Casting de In & Out
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Kevin KlineHoward Brackett
Joan CusackEmily Montgomery
Tom SelleckPeter Malloy
Matt DillonCameron Drake
Debbie ReynoldsBerniece Brackett
Wilford BrimleyFrank Brackett
Bob NewhartTom Halliwell
Gregory JbaraWalter Brackett
Shalom HarlowSonya
Shawn HatosyJack
Zak OrthMike
Lauren AmbroseVicky
Deborah RushAva Blazer
June SquibbCousin Gretchen
Alice DrummondAunt Susan
Alexandra HoldenMeredith
Selma BlairCousin Linda
Bill CampBachelor Party Guest
Lauren WardStudent
J. Smith-CameronTrina Paxton
Ernie SabellaAldo Hooper
Dan HedayaMilitary Attorney
Becky Ann BakerDarlene
Lewis J. StadlenEd Kenrow
Kate McGregor-StewartAunt Becky
Debra MonkMrs. Lester
John Cunningham'Be a Man' Tape Instructor (voice)- Gus RogersonDanny
Joseph MaherFather Tim- William ParryFred Mooney
William DuellEmmett Wilson
Richard WoodsReverend Morgan
Kevin ChamberlinCarl Mickley
Wally DunnCousin Lenny
Larry ClarkeCousin Ernie- Mary DivenyCousin Ellen
- Anne RussellAunt Marge
Patrick GarnerStan Forrest
Adam LeFevreBachelor Party Guest
Scott RobertsonBachelor Party Guest
John Christopher JonesBachelor Party Guest
MacIntyre DixonBachelor Party Guest- Joanna WolffJennifer the Flower Girl
Chris L. McKennaLocker Room Guy
Mark BallouLocker Room Guy
Charlie NewmarkLocker Room Guy
Andrew LevitasLocker Room Guy- Jon HershfieldLocker Room Guy
D.J. DierkerLocker Room Guy- Seth UllianLocker Room Guy
Gregory SiffLocker Room Guy- Ryan JanisLocker Room Guy
- Jane HoffmanMrs. Baxter
Bill HoagBartender- Daniel B. CantonCameraman
- Patricia GuinanBilly's Mom
Nesbitt BlaisdellBilly's Dad
Samantha BuckClassroom Student
Lauren FoxClassroom Student- Lizzy MahonClassroom Student
- Simone MareanClassroom Student
- Michael McGrutherClassroom Student
- Niki RomaClassroom Student
- Jacqueline ManningClassroom Student
- Patrick MylodClassroom Student
Virginia WilliamsClassroom Student- Jill HornerStudent
- Julie EntwisleStudent
Clare KramerStudent- Miranda KentStudent
- Tara CarnesStudent
Arden MyrinStudent- Ian SherwoodStudent
Kevin KeatingStudent- Kathy Lyn CavanaughStudent
- Jo-Jo LoweAwards Event Model
Lisa EmeryClassroom Reporter- Gary DeWitt MarshallClassroom Reporter
Marla SucharetzaSchool Reporter- Ronald RandSchool Reporter
- Ross de MarcoSchool Reporter
- Joanne DiMauroSchool Reporter
- Tony JonesSchool Reporter
- Grace DeSenaSchool Reporter
- Bruce BennettsSchool Reporter
- Tracy AppletonSchool Reporter
- Jim Taylor McNickleSchool Reporter
- Laura CaulfieldSchool Reporter
- Mimi StuartSchool Reporter
- Dinah GravelSchool Reporter
- Peter BarmondeWedding Photographer
Glenn CloseGlenn Close (uncredited)
Whoopi GoldbergWhoopi Goldberg (uncredited)
Jay LenoJay Leno (uncredited)- Jovanna VitielloReporter (uncredited)