Mrs. Jackson is a 54-year-old widow. When her husband died two four years ago, he left her comfortably off. She was not wealthy but comfortable.
During her marriage, she had never had to deal with bill paying; her husband had taken care of all finances.
Mrs. Jackson had found dealing with financial matters a tedious chore, which she neglected, and then incurred late payment fees, which were causing her some financial difficulty which is why she contacted me for help.
For accountability, statements are emailed to me each month. Sadly this month, I could see a store card late payment charge of $50.
I emailed an appointment for 1 pm Sunday to discuss this matter.

Mrs. Jackson arrived 5 minutes late even though she knew 1 pm meant 1 pm and that I do not tolerate lateness.
When she knocked on my door and entered my office, I said you are five minutes late. Do you have a good reason for being late?
No sir she replied. I told her to pass me the cane hanging behind the door.
Mrs. Jackson passed me the cane and. I told her to drop her pants and bend over the desk. How many are you going to receive? I asked.
Mrs. Jackson replied five, sir, one for each minute. I was late.
Yes, Mrs. Jackson, and do not forget to count them out loud and clear, or I will repeat them.
I walked behind Mrs. Jackson, noting she had a red thong on for modesty that would match her bottom before she went home.
I did a couple of practice swings of the cane before I started; each time Mrs. Jackson jumped, she was no stranger to receiving the cane.
The first strike landed firmly in the middle of her cheeks. I waited a few moments for the angry red line to appear on her cheeks and to give Mrs. Jackson time to feel the heat and pain from the strike.
Then added two and three in rapid succession, one above and one below the first angry red line.
Strikes four and five, I waited till all three angry red lines appeared, and then I landed them between the lines.
Mrs. Jackson only let out small moans, but she did count the strikes out loud and clear.

I told Mrs. Jackson not to get up as we would now deal with the late payment fees. I said you do you know, remember what the punishment for late payment fees is?
Mrs. Jackson replied, ” Yes, sir, it is one spank with the hairbrush for each dollar on each cheek.
I said it is a pity you did not think of this earlier.
I walked over to my desk and removed the hairbrush I kept in a drawer.
I want to count out each strike of the paddle, remember any mistakes, and start again from zero.
Unfortunately for you, this will hurt a lot more after your caning, but you already know that this will be more painful.
Mrs. Jackson’s cheeks now had five angry red welts where the cane had landed a few minutes ago.
I brought the hairbrush down hard on her left cheek, right in the middle of her sit spot. The sound of the impact was very satisfying as her bottom absorbed the blow, Mrs. Jackson let out a shriek of pain, and this was just the first one. Before proceeding with the next, I waited for Mrs. Jackson to count the last one out
All was going well up to number 36 when Mrs. Jackson lost count and went from 36 – 39, bypassing 37 and 38.
I asked her what came after 36 she replied 37, so I wondered why she had gone to 39. Mrs. Jackson apologized and pleaded with me not to start again, saying it was a genuine mistake.
But I reminded her that rules were rules, and this could not be overlooked. We would have to start from zero.
I told her I suggest you concentrate on your counting this time, or I would not hesitate to start again from zero.
I reminded her that her bottom was a bright red and would not take many more to bruise.
I reminded her to stay bent over the desk, or I would restrain her to the desk and Start again from zero if I had to stop to restrain her.
This time Mrs. Jackson counted each out perfectly. She did not want to add more to her punishment.
After I had finished, Mrs. Jackson was sobbing quietly. I instructed her to go and stand in the corner with her hands on her head and not to rub her burning red cheeks.
Looking at Mrs. Jackson and admiring the handy work, I could see that this poor woman would not be sitting comfortably for a few days, and her cheeks would be a rainbow of painful colors shortly.

I reminded Mrs. Jackson why she had been punished and warned her that if there were a next time, there would be a double spanking.
She promised me that there would be no more late fees. She had learned her lesson today.