulgar. Read my review here.