I've been seeing a new girl. She is younger than me by about 7 years. She just grad from TCU last year and is a kindergarten teacher now. She obviously does not have money, but man her parents are super loaded and she grew up with the finer things in life. Every time we go somewhere, I feel like I have to impress her and ends up costing me a shitload of money at some fancy place. The girl is really cool, very happy, positive person, likes sports etc.......but I agree with thread starter, if they have money or come from money, it's going to cost you some money up front.