Story #1, Part 1 - The Millionaire's Daughter

     Peyton was always the girl with the best clothes. At boarding school, she played up her uniform with necklaces from Dior, Kate Spade bangles, Manolo Blahniks, and a Birkin bag. Her school was co-ed, so she received the best education in boys as well as in Biology and English. That’s not to say that she went all the way. Oh no, Peyton knew that between her legs was something more priceless than all the shoes in the enormous closet at her daddy’s mansion, and now she was in her senior year, driving every boy wild just by sashaying by.

     It was a sweaty spring day on the Tuesday when Peyton first lost her virginity. She had just started tennis lessons with several other girls at the school. She looked at herself in the locker room mirror before she went out to the court. Long red ponytail, big green eyes, and a cupid mouth with soft, pouting lips. Yes, she looked her best. Maybe today she could get the new coach, Tom, to flirt with her. She had tried once before, but he had only blushed and pretended not to hear her. “Hmm, he must be shy,” she thought. Well, a sultry smile and a few bats of her lush eyelashes should do the trick.


     She went out to practice with the other girls, and stole a look at Tom as he helped out her friend, Liv. Oh, was he gorgeous! His short brown hair flipped boyishly over hazel eyes and an outrageously handsome face. Now she just had to wait till the other girls were gone, and she would try it. It seemed to take forever, but finally they all left the locker room, and Peyton slipped down the hall to the coach’s office.


     She peeked in. He was on the phone. Sliding the door open, she walked in quietly and sat down. He glanced at her and held up a finger. She smiled and nodded. She noticed that he was wearing an adorable blue and white ensemble from Brooks Brothers. Not only was he gorgeous, but he knew how to dress! She was even more determined to make him like her. After a minute, he put down the phone. “Well, Miss Sotheby, how can I help you?” he said, smiling gently. Peyton pushed her hair out of her eyes with a slim hand, and looked down shyly. “Um, I just wanted to ask you something,” she said.


     He raised his eyebrows and waited. Peyton stood up and pulled out a piece of paper from her uniform. “I wondered if you could help me with this,” she said, walking over to him. “Uh, sure,” he replied, looking confused. She went over to his desk and stood right next to him. He looked up at her, and this time she could see the desire in his eyes that he was trying so hard to hide. She whispered, “Tom…” He said weakly, “Mr. Finch, you mean.” Peyton smiled in a way that she knew would make him melt, and leaned closer. “No, Tom, before I leave, we’re going to be very intimate.” Tom blushed, but he didn’t try to get up. Peyton guessed that she knew why.


     She started very slowly to strip. First, she untied her blue hair ribbon and let her ponytail down. Her auburn red hair cascaded over the tops of her large, pert breasts. Then she unbuttoned the white shirt of her uniform, exposing her translucent ecru bra. Tom’s gaze devoured her nipples. He looked like he was starting to sweat. Next, she turned around, and her skirt came off, slowly. Nothing was left but the tiny bra and skimpy panties. Tom couldn’t seem to control himself anymore. He stood up and walked over to her, his hands trembling. “Whatever you want to do, do it to me,” Peyton whispered.


To be continued...