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I've been thinking about this topic for a while. Why is it that women would more easily sleep with the tattooed muscly jerk guy or the poor struggling guitarist with the scruffy clothing, unkept beard and long hair?
Because they don't kiss her ass.
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She make the squeaky clean financially stable guy jump through hoops and take her on dates before sleeping with him, but with those other guys will open her legs up without hesitation and always be a lot more sexually adventurous.
Because fitness, confidence, and charming honesty are the most important part of seduction.
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I'm well off financially. In my 20's, own a house, a cool modified car, motorcycle etc and live in an apartment in the most expensive area in the city. During the week I'm in a suit working my office job (looking clean and sharp) but when I'm out with friends on weekends I'll be dressed in my own style (tattooes/muscles showing, ripped clothing, unshaven/beard, piercings in nose and ears, bracelets, necklaces etc). I have a dark 'punkish' style. I'm a heavy party guy and am often perceived as cocky and playful by girls.
I steer away from conversations (unless I'm drunk) which revolve around my career and financial situation but in my group of friends and in our area i'm known as the motivated and driven high earning guy. You'd never guess by the way I dress that I'm well off but everyone seems to know from others.
Should I attempt to hide these achievements/things? Will they hinder my chances at one night stands and attracting girls?
Or am I at low risk for being put into the "provider" category because of my physical looks and edgy personality?
Owning a home, making good money are not rare or unique things in America. Sure, they are nice achievements, but EVERYONE is capable of this. When I think of high level achievements, I think Oscar nomination, discovering a cure for a disease, NYT bestseller, Pulitzer Prize Winner, MLB player, etc.
What's not so common is a man who knows how to handle an attractive woman.
Most guys don't do well with women for these two reasons:
1. Too try-hard and clingy.
2. They're fat, but don't realize it.
If your waist (measured at the belly button with tape measure) is over 36 inches, you're fat. And if you;re fat, you're going to struggle in the social marketplace.