Her Ladyship
Bdsm Story

Her Ladyship

by Dorsetp 13 min read 4.8 (7,700 views)
femdom caning strap-on face sitting butt plug
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London 1910 - Lady Birch Continues her tale

Promptly at seven o'clock on Wednesday, Adam was shown into the library by Rose. He looked smart and had dressed to impress.

"Are you ready for our game?"

"Yes," he replied. "I am looking forward to it."

"How many strokes for the loser do you think?"

"I hadn't thought should we say ten to make it interesting."

"Yes, although if the game is less than twenty moves, should we agree on twenty?"

This gave him pause for thought. "Er, yes, I suppose so."

I saw some of the confidence drain from him.

We sat down to play; I lost the draw and had the black pieces. Silence fell as the game started. Although Adam was a competent player, he was no match for me. My father had been close to a grandmaster's standard and had won many competitions. He played me often, and although I rarely beat him, I was a very good player. The game lasted eighteen moves.

Adam looked crestfallen when I stated, "Checkmate."

I smiled. "You will have to wait for another day to punish me. So that is twenty strokes, and let us not forget the plug for your bottom."

At this, he looked scared and uncomfortable.

"Let's retire to the nursery and get this unpleasant business over with." The business was far from unpleasant for me. Adam, however, had a painful time ahead.

When we entered the nursery, I asked him to undress and mount the spanking horse. He did so reluctantly. Once secured, I positioned myself in front of him. "I had better get myself ready." I slowly removed my outer clothes. I had dressed earlier in my long new leather boots, and I had chosen a black corset, which pulled my waist into a very feminine shape. It also helped to emphasise my breasts. Adam watched the performance before him.

"Are you enjoying the show?"

"Yes, Mistress, you look beautiful."

"You will be able to watch your caning in the mirror."

"Thank you, Mistress."

"I did buy a thicker cane at Underwoods, but I think for today we will stick with the junior cane. Let us start with six of the best, and then we can try the plug."

"Yes, Mistress," he said this with fear in his voice and no enthusiasm.

"In many of the books you lent me, there is a lot of mention of people being subject to anal discipline. Does the thought not excite you?" I was genuinely curious about his answer.

"It does excite me greatly, but now I am faced with the reality; it scares me."

"Well, it is time to face your demons." I collected the cane from its hook and positioned myself to deliver his punishment.

I took a couple of practice swings and was not surprised to see Adam tense each time.

"Six of the very best coming up." With this, I delivered the first stroke, and Adam jumped within his bonds and cried out his discomfort.

As I delivered the rest of his caning, I could not help but notice that Adam watched me throughout his punishment. After the sixth stroke, his bottom was adorned with bright stripes. "What were you watching?" I asked.

He raised his face to look in the mirror, tears were running down his cheeks. "I was watching your breasts, Mistress; they look so perfect when you swing the cane."

I walked around and knelt before him. I cupped my breasts and held them just before his face. "Would you like to kiss these?" I asked as I tweaked my nipples.

"Oh, yes, please," he said, looking at me with longing.

"If you are a good boy, I may allow you one day." I teased my nipples just out of his reach. His eyes were transfixed. "Now let's try out my new toys, should we use the larger or smaller plug?"

"Oh, please the smaller one."

"You sound like you are begging for the plug. I need to collect a few things; I will be back soon."

As I left the room, I deliberately left the door ajar, so anyone passing would see Adam secured with his striped bottom on display. No one was likely to pass the doorway, but Adam was not to know that. It would add to his sense of embarrassment and humiliation, which, as I had learnt, were essential ingredients of punishment.

I walked to my bedroom, removed my drawers, and took the strap-on phallus from my top drawer. Once I had it in place, I looked at myself in the mirror. It looked so strange sticking out in front of me, but what a tingle I felt when wearing it. I gathered the plug and some lubricate and returned to the nursery.

As I re-entered the room, I couldn't help but notice that his bottom did look very sore. I gently ran my finger along the stripes. "You have been brave; will you be even braver and let me plug you?"

"Yes, Mistress, I will try." He sounded like a little boy.

"First, I am going to rub some lubricant around your hole to prepare you."

"Yes, Mistress." Every time I heard the word mistress, I still felt a pulse of excitement.

I poured a generous amount of lubricant around his entrance and gently massaged him; he pushed back onto my fingers, and his breathing told me of his excitement.

"You're enjoying this, aren't you?"

"Yes, Mistress,"

"You naughty boy," With this, I slowly slipped my middle finger into his bottom. This caused Adam to gasp. I entered and re-entered his hole, getting it used to my presence. As Adam got used to the sensation, he started to push back onto my fingers. I added more lubricate and continued the process with a second finger added.

When he was ready, I added lubricate to the plug, walked around, and knelt before him again. I held the plug before him, "Are you ready for this?" He nodded. I put the plug aside and showed him my phallus, it was about six inches in length, and its circumference filled my hand. He looked at the sight before him and could not contain his worry. "If you are naughty about the plug or the rest of your caning, I will enter you with this." I stroked the length of my phallus.

"I will be good, I promise."

"Let's hope so, although I think it would be exciting for me at least." I stood, and Adam still could not take his eyes off my penis. I pushed it toward him, "Does this excite you?"

He looked embarrassed. "Yes, you look wonderful."

"Flattery usually works wonders, but today I will not save you from what is coming to you."

I walked to his side and positioned the tip of the plug at the entrance to his bottom. As I gently pushed on the plug, I felt him tense. I delivered two sharp smacks to his bottom. "If you resist me, I will repeat your caning. Or even use my penis, is that clear." I put as much menace into my voice as I could.

"Yes, Mistress, sorry."

"Let's try again."

With this, I gently pushed the plug into his anus, there was a brief resistance, and then the plug smoothly slid into place. Adam let out a gasp as he was breached.

"How does it feel?" Again, I was genuinely curious.

"It feels huge."

"I am sure you will grow used to it, let's continue your caning to take your mind off it." I picked up the cane and again gave a couple of practice swings. Adams's bottom tensed on the plug.

"Six more," I announced and immediately landed a stroke just below the plug. Adam cried out; this area of his bottom seemed particularly sensitive.

He remained stoic through the rest of his caning.

I put down the cane and rubbed his bottom. Adam watched me. He had been crying through his ordeal, but he was enjoying the attention of my hand. "Would you like to worship me again?"

"Yes, I would be honoured."

"Caning does make you so respectful," I observed.

I quickly released him, and he stood and rubbed his bottom. "Kneel before me."

He complied. I stood close so that my penis was directly in front of his face. "I would like you to kiss the phallus." He looked less than pleased but gave it quick peck. "You can do better than that," I instructed. This time he did give it a proper kiss. "Now take it in your mouth and suck." He looked horrified but slowly and reluctantly complied. After a minute of watching him, I told him to stop.

"Soon you will experience me inside you," I informed him.

"Yes, Mistress."

I took off the strap-on. "Right, you know your position under the queening stool. This time Adam rushed to comply with my wishes.

I lowered myself onto his face, I was awash with excitement, and Adam would be coated in my essence. He quickly and franticly got to work with his tongue. I lifted myself, "Slowly take your time; there is no rush." I re-settled myself, and Adam gently teased my clitoris. It did not take long before I rushed to my orgasm. I must have nearly drowned himI was so excited.

I stood, "I will defer the rest of your punishment until Saturday, but before I let you go, you can finish by worshipping my bottom hole."

"Yes, Mistress, thank you, Mistress."

"There will of course be interest on the remaining strokes. Shall we say twelve of the very best on Saturday?"

"Yes, Mistress." I suppose as he was lying on the ground covered in my spending with a plug in his anus, he had little choice but to agree. I turned around and positioned my rear passage over his face. His tongue was soon busy. What a feeling of power this gave me. Adam then spent the next ten minutes worshipping his Mistress's bottom, his tongue repeatedly inserted itself into my anus. I was in heaven.

Eventually, I stood. "Thank you for the game of chess. I enjoyed the evening immensely. I will see you on Saturday. Let us say seven-thirty. Do not be late." I walked to the door. "I may invite a friend on Saturday. You can show yourself out." With this, I left the room.

When Adam had left, I returned and tidied the nursery. I washed the butt plug and returned the strap-on to the drawer in my bedroom. That night once again I masturbated myself to satisfaction. I thought of the many things I wanted to try.

On Thursday afternoon, Rose showed Mary into the library. We embraced as old friends. Mary expressed her sadness at hearing of the death of my husband.

"Mary, you know it was a loveless marriage. I did not wish him any harm, but I cannot honestly say I feel sadness at his passing."

I asked about her husband, I knew Mary had married a successful shipping merchant. I had met him once, but he had seemed very cold. Mary looked down at her hands, and we sat in silence. Then all her sadness poured out. Her husband spent all his time at sea and was never home. He could easily work in London but chose not to. He took the longest possible trips. When he was home, he avoided her. One interesting fact was that on all his trips he travelled with the same first mate. Mary thought that he preferred male company, I could only agree.

After she had unburdened herself, she did say. "But I have resolved to be happy and to enjoy what pleasures I may. I was so pleased to be invited to see you.

Soon we were talking about our time at school together, and I asked. "Do you remember how we used to be punished all the time?"

"Oh yes, showing off our bottoms in the dormitory."

"You always seemed to enjoy that," I asked with a smile.

Mary looked a little embarrassed. "It was exciting."

"I had my maid caned recently."

"Wow, what did she do?"

"She brought embarrassment onto the house; I had her punished."

"How exciting."

"It was, I hired someone to cane her. But since I have caned my cook, I have punished a friend."

Mary sat forward, "Tell me more."

I explained how I had punished Jane the cook. Then I told her about all the purchases from Underwoods and the chess match.

"Can I see the nursery? It sounds exciting."

"Of course, follow me."

We went to the nursery. Mary stared at the punishment bench. She lovingly ran her hands over the leather. "You must be so exposed on this," she said. I showed her the queening stool. She blushed red just looking at it.

"You have sat on that with someone below you?" She asked in amazement.

"I have, and what a wonderful time I had; you cannot believe it."

I showed her the strap-on, and her blush only got deeper. "That is so naughty," she gasped.

"Don't tell me you are not excited. I know you well remember."

"Oh, it is very exciting. I had almost forgotten the feelings." She smiled. Her attention again on the punishment bench. "I can only guess what it must feel like being secured over that and then caned."

"You do not need to guess, try it."

There was silence, but I could almost hear the thoughts running around Mary's head.

"Why not just put yourself in position, no caning, just see what it feels like?"

More silence, "Yes, I can do that."

"You need to undress; it just wouldn't feel right fully dressed."

She looked at me for a long moment. "You had this planned when you wrote to me, didn't you?"

It was my turn to blush. "Well yes, I knew you were lonely and unhappy, I wanted you to feel some of your old excitement. Do you forgive me?"

"Of course." With this, Mary started to undress and was soon down to her underwear.

"Those drawers will have to come off."

Mary did as I asked and stepped out of her underwear. She had filled out a since our schooldays, but she was still an attractive woman.

"You are not going to experience it standing there," I said.

Mary mounted the horse, and I was rewarded with a perfect view of all her usually private places.

"Oh, what a feeling! I feel so vulnerable and exposed."

"Imagine if I was going to cane you now."

"It does position you perfectly for punishment."

I could see traces of excitement around Mary's vagina, and I also noticed her private parts were not as clean as I would have expected. This observation planted the seed of an idea.

"Mary, what are you doing on Saturday."

"Why, what are you thinking?"

"Well, Adam is going to be caned on Saturday evening, and I was wondering if you would like to assist."

"Yes, well, that would be exciting."

I smacked Mary's bottom and said, "After Adam has been punished, I suggest that you experience the same, if you are very good, I will kiss it all better afterward."

"Would you use the toy you showed me?"

"What my phallus?" I queried.

"Yes."

"Would you like me too?"

There was a pause. "Yes, please."

"If you take six of the best, I may consider it."

"You beast."

Mary levered herself upright, we made our way downstairs and had coffee and spoke of the mundane.

I kissed Mary as she left and whispered. "Until Saturday."

The End

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