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Can I go back to being a hooker
I consider myself a bi sexual male to female crossdresser bordering on transgender. On four occasions 2 years ago I went out to an area in town where hookers work and prostituted myself. Three of the times were for a few nights each and the forth was for about 5 weeks. I needed money for food and rent and this was the easiest way to get some money. Now two years later I am still living full time as a female but I have a sugar daddy paying for everything. The thing is that I really found working as a prostitute exciting and a huge turn on for me. I enjoyed being with all of those guys and loved bringing them to orgasm. I am not ashamed for doing it and do not care who knows that I am an ex prostitute. Even girls I date find it exciting and want to have sex with me just because of my hooking. Should I just go ahead and do it again?
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I can not endorse what you desire to do as I see it as a great health risk to you. Having a homosexual relationship with one person, a person you know, with taking proper precautions has its health risks. TO prostitute yourself and have homosexual relations with total strangers is a risk I can not endorse.
There are other risks associated with being a prostitute that you were luck did not befall you. Prostitutes have been known to be raped, beaten up and even murdered. Homosexual prostitutes are more susceptible to this do to certain members of society's anti gay feeling and gay bashing. The fact that this would be looked at as a hate crime does not do you any good if you're in the hospital or worse in the morgue.
Then there is your sugar Daddy; how would he feel about you prostituting yourself? It is one thing if this was the only way to put a roof over your head and food in your belly. It sounds like this is not a problem so why ruin a good thing just for a thrill.
It appears you're looking for permission to do so and I just cannot find a good reason to give you permission.
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I don't think you'd want to do anything that jeopardizes your position with the person who is your "sugar daddy". You didn't mention what arrangement or boundaries there is to this relationship or even if it is sexual.
If you have made promises to be the only sexual partner for your sugar daddy, then you would need to have a talk with him and mention how you feel and let him know you want to return to doing this.
If you do have the freedom to do as you wish, it is still a nice but also important gesture to mention you plan on doing this again. Even with protection, unless you are using a dental dam which sure can ruin the atmosphere, you know something can be contracted from oral sex and then passed from your mouth to your 'sugar daddy' and he may want a choice of knowing whether there are connections through you to any other person sexually.
This decision of yours really all depends on what kind of relationship you have with this other person. If all's okay on the home front, then there's no reason why you can't do this if you want to...just please be careful though.
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