Actually not terrible by the end. This early aughts horndog comedy starts with some terrible and trite stereotypes about college guys, college girls, and what they'd do for bad college sex - all layered with an incessantly monologuing leading doofus.
Matthew, the doofus character starts arcing half an hour in though, and his hopelessly romantic quest for finding The One becomes more complex and endearing as he starts earnestly exploring the tensions between the sexes instead of just subscribing to his dude-brah roommate's defense mechanism of misogyny or letting his misguided Women's Studies professor blame men for all manners of perceived patriarchal sins.
The movie still pats its male writer and character on the back for playing the hero against sexual assault and for being the first to speak of gender equality and understanding (in fair albeit elementary terms). Even though Matthew's climactic speech is very sweet (filled with both stereotypical yet comforting gender cues and genuine promises about commitment and respect), traditional gender roles are still in place: the dude makes a sweeping declaration of love, and the gaggle of girls swoons.
The supporting cast of ladies starts off without personality or each with only one, odd defining quirk, but the characters played by Larisa Oleynik, Katherine Heigl, Jaime Pressly, Marissa Ribisi, and a [Ben Wa] ballsy and sensual Emmanuelle Chriqui (whom I thought was a young contemporary of Nina Dobrev's but actually isn't), eventually round out the varying levels of estrogen.