I'll bite, but only because I just wrote this in a PM to another member. (You know who you are! I hope you don't mind me re-sharing the note I wrote to you!)
If you would have asked me a year ago if I would be here right now, I could not have called it, at all. It happened almost by accident, I had been single for a few years and going to school. I was satisfying my craving for male company with internet dating and having a lousy time of it.
At one point after my relationship ended, I had gone two years without having sex so I was feeling really neglected when I emerged onto the dating scene. Then, I had some mediocre sex... a couple of less than satisfying encounters, or encounters that were pretty good but then got way too clingy too fast for my liking. Sex on my terms was not easy to come by.
My first experience of actually getting paid for sex happened when I answered an intriguing ad on Craigslist in the casual encounters section. It was well written, and he seemed nice, completely legitimate in his messages. He is an older man (55) who told me that he "just wanted to have some fun before it was too late."
He said if we met I would not regret it, and told me he was "generous" and asked me in a roundabout way how much I wanted. I told him to give me what he saw fit...I really just wanted to get laid anyways. Can you imagine, how naive I was?! Letting HIM set HIS OWN rate? lol, I laugh at that now!
Anyways, I met him at an athletic track across the street from where I was staying, saw that he seemed perfectly normal, and told him to follow me up to the house. I walked ahead of him, and waited for him at the back door. It was very strange, and exciting. It definitely felt clandestine.
We got to my room, and chatted for a while. He told me he was nervous, but that was okay because so was I. We must have talked for an hour before I came right out and asked him if he wanted me to take my clothes off.
He said, whatever I wanted...and that was exactly what I wanted.
I took my pants off, and kneeled on the bed in front of him in my underwear and blouse. Slowly, I unbuttoned my blouse, and he snaked his hand in to feel my breasts through my bra. I asked him if he wanted to touch me. And he did.
It was a really incredible experience...he did not remove any of his clothing, but I was naked in no time, and he went down on me for the LONGEST time. Over an hour he performed oral on me. He just wouldn't stop. I didn't want him to, anyways, because he was good. Incredibly good. Up until that point, I had only been brought to orgasm with oral twice in my life. I usually have to help out a bit, but not this time! He really did play me like a fiddle. He knew intuitively exactly which buttons to push on me.
After I had come, and we were cuddling, I was feeling really weird because he hadn't taken his clothes off, nor had I reciprocated for him. I remember saying, "I want you to leave here happy." And he said, "Well, I guess I should get going then." lol We talked a bit more, I modeled a dress for him I had just bought but was still unsure whether or not to keep it or return it. "You can cut the tags off of it.", he said. (I did, and it's my favorite summer dress now!)
Right before he left, he placed an envelope on the table for me. "For you. I hope we'll see each other again." After he left, I looked at it and was surprised that he had left me quite a generous gift; 300 dollars. I still see him often enough, we are doing lunch next week.
He continues to give me the same gift, after every encounter (even the ones where we don't make it to the bedroom!), and he has also bought me a couple of beautiful (and expensive) items that he was sure I would like. Our encounters are always the same, too...he derives great pleasure in my company and my pleasure, and I have never, ever, seen him with his clothes off. Nor does he want me to perform.
After that, it wasn't much of a stretch to start becoming an SP. I thought, "Damn! Where can I find another one?"
And the rest, as they say...is history.