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Playing Cupid (2008)

Unrated
125 min | Comedy

Jeff and Keith are two of the luckiest guys you will ever meet. They have loving girlfriends, supportive friends and they're financially secure. NOT! They're trying to turn things around by starting their own dating service. Right when ...See moreJeff and Keith are two of the luckiest guys you will ever meet. They have loving girlfriends, supportive friends and they're financially secure. NOT! They're trying to turn things around by starting their own dating service. Right when things are looking up for them, everything comes crashing down when a familiar face from their past pays them a surprise visit. He wants them to hook him up with a former fat chick from high school, and he's willing to pay an exorbitant sum for them to do so. To make things worse, Keith forgets to keep business and pleasure separate, and things go astray. Can Keith and Jeff make business boom or will love get the best of them? Written by Anonymous See less
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Release date
Feb 14, 2008 (United States)

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Cast

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59 cast members
Name STARmeter Known for
Daniel R. Quinn
Keith Atkins Keith Atkins   See fewer
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Michael Ryan Redding
Jeff Shepherd Jeff Shepherd   See fewer
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Brian J. Bentz
Ryan Chatham Ryan Chatham   See fewer
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Simon D. Lorady
Seth Burton Seth Burton   See fewer
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Amanda Newsham
Trish Casey Trish Casey   See fewer
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Patrick Woodruff
Jake Tyler Jake Tyler   See fewer
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Members only
Jesse Staples
Joe News Joe News   See fewer
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Nick Waskie
Kilgore Kilgore   See fewer
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Tim Alpaugh
Student #4 Student #4   See fewer
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Zach Arce
Student #7 Student #7   See fewer
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Members only
Damian Bartolacci
80s Party Guest 80s Party Guest   See fewer
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James Bentz
80s Party Guest 80s Party Guest   See fewer
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Kevin Bentz
Student #2 Student #2   See fewer
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Matthew Bentz
Student #1 Student #1   See fewer
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Will Bridge
Dinner Meeting Patron #3 Dinner Meeting Patron #3   See fewer
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Leanne Brodnyan
Jessica Jessica   See fewer
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Dana Castelli
Convinience Store Shopper #2 Convinience Store Shopper #2   See fewer
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Guercine Dauphin
Blood Bank Receptionist Blood Bank Receptionist   See fewer
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Members only
Members only
Members only
John Dunham
Student #10 (as John Duhnam) Student #10 (as John Duhnam)   See fewer
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Derek Fields
Gay Dancer Gay Dancer   See fewer
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Marqessa Gesualdi
80s Party Guest 80s Party Guest   See fewer
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Robert Grissell
Dinner Meeting Patron #2 Dinner Meeting Patron #2   See fewer
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Members only
Members only
Steve Jacobs
Dinner Meeting Patron #1 Dinner Meeting Patron #1   See fewer
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Fredrick Johnson
Preston Preston   See fewer
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Megan Jones
80s Party Guest 80s Party Guest   See fewer
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Syed Kazmi
Convinience Store Clerk Convinience Store Clerk   See fewer
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Leon Keefer
Leon Keefer Leon Keefer   See fewer
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Jenna Kruscavage
Student #8 Student #8   See fewer
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Chandra Lampreian
80s Party Guest 80s Party Guest   See fewer
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Michael Leary
Cop #2 Cop #2   See fewer
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Susan McConville
Student #9 Student #9   See fewer
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Robert L. Mickles
Pat Kline Pat Kline   See fewer
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Tara Mickles
Student #6 Student #6   See fewer
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Robert Reed Murphy
Fr. Nelson Fr. Nelson   See fewer
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Martin Myers
Dancer's Friend #1 Dancer's Friend #1   See fewer
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Lee Nagy
80s Party Guest 80s Party Guest   See fewer
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Eric M. Neiman
Convinience Store Shopper #1 Convinience Store Shopper #1   See fewer
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Alexandra Padala
Nicole - The Sweatpants Nicole - The Sweatpants   See fewer
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Melanie Penaranda
Student #3 Student #3   See fewer
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John Piazza
Waiter Waiter   See fewer
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Trevor Pillinger
80s Party Guest 80s Party Guest   See fewer
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Kate Radicke
Barry's Girlfriend Barry's Girlfriend   See fewer
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Jonathon Rola
Cop #1 Cop #1   See fewer
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Chris Schewo
Bartender Bartender   See fewer
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Eric Simmons
Julius Atkins Julius Atkins   See fewer
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Dillon Simpson
Dancer's Friend #2 Dancer's Friend #2   See fewer
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Bridgette Staples
Waitress Waitress   See fewer
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Julian Staples
Cop #3 / Bum #1 Cop #3 / Bum #1   See fewer
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Matt Stevens
Cop #4 Cop #4   See fewer
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Kate Stillwagon
Jeff's Commercial Girlfriend Jeff's Commercial Girlfriend   See fewer
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Lisa M. Winslow
80s Party Hot Girl 80s Party Hot Girl   See fewer
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Joseph Young
Student #5 Student #5   See fewer
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