Dating my grandmother
Here are some of the most illuminating answers from the Reddit thread. My father and step mother were given custody of me, they are hardcore bikers.
I grew up learning learning how to sell drugs, fight, work on bikes, make moonshine, etc. My SO comes from upper middle class, went to private school, family celebrates birthdays, having a fridge half filled of food is "getting low" etc. [...] We never worry about money because I can make a twenty feed us for weeks and she knows when to remind me to spend money on myself. I was ecstatic that I had my first 5 driving lessons paid for me as my present from my parents.
Also, he knew very little about life outside of his home state, was never up on current world affairs, and was ignorant to soooo much basic knowledge.- /u/Bradboy As a whole, I'd say the fact that her parents are loaded has been a huge positive.