Pete always had a crush on her since his teenage years growing up next door. She was a single hard-working mother about twenty years older than him. He would gladly help her out occasionally with outdoor chores. He loved being close to her and craved the attention and praise he'd get after finishing a task. Their relationship grew, and she became like a second mother to him.
Pete, now in college, was living with his parents, working for the summer. Having not seen his neighbor in a year or so, he decided to knock on her door. She greeted him with a warm smile and invited him inside. She was dressed comfortably in a tank top and shorts, revealing her long, shapely legs. "The rest of the family is at summer camp, so it's just me here," she said cheerfully.
"Oh, that's just fine by me," he replied with a subtle flirtatious hint. She grabbed a couple of drinks and invited him to sit on the couch in the living room. She sat down in the chair opposite him, and they chatted for a while, catching up. He worked hard to keep his eyes from darting to her legs as they spoke.
During a lull in the conversation, Pete noticed a wooden paddle sitting on the dining room table. "What's that for?" he asked curiously, pointing over her shoulder at the paddle.
"Oh, I forgot to put that away. I had to use that on my son before he left," she said nonchalantly.
"You spank your son? He's like sixteen, though," he questioned while hiding his excitement.
"Oh, definitely! Boys of any age can be real troublemakers. You remember, don't you? Didn't your parents spank you?"
"Well, uh, no, ma'am, they didn't believe in that. They usually just grounded me."
She looked at him incredulously. "You mean to tell me you weren't ever punished when you stole from me while you were supposed to be mowing my lawn?"
"Well yeah, I was punished. I wasn't able to watch TV for a week."
She leaned forward, looking at him intently. "That's not a punishment; you deserved a proper bare bottom spanking that day."
Pete looked down at the floor, realizing that he wanted this. "I think you're right. I was never properly punished for what I did."
Picking up on this, she responded, "You deserve a spanking, young man, and it's been a long time coming. Don't you agree?" The air became tense as he pondered whether to press forward.
"Yes, ma'am," he said, meeting her eyes with his.
"Very well then. Stand up and strip to your underwear." He complied as her eyes wandered all over his fit body. Upon removing his pants, it was obvious he was enjoying this. Ignoring his erection, she walked past him and sat in the middle of the couch. Looking up at him sternly, she ordered calmly, "Bend over my knee, young man." He laid himself across her lap as she guided him, pressing him down with one hand firmly on his back and the other gently on his ass.
"We'll begin with a warm-up hand spanking," she said as she rubbed his bottom softly. She began spanking his ass firmly, alternating cheeks until she reached forty each. She slipped his underwear down, revealing his bare ass, already pink from the impact. Before continuing, she gently rubbed her hand across his ass, tracing her finger between his cheeks, brushing over his anus, and continuing along his taint to the base of his genitals and back up. He shivered in pleasure from her gentle touches.
After a couple of minutes of tender massaging, she spanked his bare ass hard forty times on each cheek. "Stand up!" she ordered, "Remove your underwear." He complied. "Now go get me my hairbrush. It's sitting on the bathroom counter." He obeyed and retrieved her hairbrush, very aware of how exposed he was. She took the hairbrush from him and motioned him back over her lap. She positioned him so his erect penis slipped between her thighs before closing her legs together and squeezing him in place.
She caressed his bare cheeks with the smooth hard wood. "I will not allow you to get away with this behavior any longer," she said sternly before bringing the brush down hard on his ass. She spanked him several times, then paused, "Stop squirming, young man. If you move out of position, you will be getting the paddle. Am I clear?"