Guest Post: Part Three – I never expected to be Sir

This post is the third written by Mr. S, an old friend of mine. Mr. S is a blogger, but new to blogging in the kinky world. I’ll be sharing one more post in this series, and you can also find him on his own blog!! Mr. S Tales and Stories is live now.

Our first date, so to speak, was lunch.

We ate at a trendy little eatery, the sort of place with overpriced drinks and menus on iPads. We ate light, salad heavy meals and water. We talked about music, places we’ve been and more about our histories and things of that nature. We sat alongside one another, to maintain closeness. Our hands resting at times on one another’s thighs. After asking for the bill, but before it arrived I leaned into her and whispered into her ear. “Did you do as instructed?” She stammered a reply, a whispered “yes Sir.” the bill paid, we then made our way to the hotel room.

Our chemistry only seemed to get more intense the closer we got to the room. We kissed in the lift, more passionately and intense than before, it had been so long since I was involved in a kiss like that. We collapsed onto the bed, long and sensual kisses followed. She stopped and explain she had nervous habit that she was self conscious of and a scar that she wanted to tell me about before I saw it. I looked, I listened and told her she was no less beautiful for them, but showed bravery in telling me everything. We started to undress, footwear gone, socks gone and my shirt gone, we kissed, caressed and this grew more passionate still. I lay on my side, she lay on her front. I asked a simple question with my right hand against her cheek. “Have you been a good girl?” she laughed with a sense of surprise and with a cheeky tone said “Maybe.”

“Excuse me?” my tone was more stern than either of us expected.

“Maybe?” she was more hesitant this time. We kissed again and as my hands explored, I found the edge of the leggings she was in and exposed her rear. I brought my right hand down onto her right bum cheek and it made a wonderful thwack sound. She gasped, with an oh sound. I looked at her face, it was flushed and I saw something in her eye that I hadn’t yet seen. “I’m sorry.” she said in such a small and subdued voice that contrasted with the light in her eyes. “I’m sorry what?” A second spank, this time to her left cheek and a louder sound. I looked in her eyes for the second one. There was surprise and something much hungrier. I slipped my hand down between her partially open legs. “I’m sorry Sir.” she replied as she felt my fingers brushing against the lips. She was soaking. “Seems someone is enjoying themselves.” I commented, She nodded, her breathing quicker than a moment before. “Yes.

A third smack, the hardest yet. “Yes, Sir.” she was learning.

I explored inside her, briefly, with my fingers, she was wet and her lips plump behind a thick bush atop the smoothest of legs. I removed the leggings completely, casting them across the room and then pulled her top from her, casting it from the bed as well as I removed the last of my clothes and we were finally naked. She was curvy, hips worth grabbing, soft round belly and large breasts that had passed perky many years past, but for a woman of my own age, were large and beautiful. She was every inch as beautiful in person as my imagination. My fingers went back down between her legs and I stroked her clit, gently at first, but the change in breathing and her soft moans told me that what I was doing was working. Feeling her arousal and how she yielded to my touch, I grew confident. She looked at me, eyeing me down my body and saw my hardened cock, looking back at her and her head moved down towards it, her mouth opening. 

She didn’t expect my hand against her left breast, sharply coming down with another satisfying thwack sound. “Did you get permission?” I asked. 

“No Sir.”

“Did you get permission?”

“No Sir.” Her right breast now suffered under my hand. Her face was flushed, her eyes softer and ever smack elicited a gentle moan that was less show of pain and more moan of pleasure. “Would you like permission?”

“Yes please Sir.” 

“When you haven’t done what I instructed you to do?” I pointed to her bag and then got off the bed, moving to a chair that sat facing the bed, like you would find in many rooms like this. She looked horrified, but then resigned and took her toy out, kneeled on the bed facing me, with her legs apart and began to use her toy before me. At first I sat from a distance and watched, enjoying this powerful act of submission, then I got closer and watched. I was hard as I’d ever been, enjoying the sights, sounds and scent of it. She was self conscious and I knew this wouldn’t allow her to climax. “Good Girl,” I commented. “You can stop.” I laid her down onto her back, I kissed her gently and as I kissed her, I slipped two fingers inside her, then three, using my thumb to rub her clit as my fingers found the right place and I played with her to an orgasm that squeezed against my fingers, taking us both by surprise.

I held her then, her gentle eyes were almost tearful as I fed her my fingers, slick with her own juices. I looked deep into her soulful eyes, which seemed to yield to my own and simply whispered. “I hope you don’t think that now I’ve made that mine, that we’re done. I have much more I want to do to you

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