Fortunately for us, our regular babysitter had just finished high school and was anxious to make some money, before heading off to college. Jenny seems almost to good to be true. She is 5’2″ about 100 lbs. captain of the cheerleaders, an A student and she is the most conscientious young girl I have ever known. She has big brown eyes, dark brown hair, a great looking tan and she really loves our kids.
While Jan was out of town, we would be needing Jenny for about 10 hours each day. Jenny had no problem with the long hours. The first day she showed up 15 minutes early, just to tell me how excited she was to have the opportunity to make some good money, while watching her favorite little kids.
The first two days could not have gone better. The kids reported having a great time with Jenny and she even had a nice meal prepared for me, when I returned home each evening. The third day I had to stay at work later than I had expected. No problem for Jenny, who told me that she could have the kids in bed before I got home that night, (A really big help to me).
It was close to 10 PM by the time I got home. The kids were settled in bed and all seemed well. I did notice that Jenny didn’t seem as energetic and upbeat as usual. I figured it had been a long day, so didn’t think much about it, when I asked her if everything was okay.
She said, “Well, to be honest Mr. Mann, we had a little accident which was all my fault, I’m afraid.” Her look of concern had me more than a little worried.
She explained, “The kids were being really good. We were all watching a movie and enjoying some popcorn, when Jimmy accidentally bumped over a cup of grape juice, which spilled onto the cushion of your new white sofa.”
I said, “Well Jenny, accidents do happen and I’m sure we’ll be able to get the stain out, the important thing is that I know our kids are always in good hands when you are here.” I added, “It sounds like it was not really your fault anyway.”
She replied, “It really is my fault Mr. Mann, I should never have let them have grape juice in the living room, especially on the new furniture. I do know better than that.”
She told me she had been working on the stain the last hour without much success. She showed me the spot which was noticeable, but not nearly as awful as she seemed to think.
I said, “Jenny, I don’t think it is all that bad, but in the worst case, we can just flip it over.”
She now seemed to be nearly in tears. She said, “Mr. Mann, I really try to always do my best, but when I do something wrong, I’m embarrassed and feel like I’ve let everyone down, it bothers me so much.”
I felt pretty bad for her and gave her a little hug. I told her, “We all make mistakes and I’m sure everything will seem much better in the morning.”
She said, “Mr. Mann, I don’t know how you can trust me with your kids another day. I lost focus of what I was supposed to be doing. I can’t even let you pay me, that would not feel right.”
“Jenny, lets just sit down for a minute and try to relax,” I said. “I see how upset you are and I appreciate how conscientious you are about babysitting. We will definitely continue to use you and of course I need to pay you. But Jenny, I am really very concerned about you and would like to help you if I can. I am kind of getting the feeling that you think you need to be punished for what happened. Am I hearing that right?”
She sniffled a little and looked right at me and said, “Maybe I do kind of feel that way, Mr. Mann. I just know that I feel really bad about what I did and I’m not sure how to get over it. If there is any punishment that might help me stay better focused, that might be the best thing for me.”
“Jenny, do you think that the kids are asleep?” I asked.
“I’m sure they are Mr. Mann. We had a long day and they were both out before their heads hit their pillows.”
“Jenny, I hope you know that we all lose focus like you did tonight, once in a while. We just need something to remind us that we must keep our mind on what is really important, right?”
“Yes, Mr. Mann, I totally agree with that.”
“When we are still young, if we are given the proper punishment at the proper time, that can help us throughout our lives. It is important to understand that different people may need different types of discipline or punishment at various ages.”
“Mr. Mann, I think you’re a wise person. I trust you very much. I know that this is a time when I do need to be punished. What do you think would help me the most?”
“Jenny, how would you feel about my giving you a spanking?”
” You would spank me, Mr. Mann?” she responded with surprise.
” Only if you agree Jenny, it could be that you’re to old for a spanking, it is just the best idea I can think of for what we could do right here and now.”
” Well,” she paused a few seconds to give it some thought, “Don’t you think we might wake the kids up, sir?”
” We could go in the den, Jenny.
” I am a little nervous now Mr. Mann, but I said that I trust you and I would like for you to spank me, so just show me what I need to do.”
I stood and walked over to take her hand and said, “Jenny, I think this will be a good experience for you.”
She walked with me and allowed me to guide her into my office, where I closed and locked the doors. I sat on a small love seat and Jenny followed and stood right next to me. I could see that she really was nervous standing there. I tried to reassure her by saying, “This spanking is not to hurt you, Jenny, just to punish you enough so it can help you in the future. Any time you think the spanking should stop, you just tell me, okay?”
She replied, “That sounds fair to me, I’m ready, Mr. Mann.” She began to bend over onto my lap with no guidance from me. I just helped her to get into a good position, being short, her feet were off the ground so I needed to make sure that she was stable.
I held her firmly with my left arm and said, “I am happy you are wearing such a short skirt Jenny, that will make it a lot easier than if we had to take your pants down.”
She turned her head back with just a slight smile and said, “I’m glad I did something to make today easier for you, Mr. Mann.”
“If you are ready Jenny, try to remain still while I lift up your skirt, alright?”
“Yes, I’ll do my best, Mr. Mann.”
I then lifted the hem of her short skirt and was pleased to see Jenny’s lacy pink bikini panties come into view. I pushed the skirt up across her back as far as I could. I gently brushed my right hand across the silky material of her panties as Jenny remained perfectly still. I told her, “I like your panties very much, Jenny, they are really pretty.”
She said, “Thank you Mr. Mann.”
I then told her, “Jenny, before the spanking begins I will need to take down your panties and remove them, so if you can just keep as still as possible, that will make it easier and we can get started.”
I hooked my fingers under the waist band and Jenny lifted up slightly to allow her panties to be pulled down, she then bent her knees up so I could remove them easily. I laid the garment on the arm of the seat and said, “Thank you for making it so easy to get your panties off.”
I looked at her perfect round, soft white, eighteen year old bottom and said, “You are a very lovely girl Jenny and you have a beautiful bottom. I feel lucky to have the chance to see it and to spank you.”
She replied, “Thank you Mr. Mann, I appreciate your helping me like this, when I really need it.”
I asked Jenny if she was ready for me to begin spanking her. She turned her head back just a little and said, “I need you to spank me, Mr. Mann.”
I began by giving her bottom a few quick light swipes with just my fingers, five or six to one cheek then to the other, just to see how she would react. She remained perfectly still saying nothing. Then with no warning, I gave her a firm smack with my whole hand one to each side. She jumped just slightly but remained solidly in position. I paused a few seconds then began to spank her bottom with consistent spanks that were solid. Her legs did kick up and down a little with each hit. As I increased the speed and strength of the spanks, her legs kicked a little harder and I heard an occasional, “Ouch, ouch.” but no requests to stop.
After a few minutes, I relaxed, gently rubbed her bottom and asked Jenny how she was doing.
She replied, “I think I am doing okay Mr. Mann.”
I asked if she would like me to continue with the spanking.
She said, “Yes Mr. Mann, I need a really good spanking.”
“Do you think I could spank you a little harder,” I asked.
She said, “I think a little harder might be good.”
I slowly slid my hand down the channel of her bottom to the top of her thigh and told her, “Jenny, I would like it if you could open your legs a bit as I continue the spanking.”
She parted her legs some and asked if that was what I meant. I said, “Yes Jenny, that is good, if you can spread them even a bit more that would be great.” She did as requested which gave me a wonderful view of her clearly moist cunt.
She said, “Just let me know if I accidentally close my legs to much.”
I then continued with a very firm spanking for a few minutes more. She continued kicking and screamed a little bit but never asked me to stop.
Finally I said, “Jenny, I think your bottom is pink enough, I don’t want to hurt you, so I think we are finished for now.”
She asked, “Would it be okay to just remain lying across your lap for a few minutes?” I told her that would be great as I gently stroked her pink cheeks while she parted her legs even further. She turned her head back looked at me and said, “Do you have a good view between my legs, Mr. Mann?”
I said, “Yes Jenny, I have a very nice view of your pretty wet pussy.”
“That’s good,” she said.
When Jenny got ready to leave she told me she really did feel much better about everything.
She said, “I know we’ll have a good day tomorrow. Thank you for spanking me Mr. Mann, I really appreciate the help you have been to me. I will never forget it.”