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In my experience, if he's a "self-made" guy, he'll care even less about your finances than you think. A notable example of the older-woman-younger-man is Demi Moore pairing with years-her-junior Ashton Kutcher. As a guy with a dating rich guy bucks, I usually enjoy helping out people that need it and are cool about it. In contrast German speaking countries and the longstanding musical tradition there provided ample opportunity of persons of varying ages enjoying social dances, such dating rich guy the Vienna Opera Ball and other occasions. Before the internet era, some Americans would meet their prospective husband or wife in college, through friends, at work, etc.
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