Definitely depends on region, because my mother came from a very wealthy family while my father came from a family of hard workers. In fact, my father met my mother through one of his jobs working for them. I have no doubt that this is not often the case in the west though. It depends on the people and whether or not they're willing to go against societal roles. If my mother had waited for a guy in her social/financial class, my siblings and I would not have been here, and she may not have been happy.
It also depends on the woman because some won't care about the financial/social differences while many others will. It's a gamble... so it's best not to waste your time unless a genuine connection is there. I met my husband in how you say, grade school, and I did not care for his financial status. There was a connection, he pushed all the right buttons, and here we are 10 years later with a bun in the oven. Though our story is different from a lot of other people, which may be the reason we are together. Most girls with a "silver spoon" aren't fortunate enough to find love that way, and the guys in the upper class can be quite boring lol. But this is just based on my own experience, so I cannot speak for everyone. Also, my father kept me from becoming one of those "pretentious" girls as said in the previous comment, so that may have also helped lol.
I really do hope that Ocean explores this side of Bella and MC's relationship because it's not something that can really be ignored. Bella may not care for his financial/social status deep down, but MC will have to work in order to become accustomed to her world. We've seen glimpses of this very issue in the clothing store and the restaurant where MC is blatantly judged for being of a lower class. I believe that this may all come to a head during the fashion event that she has to attend with the fashion designer and his son, both apparently lusting after Bella and her mother. I am really interested in seeing how this will all be explored. I haven't found a love story this interesting in a while lol