This is a true story and only the names have been changed. Let start by saying I am not a bad person. Some guys call me a loser, or a dick for having sex with older ladies, but I will explain my reasons for preferring older ladies. When I was high school and even college, I was fairly funny, and popular, but every time I went to make the move on girl you know the one, the one that's either going to make it or break it, will the girl would always say the same fucked up thing.
'You're really nice, funny, and cute. And someday I love to meet someone like you, but you like a brother. You're my friend.'
I hated that word 'Friend', it means you get all the fucked up jobs like listen to her problems about some prick she loves and hates at the same time. The having to try and comfort her and get a little feel at the same time. But she gets pissed when she finds out. Friends are fucked!
Well like I said this was the same all through High School, and then in my fourth year of Business at Berkeley I was getting tight on money and thought I was going to have and drop out. But then a bud of mine jokingly told me about this 'Service' that helped young guys make money. To him it was all a big joke, he was on the football team and tagged bitches left and right. But he must have known something about it because he always had good money, not rich, but always enough to go drinking, and still pay the bills.
One day after he had told me about this 'Service', I was helping him with some of his laundry mixed in with mine. I was running through his pocket, I had found some money, nude picture had taken of bitches, and panties of recent scores before so thought what the hell. He was often so drunk he didn't remember anything so I'd keep what I wanted and throw the rest away. Well like I was saying I was running through his pocket when I found he had left his wallet in his jeans. I opened it, he had six twenties I pocketed. He hadn't came in 'til about an hour before I was going to do the laundry, so I knew he wouldn't remember what was in his wallet, and often girls picked his pockets before I could get to it.
I kept poking around and out fell a small piece of paper. It was folded quit tightly and tucked far back under his ID. I opened it and there was a single word 'Service' and it had an Oakland number. I wrote the number down on my hand and return the fold to the wallet. I sat the thinking about all Jay had said about going out with old ladies and making a quick fifty bucks. I thought he was just bull shitting, cause we were both pretty fucked up drunk. I finished the laundry and returned home.
Jay was still dead asleep, as I opened his room and dumped his clothes on the foot of his bed. I shut his door and went to my room. I shared my room with another guy, he was a dork I hoped every night I wasn't as bad as him. But he and I did get along. We played D&D, Computer games, and watched Star Trek. James, my room mate was not home, he was at the Library, or at campus doing something as always. I looked at the number and didn't want to think about it anymore. I picked on the phone and without thinking I dialed the number the phone rang, and I was about to hang up when I voice answered the other end.
"Yes?"
I hesitated, but then spoke up.
"Uh, yes my name is Derrick. My buddy Jay gave me this number said I might could in for an interview. I'm looking for work and he said you might could help?"
The lady's voice sound extremely calm, and as she cleared her throat she began in a commanding tone, like a teacher.
"Well Derrick, could you come in today?"
I looked at the time my classes were done but I had planned to go to the movies, but answered her anyway.
"Sure, where are you located?"
The lady gave me directions to an area pretty nice in down town Oakland. I knew the offices around there where almost all lawyers, and doctor at first I was a little nervous.
"Oh, yes one more thing Derrick. Do not say anything about this until we talk to you here, and please do not bring anyone with you."
I told her okay and asked who I should ask for?
"Don't worry, just come to the office and tell them your name."
With that she hung up the phone. I changed my clothes, and dressed for a business interview in my best slakes, and shirt. I felt dumb, I didn't really know what to wear if this was what I thought it would be. I got on BART and followed her directions, I walked into the office building and looked for the office.
Next to the office was blank. Just a number no office name. I got on the elevator and went to the floor. I walked to the office, and opened the door there was a desk, I nice looking older lady maybe 39 or 40 sat there working on a computer. I walked up to the desk and cleared my throat to get her attention.
"Yes? Can I help you?"
Her voice was velvety and soft. I nodded and answered with name and added.
"I called earlier, I am expected."
She nodded her blonde head, and licked her thick red lips slightly, giving me a little surge through my cock. She turn and picked up a phone, I couldn't hear what she told the other person one the other end of the line but, soon after she hung up the door leading to the back office opened.
There another older lady maybe 38, but I couldn't be for sure. She smiled a full smile white teeth ringed by peach colored lipstick. I rose as the lady motioned for me to follow. I watched her ass switch from side to side, and her reddish brown hair wave at me. She lead me to a chair and moved around the desk to face me and she sat in a large dark red leather chair she introduced herself.
"My name Miss. Nina Harmon. You can call me Miss. Harmon or Nina."
I smiled and reached out to take her hand, I thought quickly and lowered to gently kiss the back of her hand. And then waited like a gentleman for her to set. Nina smiled and nodded.
"Very good, you have manners. Something young men don't always have that. Your friend Jay for example. He had to go through much training before he could be put on the list. You, I don't think will need nearly as much training."
I smiled and spoke up.
"So can you tell me this 'Service'?"
Nina smiled and took a sip of water from a fine lead crystal glass.
"First tell me Derrick, what did Jay say about our little business?"
I felt a little nervous, Jay could have been fucking with me this might have been some kind of church. I spoke invasively.
"Well he said that he made money keep ladies entertained. He took them out sight seeing sometimes, and show them places nice to eat."
Nina smiled and nodded.
"You are good Derrick. Now I hate to ask this but for my protection and my whole business'. Are you in any way involved with law enforce? Or any legal parties?"
I shook my head and understood what she was asking.
"No Miss. Harmon. I am in no way involved with law enforce, legal parties, or an other undercover sting on you or your business. I am just looking for some money and looking to have a good time."
Nina then relaxed and began to explain things.
"Well then Derrick, first thing we are an escort service. We provide ladies with the company of both young males and female. Depending on the clients wants. It is not always sexual, often a lady might 'date' a young man a few times before anything sexual happens. We charge a fee, usually through cash or out of county accounts. I will not lie to you, not every call you get is going to be a lady you'd want to be with. That is where the training comes in. We teach the men and women how to, perform when needed.
So what do you think so far?"
I sat there happy to be told the truth of things.