I have to face the facts and admit I'm far from good looking, have no game, don't make a lot of money, not good at flirting, am introverted, and... Show More
Most Helpful Opinion
I think that the prostitution question aside you are bringing up some very important parts of your psychological makeup and personality. Without judging you on the prostitution question, I can answer only this; which is that having propositioning one - which says nothing of actually having sex with one - is generally considered illegal. If the prostitute was a minor - whether or not you knew it - you could be required to register as a sex offender, depending on what state you were convicted in.
More importantly, in describing yourself, you seem to project a mostly negative assessment of your life, using terms like loser. I say this in all honesty, no one is in reality a loser and to describe yourself as such really says a lot about the condition of your mental health. Perhaps it is time you use some of the money you might consider spending on a woman of the night on a licensed counselor who may help you do understand and accept some of these negative feelings. A lack of a sex life does not make someone a loser. In fact, nothing externally can do that. What's most important is that you recognize your value as a human being and deal with the underlying psychological and emotional issues you are describing. You may find that when you even begin to address these issues, you will feel better about yourself, more attractive and perhaps even able to attract someone for a meaningful and healthy relationship. Good luck.