Jeremy Bauer had just wrung the doorbell at his next door neighbor’s house. He’d been home from college for one day, and was eager to see his friend Steve. Jeremy’s mother told him that Steve had been home for about a week. He and Steve had been best friends since elementary school, but hadn’t seen each other since Christmas.
Steve’s mother, Ellen Jackson, opened the door, grinned at him and said, “Jeremy, it’s so good to see you.” She hugged him quickly and invited him in.
They stood in the entry way and exchanged some small talk. Of interest for both of them was Jeremy’s upcoming 20th birthday party. Both families were planning to celebrate, but even though he tried to get some clues out of Mrs. Jackson, Jeremy had no luck. “You’ll just have to wait,” she said, “I’ve been sworn to secrecy by your mother. If I let anything out, I’ll be banished from the neighborhood for a year.”
Giving up, Jeremy asked about Steve. “He’s gone fishing with his father for the day, and they won’t be back till late tonight.”
“Well, I don’t want to bother you any longer,” Jeremy said as he started for the door.
“Don’t think I’m going to let you go so soon,” Mrs. Jackson said, “I’ve just finished a batch of chocolate chip cookies, and I want you to sit down and talk to me some more.”
Not wanting to go home to an empty house, he agreed to stay. His parents were out shopping, and wouldn’t be back till dinner. Jeremy sat at the kitchen table, while Mrs. Jackson brought a plate of cookies for them. She then got milk from the refrigerator, and glasses from the cupboard. Rejoining him at the table, she asked lots of questions about how his year in college had gone.
After he’d given her a complete update, he said, “I’d almost forgotten how good your cookies are.” He then stuffed another one in his mouth before finishing off his milk.
It was now his turn to ask about things in the neighborhood since he’d left. She told him about old Mr. Potter who had locked himself out of his house without his glasses, and how the girl scouts had sold a case of cookies to Mrs. Fletcher, who had them sold them at her garage sale.
Their conversation quickly turned to experiences their families had shared over the years, both happy and sad. It was during this time that Jeremy’s mind began to wander as he looked at Mrs. Jackson. He’d probably spent as much time in this house as he had his own, but there was something special about this house, and she was sitting right in front of him.
Steve’s mother had always treated him well, but during his teen years Jeremy had become acutely aware of her physical attributes. She was about the same age as his mother, but a little taller, with longer, brownish hair. Her breasts seemed to bounce more, and her hips always invited him to look at them. Every now and then she’d give him a hug, or a quick peck on the cheek, and his insides would turn back flips. There was never any overt sexuality on her part, but there had been times when just being close to her had raised his temperature in ways that no one else ever had.
Their discussion turned when she brought up the time when he and Steve had been caught with a six pack of beer. They’d both been 15 at the time, and had tried their first beers in the bushes between the houses. Jeremy’s mother had found them, and yelled at them for a few minutes before taking Steve home herself.
Jeremy explained that he’d been grounded for a week because of that. He then said, “Funny, now that I think about it, I did see Steve doing chores in the backyard from my window, and if I remember right, he walked around rather stiffly then.”
“Well, that’s because I blistered his butt right after your mother left,” she said. “I know your parents don’t believe in that type of punishment, but it’s the way that I was raised, and he hasn’t had a beer since.”
“Really,” Jeremy said, “I thought I’d gotten the worst of it because I couldn’t watch tv for a week.”
“Nope,” Mrs. Jackson said, “Our Stevie couldn’t sit down for about three days after that session.”
“Not to get too nosy about this,” Jeremy asked, “but didn’t it hurt your hand too?”
“I never let it get that far,” she answered. “You see, we’d start with a bare bottom spanking, but I’d use the switch at the end as a final reminder.”
Mystified, Jeremy said, “He never told me about that.” He then went on, “You don’t still have the switch, do you?”
“Oh yes we do,” she replied. “We haven’t had to use it for a long time, but every now and then I bring it out just to make sure that he listens when I’m talking.”
Mrs. Jackson then got up from the table, and went toward the back of the house. She returned rather quickly holding the switch.
“That looks like it could hurt a lot,” was all Jeremy could muster.
“That’s the point of it,” Mrs. Jackson replied. “Surprisingly, this is the same one that my father used on me when I was growing up. I have to admit that it’s much better being the spanker, than the spankee.”
Jeremy was at a loss for words at this point. He looked at the switch, then at Mrs. Jackson, with a slightly curious look on his face.
Picking up on this, Mrs. Jackson said, “I know that you were grounded for a whole week, but I still don’t think that your punishment was satisfactory in light of what Stevie went through.”
Realizing that this was something he really wanted to experience, Jeremy looked at Mrs. Jackson and said, “You’re right, I was not properly punished, and I can only ask you to spank me like I should have been back then.”
“Well, young man,” she said, “I do believe that this spanking has been a long time coming.”
She put the switch down on the kitchen table, picked up one of the chairs and carried it into the living room. Jeremy followed until he saw her put the chair down. She then sat down, and looked at Jeremy. Then, raising her right hand, she beckoned him to her with her index finger.
He was about to kneel over her lap when she said, “First things first, I want you to take off your shoes.” Not really knowing why she’d made this request, he just complied with it.
Jeremy stood up after getting the second shoe off, and then was somewhat surprised when Mrs. Jackson reached out, and began unbuckling his belt. “I told you that this was to be a bare bottom spanking,” she said in a rather stern tone. Then she unbuttoned his pants button, and lowered the zipper.
When she pulled his pants down, he had to put his left hand on her shoulder for balance as he stepped out of them. With both hands, she then lowered his shorts about halfway down his thighs. “This will keep you from kicking too much,” she said.
Jeremy was a complete loss for words. In a very short period of time, he was now standing in front of a woman he had long fantasied about, with his penis completely exposed. It was at this point that she helped him onto her lap.
Jeremy was now intensely aware of his predicament. He had his butt side up to a woman whom he’d been sexually attracted to for that last 10 years. Also due to the fact that Mrs. Jackson was wearing a short skirt, his semi flaccid penis was now in direct contact with her bare thighs.
He didn’t have much time to think about this because she began spanking him, harder than he expected. It didn’t take him very long before his butt cheeks started to sting. After about the tenth spank, he began to grunt as her hand made contact with his ass. He lost count around 25, about the same time that his eyes began to water.
All at once, she stopped, and he could hear her breathing hard. “That’s a good start,” she said, “but we still have a ways to go before I give you the switch.”
When she started spanking again, she spoke to him in a very harsh tone, scolding him with each spank. “I hope” whack “you”smack “realize” whack “that I’m” smack “only” whack “doing this” smack “because” whack “you” smack “were” smack “such” whack “a bad” smack “bad” whack “BAD” smack smack “LITTLE BOY!” whack.
Jeremy was almost as his end of his endurance. The pain he was enduring was worse than anything he’d ever felt. He was way past watery eyes; he was crying and taking deep breaths. He wasn’t even aware of the fact that he was kicking his constrained legs during that entire session.
What he never expected was how hard his cock would become. The movement of his body against Mrs. Jackson’s thighs had a tremendous effect on his penis, and he was very sure that his explosive climax wasn’t far off.
He was relieved that she had stopped spanking, but also frustrated that he was so close cuming without an end in sight. It was at this point that Mrs. Jackson said, “I think it’s time that we finish with the switch.”
“Oh,” he thought, “I’m not sure that I can take any more.”
She helped him up, and while she saw his fully erect penis, she made no reference to it. He gently rubbed his sore ass while she moved the chair back to the table, only to return with the switch.
“Now since this is your first time,” she began, “you’ll only get five with the switch.” She then placed her hand in the small of his back and said, “Please bend forward, and put your hands on your knees.”
He couldn’t see clearly because there were still tears in his eyes, and he was only beginning to control his snuffling, but was also very aware of the pain to come. In fact, if he thought that it might help, he could have asked her to stop, but he decided to complete the punishment for nothing else but his manly pride.
Mrs. Jackson didn’t use her whole arm to swing the switch, because she didn’t have to. It didn’t weigh much, but being made of bamboo, it was very strong. She really only had to flick her wrist, and the switch made crisp contact with his butt.
Jeremy heard the switch as it whistled through the air. He clenched his ass cheeks in fear, but was not totally prepared for the excruciating pain he was to feel. The first strike instantaneously caused his eyes to fill with tears again.
The second strike followed very soon afterward, caused him to sob heavily.
“Now we’re almost done,” Mrs. Jackson said, “If you stay still, this will be over sooner.” Her voice was surprisingly tender for someone who was engendering so much agony on his part.
Determined to last through the fifth, Jeremy steadied himself for the third strike. This time she was able to hit the exact same spot as the second strike. His pain level increased, and he couldn’t keep still. Instinct made him bend and unbend his knees in an effort to reduce the pain.
When he regained a modicum of composure, Mrs. Jackson gave him his fourth strike. This time she hit a new spot, and he was able to keep from yelling.
“Only one more,” she said in a most disconcertingly calm tone. Then she gave him his last strike.
Jeremy was able to keep his hands on his knees, but now he was sobbing uncontrollably.
She patted him on his back and said, “There, I’m proud of you. You’ve really been very brave through all of this.”
Now that it was over, Jeremy attempted to stand up, but Mrs. Jackson quickly told him to “Stay put, I’ll be right back.”
He heard her walk out of the room, only to return a few seconds later. “I know that hurt a lot, so now I’ll try to relieve some of the pain,” she said. Mrs. Jackson had gone for a tube of hand cream. He heard her open the tube, and put some on her hands. The next thing Jeremy heard, although he was afraid to look back, was her rubbing the cream on her hands.
She then began to gently apply the lotion to his very sore ass cheeks. While it was cooling the intense pain on his ass, this procedure wasn’t reducing the size of his penis. Over the next few minutes, she continued to massage his cheeks, but at one point, the thumb of her right hand grazed against his asshole. An involuntary shudder went through his body that she could not miss. She followed this up by letting her left thumb touch the same spot. Jeremy shuddered again, and also added a slight “ooh” that time.
Mrs. Jackson stopped the massage, and applied another squirt of lotion to the fingers of her right hand. Then she did something that Jeremy did not expect. She carefully separated his ass cheeks with her left hand, and slowly inserted the index finger of her right hand in his rectum. This caused an instantaneous reaction as he let out a much longer “oooooohhhhhh,” and eased himself back toward her. She quickly had her whole finger up his ass, and was able to stroke his prostate.
Jeremy had no idea why this was happening to him, but his penis was now harder than it had ever been. While he knew he couldn’t move his hands without a say so from Mrs. Jackson, he did utter a soft “please.”
Mrs. Jackson chuckled at this request, then said in a light tone, “Since you asked politely.” She continued to massage his prostate with her right finger, but then she reached around him with her left hand, and gently grabbed his balls.
“Oooohhhhh yyyyeeeaaaahhhh,” was all that Jeremy could say as he reached a new level of pleasure. At this moment it occurred to him that the woman who had taken some very interesting trips through his imagination, was now handling him in a most erotic manner. He may have dreamed of this type of thing happening to him, but never had he believed that this might actually take place.
Mrs. Jackson then said, “So big boy, does this feel good?”
All Jeremy could do was moan pleasurably.
After a few minutes of rubbing, she released his balls only to grasp his penis with her four fingers, and caress the tip of his dick with her thumb. Jeremy couldn’t help himself, he began moving his hips in what can only be described as a fucking motion. Slowly, but ever so surely, Mrs. Jackson was working him toward the biggest release of his life.
“That’s it honey,” she said, “you’re almost there.” At the same time she removed her index finger from his ass for a short second so that she could insert her index and middle fingers in the same spot, both of which were able to stroke his prostate. She also increased the pressure on his penis by tightening her grip.
This was as much as Jeremy could take. With one final thrust of her fingers, he yelled, “FUCK MEEEEEE” and came with four fabulously strong ropes of cum. They just missed his chin, and landed about four feet in front of him on the floor. She continued to milk his penis until it started to deflate, at which point she also removed her fingers from his rectum.
“You can stand up now,” she told Jeremy. She came around his side and looked at the large amount of cum that he had deposited on the floor. She then said, “Well, it looks like we have a little clean up work before everyone gets home.”
She left to go to the kitchen, and returned with a wash cloth to clean him, as well as the floor. He thought that she might wipe off his dick for him, but he was amazed at what she did next. Without saying a word, she knelt in front of him, and put his dick in her mouth.
It was only there for a split second, but when she released him from her mouth, she grinned and said, “Now, I think that you should take a shower.” She then winked at him and said, “I kind of hope we can do this again sometime.”