The debut red-band trailer for the R-rated comedy The To Do List (previously titled The Hand Job) has landed online, and it’s wonderfully filthy.  The film stars Aubrey Plaza as a sexually inexperienced teenager with a type-A personality who decides to engage in numerous sex acts before she goes to college.  The trailer is very explicit about said acts, but never veers into “too awkward to watch” territory.  Plaza is spot-on as the lead, and she’s buoyed by a ridiculously amazing supporting cast that includes Donald Glover, Rachel Bilson, Bill Hader, Andy Samberg, Alia Shawkat, Mae Whitman, Johnny Simmons, Connie Britton, Clark Gregg, Christopher Mintz-Plasse and Scott Porter.  Seriously, this ensemble is stacked and they all look to be bringing their A-game.

Hit the jump to watch the trailer, then make your Valentine’s Day plans accordingly.  Written and directed by Maggie Carey, the film opens on February 14th, 2013.

Trailer via CBS Films.

Here’s a synopsis for The To-Do List:

Starring Aubrey Plaza, THE TO DO LIST follows the story of Brandy Klark (Plaza), a Type-A, overachiever who comes up with a "to-do list" featuring all the risqué extra-curricular activities she missed out on in high school and wants to complete before college. Rachel Bilson, Bill Hader, Andy Samberg, Scott Porter, Connie Britton, Clark Gregg, Christopher Mintz-Plasse, Donald Glover, Johnny Simmons, Sarah Steele and Alia Shawkat co-star in the film.

the-to-do-list-aubrey-plaza-rachel-bilson