When my ex wife came to pick up some mail we had a small talk session and she knew during our time together that I wanted to be spanked. Other than as few smacks on the bottom, nothing ever happened.
That's why it came as quite a surprise when she said during our talk, "If I had spanked you during the marriage, would we still be together?"
The next question was really a shocker "Would you like me to spank you now??"
Totally off guard I said, "I guess so"
"Go to your room and undress I have a call to make."
I undressed and sat on the bed to wait a time which seemed forever. She came in the room and said in a harsh tone "get up". I did as I was told.
She came to me and said "turn around". She then lowered my under pants and smacked my bottom with her hand and said "into the bathroom young man".
Again, I did as I was told.
"So you want a spanking so bad. I'm going to give something you will never forget!! She took me by the arm and pulled me over her knees and took the brush and began to spank by bare bottom. It only took about 15 minutes, but because of the scolding and the spanking it seemed like forever. When done I looked in the mirror and my bottom was very red.
She left and said, "I wish I would have done that a long time ago. Now mister, as long as you are single, my check had better be on time or the strap will be next..do you hear me??"
I may delay the check a few times. What do you think??
Oh you are indeed one naughty little boy. Sure, you should delay the checks. Sounds like your ex is finally catching on. With her in control giving you hot spankings, I see a reconciliation in the works. Maybe she finally learned that this is what you needed all along. What do you think?
I'd be happy to give her some pointers about how to keep a bad boy like you, well behaved and in line.
Last night I had one of my dreams this time you were in it . Here's how it went. You somehow got me down to LA for 7 days and instead of staying at an hotel you made me stay with you cause it would be easier for you to teach me a lesson when you felt I needed it .
As soon as I got there, you showed me my room and we went out to dinner. While we were out I was being my wise-ass self. I embarrassed you. You were not very happy. As soon as we got home you made me go to my room. You said you were going to spank me. In no time at all, I was getting the spanking of my life .
I was in LA for 7 days with you and spent about 90% of the time over your knee. Most times you started right with my bare bottom. It was just what I've needed all my life. Even though it hurt like hell and I cried alot, it was worth it.
You also made sure I would never forget what you taught me. You gave me the worst spanking any one could give. You spanked only with your hand always on my bare bottom. Though you didn't use any implements, it was incredibly painful. I couldn't sit down for a whole week.
Please tell me what you think of my dream. All of my dreams have spanking in them either giving or mostly taking.
Dreams are a manifestation of hidden desires. You need to get your butt on a plane to Los Angeles and get over my knee. You know that I'm the one to give you the spanking you crave. When push comes to shove, I like using my hand more than anything. And, I can spank you very, very hard with my bare hand. I've brought many a grown man to tears. You're next!
I took the rest of today off so with my free time I thought maybe you would appreciate reading about my very attractive babysitter experiences!
Every boy should have a sitter like mine. Jenifer is a blue-eyed blonde of German extraction with a figure to match. She was hired by my wife to tend to me while she goes shopping or out with her friends.
In the past, my wife and I have had some difficulties. If I went with her when she did her shopping, I would become very impatient while she tried on clothes and things. I was also uncooperative when she was shopping for things for me. She eventually told me to just stay home because I made her shopping experiences miserable. She did however insist that if I were to stay home, I was to get things done around the house. Especially if she was shopping for things for me. It was only fair.
Of course, the first few times she left me home to do her shopping, I merely watched TV, drank beer and goofed off. This is when my wife brought Jenifer into the picture.
I'm not exactly sure where they met, but Jenifer was hired to make sure I did my chores while she was out. At first I protested. But when faced with the choice of going shopping with my wife, I chose to let Jenifer be my babysitter.
The first day Jenifer came, my wife left me with a list of chores I had to do along with some rules I had to follow including no TV and no beer. She then informed me in front of Jenifer that if I did not do my chores, broke any rules or became a problem for her, Jenifer had permission to spank me if she thought it was necessary. She went on to tell me that she specifically chose Jenifer for her strict German demeanor and experience with corporal punishment.
I could tell by the look on Jenifer's face that she meant business, but I was pretty sure that my charm and comedic ways would make her forget about what my wife told her concerning punishment. Besides, as long as I did my chores, I had nothing to worry about.
I began outside with mowing the lawn and trimming the hedges. I got about a third of the way through the lawn when I realized that it was just too damn hot to be outside doing this. Besides, this was my house. I can do what I want. So I went inside and helped myself to a nice cold beer. I earned it. I finished a third of the lawn and deserved a break. Jenifer was busy reading a book and didn't even notice me come back inside. At least until she heard to beer pop when I opened it.
"And what do you think you're doing?", she said in a heavy German accent.
"Taking a break", I said with a tone.
"You are most certainly allowed to take a break. But you will drink water, not beer."
"The hell I will," I replied while taking another long swallow of beer.
"I thought you might test me today. I'm going to make sure we get off on the right foot. You're about to learn whose in charge here and that you will follow rules."
With that she pulled me over her lap yanked down my sweatpants and underwear. I tried to get up but she had a firm grasp around my waist. The kitchen exploded with the rapid cracking sounds of her hand striking my tender bottom. Wow that hurt. Much more than I expected. Over and over she spanked my bottom. Hard and fast and non-stop. I couldn't believe it. It wasn't too long before I found myself apologizing and begging her to stop.
When she finally let me up, I desperately tried to rub the sting out of my bottom. Jenifer got out of her chair and walked over to her purse. She opened it and removed and long-handed wooden hairbrush. She walked back and laid it on the kitchen table.
"The next time I have to spank you, I will use this brush. Do you understand?"
"Good, now march yourself back outside and finish the yardwork."
I pulled up my pants and headed back outside wondering if any of the neighbors heard me get spanked. I finished off the front lawn and started on the back. As I passed my bedroom window, I could see that I had left the TV on from the morning. I had hit the mute button earlier to answer the phone and never turned the sound back up. Looking through the window, I could see the picture perfectly, just no sound. A game was on, so I didn't care. The score was close so I kept watching. I became so absorbed in the game that I was shocked when I felt something grab ahold of my ear and pull hard.
Jenifer dragged my back into the kitchen by my ear. I tried to say something funny to distracted her, but she acted like she didn't hear a thing. Still holding onto my ear she pick up her hairbrush.
"Remember what I told you!"
I wasn't even given a chance to reply. Jenfier pulled me right back over her lap. She pulled my sweatpants and underwear back down again and started in with the brush. If you've never felt a hard hairbrush spanking, it's hard to describe. It felt like my entire bottom was on fire.
I screamed and cried from the spanking I was receiving. I begged and pleaded for her to stop but she held me firm. She gave me a spanking I have never forgotten! She spanked me until my tears and sobs of surrender told her I had learned my lesson and learned it well. By the end of the spanking I realized I deserved it and promised to always do my chores and follow the rules. She won.
Since that day, I have received about six more spankings from Jenifer. I hate to admit it, but I deserved each one. Jenifer has used her hand again and once a kitchen spatula, but I think she prefers her hairbrush. I think the worst spanking came when she caught me masturbating. I don't know what I was thinking. Long story short, Jenifer spanked me to tears with her hairbrush and my wife spanked me again with Jenifer's hairbrush when she returned home. While it was embarrassing to be spanked and cry in front of two grown women, I know I deserve it.
My wife and I are much happier and the house looks great. Hope you liked this experience my Dear.
Amazing. I know my readers wish they had a babysitter like your's and at the same time are glad they don't. We'll look forward to hearing more from you and other naughty boys. One thing though. Do not call me Dear. It's insulting. If I ever get you over my knee, I'll break you of that habit quickly. Better yet, give me your wife's phone number. I'll have her speak to Jenifer about this.
Thank you all for your letters.
Keep them coming and feel free to reference and refer to any letter posted.
- Jacqueline Omerta
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