The Awakening of a Cougar Part 2
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The Awakening Of A Cougar Part 1 free porn video
The Awakening of a Cougar Part 1
I watched intently as Debbie began to undress, carefully and neatly placing each item of her clothing on the top of the cabinet next to her as it was removed.
Stood in just her bra and panties as if to tease me, she turned to look at me with a mock doleful expression on her pretty face, “Do I really have to be completely naked Sir?” she asked.
Confident that she already knew the answer and was just playing games, I slowly nodded my head and struggled not to break a smile.
Debbie reached behind her back and awkwardly unclipped her bra. Although I have never considered myself a ‘breast man,’ at that moment in time as she liberated her delightful twin mounds, I had to admit to myself that Debbie, really did have magnificent breasts.
Tucking her fingers into the waistband of her pale peach panties, Debbie coaxed them down her legs and stepped out of them. With her having achieved full nudity, save for her gold figaro neck chain and gold creole earrings, my eyes were immediately drawn to her full bush.
The neatly trimmed minge I had become familiar with had been allowed to develop into a full ladies’ beard since our last meeting. Somehow, I couldn’t help myself and stepped forward to stroke what was nowadays a rare display, as if convincing myself that my eyes were not deceiving me.
She groaned to this attention and appeared to weaken and I’m sure that had I continued and maybe inserted a finger into her vagina, she would have reached a sonorous crescendo there and then.
I spent a moment casting my eyes over Debbie’s lithe body, as a former competitive skier, apparently competent enough to have at one time been considered for the Olympic squad, she remained well toned.
As I had done on previous occasions with Debbie, I placed the sturdy Victorian hall chair in front of my desk before sitting down and beckoning her to stand before me. Since that first occasion when Debbie had presented herself to me for punishment, I could not deny that I had become obsessed with her bottom.
It was without doubt a wonderful bottom and although Debbie was a year or two my senior in age, her sporting exploits from her earlier years had perhaps, afforded her the well-toned buttocks she possessed to this day. Debbie, was indeed fit in every sense of the word, and hell, how she had fuelled my fantasies since our first meeting.
As Debbie stood in front of me, I placed my hands on her hips and guided her around so that her bottom faced me. The sight of these majestic, firm cheeks caused my mind to flash back to an encounter with a lady I had met recently, named Sandra.
It was a fortnight before that I had met Sandra at the bar of a rather lifeless hotel I had been staying in whilst on a business trip. Sandra was also a guest at the hotel, late thirties I’d conjectured, similar to my own age, and after a couple of glasses of gin and tonic I was invited back to her room, her intentions plainly spelled out.
Sandra was slightly plump, just moderately attractive, nothing special, but that in itself is something I find appealing at times, as in truth, I have always had an eclectic taste in women. Sampling Sandra’s charms did not lack appeal to me and in any case, there was little else to do at the hotel. Having sex with this woman would at least help pass the time.
It wasn’t until we were both stripped to our natural state and I climbed aboard with my eager cock hardened and ready, that I became aware of her odour. It was nothing too severe and she seemed in most ways a very refined lady with clothes that looked expensive and well laundered. Perhaps there was an unfortunate, underlying cause.
Whatever the cause though, I just couldn’t help but feel my arousal draining from me, I’ve never been good with that type of thing. With my member slowly wilting I faced the awful dilemma of explaining to Sandra that I was unable to perform. I would of course, have to blame myself, the truth would doubtless cause offence! Then suddenly, I closed my eyes and summoned my fantasies for Debbie to help me out.
As Debbie arrived in my head, she was positioned over a punishment bench completely naked in a dark and dingy cellar, a perfect damsel in distress you might say. With leather straps drawn tight around her wrists and ankles, Debbie’s majestic buttocks presented vulnerably as someone, I have no idea who other than it was a man, began to mercilessly thrash her with a heavy cane.
The beating was harsh and Debbie’s cries echoed around the cellar as she tossed her pretty head to her anguish, her lovely thick, auburn hair flailing wildly as she did so.
With Debbie and her bottom, there to help me, my cock was soon restored to full hardness and with the moment ripe, I wasted little time in offering it to Sandra’s moist and beckoning chasm.
After countless cane strokes and a truly ravaged bottom, Debbie’s tormentor tossed the cane aside before offering a finger to her anus, slowly driving it inside her.
Despite her anguish, Debbie was defiant “For God’s sake, you BASTARD, you can’t do this to me, it’s not what my arsehole’s for,” she yelled over and over again as he continued to probe her, making her squirm uncontrollably.
Moments later, fuelled to hardness by the torment he was inflicting, the man pulled out his huge, throbbing cock and drove it deep into Debbie’s already challenged anus, gleefully pumping her as she groaned and squealed to his thrusts. Perhaps though, the groans and squeals that I was actually hearing came from Sandra as I fucked her!
Suddenly I felt myself release, relieved in every sense of the word to have crossed the finishing line of this slightly regrettable encounter. All I knew for sure though, was that the curious fantasy in which Debbie had played the starring role, evaporated from my mind as quickly as it had arrived.
Rolling over to lay at Sandra’s side, I accepted her offer of coffee from the customary room kettle and the individual sachets provided for the purpose.
I sat myself up and watched as Sandra clambered naked from the bed and crossed the room to the built-in table with the kettle on it, so typical of the many corporate hotels I seemed to find myself staying in. As she stood with her back to me, I studied her bottom, it was plump yes, but firm and smooth, visually quite pleasing in fact, and I imagined her bent for the cane. Yes, had Sandra ever presented herself for a caning I think I would not have been altogether displeased.
The coffee was not the best, simply never enough milk in those miniature cartons they provide, but I managed to drink it and after feigning to Sandra that I had some paperwork to sort for a meeting the following day, I dressed and made my escape.
As I clambered into my own hotel bed for my final night before returning home, I felt pleased that Sandra had been left none the wiser and suitably satisfied, but I couldn’t help but wonder what Sandra would have thought if she’d known the true route of my achievement!
Yes, Debbie had become my ‘go to girl’ when I needed her and I also wondered what her reaction would be if she had an inkling of the many fantasies in which she’d played a starring role during my ‘private’ moments since the first time I’d met her.
I recalled Karen, an attractive young lady whose shapely bare bottom I’d spanked and caned on a number of occasions a year or so before. Karen claimed to be happily married to a vanilla husband, but secretly needed an occasional, no strings spanking. Our relationship therefore never exceeded the boundaries of spanking, but Karen had once caught me by surprise, asking me at the end of a sound caning if I ever masturbated about her.
I guess the truth was the only answer I could give and I’d had to confess to Karen that I often thought about her whilst masturbating. Unsure of how she would react, I was relieved when she smiled broadly and gently nodded her head “I rather like that,” she said, “Yes, I really rather like that.”
I wondered if Karen would have said the same if she had known the full extent of my fantasies for her! I rather hoped that Debbie would never ask me the same question.
Breaking away from my thoughts, I returned to the ‘here and now’, my scrutiny of Debbie’s bottom, poised just inches from my face, continued. I was enjoying the view of this sumptuous part of her anatomy whilst simultaneously recharging this image to my memory for the fantasies I would doubtless have about this captivating woman before our next meeting, assuming there was to be one.
During her previous visits, Debbie had divulged to me that she had never considered herself a particularly sexual woman, so hard to imagine as her outer appearance was doubtless capable of stirring even the most docile of cocks. Now divorced, she had admitted that her sex life had never been a focus for her, she could take it or leave it.
During our first meeting she had confessed, “It takes something really special to get me properly aroused, normal stuff just doesn’t really do it for me.”
Slowly and gently I began squeezing and kneading her buttocks, delighting in their feel as Debbie began to writhe to my touch.
‘Excellent buttocks, truly superb flesh’ was a line from a dubious movie I had once watched and at this very moment seemed more than attributable to Debbie.
On her arrival, Debbie had confessed her antics at a staff party at her workplace and if ever I’d doubted that within this outwardly genteel woman that somewhere inside her there lurked an alter ego, those doubts were now completely dissipated if the story was indeed true.
Debbie had told me how after a glass or three of cheap Chardonnay she had behaved embarrassingly, ended up in a store cupboard with two lads from her own department who were no more than early twenties. Handsome, well-endowed lads, by her account.
Despite being their Head of Department and biologically old enough to be their mother, she had found the temptation to suck them off beyond her control. “I feel so embarrassed for what I did,” she had said forlornly. “I would never normally do anything like that, it was the wine. I could have been sacked if it had got out, but thankfully they were both as drunk as I was, so no one was any the wiser.”
I truly hoped this confession was true, maybe Debbie had created it purely for our role play, in truth, I really didn’t want to know which. What I did know for sure though, was that I was more than happy to run with the story as it made an excellent premiss for Debbie’s punishment.
“Over my knee, Debbie,” I instructed her. She had been in this position before and needed no further instruction. As she fidgeted into position her beautiful bottom tantalisingly protruded my right thigh.
“Okay Debbie, I’m going to begin with a thorough and hard spanking with my hand for your disgraceful behaviour,” I informed her. She turned her head to look at me, “I deserve it Sir, I know I do, so do what you must.”
Raising my hand at this invitation I wasted little time in delivering the first smack to her right buttock, generating the unique percussion of hand against flesh. I swiftly followed this with another crisp smack to the centre of her left buttock.
Over the years, I have learnt that the privilege of delivering a hand spanking should never be underestimated. In my younger days I so often hurried this part of the proceedings, too eager perhaps to get it over and done with so that I could get to the ‘real stuff’ and feel the strap, birch or cane grasped firmly in my hand.
As Debbie’s tall and slender body lay across my thighs with her perfect bottom at my mercy, I was reminded of the intimacy a hand spanking affords and that it really should be something to savour.
I applied two more smacks to each of Debbie’s cheeks before getting into my true and intended rhythm. I continued to alternate the smacks from one cheek to the other moving my aim to ensure that her entire bottom felt the sting of my hand over and over again.
I spanked Debbie firmly and for a lengthy period, I knew that she could now take her medicine far better than the day she arrived for her first punishment, and I also knew that she would be as aware as I was that the seemingly innocuous beginnings of a hand spanking can hastily blossom into pure agony as the spanking progressed.
As I continued with my rhythm, only breaking the pattern to deliver the occasional smack to the centre of her bottom, I could feel her acknowledgement of this challenge as she squirmed against my legs. Although controlled, her vocal responses gradually increased. “Oh God, OUCH! It hurts, Oh God, it really hurts, AAAGH!”
Presented for real with this glorious bottom which held such appeal for me, it proved impossible not to recall some of the many fantasies this very bottom had featured in for me.
Debbie’s bottom had been taken to places which almost exceeded the imagination, spanked and beaten to a level beyond anything she could possibly endure in real life, she had also faced all manner of torment where her delicious body, especially those perfect buttocks, proved an irresistible focus. I was again reminded of my encounter with Sandra!
Poor Debbie had really been put through it in my fantasies and now she was here for real, her bottom at my mercy, oblivious to the far-fetched ordeals she had encountered in my mind.
As I returned my focus to spanking Debbie, the contact between her body and mine was a gauge to her increasing anguish as she wriggled and bucked to the challenge of my hand. Holding my left arm against her waist to keep her in position I increased the power of the onslaught, enjoying the sight of her rapidly reddening buttocks as I did so.
The wanderings of my mind as Debbie lay naked across my lap coupled with the pleasure of spanking her, stirred an arousal in me, there was no denying that. A full erection though, would have embarrassingly driven my cock against the soft flesh of her belly, an admission of my improper arousal, but thankfully I had the self-control to hold it at bay and simply enjoy the tingling sensation which danced between my legs.
With no idea nor care as to how many times my hand had met with Debbie’s delightful flesh, I decided that with a caning to come it was time to stop.
To be continued
I watched intently as Debbie began to undress, carefully and neatly placing each item of her clothing on the top of the cabinet next to her as it was removed.
Stood in just her bra and panties as if to tease me, she turned to look at me with a mock doleful expression on her pretty face, “Do I really have to be completely naked Sir?” she asked.
Confident that she already knew the answer and was just playing games, I slowly nodded my head and struggled not to break a smile.
Debbie reached behind her back and awkwardly unclipped her bra. Although I have never considered myself a ‘breast man,’ at that moment in time as she liberated her delightful twin mounds, I had to admit to myself that Debbie, really did have magnificent breasts.
Tucking her fingers into the waistband of her pale peach panties, Debbie coaxed them down her legs and stepped out of them. With her having achieved full nudity, save for her gold figaro neck chain and gold creole earrings, my eyes were immediately drawn to her full bush.
The neatly trimmed minge I had become familiar with had been allowed to develop into a full ladies’ beard since our last meeting. Somehow, I couldn’t help myself and stepped forward to stroke what was nowadays a rare display, as if convincing myself that my eyes were not deceiving me.
She groaned to this attention and appeared to weaken and I’m sure that had I continued and maybe inserted a finger into her vagina, she would have reached a sonorous crescendo there and then.
I spent a moment casting my eyes over Debbie’s lithe body, as a former competitive skier, apparently competent enough to have at one time been considered for the Olympic squad, she remained well toned.
As I had done on previous occasions with Debbie, I placed the sturdy Victorian hall chair in front of my desk before sitting down and beckoning her to stand before me. Since that first occasion when Debbie had presented herself to me for punishment, I could not deny that I had become obsessed with her bottom.
It was without doubt a wonderful bottom and although Debbie was a year or two my senior in age, her sporting exploits from her earlier years had perhaps, afforded her the well-toned buttocks she possessed to this day. Debbie, was indeed fit in every sense of the word, and hell, how she had fuelled my fantasies since our first meeting.
As Debbie stood in front of me, I placed my hands on her hips and guided her around so that her bottom faced me. The sight of these majestic, firm cheeks caused my mind to flash back to an encounter with a lady I had met recently, named Sandra.
It was a fortnight before that I had met Sandra at the bar of a rather lifeless hotel I had been staying in whilst on a business trip. Sandra was also a guest at the hotel, late thirties I’d conjectured, similar to my own age, and after a couple of glasses of gin and tonic I was invited back to her room, her intentions plainly spelled out.
Sandra was slightly plump, just moderately attractive, nothing special, but that in itself is something I find appealing at times, as in truth, I have always had an eclectic taste in women. Sampling Sandra’s charms did not lack appeal to me and in any case, there was little else to do at the hotel. Having sex with this woman would at least help pass the time.
It wasn’t until we were both stripped to our natural state and I climbed aboard with my eager cock hardened and ready, that I became aware of her odour. It was nothing too severe and she seemed in most ways a very refined lady with clothes that looked expensive and well laundered. Perhaps there was an unfortunate, underlying cause.
Whatever the cause though, I just couldn’t help but feel my arousal draining from me, I’ve never been good with that type of thing. With my member slowly wilting I faced the awful dilemma of explaining to Sandra that I was unable to perform. I would of course, have to blame myself, the truth would doubtless cause offence! Then suddenly, I closed my eyes and summoned my fantasies for Debbie to help me out.
As Debbie arrived in my head, she was positioned over a punishment bench completely naked in a dark and dingy cellar, a perfect damsel in distress you might say. With leather straps drawn tight around her wrists and ankles, Debbie’s majestic buttocks presented vulnerably as someone, I have no idea who other than it was a man, began to mercilessly thrash her with a heavy cane.
The beating was harsh and Debbie’s cries echoed around the cellar as she tossed her pretty head to her anguish, her lovely thick, auburn hair flailing wildly as she did so.
With Debbie and her bottom, there to help me, my cock was soon restored to full hardness and with the moment ripe, I wasted little time in offering it to Sandra’s moist and beckoning chasm.
After countless cane strokes and a truly ravaged bottom, Debbie’s tormentor tossed the cane aside before offering a finger to her anus, slowly driving it inside her.
Despite her anguish, Debbie was defiant “For God’s sake, you BASTARD, you can’t do this to me, it’s not what my arsehole’s for,” she yelled over and over again as he continued to probe her, making her squirm uncontrollably.
Moments later, fuelled to hardness by the torment he was inflicting, the man pulled out his huge, throbbing cock and drove it deep into Debbie’s already challenged anus, gleefully pumping her as she groaned and squealed to his thrusts. Perhaps though, the groans and squeals that I was actually hearing came from Sandra as I fucked her!
Suddenly I felt myself release, relieved in every sense of the word to have crossed the finishing line of this slightly regrettable encounter. All I knew for sure though, was that the curious fantasy in which Debbie had played the starring role, evaporated from my mind as quickly as it had arrived.
Rolling over to lay at Sandra’s side, I accepted her offer of coffee from the customary room kettle and the individual sachets provided for the purpose.
I sat myself up and watched as Sandra clambered naked from the bed and crossed the room to the built-in table with the kettle on it, so typical of the many corporate hotels I seemed to find myself staying in. As she stood with her back to me, I studied her bottom, it was plump yes, but firm and smooth, visually quite pleasing in fact, and I imagined her bent for the cane. Yes, had Sandra ever presented herself for a caning I think I would not have been altogether displeased.
The coffee was not the best, simply never enough milk in those miniature cartons they provide, but I managed to drink it and after feigning to Sandra that I had some paperwork to sort for a meeting the following day, I dressed and made my escape.
As I clambered into my own hotel bed for my final night before returning home, I felt pleased that Sandra had been left none the wiser and suitably satisfied, but I couldn’t help but wonder what Sandra would have thought if she’d known the true route of my achievement!
Yes, Debbie had become my ‘go to girl’ when I needed her and I also wondered what her reaction would be if she had an inkling of the many fantasies in which she’d played a starring role during my ‘private’ moments since the first time I’d met her.
I recalled Karen, an attractive young lady whose shapely bare bottom I’d spanked and caned on a number of occasions a year or so before. Karen claimed to be happily married to a vanilla husband, but secretly needed an occasional, no strings spanking. Our relationship therefore never exceeded the boundaries of spanking, but Karen had once caught me by surprise, asking me at the end of a sound caning if I ever masturbated about her.
I guess the truth was the only answer I could give and I’d had to confess to Karen that I often thought about her whilst masturbating. Unsure of how she would react, I was relieved when she smiled broadly and gently nodded her head “I rather like that,” she said, “Yes, I really rather like that.”
I wondered if Karen would have said the same if she had known the full extent of my fantasies for her! I rather hoped that Debbie would never ask me the same question.
Breaking away from my thoughts, I returned to the ‘here and now’, my scrutiny of Debbie’s bottom, poised just inches from my face, continued. I was enjoying the view of this sumptuous part of her anatomy whilst simultaneously recharging this image to my memory for the fantasies I would doubtless have about this captivating woman before our next meeting, assuming there was to be one.
During her previous visits, Debbie had divulged to me that she had never considered herself a particularly sexual woman, so hard to imagine as her outer appearance was doubtless capable of stirring even the most docile of cocks. Now divorced, she had admitted that her sex life had never been a focus for her, she could take it or leave it.
During our first meeting she had confessed, “It takes something really special to get me properly aroused, normal stuff just doesn’t really do it for me.”
Slowly and gently I began squeezing and kneading her buttocks, delighting in their feel as Debbie began to writhe to my touch.
‘Excellent buttocks, truly superb flesh’ was a line from a dubious movie I had once watched and at this very moment seemed more than attributable to Debbie.
On her arrival, Debbie had confessed her antics at a staff party at her workplace and if ever I’d doubted that within this outwardly genteel woman that somewhere inside her there lurked an alter ego, those doubts were now completely dissipated if the story was indeed true.
Debbie had told me how after a glass or three of cheap Chardonnay she had behaved embarrassingly, ended up in a store cupboard with two lads from her own department who were no more than early twenties. Handsome, well-endowed lads, by her account.
Despite being their Head of Department and biologically old enough to be their mother, she had found the temptation to suck them off beyond her control. “I feel so embarrassed for what I did,” she had said forlornly. “I would never normally do anything like that, it was the wine. I could have been sacked if it had got out, but thankfully they were both as drunk as I was, so no one was any the wiser.”
I truly hoped this confession was true, maybe Debbie had created it purely for our role play, in truth, I really didn’t want to know which. What I did know for sure though, was that I was more than happy to run with the story as it made an excellent premiss for Debbie’s punishment.
“Over my knee, Debbie,” I instructed her. She had been in this position before and needed no further instruction. As she fidgeted into position her beautiful bottom tantalisingly protruded my right thigh.
“Okay Debbie, I’m going to begin with a thorough and hard spanking with my hand for your disgraceful behaviour,” I informed her. She turned her head to look at me, “I deserve it Sir, I know I do, so do what you must.”
Raising my hand at this invitation I wasted little time in delivering the first smack to her right buttock, generating the unique percussion of hand against flesh. I swiftly followed this with another crisp smack to the centre of her left buttock.
Over the years, I have learnt that the privilege of delivering a hand spanking should never be underestimated. In my younger days I so often hurried this part of the proceedings, too eager perhaps to get it over and done with so that I could get to the ‘real stuff’ and feel the strap, birch or cane grasped firmly in my hand.
As Debbie’s tall and slender body lay across my thighs with her perfect bottom at my mercy, I was reminded of the intimacy a hand spanking affords and that it really should be something to savour.
I applied two more smacks to each of Debbie’s cheeks before getting into my true and intended rhythm. I continued to alternate the smacks from one cheek to the other moving my aim to ensure that her entire bottom felt the sting of my hand over and over again.
I spanked Debbie firmly and for a lengthy period, I knew that she could now take her medicine far better than the day she arrived for her first punishment, and I also knew that she would be as aware as I was that the seemingly innocuous beginnings of a hand spanking can hastily blossom into pure agony as the spanking progressed.
As I continued with my rhythm, only breaking the pattern to deliver the occasional smack to the centre of her bottom, I could feel her acknowledgement of this challenge as she squirmed against my legs. Although controlled, her vocal responses gradually increased. “Oh God, OUCH! It hurts, Oh God, it really hurts, AAAGH!”
Presented for real with this glorious bottom which held such appeal for me, it proved impossible not to recall some of the many fantasies this very bottom had featured in for me.
Debbie’s bottom had been taken to places which almost exceeded the imagination, spanked and beaten to a level beyond anything she could possibly endure in real life, she had also faced all manner of torment where her delicious body, especially those perfect buttocks, proved an irresistible focus. I was again reminded of my encounter with Sandra!
Poor Debbie had really been put through it in my fantasies and now she was here for real, her bottom at my mercy, oblivious to the far-fetched ordeals she had encountered in my mind.
As I returned my focus to spanking Debbie, the contact between her body and mine was a gauge to her increasing anguish as she wriggled and bucked to the challenge of my hand. Holding my left arm against her waist to keep her in position I increased the power of the onslaught, enjoying the sight of her rapidly reddening buttocks as I did so.
The wanderings of my mind as Debbie lay naked across my lap coupled with the pleasure of spanking her, stirred an arousal in me, there was no denying that. A full erection though, would have embarrassingly driven my cock against the soft flesh of her belly, an admission of my improper arousal, but thankfully I had the self-control to hold it at bay and simply enjoy the tingling sensation which danced between my legs.
With no idea nor care as to how many times my hand had met with Debbie’s delightful flesh, I decided that with a caning to come it was time to stop.
To be continued
Louise
- 19.09.2021
- 32
- 0
