Hi
Clearly I don't know you from Adam,.. but I imagine you're a decent person.
I'm not suggesting, even for a minute, that this is you,... but firstly be warned against being the guy who plays the part of white knight, and who fools himself into believing his actions are selfless and motivated by compassion, when truthfully he loves feeling sanctimonious and he craves the attention he gets from the pretty hooker.
There's absolutely nothing wrong being friends with a prostitute. But as many have already pointed out, what are the true motives on each side..?
I'm sure you are a handsome man. Hookers know better than the average woman just how 'pretty boys' are suckers for a compliment. I'm not suggesting she's playing you, but with respect to a 3 day old acquaintance that began with the exchange of money for sex, it's probably sensible to keep this possibility at the back of your mind for now.
She may genuinely crave friends, but you can't dismiss the overriding motive of making money until proven otherwise. See how things pan out,.. if she calls first to suggest a trip to the cinema, then she probably is after a friend.
However, the issue of money and possibility she's taking advantage is ultimately the least of your concerns. Let's imagine you do become genuine good friends. In fact you're not only enjoying her company but you're starting to have feelings for her. What do you do if you start a relationship?
Do you continue to still pay her for sex as it would be insulting and inconsiderate to not only prevent her from making a living when you're together but also deprive her of her rightfully 'earned' fee because suddenly you've decided that she's owes you physical intimacy and you shouldn't have to pay..? Or do you refuse to pay ever again because it's insulting and demeaning to put a price on her love and respect.
But, I'm getting way ahead of myself here...
Let's say you're just good friends,.. you talk about your families, bitch about the evil c*nts working the adjacent patch and gossip about the stranger fetishes of the balding middle aged man she had just sucked off. And, at least once a week, you have to simply silently hold her whilst she cries her heart out after a punter has roughly anally raped her before throwing a ball of notes at her head or her pimp has smashed her in the face for no reason other than he's angry and she's the lowliest scum.
And regardless of what 2nd wave feminists argue about women taking control of their bodies, the majority of people, including every single ostensibly religiously devout male in the run down area she works, will 100% consider a woman who allows men to fuck her in every orifice for cash is truly the lowliest of scum.
After each indignation and degradation she's forced to endure, she'll start to believe she's scum too. Eventually for some hookers they won't be able to maintain any distance between the job and their principles, and they'll sink into the depravity and lies expected of a whore.
The drugs most whores are addicted to will undoubtedly accelerate this descent; it will become far harder to deny themselves a fix in return for a fuck, or endure a withdrawal that could be avoided if only they'd agreed to anal sex without a condom. All these little steps down...
and if you're a junkie yourself, who's also broke and absolutely desperate for a fix, how many weeks is it into your new 'close friendship' before you first entertain the idea that money might take priority over morals, dignity and friendship ... and then how many days is it before you suggest that if you were truly the best of friends, she would only have to do just one quick trick then there would be enough cash to sort you both out with a fix. Before long, this becomes accepted as a regular part of normal daily routine...
Obviously I'm being dramatic and exaggerating, but have patience with me taking artistic liberties to make a point.
Truly, have you thought this through properly and have you been honest with yourself about your motives and desires?
Even if you are genuinely honourable in your intent, can you honestly endure regular conversations referencing requests for fisting and the financial benefits of going bareback? If you're a man with principles how will you be able to square a friendship with someone who has no dignity or qualms about being paid to do degrading and disgusting things with gross men. I admit I'm guilty of moralising, but I know I couldn't bear to be close friends with someone I considered to be so lacking in self respect.
Or even worse, how could you tolerate a friend's situation who's daily being defiled and subjected to despicable depravity against her wishes, because she's in debt and a junkie..? Wouldn't the desire to rescue her from this hell be overwhelming? And what would you feel when she viciously attacks you for criticising her life and think you're sanctimonious to make moral judgements about what she does to make money.
I honestly think having a normal friendship with a prostitute is impossible or would be a lose lose relationship. I doubt any good could come from this... you may prove me wrong. But consider that as a 'man', you will be lumped in the same group as her violent pimp, the depraved middle aged business man, the selfish junkie opportunist and cruel sadistic rapist. In reality, the upper class independent call girl who works for pleasure and only when she wants is a misogynistic fantasy.
I hope you don't dwell on the dramatic exaggeration I've purposefully employed to make my point, but instead focus on the very real difficulties and challenges posed by attempting a friendship with a woman you've just met and paid for sex. Like others have suggested I think you're guilty of deluding yourself; and I also agree that you sound vulnerable and naive by how you're all too easily affected by a nice compliment and satisfying sex with a good looking young woman. My instinct tells me that although there's probably a strong likelihood of genuine attraction on her side, the reality is she is manipulating you as it would be far preferable for her to make money having enjoyable sex with a good looking guy than it would making money from rimming some disgusting pervert. Don't be wet! You sound very young and naive. Although 10 years your junior, she's lived a lifetime more than you.
Can I suggest that there's no need for you to entertain the possibility of friendship. If you're in the habit of regularly paying for sex then consider that you've found the ideal prostitute with whom you can enjoy a satisfying fuck without having to watch the clock, and being able to have an intelligent conversation afterwards. Count your blessings if this is the case.
But be aware about being manipulated and dragged into her life whoring. You can't save her. She may be deluding herself that a good looking straight laced decent guy may be able to redeem her. If you do become close and she is looking for redemption then make it clear that you could only ever be friends or anything more if she turned her back on prostitution and put a lot of distance between you and her past life. It's very unlikely and fantastical that this Pretty Woman situation would ever arise, but if it did it would be even more unlikely that this woman would be prepared to ditch her life and job for some pretty boy she has just met.
One final thought,... whatever happens don't forget she's a whore and likely an intravenous drug user (I'm not generalising,.. not all, but large proportion of hookers in my city are..), and don't take any risks and expose yourself to venereal disease.
