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Currently you are able to watch "Playing Cupid" streaming on StackTV Amazon Channel, fuboTV or for free with ads on Global TV. It is also possible to rent "Playing Cupid" on Apple TV online.
Playing Cupid is available to watch for free today. If you are in Canada, you can:
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Set in the halls of Austen Middle School, a newly single middle-school teacher is covertly set up with a divorced dad after his daughter – one of her students – begins a matchmaking business for a school project she assigned her class.