Where it Started

Dear Aunt Kay, I've always been into spanking since I can remember. And though she didn't know it, my mother accommodated me from the time I was around 14. I was an only child, Mom was divorced and had a large company, but she usually was always there for me. When she wasn't, it was usually her assistant and good friend Sherry who was.

At around 14, I started to get into trouble, and Mom was getting frazzled. One day, Mom was called by the school to come pick me up, and she had to have a conference with the principal. Mom was in meetings all day, so Sherry was allowed to come in her place. The principal discussed the possibility of suspension with Sherry, who in turn, using her negotiating and business skills, asked the principal, "If I give you my word that his behavior will change immediately, will you forget about suspension?" 

"Of course," the principal answered. "But how can you guarantee a change; you are not his mother?" 

"No, but his mother and I respect each other’s opinions, and I think I can persuade her to take Allen on a little trip," Sherry said.

"A trip where?" Mr. Deebert asked. 

Sherry looked at me and answered, "I think it's time for this young man to take his first trip across his mother’s knee!" And if she won't, I will. I give you my word.”

I went numb from embarrassment as they both looked at me. I wanted to be excited on the way home, but nerves wouldn't let me.

Sherry waited with me till Mom came home, and more than once she reiterated her feelings about my behavior and told me she was going to see to it that I got what I needed. Mom came home, and Sherry really emphasized the seriousness of the situation, and then she told Mom of her promise to the principal and how she thought the situation could be remedied immediately.

Mom agreed, excused us both from the living room and then took me upstairs. Once upstairs, Mom let me know immediately who was in control, with a smack in the mouth when I started to talk back. Mom then very calmly and naturally took down my jeans and underpants, put me over her lap and gave me my first spanking ever.

She spanked long and hard until I was crying. Then she let me up and, still bare from the waist down, Mom lectured me. After the lecture, Mom made me sit on my bed as she got a leather belt from the closet and set it next to me before going downstairs.

A couple minutes later, footsteps came up the wooden steps. Into my room came Sherry who, while standing, bent me under her arm and said, "Now you're really going to get a good beating, young man." With the belt she did just that, just as Mom had instructed her.

From then on, either Sherry or Mom disciplined me whenever I needed it. Three months after I was married, it was Mom who instructed my new wife on how to handle me properly.

Tom