With my first wife, we had some great chaperones as well, the first time we were together they basically dropped us off at the mall and told us not to do anything too bad, one time her mother made her ‘worldly’ sister chaperone us at home she basically said - you guys do whatever you want once the mother had left for work. I spent the night at my cousins home that also was worldly, same “you want to sleep together, awesome”. I arranged one time for a tourist spot that we ‘missed the last train’ and we didn’t ‘stay in the train station for the first train’ and the hotels were all full (but there are other places besides hotels, I remember a very squeaky metal bed above a bar).
One girl I dated for a summer after that we ended up meeting behind her grandparents house in a cemetery on a nightly basis. My second wife was slightly more strict, but by then I was more adult so I had my own place and we both had jobs that we did lots of ‘overtime’ (unpaid lol).Actually dating ‘worldly’ people, I think was much more behaved than JWs. You set boundaries on when, what and where on the first date. JWs just bring so much attention to it it becomes exciting and taboo to the point you try to find a spot to ‘experiment’ any chance you get.