Big facts. Women are attracted to masculinity. If you're any of the following, women will not see you as masculine:
-Broke
-short
-soft facial features/no stubble or beard growth possible
-Fat
-very thin
In the mind of a lot of people a man is someone who has enough money to provide not only for himself but others if needed. So a woman with money especially if shes young isnt really looking to get with a man who isnt paid.
Men keep getting caught up because unlike women a lot of us dont hold women up to a high standard because we think of them as scarce and difficult to meet or engage with. A rich man has no reason to be messing with a broke thot. Let alone committing to her.