You have worse self esteem than me Sarah.
Like I have said before. Which was unfortunately controversial at the time. But will say it again hoping it is not so this time. If in the unlikely event. I would expect her to quit doing this as she would have no need for it anymore as I have a pretty ok job. Not as good as others on here. But not bad.
AnthG a prostitute as a girlfriend is an insane idea.
You come across as a guy with low self esteem and easily led (sorry but this is just the impression I have from your posts). Most prostitutes will be confident and assertive in other words completely opposite from how you portray yourself. You say above she would have no need to do her job anymore because you could support her in itself is a quote asking for trouble, regardless what is said on here some ladies do actually enjoy the job and bear in mind the majority of us have financial independence doing this why would she forsake that ?
On the other side if you met one that would happily live off you the chances are she will rip you off and take the piss (sad but true). Then of course the trust issue, really would you be able to trust her ? I would never date a client because of trust issues once a client always a client and all that, its hard enough to gain trust in normal relationships but when you add in being paid/paying for sex previously to the equation to me its a minefield and doomed from the start.
As been said before you need to join some kind of course to meet new people away from this scene. What about something like a massage course ? mainly women, mostly young etc. As also said before give yourself a mini makeover haircut, new wardrobe etc just save a months punting money and blow it on yourself (trust me you will feel better)
You come across as a really nice guy Anth and its sad that your not happy and while we are on the subject I don't really understand why you are experimenting with viagra etc firstly you are very young to be needing anything like that and are you sure its just not physiological issues you have rather than problems with your tackle? You may end up doing more harm than good in the long run.
Sorry for the bluntness of this post but as I'm sure others will agree you seem to be drifting and grasping at straws to find happiness but unfortunately not down the correct path. You need to address your state of mind and confidence issues before anything and quite frankly taking viagra and aspiring to have a relationship with a prostitute is not the way to go. As I said before Anth you come across as a nice guy I'm sure you can do much better.