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Hi HUgh, Unfortunately, the Sony 55" Class BRAVIA 8 II OLED TV does not support connecting two independent Bluetooth headphones simultaneously. While you can easily connect a single Bluetooth audio device (like headphones or a hearing aid) to the TV, the software is designed to output audio to only one Bluetooth device at a time. If you wish to use two sets of headphones for private listening, you would need to connect an external third-party Bluetooth audio transmitter to the TV's optical digital audio output or HDMI eARC port, as many of these transmitters are specifically designed to support dual headphone connections. Thanks for choosing Sony. Best regards, Eliab
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