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How do I intentionally start or end a date in the strip club? 

I assume it's required for the lap dance contents... 

You can't start a date at the strip club. It usually replace a date at the nightclub.
Did you check the spoilers and the wiki for the event you're trying to trigger?

There is no event I want to trigger, I'm just looking for a way to the lap dance scenes from the recent update :) 

I think you need to give the girl your aiming for the sexy dress item. It worked for Hanna so it might work for the other girls who have a strip club scene.