The 41–Year–Old Virgin Who Knocked Up Sarah Marshall and Felt Superbad About It

A 41-year-old virgin stuck in a cramped apartment with his younger friends, he clings to awkward charm while repeatedly missing chances at romance. His misguided confidence and vanity drive many of the misadventures, yet there’s a bittersweet longing for connection beneath the surface. He oscillates between hopeful optimism and comic self-sabotage as he navigates love, friendship, and ridiculous schemes.

A hotel manager who re-enters Andy’s life, bringing a spark of romance and a sense of independence. Her presence sharpens the love triangle and tests Andy’s nerve, all while delivering professional poise amid the chaos. She embodies both warmth and a practical edge, complicating Andy’s fantasies with real-world stakes.

Confident and impulsive, Sarah quickly takes a liking to Andy but becomes entangled in pregnancy rumors and complicated relationships. Her presence catalyzes jealousy and dramatic conflict, driving a key subplot that examines desire, commitment, and the consequences of reckless decisions.

Andy’s friend who promises support and comic relief, often fueling bizarre schemes with an over-the-top enthusiasm. He represents the chaotic/loyal sidekick dynamic that pushes the plot into unpredictable directions. His antics highlight themes of friendship and self-deprecating humor.

A friend who drifts through parallel misadventures, adding a layer of slapstick and chaos to the main arc. His escapades intersect with Andy’s world, creating additional hurdles and moments of downtime humor. He embodies the accidental consequences of reckless choices.

A friend whose Grand Theft Auto IV–style escapades explode into a larger, unintended confrontation. His reckless actions ripple through the plot, triggering a chain of wacky events and escalating the ensemble comedy. He’s the impulse-driven wildcard of the group.

A police officer who encounters the crew during a run-in over a false ID to buy alcohol, injecting a dose of authority and satire into the chaos. His presence underscores the street-level consequences of the crew’s antics. He embodies the procedural foil to the film’s anarchic humor.

Another law-enforcement character who tallies the mischief around the group, adding to the film’s satirical take on authority. He participates in the escalating capers that frame the movie’s broader comedic tapestry. His role emphasizes the clash between chaos and order.

A friend who threads through the ensemble as part of the group’s social circle, contributing to the film’s broad, interwoven comedy. He helps populate the shared living space atmosphere that defines Andy’s world. His presence adds to the character network driving the humor.