Summarize:

While you may not be able to afford the most exclusive neighborhoods or buildings, you can find something not terribly far from where the real money resides. Get as close as you can. Or settle for a shoe in the box, right in the middle. In doing so, you'll be running errands, walking your dog, jogging, drinking your coffee, etc., in the same areas. In doing so, you're absorbing the culture and meeting people. This provides opportunities to become more relaxed amongst the rich and to be noticed at no (more) additional cost to you. If you can't afford to move, simply start getting your groceries in upscale neighborhoods. Drive your car to the high-end park for your morning jog and so forth. If you want to be rich, you need to [look] rich. If you don't look and act the part, you likely won't close the deal. You want your look to be sexy but not so much that it crosses the line into looking sleazy. Sexy but sophisticated is the way to go, investing in only a few classic pieces that can be worn with a variety of other things. Look for them at consignment shops and online at websites like eBay. Also invest in 1-2, second-hand and versatile designer handbags. Accessories such as jewelry are also important, but these are more easily faked. Pearls are classic, for instance, and don't need to be real, and a pair of cubic zirconium stud earrings and a matching necklace will never go out of style and won't cost a fortune. Know the dress code of any event you attend and make sure you adhere to it. If you're not sure, it's always best to be a bit overdressed than underdressed. Avoid over-tanning, wearing too much makeup, and coloring your hair in ways that looks unnatural as it's not generally a classy look. Even if you may not have been educated in finance or political theory, you need to be well versed in the things rich men discuss. Since they are often big players in business and politics, gain knowledge in these areas through reading newspapers daily particularly the New York Times and The Wall Street Journal in addition to local political and business publications. When you're unfamiliar with terms, concepts and historical contexts, look them up online. Being able to hold an intelligent conversation will help you stand out from others, and there will be many others. Also spend time learning about the things the rich enjoy, such as horse racing, sailing, the arts, fine jewelry, various cuisines, luxury cars, etc. The surest way to be dismissed as a gold-digger is to start asking him questions about the size of his bank account(s).The second surest way is to ask how much something he owns cost. The third surest way is to ask how much something he buys you cost. Avoid these topics as you would with anyone else. Additionally, be very careful when asking around about how much a man is worth as your snooping could very easily make its way back to him.
Move close to where they live. Look the part. Talk their talk. Act like money doesn't matter.