Cupid's Court Live Dating shows

About

Cupid’s Court – Sydney’s Most Chaotic Dating Show
Live every month in Chippendale & Bondi

Cupid’s Court is a live, interactive dating show by Stand OUT Comedy, where dates are put on trial and the audience becomes the jury. Each show delivers improvised comedy, bold questions and full-room participation inside a joyful, an amazing atmosphere.

One main contestant takes the stand while three potential matches enter to their own intro songs and plead their case. Audience-submitted questions are asked live, friends may give a character statement, and red & green flags guide reactions in real time.

It’s like watching reality TV live, except you’re allowed to yell.

Perfect for date night, work drinks or a fun night out with friends.
EVERYONE IS WELCOME

Hostinformation

Cupid's Court

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Cupid's Court is Sydney's hilarious and wild night out. Twice a month at The Chippo Hotel (Chippendale) and Beach Road Hotel (Bondi), this live interactive and improvised dating show turns the audience into the jury.

Armed with red and green flags, the crowd helps guide one brave contestant through a gauntlet of bold questions, improvised chaos, and hilarious moments — all building toward the final verdict. Think less awkward first date, more group sport.

Hosted by the Cupid MC Reece Boyall and his Co Host Annabelle, every show is different, every crowd is part of the action, and every night ends with new connections made.

Whether you're coming single, coupled up, or just up for a great time everyone is welcome.