Special Guest Stars Alexandra Breckenridge as Sophie Guest Stars Adam Korson as Elijah Iantha Richardson as Adult Tess Vanessa Bell Calloway as Edie Blake Stadnik as Jack Damon Auden Thornton as Lucy La Trice Harper as Adult Déjà Iyana Halley as Adult Annie Brecken Merrill as Teen Nicky Jr. Des Epps as Adult Malick Co Starring Kaz Womack as Kevin (6 y/o) Isabella Rose Landau as Kate (6 y/o) Ca'ron Jaden Coleman as Randall (6 y/o) Johnny Kincaid as Jack Jr. Hays McEachern as Young Dave Malone Jasper Cate McPherson as Teen Franny Coco Day as Teen Hailey Tanner Long as Teen Jack Jr. Uncredited Ron Cephas Jones as William Hill