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The Thousand Dollar Deal
The Thousand Dollar Deal

Not me but someone I went to school with was dating the daughter of some local successful business owner while he was in college. It was apparent that the parents did not like him, but neither him or his girlfriend really gave a crap. And he wasn't really scummy person, he was just a little skinny and awkward. One day he's leaving work, and as he gets into his car, this big dude grab the keys from him and closes the door. The father gets in the passenger side of the car and the big dude gets in the backseat. The father was extremely calm, and had his checkbook with him. He wrote a check for $5000, and said for my friend to take the check, and never be seen with his daughter again, or even near the property or his businesses. My friend initially refused, but the father said the only other option was to not take the check and then his friend in the backseat would find other arrangements that would make him really wish that he had taken the check. They then left the car and gave him his keys back. My friend was pretty shaken up by the experience, and held onto the check for a few days until he was able to talk to his girlfriend about the situation. She was furious, of course. They then cashed the check, and flew out to California and eloped. They were secretly married for 2 1/2 years before the parents found out. Sadly, the marriage did not last for other reasons, but last I heard, they are still good friends.

A Good Big Brother
A Good Big Brother

Not a parent, but an older brother. I'm about thirteen years older than my little brother, and after my parents died, I basically raised him. He's bisexual, and when he was sixteen and in his rebellious phase, he started dating this really douchey guy who I got super bad vibes from. I didn't know until after it was over, but he was very controlling and was constantly trying to pressure my brother into doing things he wasn't really comfortable doing (sex, drinking, smoking, etc) and since I didn't know this was happening, I just figured he would get over this creep and find someone decent later on. I didn't have any evidence that the guy was bad, so I avoided conflict by letting it happen. Yeah, bad idea, obviously. I immediately shut it down when my brother came home with a bruise on his cheek, apparently the d_ckhead had hit him after my brother said no to having sex with him. There wasn't an argument between us, he realized that his (ex, obviously) boyfriend was a total f---ing tool after that.

Scumbag
Scumbag

When my youngest sister was 15 she started dating a 20 year old skumbag. He dealt coke, drove drunk/stoned, got my sister pregnant three times (she always had abortions). And my parents just worried silently... never came down hard on her when she wouldn't come for days, would cut class, would go visit him in hotels when his mother kicked him out, etc. I'm 5 years older, so was at college when this all happening. But when I'd come home on weekends, I'd go looking for her and yell and make a fuss. She, of course, hated me for years, and does not want me to tell her teen daughters about him.
She finally broke up with him when he totaled my dad's car. It's a wonder he didn't die in that crash. And DECADES later she tells me she still thinks she could have turned him around and bears him no ill will. F_cker is probably in prison. Or dead. I'm a parent of teens now. Thankfully I don't see my kids going down that road. But I will NOT sit idly by, waiting for some stupid teen to "finally see the light" if my kids make a wrong turn. If you SEE something, SAY something...

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