I can't speak for all JW boys, but as a true believer, I would be going along, normal human interaction - getting involved with a worldly girl I knew from somewhere. Like college. Or a play. Or something.
And I'd get to talking with her and genuinely fall in love with her.
And I'd start to feel a little guilty. And my parents would begin to apply pressure (my mom would delete messages from the machine and my dad would look at me with disgust.)
Then they'd get the elders to talk to me. And I'd either knuckle under and break up with the girl, or I'd defy them.
And eventually, humans being what they are - we'd go "too far" and cross the aribitrary boundaries. Then either I confess out of guilt, and as proof of my repentance, they'd insist without saying that I break up with the girl.
Yes, it was rather stupidly selfish, but there was a LOT of pressure to act the way I did. Both internal learned guilt and external familial, cult pressure. It was no malicious desire to "get laid" or whatever, although I certainly wanted to. I wasn't intentionally using these girls, but I was pressured into treating them like garbage that had to be thrown away.
I hate what I did to those poor girls, breaking their hearts, making them jump through hoops, etc. Never ever do it again. So I make up for it by being especially nice to my czarina.
Getting romantically involved with a true believer is probably as stupid and shortsighted a thing as you can ever do.
CZAR