Author's Note: I want to thank the guild for being such great friends and inspirations. I also want to thank my editor JillieB. You totally rock, girl.
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Jack was confused. He was in what appeared to be a classroom. He was sitting in a small desk with his legs crammed awkwardly under a tiny flat wooden desktop. It was attached to the chair by two aluminum tubes that were bolted to the side of the small chair. He hastily glanced around at the pastel green walls. Along the top, just below the ceiling, the letters of the alphabet ran around the entire room in large colorful letters. He saw a poster that read 'The mind is a terrible thing to waste.'
"Now remember class, you can divide by any number except zero," Mrs. Harmon, his 5th grade teacher said as she turned from the chalkboard.
'I'm dreaming,' Jack thought. He looked around and saw his ten-year-old self sitting in the desk next to him. He watched as his younger self turned toward the class room door when Mrs. Donaldson, the assistant principal, stuck her head in and asked Mrs. Harmon to step out into the hallway.
After a moment, Mrs. Harmon came back in but left the door open. "Class, we have a new student," she said as a young girl with blond pigtails stepped into the room clutching her book bag in front of her nervously. "Everyone, say hello to Barbara Edwards."
Every young boy has a moment where he sees a beautiful girl and the realization hits him that girls have some fundamental power and attraction that he never knew existed until that moment. Older Jack could clearly see that spark of understanding written all over his younger self's face.
"Hi," the girl said to young Jack as she moved past him to sit in an empty desk a few rows behind.
He was so awestruck when she spoke that it took him by surprise. By the time he finally got his mouth open to say hello, she had already passed him.
The classroom faded and Jack blinked. He was sitting on a bench in the school quad. The quad was an open grassy area between the Math and English buildings where students congregated at lunch and between classes to socialize. Trees spotted the quad sporadically so that students could lounge in their shade. It must have been lunchtime because there were students all over, gathered in the mysterious groups that young people divide themselves by.
Jack glanced around and saw seventeen-year-old Barbara huddled in a group with some other girls. They were all wearing their cheerleader uniforms, and were in the middle of an animated discussion. Barbara had pulled her hair into a topknot allowing her blond tresses to cascade down around her head past her shoulders. The sun light shone through her golden hair as if Apollo himself was acknowledging her beauty.
A little distance away, Jack saw his teenage self eyeing the girls with a terrified expression. He was wearing his football jersey over a white tee shirt. Older Jack realized that it must be game day. The team always wore their jerseys to school on the day of a game.
Teenage Jack started toward the pack of females and then seemed to lose his courage. He started to walk away then stopped and shook his head as though irritated with himself. He turned, gathered his courage, and approached Barbara.
"Excuse me, Barbara?" he interrupted. His voice almost cracked with nervousness.
"Yes?" she said as she turned to him, a mildly surprised look on her face.
"Could I talk to you for a second?" teenage Jack asked and promptly looked at his shoes.
"Sure," Barbara said and walked a few feet away from her friends.
Teenage Jack followed her but glanced back at Barbara's friends when he heard them laughing. They were watching him and when he looked at them, they put their heads together before breaking into a fresh wave of giggles. He turned back to Barbara who waited with a questioning look on her pretty face.
Suddenly Jack was no longer watching from the bench but was inside his teenage self. He could feel his heart thumping like it was desperately trying to escape the confines of his chest. He could feel beads of sweat beginning to form on his forehead and on his palms as he clenched his fists nervously.
"I was wondering if you would like to go out with me tomorrow night?" he asked, the words spilling out of him in a rush as though he were afraid that if he didn't ask quickly he would lose his nerve.
"Oh," she said. "I'm sorry, I can't."
Jack's hopes crashed. "Oh, okay," he said. "That's cool." He turned away from her to go hide in the darkest place he could find.
"Wait," Barbara said, and he froze in mid turn. "I have to do this thing with my parents tomorrow night, but I would love to hang out with you tonight, after the game. If you want to, that is."
Joy exploded inside Jack's heart and it pounded even harder than before. The quad faded. Jack was staring down at Barbara. She gazed up at him with a slightly fearful expression. It was a year later, just after Barbara's eighteenth birthday. They were in Jack's room on his bed. They were both naked, and Jack was between her legs, his hard cock hovering rigidly near her pussy, straining against the condom that encased it.
"Are you sure, baby?" he asked. "It's okay if you want to wait."
"No, I'm ready," she said. "Just go slow, okay?" Her pretty face wore an expression of determination tinged with trepidation.
"Okay," he said, and moving his hips, searched for her entrance. He was a little embarrassed when after a few clumsy pokes she had to reach down and guide him to the right spot.
Once she had him positioned at the opening of her pussy she withdrew her hand and nodded for him to go ahead. He pushed forward and she sucked in a breath as he sought to enter her. He felt resistance and pushed a little harder. The pressure built for a second and then Barbara cried out as he breached her hymen and the head of his cock slipped inside her pussy.
"Oh, stop! Stop!" she cried, and Jack froze only just inside her.
"Are you okay?" he asked.
"Give me a second," she said, as she fought against the pain of his intrusion. Her breathing slowly returned to normal. Jack's arms began to tire from holding himself above her as he waited for permission to continue. "Okay, go ahead, but go slow," she said when she was ready.
He pushed forward and slowly slid all the way into her. Her eyes locked with his and widened as he seated his cock fully inside her moist depths. A tear escaped the corner of her eye and rolled down the side of her face.
Barbara's face faded and Jack found himself sitting in the front pew of a church. It had a large domed ceiling that had panes of stained glass depicting various biblical figures embedded in its octagonal shape. Light streamed through the glass, casting a myriad of colors throughout the church that somehow combined to light the interior without any one-color dominating.
His mother and father were seated beside him. His father had an arm around his mother's shoulders as she dabbed at her eyes with a tissue. He glanced behind him and saw the rest of his family and friends seated in the pews behind. He looked across the aisle and saw Barbara's loved ones filling the pews on the other side of the church.
He turned his gaze to the altar where his nineteen-year-old self and Barbara stood with a priest between them. Younger Jack wore a black tuxedo and looked as happy as a man could. Barbara was stunning in her wedding dress. The dress was off the shoulder and fit her figure beautifully before spreading out around her in folds of brilliant white. The subtle beadwork on the bodice accented the beauty of the woman and the dress. She gazed at young Jack with adoration plain for all to see written on her face.
"If any here see reason that these two should not be joined speak now or forever hold your peace," The priest said to the room at large, then gave the guests a perfunctory glance.
Jack didn't know why, but he felt compelled to speak out against the union. He opened his mouth to speak and then hesitated. There was a reason he shouldn't get married, but the reason hovered elusively on the edge of his mind. Then he remembered. The image of Barbara fucking Roger Chapman crashed into him.
"Wait! Stop!" Jack screamed, but the church was fading away and no one seemed to hear him.
Pleasure coursed through Jack's body. His eyes snapped open. He was lying on his bed with Barbara straddling him. Her long hair was mussed and sweat had darkened her blonde locks to a light brown. His cock was buried deep in her sweet pussy and he moaned as she raised and lowered her hips in a steady rhythm.
Jack gazed at the face of the woman he loved. He took in every detail. Her eyes were closed in concentration, and she was crinkling her nose in that adorable way she always did when they were making love. There were tiny beads of sweat dotting the skin above her full lips.
Her hands were resting on his chest, supporting her weight as she rode him. Her breasts hung seductively and swayed with her motions. Jack loved the way her small pink nipples stood out in contrast to her pale skin. He raised his hands and cupped them, halting their swaying motion. They felt heavy and wonderful in his hands and Barbara moaned as he caressed her taut nipples with his thumbs.
Her breathing quickened and her eyes snapped open. She locked gazes with Jack and began slamming her hips down onto Jack's cock as fast as she could. Her motions became erratic and her pussy clenched his shaft with her silken walls.
