I've given some thought about this, and I think that this will conclude this part of my story. It isn't that my sexual life with Miss Thea came to an end, far from it, but in the winter and spring of 1986, my life went through some upheavals (not helped by my father serving in the Gulf of Sidra when all that shit was going down), and at the end of 6th grade I began dating Harleen, Tommy's sister. So my sexual focus shifted. His parents saw it as innocent, but Harleen and I eventually got sexual with Miss Thea's guidance and blessing. Miss Thea wanted me to learn how to interact with my peers.
So if I had to pick a demarcation line in my sexual growth, I'd say that my punishment two days before Christmas of 1985 was one such line. Probably the most important.
I was going to punished in order to remove a barrier that I had placed between Miss Thea and I. It was my own fault, and I needed her help to fix it.
I can remember some of the words, but I won't recount them all. The entire thing was so personal, so intimate. I have cried twice trying to write this.
The shades were already closed when I came over. She made me strip in her living room, and then she watched while I placed all of my clothes in her washing machine. I turned it on, knowing that now I had a couple of hours for the washing and drying to be done that I would have to be naked. If not longer. She ordered me into a small bathroom that she had in her basement, next to the laundry room.
Cold tile. No mat at all. Just a toilet, a sink, and a cabinet. And a large red enema bag with hose, hanging on a hook.
I knelt on the cold tile floor and pressed my forehead down on it, sticking my hiney up in the air, and then slowly parted my knees. She didn't need to tell me to.
I heard the sound of the rubber glove going on. I felt Vaseline being rubbed around my anus. For once that did not give me an erection. It was just too cold. And not just the temperature in the room. My fingering was robotic, clinical. The barrier was still between us.
I heard her fill the bag from the sink. I felt the nozzle go in.
Cold tap water. I grunted, and I whimpered, but I tried not to make too much noise. I deserved this.
It was the biggest enema that she gave me. My stomach bulged a bit. I felt sick. And not once did she say anything. Not once did she tell me I was a good boy, or rub my back.
Eventually she pulled out the nozzle, and told me to expel. I saw on the toilet and did so. She gave me pads to clean myself and told me to wash my hands very well. I obeyed.
Then she told me to kneel again, and I saw her add liquid soap to the interior of the bag.
I knelt again. I was shivering. I hated this. She filled the bag. The second enema was almost as big as the first. Soapy water is no more comfortable than regular water. I was bloated.
Then I was allowed to expel again. Then I was ordered to wash my hands, and she wiped my butt for me like I was a child.
I was ordered upstairs into her kitchen, and told to bend over her kitchen table, with my elbows on the table. I did so immediately. She went to her freezer and took out a tray of ice cubes. I could hear her breaking up the cubes from the tray, and assumed that she was making herself a drink.
Nope.
She parted my cheeks, and slowly shoved the first ice cube into my ass. I yelped in surprised, but I kept those elbows on the table. I stayed in position. Then another ice cube. Then another.
Slowly but surely she force fed my asshole six or seven ice cubes. I lost count. I remember her telling me that if I spilled one drop, we would go downstairs and start all over again.
I held them in my ass, whimpering at the cold. After what seemed an eternity (but according to the clock in her kitchen was barely five minutes), I was allowed to go into the first floor bathroom and expel.
That bathroom had carpet and was heated.
She then gave me a shower, but it was fast, businesslike. She scrubbed my genitals and asshole especially, but didn't linger, didn't make it special. When I was rinsed off, she ordered me to jerk off. I tried, but I could not get aroused. She then lectured me and told me that I was not going to cum when my 'real punishment' started, and she wanted it out of me now.
"Real punishment"? Oh boy.
I did my best to play with myself, and finally I closed my eyes and pretended that it was New Year's Day, and then I finally squirted. She rinsed me off again and made me wash my hands again. Then she ordered me up to her bedroom. She followed me in and shut the door behind me.
There were two things on her bed. A thick leather strap with a handle, wider and shorter than a belt a man would wear. And a dildo in a harness. Part of the dildo rose back into the harness, but a good 4-5 inches of it thrusted forward in the shape of a real penis.
The strap scared me. I had never been belted before, but I had heard of kids who had. Most parents used their hands, the paddle or hairbrush if you fought about the spanking, but the belt was a scary story for campfires.
If not for the water enemas and the ice enema, I might have shit myself.
"You will kneel on that pillow on the floor and bend over the bed," she told me. I did so without hesitation. I knew I had to prove to her that I was willing to accept her authority. "You will be strapped," she told me. Her voice sounded far away. "You will be strapped until I am satisfied that you have accepted my authority. I will not tell you how many that you are getting." She picked up the strap and swished it in the air behind me. The swishing sound made my heart skip a beat. "Charlie, at any time during the strapping, you can use the safe word. The safe word is 'escape.' If you use that word, the punishment stops immediately. But with it stops all of our special time, and I will not babysit for you anymore. So at any time you can end the strapping by saying 'escape,' but then you and I are done. Understand?"
My stomach dropped. I never wanted her to leave my life. I would take whatever the strapping was. "Yes, Miss Thea," I said. "I understand."
"Look ahead, not at me," she ordered. I turned my head back. I could only see her pillows and headboard.
I closed my eyes. I did not want to see anything.
WHAMMMMMMMMMMMMMM!!!!!!!!!!!!!!!!!!!!!!!!
Oh my lord the PAIN.
A strap hits you ALL at once ALL over ALL of your ass. DAMN it hurt! I shrieked, but I stayed in position. HOLY DAMN HELL! Nothing could possibly hurt that -
WHAMMMMMMMMMMMMMM!!!!!!!!!!!!!!!!!!!!!!!!
I cried out, bucked my back, but stayed down. I would earn her back, I would earn her back!
WHAMMMMMMMMMMMMMM!!!!!!!!!!!!!!!!!!!!!!!!
Oh lord no I can't any more, no -
WHAMMMMMMMMMMMMMM!!!!!!!!!!!!!!!!!!!!!!!!
WHAMMMMMMMMMMMMMM!!!!!!!!!!!!!!!!!!!!!!!!
WHAMMMMMMMMMMMMMM!!!!!!!!!!!!!!!!!!!!!!!!
I was crying freely. How many would there be, surely -
WHAMMMMMMMMMMMMMM!!!!!!!!!!!!!!!!!!!!!!!!
I sobbed, I was falling down a well, I was falling down a deep, deep well. My life was ending.
Someone was rubbing my ass with some kind of cream. The burning settled someone. I was still weeping.
"I love you, Charlie," I heard her say. "Now the strapping is over. Shhh. It was only seven."
Eventually I stopped sobbing. She told me to get up and I did. I was wobbly as a drunk man walking on ice. "Are you ready for the last part?" she asked me softly.
I heaved and then controlled myself enough to speak. "I am ready for anything that you think I need," I said. Her face crumpled. It took her a while to gain her composure. She then told me that she was going to put on the harness. It was a strap on dildo. Part of it would grind into her and make her vagina happy. The rest of it was going in my ass. I nodded.
I watched her take her clothes off. She was magnificent. A goddess. I watched her put on the harness. I watched her put vaseline on it. She put some pillows on the middle of the bed, like a bunch, and had be lie on them, and then she got behind me.
And she fucked the living daylights out of me.
I'm pretty certain that the dildo was the biggest one I had ever had in me. But her pelvic bone slapping against my sore, sore, sore ass was what was on my mind, not my reaming. She fucked and fucked and fucked my ass. I whined and moaned and cried because she kept hitting the part where she had strapped me.
Finally she came. I know what her orgasms sound like. Finally, finally after enough fucking me with the dildo, the other end of it gave her pleasure. She slowly pulled out of me.
I lay there, crying softly. Then she lay down next to me and held me. Then she turned me on my side and my her breast in my mouth.
I suckled so much, I rubbed my hands on her while I suckled. She touched my penis, and it started to get hard. I was being accepted again!
Then she told me to keep suckling, and she produced a feather. She lightly tickled my penis, especially the head, while I ran my hands along her body and sucked her breasts. She kept feather tickling me, and then I came. Once I started to spurt she grabbed me and rubbed me the rest of the way out.
I held her for a while after that. Then we took a shower together, and she gently washed my hair Then I lay across her lap and got some more cream on my ass.
She had me get dressed about a half-hour before my mother came to pick me up. My mother came in the house, and Miss Thea told her that I had apologized sufficiently, and asked to be spanked and Miss Thea had obliged me. My mother was glad to hear I was so mature about it.
When we got home, my mother had me pull my pants down to check out the damage. She let out a very surprised whistle, and called Angie downstairs to look at my ass. I was humiliated, but I obeyed. (And I was thankful that Tommy was no longer there.) Angie and I convinced my mother than it was just a paddling, and that Miss Thea had normally only spanked us with her hand, but this must have been something special. My mother accepted that, and we knew why. My mother did not know that we knew that Miss Thea sometimes paddled her.
Later that night my sister asked me for details. I only wanted to tell her about the strapping, but eventually I told her everything. So now she knew about the suckling and about me receiving my own dildo. Angie told me that I did the right thing, and then she sat on my bed and took her shirt and bra off. My sister suckled me and masturbated me, but I wasn't able to get it up again that night.
The next day was a different story. Miss Thea and I had a lot of special time, and it included vaginal sex (again with a condom) after a lot of oral. We were together again.
That is the end of this story. Other things have happened in my life of course, but I don't know if I will ever discuss them. For now, know that I am grateful for every ounce of pain and discomfort that Miss Thea put into that punishment. It really healed us.
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