Seven Girlfriends (2000)

Jesse is charming romantic and he knows how to pop the question he just cant face marriage So when he and Hannah split up during the same week that a former fiancée dies he decides to figure things out He visits each woman about whom hes been serious to ask what went wrong His teen flame an independent woman who sometimes sleeps with him and a group of lesbians give him advice as does Anabeth dead but lively in his dreams One ex remains furious but with the help of her inventive colleague the levelheaded insomniac Laura Jesse even gets to talk to her Its on to Anabeths funeral where hell see Hannah and maybe grasp what has been eluding him