Well, in real life, I don't think it would be as simple as sex or money, because there would be more to it than that. The first thing I think of when I think "loaded CEO" is an older, self-absorbed guy who eats steak, drives an SUV, has a wine cellar, smokes cigars, is conservative, looks in the mirror more than I do and has no interest in pleasing a woman. When I think "penniless dreamer" I think of a younger, artist/musician type who is creative and interesting, compassionate, liberal, shops at Whole Foods and reads poetry, and is insightful and willing to please others. Now please understand that I IN NO WAY mean to say that these characteristics apply in any way to EVERY guy who is either a CEO or penniless. These were just the first things that popped into my head (and I haven't had coffee yet).
What would I choose? It's not even close -- of course I would take the penniless dreamer. Someone who gives 100% every time is someone who truly feels passion in life and is someone I'd want to be around all the time. Money can always be made (and truthfully, while nice, as long as you have enough for your basic needs, more isn't really important) but passion for life cannot be taught. You either have it or you don't. Besides, if I want money, I can make it myself. Sex, ahhh, is better with someone else.