βββPlease note, all characters in this story are over age 18βββ
I was a senior in high school when I first saw him. We moved around a lot as a family, and I didn't make many close friends. I only had one friend my whole senior year, on purpose. My family was very secretive about our lives, and didn't want me letting anyone know how we made money and what kind of dealings my father was involved in. When I met Kaylie, I recognized in her what my family instilled in me. Keep your family dealings private at all costs. We bonded over the darkness we could see in each other, and over the shared risk of anyone finding out anything about our parents and what they did.
Kaylie didn't know much about me, just enough to form a friendship. She especially didn't know that I was held back a year, and that I started senior year as an 18 year old. I told no one, it simply wasn't their business. I wanted to get done with school and on to a bigger city, where I can leave all of the secrets and lies behind.
After the second school trimester, Kaylie finally started asking me to come swim at her house after school. It was a godsend, because my house was a cramped trailer with my mother, father, and little brother. There was no room to move around, especially when my father had his associates over. The AC never worked, it was sticky and disgusting. Kaylie's house was a mansion in comparison. Whatever her dad did to make money, it was way more profitable than what I was used to seeing. That or all of the profits didn't go up someone's nose or in their arm.
Walking up to Kaylie's house made me forget my problems. I knew I was free for a few hours, and could focus on normal high school stuff like my tan. Whenever I arrived, Kaylie would lead me straight to her room, where we would fling off our clothes and put on our bikinis. Kaylie was petite and proportionate with square hips and tiny breasts, but I filled out my bikini. My 36 DD tits pulled the stretchy bikini top to its limits, nearly spilling out on all sides. I felt okay dressing this way at Kaylie's house. The only men around were her father, his one business partner, and the garden crew. Sometimes there would be a pool boy. Anyway, I would never dress like this at home, because the men my father hangs around would make me the center of attention in a way that I didn't like. Kaylie's dad and his business partner were much more sophisticated then the men I knew from home, or at least I thought so anyway. Occasionally, I would catch them staring at my tits, but they seemed harmless. Or again, at least I thought so.
One day I came to Kaylie's after school and Kaylie wasn't home yet. Her dad answered the door, seemingly pleased to see me. He said his business partner, Mr. Warren, wanted to talk to me. This struck me as odd. I asked Kaylie's dad why, and he said that Mr. Warren was interested in talking to me since he heard that I wanted to move to New York upon graduation. Mr. Warren knew many firms in New York where he could find me a job right out of school. This is exactly what I wanted to hear, and I knew I was going to owe Mr. Warren quite a debt of gratitude for his generosity. In retrospect, perhaps I should have known something was up, since Mr. Warren had never talked to me before. He certainly looked at me, especially when I wore one particular bikini, but never, ever said a word.
Kaylie's dad walked me to the study, opened the door, and sent me inside to talk to Mr. Warren. He was browsing at a wall of books as high as the ceiling. He asked me to sit down. I did as I was told. There was something commanding in his voice. In all of the months I had been coming to see Kaylie, I had never heard this man speak. When he spoke, I felt I needed to listen. He exuded worldliness and confidence. He asked me if I felt comfortable talking to him about my future plans. I said "Yes, sir" as he seemed to demand that type of response. He seemed to like my acquiescence to his authority. He smiled and told me to call him Rob.
We talked about my goal of moving to New York City and getting a job downtown in an office, far away from my current life. He said he could help, and I was very pleased. We talked about school, and the subjects I liked, and other small talk. I was beginning to relax. Rob seemed so nice and willing to help me, even though he didn't know me at all. The idea that my New York dreams could come true had my head swirling. I am sure I was smiling thinking about the future ahead of me.
He broke my happy silence by telling me that I am very beautiful. Then he asked me if I am dating anyone. I told him no, that the boys at school were immature and not worth my time. Then he asked how "far" I had ever gone with a boy. I was a little surprised at this question, but wanted to please this man who held the key to the future I wanted, so I told him.
I told him about Bobby Carter who tried to finger me once, and how it didn't feel good. It seemed like he was jabbing about not knowing what to do. And Anthony Fellows who felt my breasts while he kissed me but didn't get me interested with his awkward fumbling. I couldn't believe I was being so open with this man, who was basically a total stranger to me. He had seen me wearing very little clothes and knew I wanted to get to NYC, and that was literally all he knew.
When Rob started to ask me about boys, I did start to notice his handsome face with dark features, tight body, and thick strong hands. As he turned to look toward the bookcase, I could see he was in quite good shape from behind as well.
Then he asked me if I wanted to know how it felt to feel pleasure with a man. My breath caught in my throat. I was taken aback. I...I...I...stuttered a bit out of nervousness. Then clearly Rob seemed to remember that I am a senior in high school. He mentioned that he forgot a beautiful girl like me could be young, expressing concern for being entangled in something illegal. But he didn't know the truth.
I told Rob my secret. I told him I am 18. I told him because he asked me about my pleasure, and that excited me. I could feel my white cotton panties getting moist, like they did when I watched a sexy part of a movie. This made me want to tell Rob my secret even more, this breathless excitement I could feel all over, knowing that my secret would make Rob ready to be with me. I told him because I wanted to know what comes next. He said "Prove it" - so I dug out my ID and showed him. I proudly displayed my proof of age to him. I am 18.5 years old. I was held back in school, and our family moved around a lot. Not even Kaylie knew the truth. But now Rob did and it excited me.
Rob smiled at me. He asked me what I knew about dominant and submissive relationships. I said not much, adding that I would like to learn. Secretly, I was hoping he would explain everything to me in great detail. I was already growing even more wet, and he didn't even touch me yet. I could feel my panties start to cling to my skin, rubbing against the folds when I moved my leg slightly. I am sure the odor of my wetness would permeate the room if this went on much longer.