Humpday

Humpday is a 2009 American comedy film starring Mark Duplass, Joshua Leonard, and Alycia Delmore and directed, produced, and written by Lynn Shelton. It premiered at the 2009 Sundance film festival. International distribution rights have been purchased by Magnolia Pictures for a midsix figure sum. The film opened in New York City on a limited released on July 10, 2009. Much of the dialogue for the film was improvised.

Later, Anna finds herself alone with Andrew and suggests that they have a drink together in an effort to get to know one another. Now drunk, the two begin discussing Ben and Andrews art project, Andrew assuming that Ben has completely informed Anna of their intentions. After Andrew bluntly reveals that Ben will potentially have a gay experience, Anna becomes upset and confused, confronting Ben personally. The next morning, Ben insists that he still wants to go through with the project, and Anna consents.Ben and Andrew meet in a hotel, bringing a video camera. Their attempts to have sex are prolonged by lengthy discussions and frequent analyzing of how to approach the experience. Although they film themselves kissing each other on the mouth, and hugging each other in their underpants, neither Ben nor Andrew appear comfortable becoming completely naked, let alone having sex. The two continue to talk, not sure if either one will be able to achieve an erection, and begin to question the validity of their experiment as a work of art. Ben finally suggests that they call off the project, and the two laugh at the ridiculousness of the situation. Ben leaves the hotel, intending to apologize to Anna. Andrew prepares to leave shortly afterward, but not before reviewing the footage that the two have recorded. ........

Source: Wikipedia