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The Personal Musings Of Oliver White
A couple of angels, O’Reilly and Jackson, are sent to Earth to make sure that their next supervised love-connection succeeds. They follow Celine, a spoiled rich girl who has just accidentally shot a suitor and, due to a misunderstanding, is kidnapped by janitor Robert. Although Celine quickly frees herself, she stays with Robert for thrills. O’Reilly and Jackson pursue, hoping to unite the prospective lovers.
When record store owner Rob Gordon gets dumped by his girlfriend, Laura, because he hasn’t changed since they met, he revisits his top five breakups of all time in an attempt to figure out what went wrong. As Rob seeks out his former lovers to find out why they left, he keeps up his efforts to win Laura back.