Doing less than 10 hours a month in "field service" made you a "low-hour publisher". So much talk out of both sides of their mouth about that--Jehovah wants quality more than quantity, but if you don't have quantity, none of the time (and expense) you put aside to serve him means jack.
I think the best stupid rules have already been covered here. One more comes to mind. I got in trouble with my mom as a teenager because I conducted a Bible study with a female classmate. A JW sister was with me on the day I was planning to turn it over, but she forgot her head covering and I therefore had to conduct the study. (Speaking of stupid rules--why couldn't she conduct the study, and just let me do the prayer, if the head covering was really what it was about? She was teaching a female, and I just happened to be there, not as a student but as a companion, but the stupid rules just don't let you think that far ahead...) I got an earful for 'not turning the study over', even though I didn't even have any feelings for the girl and I had no intentions of holding onto the study.
Getting interrogated by the elders if you're dating someone, even if you've only been dating a few weeks. Heck, even talking to a female on the phone invites that if they find out.
Glad that's over.