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Kids can be surprisingly good at hiding things, and if the parents were liberal they probably didn't want to have a parenting style that would be seen as controlling (the old 'I want to be friends with my kids' style) and most of all not controlling of her sexuality. Very likely to have had no idea that precious daughter was setting up as sugar baby and would have been shocked to discover this.
Does sound like some of the Epstein girls, who earned money as highschoolers and recruited other girls into it with 'hey want to make some easy money, all you have to do is give a massage to this rich guy' and then years later present themselves as helpless victims.
The account sounds so familiar: girls that age thinking they are so adult and grown-up and can make their own decisions and nobody has the right to tell them what to do, getting attention and validation from older men, and not recognising how they are being exploited and exploiting others (even if she did lie about being 18 or 19, I do think if you're 30 or 40 and on such sites hunting for young women there is some responsibility on yourself there, but we've had this argument on here before about "men are attracted to younger females, every guy who is honest thinks 16-17 year olds are hot and bangable, science proves it" and more arguing over it will go nowhere).
I don’t have a lot of sympathy for middle aged men whose mistresses turned out to be jailbait(especially not 14 year old jailbait), but going out with one involves going far enough out of a 14 year old’s way- bearing in mind that she couldn’t drive and sharply limited independence was pretty normal at that age- that it’s difficult to believe her parents didn’t know.
Do you know what she told her parents? Did she lie about going to a friend's house, or that she was meeting Teacher Jones for extra tuition, or just going to the library/other activity where she could plausibly be out of the house for a few hours?
People can also be very trusting of motives, and if they had no idea in their heads that "my 14 year old daughter is being sexually active", then her meeting up with respectable older men where she's explaining it as "that's Janey's dad, Janey is a girl in my class, he's just driving me over to Janey's house" can work. Or they could have known and have been trying to control her but not able to, that happens as well. Locking a teenager in their room might not be illegal but it could be presented (especially if she was manipulative) as a pattern of abusive behaviour by the parents.
Sure, I'm not doubting that there might be an explanation where her parents were merely bad at their job rather than insane. But there would be an explanation, it's not a default.
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