Selma Blair, Shawn Hatosy, Zak Orth, Ashton Kutcher, Rosario Dawson, Lucie Arnaz, and Henry Winkler play supporting roles.

Isacsson's first and only theatrical feature film, Down to You paired Prinze and Stiles a year after their respective starring roles in the successful high school-set romantic comedies She's All That and 10 Things I Hate About You.

The released version of the film was very different than the screenplay and the director's original cut, due to extensive post-production ordered by Miramax chief Harvey Weinstein.

Imogen, an aspiring artist, arranges a private showing at an art gallery for Al's birthday, after which the two have sex for the first time.

Concerned that he and Imogen are drifting apart, Al arranges a picnic in the countryside; on the way back, she drives drunk and crashes into a tree.

Additional minor roles are played by Zay Harding and Lauren German as a lovestruck couple, Chloe Hunter as one of Al's high school girlfriends, Bradley Pierce as one of Imogen's high school boyfriends, Lola Glaudini as a woman Al goes on a date with, Alexia Landeau as Imogen's cousin, Susan Blommaert as a psychiatrist, Frank Wood as a doctor, Joanna P. Adler as a woman who gives Eddie a nipple piercing, and Mark Blum as a television host interviewing Monk.

[3] Chris O'Falt, who worked on Down to You, described the screenplay in IndieWire as "an edgy, unorthodox look at a group of friends struggling with post-college life in New York."

According to O'Falt, "This led to a series of test screenings, re-edits, and expensive last minute reshoots, to say nothing of his demeaning verbal assaults on a promising young filmmaker.

Owen Gleiberman of Entertainment Weekly gave it an "F" grade, calling the dialogue "embarrassing in its coy and wistful hungry-heart neuroticism" while criticizing the lead actors' performances and Isacsson's writing: "Making his first feature, writer-director Kris Isacsson treats the most squishy-sincere rituals of first love with a quivering sense of discovery.

"[5] Brendan Kelly of Variety wrote that "Prinze and Stiles have genuine screen charisma to spare, and there's something oddly appealing about this mushy romantic tale, but first-time feature writer-director Kris Isacsson doesn't have the skills to raise it far above its formulaic foundation.

[9] William Ruhlmann of AllMusic gave it two stars out of five in an unfavorable review, describing some songs and artists as similar-sounding imitations of more well-known ones from other recent romantic comedy soundtracks.

"[9] He singled out the closing track, Sam Phillips' "I Need Love", as a highlight, but opined that it made the rest of the album seem even less impressive in comparison.