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Hollywood Squares - Season 2, Episode 05: Expect the Unexpected

Trailer
A reboot of Hollywood Squares. A game show where celebrities face contestants, seated at desks arranged vertically. Contestants judge the celebrities' responses to questions to determine winners.
Duration: 45 min
Quality: HD
Release: 2026
IMDb: 5.4
Genre:
Comedy,  Game-Show
Actors:
Drew Barrymore, Nate Burleson, Whitney Cummings, Pete Holmes, Robert Smigel, Tiffany Haddish, Tichina Arnold, Thomas Lennon, Jo Koy, Bobby Moynihan, J.B. Smoove, ...»
Director:
Richard Dipirro
Country:
United States
Keywords:  #Drew Barrymore #Hollywood Squares - Season 2 #Nate Burleson #Richard Dipirro #Whitney Cummings
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Actors Of "Hollywood Squares - Season 2"
Drew Barrymore. Actor of Hollywood Squares - Season 2
Drew Barrymore
22 February 1975, Culver City, California, USA
Nate Burleson. Actor of Hollywood Squares - Season 2
Nate Burleson
19 August 1981, Seattle, Washington, USA
Whitney Cummings. Actor of Hollywood Squares - Season 2
Whitney Cummings
4 September 1982, Georgetown, Washington, District of Columbia, USA
Pete Holmes. Actor of Hollywood Squares - Season 2
Pete Holmes
Robert Smigel. Actor of Hollywood Squares - Season 2
Robert Smigel
7 February 1960, New York City, New York, USA
Tiffany Haddish. Actor of Hollywood Squares - Season 2
Tiffany Haddish
3 December 1979, Los Angeles, California, USA
Tichina Arnold. Actor of Hollywood Squares - Season 2
Tichina Arnold
28 June 1969, Queens, New York, USA
Thomas Lennon. Actor of Hollywood Squares - Season 2
Thomas Lennon
9 August 1970, Chicago, Illinois, USA
Jo Koy. Actor of Hollywood Squares - Season 2
Jo Koy
Bobby Moynihan. Actor of Hollywood Squares - Season 2
Bobby Moynihan
31 January 1977, Eastchester, New York, USA
J.B. Smoove. Actor of Hollywood Squares - Season 2
J.B. Smoove
16 December 1965, Plymouth, North Carolina, USA
LilRel Howery. Actor of Hollywood Squares - Season 2
LilRel Howery
Leslie Jones. Actor of Hollywood Squares - Season 2
Leslie Jones
7 September 1967, Memphis, Tennessee, USA
Patricia Williams. Actor of Hollywood Squares - Season 2
Patricia Williams
Ross Mathews. Actor of Hollywood Squares - Season 2
Ross Mathews
24 September 1979, Mount Vernon, Washington, USA
Kevin Nealon. Actor of Hollywood Squares - Season 2
Kevin Nealon
18 November 1953, St. Louis, Missouri, USA
RuPaul. Actor of Hollywood Squares - Season 2
RuPaul
17 November 1960, San Diego, California, USA
Debi Mazar. Actor of Hollywood Squares - Season 2
Debi Mazar
13 August 1964, Queens, New York City, New York, USA
Justin Long. Actor of Hollywood Squares - Season 2
Justin Long
2 June 1978, Fairfield, Connecticut, USA
Julie Bowen. Actor of Hollywood Squares - Season 2
Julie Bowen
3 March 1970, Baltimore, Maryland, USA
Tig Notaro. Actor of Hollywood Squares - Season 2
Tig Notaro
24 March 1971, Jackson, Mississippi, USA
Chelsea Peretti. Actor of Hollywood Squares - Season 2
Chelsea Peretti
20 February 1978, Contra Costa, California, USA
Drew Carey. Actor of Hollywood Squares - Season 2
Drew Carey
23 May 1958, Cleveland, Ohio, USA
Nicole Byer. Actor of Hollywood Squares - Season 2
Nicole Byer
29 August 1986, New Jersey, USA
Tyra Banks. Actor of Hollywood Squares - Season 2
Tyra Banks
4 December 1973, Los Angeles, California, USA
Mario Cantone. Actor of Hollywood Squares - Season 2
Mario Cantone
9 December 1959, Boston, Massachusetts, USA
June Diane Raphael. Actor of Hollywood Squares - Season 2
June Diane Raphael
4 January 1980, Rockville Centre, Long Island, New York, USA
Oliver Hudson. Actor of Hollywood Squares - Season 2
Oliver Hudson
7 September 1976, Los Angeles, California, USA
Kristen Schaal. Actor of Hollywood Squares - Season 2
Kristen Schaal
24 January 1978, Longmont, Colorado, USA
Patton Oswalt. Actor of Hollywood Squares - Season 2
Patton Oswalt
27 January 1969, Portsmouth, Virginia, USA
Andrew Rannells. Actor of Hollywood Squares - Season 2
Andrew Rannells
23 August 1978, Omaha, Nebraska, USA
Yvette Nicole Brown. Actor of Hollywood Squares - Season 2
Yvette Nicole Brown
12 August 1971, East Cleveland, Ohio, USA
Beth Behrs. Actor of Hollywood Squares - Season 2
Beth Behrs
26 December 1985, Lancaster, Pennsylvania, USA
Jimmy O. Yang. Actor of Hollywood Squares - Season 2
Jimmy O. Yang
Ana Gasteyer. Actor of Hollywood Squares - Season 2
Ana Gasteyer
4 May 1967, Washington, District of Columbia, USA
Tim Meadows. Actor of Hollywood Squares - Season 2
Tim Meadows
5 February 1961, Highland Park, Michigan, USA
Paul Scheer. Actor of Hollywood Squares - Season 2
Paul Scheer
31 January 1976, New Hyde Park, New York, USA
Casey Wilson. Actor of Hollywood Squares - Season 2
Casey Wilson
24 October 1980, Alexandria, Virginia, USA
Margaret Cho. Actor of Hollywood Squares - Season 2
Margaret Cho
5 December 1968, San Francisco, California, USA
Marsai Martin. Actor of Hollywood Squares - Season 2
Marsai Martin
Michelle Buteau. Actor of Hollywood Squares - Season 2
Michelle Buteau
Gabriel Iglesias. Actor of Hollywood Squares - Season 2
Gabriel Iglesias
15 July 1976, San Diego, California, USA
Luenell. Actor of Hollywood Squares - Season 2
Luenell
12 March 1959, Tollette, Arkansas, USA
Jay Leno. Actor of Hollywood Squares - Season 2
Jay Leno
28 April 1950, New Rochelle, New York, USA
Jeff Dunham. Actor of Hollywood Squares - Season 2
Jeff Dunham
18 April 1962, Dallas, Texas, USA
Meghan Trainor. Actor of Hollywood Squares - Season 2
Meghan Trainor
22 December 1993, Nantucket, Massachusetts, USA
Carson Kressley. Actor of Hollywood Squares - Season 2
Carson Kressley
11 November 1969, Allentown, Pennsylvania, USA
Loni Love. Actor of Hollywood Squares - Season 2
Loni Love
12 July 1971, Houston, Texas, USA
Sam Jay. Actor of Hollywood Squares - Season 2
Sam Jay
Sheryl Underwood. Actor of Hollywood Squares - Season 2
Sheryl Underwood
28 October 1963, Little Rock, Arkansas, USA
Dusty Slay. Actor of Hollywood Squares - Season 2
Dusty Slay
Glenn Close. Actor of Hollywood Squares - Season 2
Glenn Close
19 March 1947, Greenwich, Connecticut, USA
Fortune Feimster. Actor of Hollywood Squares - Season 2
Fortune Feimster
1 July 1980, Charlotte, North Carolina, USA
Anthony Anderson. Actor of Hollywood Squares - Season 2
Anthony Anderson
15 August 1970, Los Angeles, California, USA
Arsenio Hall. Actor of Hollywood Squares - Season 2
Arsenio Hall
12 February 1956, Cleveland, Ohio, USA
Melanie Lynskey. Actor of Hollywood Squares - Season 2
Melanie Lynskey
16 May 1977, New Plymouth, New Zealand
Andra Day. Actor of Hollywood Squares - Season 2
Andra Day
Mira Sorvino. Actor of Hollywood Squares - Season 2
Mira Sorvino
28 September 1967, New York City, New York, USA
Mayim Bialik. Actor of Hollywood Squares - Season 2
Mayim Bialik
12 December 1975, San Diego, California, USA
Jason Ritter. Actor of Hollywood Squares - Season 2
Jason Ritter
17 February 1980, Los Angeles, California, USA
Max Greenfield. Actor of Hollywood Squares - Season 2
Max Greenfield
4 September 1980, Dobbs Ferry, New York, USA
Vicki Lawrence. Actor of Hollywood Squares - Season 2
Vicki Lawrence
26 March 1949, Inglewood, California, USA
Rita Moreno. Actor of Hollywood Squares - Season 2
Rita Moreno
11 December 1931, Humacao, Puerto Rico
Ravi Patel. Actor of Hollywood Squares - Season 2
Ravi Patel
18 December 1978, Freeport, Illinois, USA
Annaleigh Ashford. Actor of Hollywood Squares - Season 2
Annaleigh Ashford
25 June 1985, Denver, Colorado, USA
Jack McBrayer. Actor of Hollywood Squares - Season 2
Jack McBrayer
27 May 1973, Macon, Georgia, USA
Ron Funches. Actor of Hollywood Squares - Season 2
Ron Funches
Michaela Watkins. Actor of Hollywood Squares - Season 2
Michaela Watkins
14 December 1971, Syracuse, New York, USA
Philip Rosenthal. Actor of Hollywood Squares - Season 2
Philip Rosenthal
27 January 1960, Queens, New York City, New York, USA
Reggie Watts. Actor of Hollywood Squares - Season 2
Reggie Watts
Jay Pharoah. Actor of Hollywood Squares - Season 2
Jay Pharoah
14 October 1987, Chesapeake, Virginia, USA
Tony Gonzalez. Actor of Hollywood Squares - Season 2
Tony Gonzalez
27 February 1976, Torrance, California, USA
Russell Peters. Actor of Hollywood Squares - Season 2
Russell Peters
29 September 1970, Toronto, Ontario, Canada
Nelly. Actor of Hollywood Squares - Season 2
Nelly
2 November 1974, Austin, Texas, USA
Mickey Guyton. Actor of Hollywood Squares - Season 2
Mickey Guyton
Jeffrey Ross. Actor of Hollywood Squares - Season 2
Jeffrey Ross
13 September 1965, New Jersey, USA
Dionne Warwick. Actor of Hollywood Squares - Season 2
Dionne Warwick
12 December 1940, East Orange, New Jersey, USA
Kathy Hilton. Actor of Hollywood Squares - Season 2
Kathy Hilton
13 March 1959, New York City, New York, USA
Chaka Khan. Actor of Hollywood Squares - Season 2
Chaka Khan
23 March 1953, Great Lakes, Illinois, USA
Wiz Khalifa. Actor of Hollywood Squares - Season 2
Wiz Khalifa
8 September 1987, Minot, North Dakota, USA
Jeannie Mai. Actor of Hollywood Squares - Season 2
Jeannie Mai
4 January 1979, San Jose, California, USA
Phil Keoghan. Actor of Hollywood Squares - Season 2
Phil Keoghan
31 May 1967, Lincoln, Canterbury, New Zealand
Akbar Gbaja-Biamila. Actor of Hollywood Squares - Season 2
Akbar Gbaja-Biamila
Aida Rodriguez. Actor of Hollywood Squares - Season 2
Aida Rodriguez
29 August 1977, Santo Domingo, Dominican Republic
Joel McHale. Actor of Hollywood Squares - Season 2
Joel McHale
20 November 1971, Rome, Lazio, Italy
Kat Dennings. Actor of Hollywood Squares - Season 2
Kat Dennings
13 June 1986, Philadelphia, Pennsylvania, USA
Ariana DeBose. Actor of Hollywood Squares - Season 2
Ariana DeBose
Jay Mohr. Actor of Hollywood Squares - Season 2
Jay Mohr
23 August 1970, Verona, New Jersey, USA
Padma Lakshmi. Actor of Hollywood Squares - Season 2
Padma Lakshmi
1 September 1970, Madras, Tamil Nadu, India
Madeleine Lemay. Actor of Hollywood Squares - Season 2
Madeleine Lemay
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