Clearly a casualty of PT's overly prolific career at Vivid Video, "Obsession" is a forgotten feature that went awry; I had never even heard of it, and it bears a 1999 copyright, shelved for over two years until a late 2001 release.
Script credited to Raven Touchstone is a jumble, not up to her usual good work. It stars Devin Wolf, ordinarily a fine actor in Bud Lee films of the period (especially "Wildflower" opposite Asia Carrera), is like the audience a bit bewildered here. He plays a writer of erotic stories whose dad (an uncredited character actor) disapproves, wishing he would aim higher in life (attention: Raven, methinks thou protests too much).
What passes for two parallel storylines doesn't add up to much: Devin is stalked by an extremely horny (and cryptic) Jessica Drake, thinner and less beautiful (or talented) as she later became over at rival Wicked Pictures as the label's longest-running superstar. She harasses Devin with obscene phone calls, humiliates him in a public bathroom by leaving him chained there nude after f*cking him, with poor daddy having to rescue Wolf. Jessica pesters him throughout the movie and he keeps resisting but also keeps giving in for the sex.
Simultaneously, Vivid contract superstar Kira Kener is stuck with a severely underwritten role. Her job is to stand motionless in a store window wearing a sexy bikini -a living mannequin, who gets to rest after her shift, replaced in the window by actress Tiger Lilly. Devin falls for Kira, protects her from a heckler and helps her with her own erotic writing aspirations. For the fans, Kira provides plenty of hot sex too, but her role is confusing, misleading, and basically messed up in either the shooting, editing or both.
Other sexy actresses make the quite lengthy movie watchable, including petite blonde Anastasia Blue in a couple of uninhibited group sex scenes; Wendy Divine as part of the orgy finale, and Melody Love as a petite ballerina (who wears leg warmers) who has sex with Devin after a softcore setup on stage with Dillon Day in the movie's confusing opening scene.
What should have been a romantic fantasy from the imagination of Devin's erotic writer's point of view degenerates into sex filler.