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Hi! I don't really understand the trickster thing.. I've built the club and dated 3 times, but nothing happens..

If you've done three Club Dates specifically then the next stage should start. Maybe try doing another one or two and then sleeping, just to be safe,

I've dated every girl, from Gwen to Veronica, everyone 2 times, but nothing triggers 😅

(+1)

I had the same problem, but I had to go back and talk to trickster again.