Does anyone have much experience here? As I reflect on my game and my experience, I can't help but think about this. I'm a first generation American immigrant and while I have been relatively successful and so have my parents (putting us squarely into the awkward "upper middle" class). I'm fortunate that through education and moving in the right circles, I've had access to girls from significantly more privileged backgrounds. My last two serious relationships have been with girls who had fathers who were successful businessmen / entrepreneurs and as a result they were basically set for life and accustomed to a very different way of going about things. We are talking about the Beverly Hills, Manhattan, Palm Beach lifestyle.

Can a normal guy be successful with such women and what are the challenges you guys have run across here? If done right, I've found that such women tend to be traditionally feminine and believe in traditional gender roles. They generally grew up with alpha fathers who they respect very much. Not to mention, you don't have to worry at all about "what happens if we divorce and she fleeces me for everything I've got" -- it's more of a challenge to just earn/keep her respect and the respect of her family.

Traditional Asian culture encourages men to marry down and women to marry up, as this enforces traditional gender roles and the woman is likely quite happy with the increased standard of living. But how does this play out in the West, where red pill philosophies are paramount and the whole landscape is significantly different? Gigolo's are not really respected in America (e.g. John Kerry), but isn't marrying into a prominent family something that a man should be proud of?