Why did I feel such pleasure when my mistress humiliated me like she did? It was a question I had asked myself many times before and here I was asking it again as I stood before her naked, hands behind my back, penis hard as a rock in anticipation of the punishment she was about to give me.

‘You snivelling little pervert!’ she said contemptuously. ‘Look at you! That pathetic little organ of yours would never satisfy a REAL woman.’

She had sat back in the ready to take control of my sexual desires. She knew my every weakness, desire and perversion. I had seen her secretly when I was still married. But after my divorce, Mistress had taken control of my sexual desires and she instinctively seemed to know my every weakness, every desire and every perversion. With no home to go to, I moved in with her and discovered there were no bounds to her filthy desires.

She had never been a classically attractive woman, even when younger. And now she was in her 60s, she really looked her age. But to me she was the most beautiful woman alive.

I loved all of her just as she was - her laughter lines, the age spots on her hands, her big breasts that now sagged a little and most of all, her delicious, precious and very prominent pussy with its sparse covering of grey pubic hair.

How could I ever confide to another this undying love for a woman who delighted in humiliating me and the curious, very perverse games that we now played out behind closed doors? Only you dear reader has been let into this deepest and darkest secret.

Today I had come home from the office and found her dressed in a black slip with a deep lace hem and trim abound her bust. Underneath she wore matching suspender belt, black panties and fully-fashioned tan nylon stockings with high stiletto heels, she’d left her breasts braless and loose to simply fill the lace cups of the lacy slip.

She had instructed me to get undressed in front of her there and then. I knew I was going to receive a punishment and if I endured it, my reward would be to be allowed to adore and worship her body afterwards.

Now she leant forward and slapped my weedy erection hard with her hand.

‘Pathetic!’ she announced. ‘It’s so small, isn’t it? This is a worthless to any woman. How many times have I told you not to look at pictures of other women on the internet when I’m not here? Tell me!’

Again, I felt her hand lash out and hit my erection.

‘I’m, I’m…sorry mistress,’ I said stammering.

‘Sorry isn’t good enough,’ she said. ‘You keep doing it. I’m going to have to teach you lesson.’

‘I know mistress,’ I said looking down guiltily at my feet.

‘A spanking is too good for you. You still haven’t learnt not to leer at pictures of other women when you’ve got a perfectly good mistress to take care of all your needs. So I’m going to have to teach you a REAL lesson this time aren’t I?’

‘Yes mistress.’

‘I’m going to have to punish that girlie sized penis of yours – make it very sore so you can’t play with yourself when your mistress isn’t looking.’

Her hand slapped my penis again. ‘You’re hurting it,’ I yelled.

‘Of course I’m hurting it you silly little boy! That’s the idea and your mistress knows how to make you feel like a very small boy doesn’t she?’ she said with a thin smile. ‘If you think you’re too big for a punishment for your mistress, think again my boy! Put your hands behind your back!’

I did as I was told and she took hold of my balls. She dug her blood red manicured nails into the folds of my scrotum. I visibly winced and cried out.

She laughed. ‘No good you making a fuss, you’re only getting what you deserve.’

Tears welled in my eyes as she rolled the loose skin on scrotum in her fingers and dug her nails in again. It wasn’t the discomfort; it was the humiliation of being ridiculed in this way and us both knowing I actually loved the shame she made me feel.

‘Pervert! That’s what you are,’ she said now digging her nails into my hardness. ‘You are a pathetic pussy-loving pervert! And I’m going to show you what happens to pathetic little pussy-obsessed boys like you. They get punished! Do you hear?’

‘Yes Mistress,’ I said meekly, feeling more and more uncomfortable by the second, knowing my punishment was about to come.

She grabbed my penis and led me towards the dining table and pushed me forward so my penis was on the table. Then reaching for her crop, took aim and brought it down on my erection. Again, and again came several carefully measured blows.

Then she grabbed my cock again and led me back to her chair beside which was a little table. On it were all the instruments she would use to punish my penis. Sitting down she reached for the wooden ruler and still clasping my balls in one hand, she brought the ruler down hard on my erection.

Swack! And again. Swack! Again, and again she brought the ruler down hard on my penis and dug her nails into my scrotum.

‘Tell me what your mistress loves,’ she asked as she hit me down there again. ‘How can you make her happy?’

‘Mistress likes her pussy licked.’

‘That’s right, she does. Are you going to go down on your knees and lick your mistress’s pussy?’

‘Yes Mistress, yes…you know I love to serve you that way.’

‘And are you going to Mistress’s little toilet helper? You know Mistress can’t hold her pee.’

It was a question she needn’t ask. My pussy licking pleasure was always heightened when she squirted her piss straight into my mouth. Being made to drink her piss was the ultimate humiliation – or so I thought.

‘Yes mistress…’

‘Yes mistress? YES MISTRESS?’ she yelled. ‘Pervert, pervert, pervert! Tell me what you are!

‘I’m a piss drinking pervert,’ I said, tears now beginning to tumble down my cheeks.

‘Yes, you are you pathetic little slut!’ Mistress said with angry yet lustful eyes, lashing out with the ruler on my erection again, bringing it down as hard as she could. I cried out. Cried in pain and in love. Pre-cum splashed onto her stocking clad knee.

‘Oh that’s disgusting!’ she said turning and put the ruler down on the little table. Picking up the pinwheel she said, ‘You’re going to pay for making that mess on my stockings.’

This cunning device had a little wheel with pointed edges set in a plastic handle. Mistress clasped my testicles again and ran the wheel over my hard penis. I wriggled and instinctively brought my hands down to stop her.

‘HANDS ON YOUR HEAD!’ She shouted as she brought the wheel onto my ball sac. The sharp little points of the wheel dug into the tender flesh.

‘Please mistress, no…please don’t, you’re hurting me.’

‘Shut up!’ she snapped and continued to punish me there. ‘You have such a pathetic little cock. I’ve seen babies with bigger ones than yours! Let’s see if we can make it get any bigger with the help of the clothes pegs.’

She took a handful of wooden clothes pegs from the little table. Placing them in her silky lap, one by one she placed them onto the skin of my scrotum. I squirmed with discomfort as she placed twenty in total, arranging them so that they formed two neat rows.

‘Lie down on the floor because now your cock punishment really begins!’

I obediently went and lay down, hands passively by my side, erection standing proud with a line of clothes pegs on my balls.

She stood up and took a small flogger from the collection of implements on the table. It had short, thin strands of rubber and I knew what was coming next.

She lingered for a moment, standing directly over my head so I could clearly see her pussy under her slip. It glistened with her juices. Then without warning she brought the whip down on my cock and balls. I yelled out, but this only incensed her.

‘You will not wank yourself off looking at pictures of other women you little pervert. Understand?’

‘Yes…mistress…yes…’ I said trying to cover my genitals from the onslaught.’

‘GET YOUR HANDS AWAY!’ she shouted. ‘PERVERT, PERVERT, PERVERT! I’LL SHOW YOU WHAT HAPPENS TO A FILTHY PUSSY LOVING SLUT LIKE YOU!’

The whip came down and down and down, the blows expertly placed as the ends of the rubber lashed the tender flesh of my exposed cock and caught the two lines of clothes pegs on my balls. I was now sobbing openly, not because of stinging sensation in my penis, but because I knew I wanted her to treat me like this. I wanted to be hurt and humiliated by her, this was what I needed so badly because perversely it made me so very happy. 

She stopped and stood up straight, towering over me. ‘And don’t think I don’t know what pictures you’ve been looking at! If loving your mistress’s pussy wasn’t enough of nasty, deviant thing to do, you’ve been looking at women with cum dribbling out of their pussies!’

How did she know? I thought I’d managed to hide it from her on the computer. It was all too pathetically true; I had been fantasising for some time now about licking another man’s cum from her pussy and wanking over them when she was out.

‘Do you think your mistress is too old and too unattractive to be fucked by another man?’ she asked.

‘No mistress, I don’t…’

‘Well, you’d be right. Mistress would hardly feel your stupid little cock inside her it’s so tiny. So while you are out at work, your mistress has to have sex with real men. Men with man-sized cocks, not girlie sized ones like your pathetic little dick. Men with big thick cocks that can REALLY satisfy a woman like me.’

She lashed out with the whip again and I started to cry again.

‘Yes mistress….’

‘Men with big fat penises and hairy balls that a woman can feel slapping up against her as they fuck her. Men who’ve got lots of hot sperm they can pump deep inside of your mistress pussy.’

I looked up at her aghast. What was she telling me?

‘Yes, I know all about your perverted little fantasy.’

Hands on her hips to hold the hem of the slip up so that I could clearly see her pussy, she said ‘So, you’d better get licking…’

Moving my head forward I took in the smell, the very familiar smell of her pussy, and went to tentatively lick. She roughly pushed my head into her pussy and in the knowledge my cock would never satisfy her, I could not feel more humiliated by her.

Then she sat in the chair, legs wide apart, exposing fully her pussy. Kneeling still, I moved towards her pussy and gingerly kissed and licked her inner thighs above the stocking tops – something I always did at her insistence as a mark of respect.

Then she said, ‘Just stop right there. Look long and hard at my pussy. My current lover has a big, fat eight-inch cock. His sperm is really thick and creamy, and he regularly pumps hard it into this hot, sex starved pussy. Now lick me properly you little slut!’

I buried my head into the wetness of her pussy, her scent and taste were a heady cocktail. My balls ached from the clothes pegs, my cock sore and tingling from the whipping as I lovingly adored her with my lips and tongue.

‘Deeper slut!’ she commanded. ‘Get your tongue right inside of me.’

Doing as I was told, I pushed my face hard into her pussy, stretching my tongue as far as it would go inside of her. Suddenly she grabbed my hair, pulled me up sharply and then slapped my face.

‘Do it properly and gently, I’m still sore there.’

She roughly pushed me back down again and I continued with my task.

After a while I heard her breathing quicken and l licked more vigorously, my tongue now focussed on her clitoris. I glanced up at her, my magnificent, powerful and domineering mistress who I wanted to please so much and could see her eyes had closed, a contented smile on her lips.

I was happy because I had made her happy and I licked and licked for all I was worth when suddenly her orgasm exploded. Mistress let out a load groan and her body shook from head to toe. This was probably the most powerful orgasm I had ever seen her have.

She grabbed my hair again, my cue to stop licking her and she just held me there, my face pushed hard against her grey-haired pussy, my mouth open at her lips. And then it came in a hot torrent. She let a stream of hot urine spurt straight into my mouth. I swallowed as much as I could, gulping the fountain, a fountain that never seemed to end.  When the flow of pee finally became a trickle and then ceased, she grabbed my hair again, pulling me away.

Looking down at me she smiled. ‘Time to show your Mistress what you can do so well!’

I got to my feet and standing in front of her; she slowly began to pull off the clothes pegs one by one. In my concentration to please her, my tiny cock had gone limp.

‘Look at you!’ she said with a sneer. ‘You can’t even keep it up you pathetic little pervert!’

While they had been attached to my scrotum, there had been discomfort, but as she roughly removed the pegs, so my balls became ultra-sensitive. Every yank on a peg made me cry out aloud as the contracted skin sought to regain its shape. But in spite of the pain. With the last one off, she cupped her hands around my balls and rubbed them. I cried out again.

Now you may pay respect to my other special place,’ she said. Mistress stood and turned away from me and knelt on the settee. Leaning forward, hands reached behind her and parted her buttocks expectantly.

 ‘Get your nose in there and sniff you slut,’ she hissed. I put my nose to her anus and inhaled the gammy smell within deeply.

‘Now kiss my asshole slut!’ she commanded. ‘Get that slut’s tongue of yours up and in there and clean me out properly!’

I didn’t hesitate to begin delving deeply with my loving and eager tongue. I kept licking, probing with my tongue trying to get deeper and deeper in her and I could hear her moaning.

‘You’re licking the inside of my asshole and still that pathetic little cock of yours is erect. You nasty, nasty little pervert!’

I could take it no more; uncontrollably and spontaneously I ejaculated. Without further ado, she stood up and planted her lips on mine and gave me a long and deep kiss.

Our game over, we retired upstairs to her bedroom. Still naked I lay beside her on the bed. She pulled down one of the straps of her slip to expose one of her beautiful breasts and cuddled me. Pulling me to her nipple, I suckled her with tears of both joy and happiness.

Mature Mistress Humiliates Me 2

Why did I feel such pleasure when this arrogant woman humiliated me like she did? It was a question I had asked myself many times before and here I was asking for it again as I stood before her naked, hands behind my back, penis hard as a rock in anticipation of the punishment she was about to give me.

She had sat back in the armchair hurling verbal abuse at me for over ten minutes and culminated with her favourite taunt: ‘You snivelling little pervert!’ she said contemptuously. ‘Look at you! That pathetic little organ of yours would never satisfy a REAL woman. Only a mother could love your girlie sized penis!’

Today I had come home from the office and found her dressed in a black nightie. As always, she wore a matching suspender belt, black panties and fully-fashioned black nylon stockings with high stiletto heels, but no bra. So her ample breasts were only hidden by loose the nylon and lace cups of the nightie and I could see her nipples had hardened beneath the flimsy covering.

The moment I stepped through the door, she had ordered me to get undressed in front of her there and then. I knew I was going to receive an immediate punishment and if I endured it, my reward would be to be allowed to adore and worship her body.

Mistress leant forward and slapped my weedy erection hard with her hand.

‘Pathetic!’ she announced again. ‘How many times have I told you not to look at pictures of other women on the internet when I’m not here? Tell me!’

Again I felt her hand lash out and hit my erection.

‘I’m, I’m…sorry Mistress,’ I said stammering.

‘Sorry isn’t good enough,’ she said. ‘Is your loving Mistress not good enough for you?’

‘Mistress...please...i can explain,’ I stammered.

‘There’s nothing to explain is there? You keep doing it. So I’m going to have to teach you lesson.’

‘I know Mistress,’ I said looking down guiltily at my feet. How the hell had she known what I was looking at on the internet? She was no technophobe, but I hadn’t given her credit for being able to look at my surfing history.

‘A spanking is too good for you. You still haven’t learnt not to leer at pictures of other women when you’ve got a perfectly good woman, your own MISTRESS, to take care of all your needs. So I’m going to have to teach you a REAL lesson this time aren’t I?’

‘Yes Mistress.’ I said quietly.

‘I’m going to have to punish that girlie sized penis of yours – make it very sore so you can’t play with yourself when your Mistress isn’t looking.’ Her hand slapped my erect penis again.

 ‘You’re hurting it Mistress!’ I yelled.

‘Of course, I’m hurting it you silly little boy! That’s the idea and Mistress knows how to make you feel like a very small boy doesn’t she?’ she said with a thin smile. ‘If you think you’re too big for a very special punishment from your Mistress, think again my boy! Put your hands on your head!’

I did as I was told and she took hold of my balls. She dug her blood red manicured nails into the folds of my scrotum. I visibly winced and cried out.

She laughed and dug her nails deeper into my tender flesh. ‘No good you making a fuss, you’re only getting what you deserve.’

Tears welled in my eyes as she rolled the loose skin of my scrotum in her fingers and dug her nails in again. It wasn’t the discomfort, it was the humiliation of being ridiculed in this way and us both knowing I actually loved the shame she made me feel.

‘Pervert! That’s what you are,’ she said now digging her nails into my hardness. ‘You are a pathetic Mistress-loving pervert! And this nasty Mistress of yours is going to show you what happens to pathetic little pussy-obsessed boys like you. They get punished! Do you hear?’ She scraped her nails along the length of my cock, then into the softness of my foreskin. I yelped out aloud.

‘Yes Mistress,’ I said meekly, feeling more and more uncomfortable by the second, knowing the real punishment was about to come.

Beside her chair was a little table. On it were all the instruments she would use to punish my penis. She reached for the wooden ruler. Still clasping my balls in one hand, she brought the ruler down hard on my erection.

Swack! And again. Swack! Again and again she brought the ruler down hard on my penis as she dug the nails of her other hand into my scrotum.

‘Tell me what your Mistress loves,’ she asked as she hit me down there again. ‘How can you make her happy?’

Oh God, she was really hurting me there. ‘Mistress likes her pussy licked,’ I replied with tears forming in my eyes.

‘That’s right, she does. Are you going to go down on your knees and lick your old Mistress’s pussy?’

‘Yes Mistress, yes…you know I love to serve you that way.’

‘And are you going to Mistress’s little toilet helper? You know Mistress can’t hold her wee like she used to.’

It was a question she needn’t ask. My pussy licking pleasure was always heightened when she squirted her piss straight into my mouth. Being made to drink her piss was the ultimate humiliation – or so I thought.

‘Yes Mistress…’

‘Yes Mistress? YES MISTRESS?’ she yelled. ‘Pervert, pervert, pervert! Tell me what you are!

‘I’m a piss drinking pervert,’ I said, tears now beginning to tumble freely down my cheeks.

‘Yes you are, you pathetic little slut!’ Mistress said with angry yet lustful eyes, lashing out with the ruler on my erection again, bringing it down as hard a she could. I cried out in pain and in love. Pre-cum splashed onto her stocking clad knee.

‘Oh that’s disgusting!’ she said turning and put the ruler down on the little table. Picking up the pinwheel she said ‘You’re going to pay for making that mess on my stockings.’

This cunning device had a little wheel with pointed edges set in a plastic handle. Mistress clasped my testicles again and ran the wheel over my hard penis. I wriggled and instinctively brought my hands down to stop her.

‘HANDS ON YOUR HEAD!’ She shouted at me as she brought the wheel onto my ball sac. The sharp little points of the wheel dug mercilessly into the tender flesh.

‘P...p... please Mistress, no…please don’t, you’re hurting me.’

‘Shut up!’ she snapped and continued to punish me there. ‘You have such a pathetic little cock. I’ve seen babies with bigger ones than yours! Let’s see if we can make it get any bigger with the help of the clothes pegs.’

She took a handful of wooden clothes pegs from the little table. Placing them in her silky lap, one by one she placed them onto the skin of my scrotum. I squirmed with discomfort as she placed twenty in total, arranging them so that they formed two neat rows.

‘Lie down on the floor because now your cock punishment really begins!’

I obediently went and lay down, hands passively by my side, erection standing proud with a line of clothes pegs on my balls.

Mistress stood up and took a small whip from the collection on the table. It had short, thin strands of rubber and she had made it herself from old windscreen wipers. It was far more painful than the flogger she ordinarily liked to use. I knew what was coming next.

She lingered for a moment, standing directly over my head so I could clearly see her black lace panties under her slip and that the gusset was already soaking wet. Then without warning she brought the whip down on my cock and balls. I yelled out, but this only incensed her.

‘You will not jerk yourself off looking at pictures of other women, you little pervert. Understand?’

‘Yes…Mistress…yes…’ I said trying to cover my genitals from the onslaught.’

‘GET YOUR HANDS AWAY!’ she shouted. ‘PERVERT, PERVERT, PERVERT! I’LL SHOW YOU WHAT HAPPENS TO A FILTHY PUSSY LOVING SLUT LIKE YOU!’

The thongs of the whip came down and down and down, the blows expertly placed. The ends of the rubber lashed the tender flesh of my exposed cock and caught the two lines of clothes pegs on my balls. I was now sobbing openly, not because of stinging sensation in my penis and balls, but because I knew I wanted her to treat me like this. I wanted to be hurt and humiliated by my own cruel Mistress, this was what I NEEDED and so badly because perversely it made me so very happy. 

She stopped and stood up straight, towering over me. ‘And don’t think I don’t know what pictures you’ve been looking at! If loving your Mistress’s pussy wasn’t enough of nasty, deviant thing to do, you’ve been looking at women with cum dribbling out of their pussies!’

It was all too pathetically true, I had not only been jerking myself off looking at pictures of older and even more elderly ladies when she was out been fantasising for some time, the ones that had really aroused me, were women deliberately flaunting sperm dribbling from their used vaginas and I imaging myself having to lick them clean. Needless to say, it was a fantasy that I had transferred to my Mistress’s pussy.

‘Do you think your Mistress is too old and too unattractive to be fucked by another man?’ she asked.

‘No Mistress, I don’t…’

‘Well, you’d be right. Mistress can hardly feel your stupid little cock inside her it’s so tiny. So, while you are out at work, your Mistress has to have sex with real men. Men with man-sized cocks, not girlie sized ones like your pathetic little offering. Men with big and thick cocks that can REALLY satisfy a woman like me.’

She lashed out with the whip again and I started to cry again. ‘Yes Mistress….’

‘Men with big and hairy balls that a woman can feel slapping up against her as they fuck her; men who’ve got lots of hot sperm they can pump deep inside of your Mistress’s old pussy.’

I looked up at her aghast. What was she telling me?

‘Yes, young man, I know all about your perverted little fantasy so Mistress’s got a nice creamy treat for you today,’ she said grinning wickedly as she raised her slip and hooked her thumbs into the black lace panties. Slowly she peeled them down to just above her stocking tops. Then she put her fingers under the gusset and showed me what was there…a big blob of congealed sperm.

‘Get on your knees my little sperm slut!’

I struggled to get up, my cock and balls aching from the harsh treatment they’d just received by her hand, the pegs unnaturally tugging on my scrotum to make it feel even more uncomfortable.

Once on my knees, I was eye level with her pussy and the heavily soiled lace panties. I could see the spermy goo had dribbled out and stuck to the gusset.

Hands on her hips to hold the hem of the slip up so that I could clearly see her pussy, she said ‘So young man, you’d better get licking…’

I stared at the mess left by another man, thick dollops of sperm that had dribbled out of her pussy onto the material. Could I do it? Could I make my fantasy reality?

Moving my head forward I took in the smell, the very familiar smell of her pussy, which was now tainted by that of another man. Then I opened my mouth and went to tentatively lick the spunk from her pussy. She didn’t wait for me to perform.

Instead, she started laughing as she roughly pushed my head into the panties, instead then, reaching down to cup the gusset of her panties from underneath, smeared the sticky goo all over my face – over my lips, under my nose and in my eyes. At that moment I could not have felt more humiliated by her.

Grabbing a handful of my hair she pulled me away and pushed her panties down her legs before taking them off. Then she sat in the chair, legs wide apart, exposing fully her pussy, evidence of her lovers cum all over her prominent labia.

Kneeling still, I moved forward to her pussy and gingerly kissed her inner thighs above the stocking tops – something I always did at her insistence as a mark of respect.

Then she said, ‘Just stop right there. Look long and hard at my pussy. That was well and truly fucked just half an hour before you came home. A man your age, with a big, fat eight-inch cock took me. And as you’re going to find out, he’s a really good cummer too. His sperm is really thick and creamy, and he regularly pumps hard it into this hot, sex starved pussy you so love.

‘So young man, time to show Mistress how much you really love her and to you put your nasty…dirty…and sick little fantasy into practice. Lick me clean! Lick HIS cum out my little sperm slut – every last little drop!’

She grabbed my hair and buried my head into the wetness of her pussy. I licked and I tasted him. This other man’s sperm had a taste I’d never experienced before, and it was all mixed up with Mistress’s own scent and tastes. It was a heady cocktail. My balls ached from the clothes pegs, my cock sore and tingling from the whipping as I lovingly scooped out spunk with my lips and tongue.

‘Deeper slut!’ she commanded. ‘Get your tongue RIGHT inside of me.’

Doing as I was told, I pushed my face hard into her pussy, stretching my tongue as far as it would go, feeling deeply humiliated by the experience. Suddenly she grabbed my hair, pulled me up sharply and then slapped my face.

‘Do it properly and gently, I’m still sore there from his cock.’

She roughly pushed me back down again and I continued with the sordid task of cleaning his sperm more thoroughly and slowly.

After a while I heard her breathing quicken and l licked more vigorously, my tongue now focussed on her clitoris. I glanced up at her, my magnificent, powerful and domineering Mistress who I wanted to please so much. I saw her eyes had closed, a contented smile spread on her lips, and I was happy because I had made her happy and I licked and licked for all I was worth. Suddenly her orgasm exploded. Mistress let out a load groan and her body shook from head to toe. This was probably the most powerful orgasm I had ever seen her have.

She grabbed my hair again, my cue to stop licking her and she just held me there, my face pushed hard against her grey-haired pussy, my mouth open at her lips. And then it came in a hot torrent. Laughing to herself, she let a stream of hot urine spurt straight into my mouth. I swallowed as much as I could, gulping down the fountain of pee, a fountain that never seemed to end.  When the flow of piss finally became a trickle and then ceased, she grabbed my hair again, pulling me away.

Looking down at me she smiled. ‘Time to show your Mistress what you can do, stand up! Hands on your head!’

I got to my feet and standing in front of her; she slowly began to pull off the clothes pegs one by one. In my concentration to please her, my tiny cock had gone limp.

‘Look at you!’ she said with a sneer. ‘You can’t even keep it up you pathetic little pervert! Ashamed were you, ashamed of having to lick another man’s cum from your Mistress’s pussy? A real man’s cum? Put your hands behind your back!’

While the pegs had been attached to my scrotum, there had been discomfort, but as she roughly removed the pegs, so my balls became ultra-sensitive. Every yank on a peg made me cry out aloud as the contracted skin sought to regain its shape. But in spite of the pain, my cock was growing rigid again – just as she knew it would. With the last peg off, she cupped her hands around my balls and vigorously rubbed then. I cried out again and very loudly with the pain.

‘Oh, you poor little baby, let Mistress kiss it better.’

She moved forward to sit on the edge of the chair and guided my painful cock into her mouth. At first her saliva and tongue soothed my aching and sore penis, even if her hands still made me wince with pain at her touch. But then she suddenly bit my erection. Not enough to damage me in any way, but sufficient for me to feel it. She continued to roughly chew on my hardness and my foreskin like a piece of old meat.

I could take it no more; uncontrollably and spontaneously I shot my load into her mouth, filling it with my sperm. Without further ado, she stood up and planted her lips on mine. She gave me a long and deep kiss, depositing my own sperm back into my mouth. When she pulled away again, she simply said, ‘Swallow my little sperm slut. Swallow ALL OF IT!’

The deed done, we retired upstairs to her bedroom. Still naked I lay beside her on the bed. She pulled down one of the straps of her slip to expose one of her beautiful creamy breasts. Pulling me to her nipple, I suckled her like a new-born baby and proceeded to cry my eyes out, both in joy and happiness.

‘Mistress loves you, really she does,’ she said quietly. ‘But spare the rod, spoil the child. That’s always been my philosophy, you know that. You’re a very bad boy and I only hurt and humiliate you for your own good. You know that don’t you?’

‘Yes Mistress,’ I mumbled happily and contentedly.

Mature Mistress Humiliates Me 3

I’m Alex, and if you don’t already know, I’m a pathetic 31-year-old man who is regularly dominated by his Mistress. Today she stood towering over me. I was on my knees in front of her, my nose pressed against hard against her skirt, in-line with her pussy.

Mistress has a very prominent pussy and I love the fact that her pubic hair is now sparse and grey. I am a slave to this magnificent and powerful orifice. There is no greater pleasure for me than to be close to it, to adore it and worship it, and be punished severely if I fail to please and pleasure Mistress in the ways she demands. 

But although I had grown to not only adore my aging Mistress and willingly experience the nasty punishments she devised for me, I was sobbing, my tears staining her skirt. My arms were clasped around her thighs, and even though concealed by the skirt, the scent of her pussy was filling my nostrils as I pleaded with her not to make me undergo my latest humiliation.

‘Don’t be silly,’ she said with a sneer. ‘You want to make your Mistress happy, don’t you?’

‘Yes Mistress, but…’ 

‘No buts, it’s time you truly discovered your feminine side,’ she laughed. ‘It’s no good you dressing in stockings and high heels just for my benefit. It’s men who like to see sluts like you all dressed up in women’s clothes!’

‘Please Mistress, please, not this, I’ll do anything but this…’ I begged, wiping away my tears.

‘Beg all you like you little Mistress loving pervert! You’re a filthy little slut and you’re finally going to get your comeuppance!’

Let me tell you how this punishment began. I had come home from the office as usual and found Mistress entertaining a mature man. He must have been in his 60s, balding and had a beer belly. He said nothing, simply maintaining a smirk as he eyed me up and down.

‘This is Wally,’ she said by way of introduction to this stranger. ’He knows all about your deviant desires young man and how you like licking your Mistress’s pussy.’

‘Mistress?’

‘What’s the matter?’

‘You told this man all about what we do?’

‘You got a problem with that?’

‘He’s a complete stranger.’

‘Not to me he isn’t!’ she snapped and turned to give Wally a smile. He smiled back and licked his lips, letting his hand slip down to the crotch of his trousers. I could see he had an erection. ‘Now go to your room and wait for me to call you when I’m ready!’

Obediently and without comment, I went upstairs, my stomach churning. I had believed that the nasty games she and I played out in our home were between us and us only. I’d really no idea that she’d told anyone else about them. What had she got planned for tonight?

When I entered my room, I found Mistress had laid out some lingerie on my bed. This I knew was an instruction for me to wear it for her. I knew better than to think about it. Without further ado, I got undressed.

I began by slipping on the sheer black stockings. Then standing in front of the mirror, I hooked up the deep black lace garter belt and attached the suspenders to the stocking tops. I reached for the panties, which although high cut, barely hid my now semi-erect penis, erect in anticipation of whatever humiliation was to come.

Then I took the black lacy bra, an A cup, just the right size to hold my man-boobs in place. This was followed by a sheer lace slip. I finished off the ensemble with four-inch high heels. I admired myself in the mirror for a moment, my cock hardening at the sight of myself in black lingerie. I’m ashamed to say that as I had found out over the past few months, being dressed as a sissyboy was a real turn on, but I dare not play with myself, as to cum prematurely before Mistress called me would result in a double punishment. 

Dressing complete, I sat on the bed and waited as I heard Mistress and another pair of feet, definitely male, ascend the stairs. Mistress was whispering, but I couldn’t hear what she said. Then she laughed as she led the stranger into her bedroom, but I didn’t hear the door shut.  All too soon, I heard male grunts of the sort when fucking a woman. Mistress’s bed creaked as Wally’s cock pumped her old pussy. I heard her cry out, a triumphant orgasm given by another man, a noise she knew would humiliate me.

I anticipated that a creampie humiliation was going to be my punishment this evening. Not so long ago, Mistress had caught me looking at pictures of hot, gooey creampie dripping out of women’s pussies. I can’t explain why, but the sight of a freshly fucked pussy dribbling sperm had become a delicious and erotic masturbatory pleasure as I fantasized about being made to eat another man’s cum from the beloved pussy of my Mistress.

Needless to say, Mistress had made me confess and then made it a reality and on a regular basis. She made no secret about how she saw other men when I was out at work. And as she was at pains to reveal to me, they were real men with REAL cocks, long, thick and capable of pumping thick and hot cum into her vagina, unlike my puny little piece of meat. And cleaning other men’s cum from her pussy had become a regular chore for me.

But how wrong could I be about what she had in store for me tonight? That was a question I asked myself now as tears ran down my face. She had eventually called me into her bedroom and had ordered me to kneel in front of her while the strange and now naked, bar his shorts, middle-aged man looked on.

I looked up at her. She seemed so powerful, dressed in her stilettos and expensive stockings and black lace lingerie and stockings. Slowly she raised her lacy slip up above her stocking tops and suspenders until I could see her white see-thru nylon panties.  It wasn’t just her pubic bush I could see through the taught nylon. I could also see that her panties were severely stained by cum that had leaked from her pussy.

Although I had gotten used to performing creampie duties, I had never met the men Mistress allowed to fuck her. This time, the cum of the man who had used my Mistress’s pussy to deposit his sperm now sat on the bed smirking with contempt at me not bothering to hide the fact that he was enjoying my humiliation.

‘You may lower my panties,’ Mistress said with a sneer. I gently lowered her soiled knickers until they were halfway down her thighs. The full extent of the goo now became evident. This guy was a very heavy cummer, the gusset of her panties was soaked.  I looked at the sticky mess for a moment before performing my duties. 

‘Well, what are you waiting for?’ she barked, reaching for the whip that lay on the bed in readiness. She brought the whip down hard onto my back and I visibly winced. ‘Get licking, clean that filthy spunk of Wally’s off of my panties now!’

Slowly I bent my head down to the gusset and momentarily let the heady aroma of her cunt juices and warm sperm assail my nostrils.  She wasn’t in the mood to wait, she pushed my head downwards and I took the gusset in my mouth and licked and sucked the goo from the material.

‘Don’t take all day slut!’ she yelled.  ‘My pussy is sore, and I need it soothed with your tongue, the tongue of Mistress’s pathetic little sperm loving slut!’

I sucked and licked the last of the goo off of her panties and as I raised my head, so she slipped out of them and placed them over my head, the gusset pressed against my nose.  Wally laughed out loud at the sight of me.

‘You’re so fucking pathetic!’ she sneered as she walked towards the bed and sat down, slip raised and legs apart waiting for my attentions.

I moved over on my knees to where she sat. As I drew closer, I could now clearly see that thick globules of sperm smeared the lips of her sparsely haired vagina. Mistress widened her legs a little so I could gently begin to lick and swallow Wally’s cum as I set about cleaning her swollen pussy lips.

Then I heard Wally come behind me. Roughly he pushed my face into Mistress’s pussy. ‘I want to see you lick you Mistress properly,’ he said. ‘Get to it you perverted little Mistress loving boy!’

Mistress moaned as my tongue probed deep inside of her, my tongue slurping out Wally’s think white cum from within. I winced as I felt Wally’s hands roaming over my ass.

‘He’s a right little tart isn’t he,’ he said as his hands now slid down between my legs and groped my cock and balls that were imprisoned in the lace of my black panties. I could feel him fumbling down there, pushing my panties aside as he grasped my balls. I became distracted as he said, ‘Nice ass. A real sissyboy, make no mistake.’

‘LICK ME PROPERLY YOU SPERM SLUT!’ Mistress screamed down at me, and she whacked me on my back with the whip. I tried to concentrate hard on my task, ignoring the attentions of the dirty old man now fiddling with my private parts. Suddenly Mistress pushed me away.

‘Enough, you pathetic little bastard child of mine!’

She stood up and as I looked up at her, so she placed the stiletto heel of her right foot on my cock. ‘You love your Mistress, don’t you?’

‘Yes Mistress,’ I replied, feeling tears welling in my eyes again.

‘If you want Mistress’s pussy, you have to do things for her don’t you?’

‘Yes Mistress,’ I whimpered.

‘Perverted things, because you’re a little pervert, aren’t you?’

‘Yes Mistress.’

‘No normal man wants to lick his Mistress’s pussy does he?’

‘No Mistress.’

‘But you’re not normal, are you? You love your Mistress’s pussy, don’t you? And you’re prepared to do anything to make sure you get to lick it aren’t you.’

‘Yes Mistress,’ I said. ‘Anything.’

I could see in the corner of my eye that Wally was fondling his previously flaccid cock. Slowly he began to get erect. It must have been 8 inches at least, thick with veins that stood out prominently.

‘Stand up!’ she barked.

I slowly got to my feet, wobbling a little on my stiletto heels. Mistress stepped forward and pulled down my panties to reveal my erection. ‘Let Wally see that pathetic little cock of yours.’

’You said he wasn’t very big,’ Wally said smirking as he played with his more substantial organ.

‘Not big!’ Mistress laughed as she grabbed my balls. ‘It’s a weenie. That could never satisfy a real woman, could it? Only a mother could love it,’ she said giving my weedy erection a smack with the palm of her hand with a laugh. ‘Come over here Wally, put your cock up against his and let’s see the difference.’

Wally obliged. He stepped out of his pants and shorts and came up to me. Standing directly opposite me, he pushed his cock up against mine and it was dwarfed. ‘Oh, it’s so little it’s like a girl’s clit,’ he said pressing his massive cock even more firmly up against mine.

Mistress intervened; using both hands she rubbed our two members together. I felt dirty, but there was a very perverse joy too from being made to look so foolish in front of this man.

This is what a real man’s cock looks like,’ Wally said. ‘And it ain’t anything like yours is it? Are you embarrassed sissy boy?’ I nodded. ‘So you should be, because from what I hear you’re a dirty little Mistress loving slut. A pervert! And by the time I’ve finished with you, you’ll be a cock sucking slut too because this monster will be going in your mouth before we’re both finished with you tonight!’

‘I think young man it’s time to show you what real sissyboys do. Don’t you agree Wally?’

He nodded as Mistress came behind me.

‘Don’t think you’re going to get off lightly. Wally is a very good repeater.’

Mistress began running her hands all over my body, getting lower and lower until she clasped my now exposed and very hard, if little penis. She stepped aside as Wally came round to join her. He roughly grabbed my arms and pulled them behind me. In a trice, he’d slapped on a pair of handcuffs, and I so was now powerless to stop him from molesting me as he chose.

‘Ooooh, this is a very little organ, isn’t it?’ he said, roughly pulling the foreskin of my cock forwards, then rolling it back to reveal the head inside. ‘Cute.’

‘CUTE? He thinks your baby boy cock is cute!’ Mistress laughed cruelly. ‘I say it’s pathetic, don’t I?’  What is it?’

I mumbled weakly. ‘Pathetic Mistress.’

She slapped my face. ‘Tell me how pathetic!’ she demanded with a glint in her eye.

‘My penis is very pathetic,’ I said. ‘Not like a real man’s cock, not like Wally’s.’

‘It’s time to get down on your knees slut and show Mistress how much of a sissyboy you really are.’

I didn’t need to do this by myself; because Wally buckled my legs from behind and manhandled me to the floor. Then he pulled me back onto my knees.

Tears were welling in my eyes again and then began to stream down my face because I knew what was going to happen next. I looked up, and I could see his obviously superiority over me, his substantial eight-inch erection overtly intimidating me. He was a man, and he I knew was not.

‘We’ll make a woman out of you yet!  Kiss it slut,’ Wally said. ‘Kiss my cock all over.’

Still handcuffed I bent down and placed my lips on the cock head and began brushing my lips over it, giving little kisses that I hoped would placate his anger and raw aggression towards me.

‘Look at his little prick!’ Mistress exclaimed. ‘He’s hard as a rock. He’s actually enjoying it!’

Indeed, perceptive as ever, Mistress saw and knew that despite my protestations, the prospect of having this man’s enormous member in my mouth was making me very aroused. As I kissed it all over, I felt increasingly wanted to submit to its strength and power. My tiny cock and enforced feminization meant that I really was a sissy, and a pathetic cock sucker with it. I wanted to submit Wally’s big and powerful organ. A sense of girlishness washed over me in a way that had never been the case when I was dressed in women’s lingerie with Mistress.

Instinctively I opened my mouth. He took hold of his cock, and he slid the uncircumcised head slowly over my lips, dribbling pre-cum. I thought that I could experience no greater humiliation and yet as I locked my lips around his erection and began to lick under his foreskin, I wanted it deep in my mouth – a wish that was about to come true.

"Suck my cock like the good sissy slut you really are,’ he said with menace in his voice. Suddenly he forced his massive manhood further into my mouth. I greedily moved my head back and forth along the shaft. Was this how a real girl did it? Mistress answered my question.

‘That’s pathetic, really pathetic. Don’t show me up, suck his cock properly!’ She grabbed a handful of my hair and forced me onto Wally’s erection. I gagged as the head of his cock hit the back of my throat. Mistress laughed and pushed my head still further onto the other man’s hardness. I really gagged this time and she let go as I coughed and spluttered.

Wally didn’t let me have a moment to recover. He clasped his hands around my head and made rhythmic thrusts into my willing mouth. From time to time he paused and then pushed really hard against my throat, making me gag again and again.

‘Stupid little slut, you’re not doing it right. I think your Mistress should punish you for that!’

Mistress reached for the whip, and I felt it crack on my ass. Again and again, she brought the whip down my exposed and tender flesh. She pulled away from me abruptly and Wally grabbed my hair.

‘Lick his balls!’

‘Please Mistress…no!’

‘LICK THEM NOW YOU SICK LITTLE PERVERT!’

Wally held his big cock up to his stomach to fully expose his sizable testes.  Mistress pushed my head forward and I began to lick them.  Why was licking his balls even more humiliating for me than sucking his cock?  It felt like the most humiliating thing that I had ever done. But why did I enjoy being ashamed and humiliated by this overt display of his masculinity, as evidenced by my rock-hard erection?  

He let his cock fall and Mistress forced his swollen cock into my mouth once more. He roughly thrust his huge member in and out. Not content to watch, again she pushed my head onto his cock so that it hit my throat and held me there. I gagged again. That suddenly seemed to incense Mistress.

‘You pathetic little pervert! I’m going to punish you now!’ she yelled.

Before I knew what was happening, Wally had pushed me, so I was half on, half off the bed and held me down as Mistress gave me a sound spanking, hurling abuse at me as she did. I struggled, but it was no use, Wally held me firmly in place.

SLAP SLAP SLAP…and on and on she reigned blow to my bottom. I am ashamed to admit that I really began to cry out loud.
At the end of my spanking, I knew my bottom must be very red. It was certainly sore, but I was still hard as a rock. Even with tears streaming down my face, I liked this, I liked the way I was being roughly treated by Mistress and this strange man and I wanted more. And more was what I was going to get. Still prone lying on the couch, I felt Wally liberally apply a lubricant to my anus. The next thing I knew was that a butt plug was forced into me. I yelped in surprise. It was the first time I’d been violated anally and despite the lubricant, it hurt.

‘Now kneel and kiss Mistress’s pussy,’ Mistress demanded. I was on my knees as she stood, proud and magnificent. She slowly raised the lace hem of her slip to expose her pussy fully for my attention. She then sat down on the edge of the bed and regally parted her legs for me. I gingerly knelt before her. Wally undid my handcuffs so that I could be on all fours as I brought my tongue to her glistening pussy. She was soaking, very obviously aroused by our little game.

Wally produced Mistress’s paddle from somewhere. The first I knew of it was when he whacked my ass several times while I concentrated pleasing her. Each blow was aimed so it would not just hit my flesh, but also the butt plug. My moan from the muddle of pain and pleasure was stifled by Mistress’s pussy. The sight of me being beaten must have really aroused her as she was soaking down there, and her pussy got even wetter with each blow Wally delivered.

Then I heard Wally say, ‘I’m going to fuck this pathetic little asshole!’ "You fucking slut,’ he roared. ‘You’re just like every other sissy boy I’ve ever known. You tease me with your panties and your high heels; well, it’s payback time. All girls have to get fucked sometime and you’re about to get my cock in you.’

Having roughly pulled out the butt plug, he began fingering my anus. I moaned as this strange man’s fingers roughly probed my anus. First one then two fingers before he forced three deep into me.

Then he abruptly removed them and before I knew it, he was forcing his cock against me. I gasped as I felt a sharp pain. His cock head had roughly penetrated my sphincter. As I took my first man inside of my body and submitted to his manhood I moaned. ‘No, please no…I’m a virgin.’

Mistress laughed, ‘Too late my boy, there’s no going back. You really are sissy slut now aren’t you?’

I felt Wally’s cock as he pushed it deep and deeper into my ass. His left hand reached around me and pulling away the material of my flimsy bra, he grasped at my nipples, brutally pulling and tweaking them. His other hand descended to grasp and work my cock as he began to thrust himself into me.

I was now impaled on his cock and utterly helpless, he could do whatever he wanted to do to me and I had to accept it. He had taken possession of me. I was his ‘girl’, the object of his aggressive lust. I began to moan in pain and pleasure. ‘Ohhh... Yesss... Fuck me and make a woman!’

Shut up you stupid little cock loving slut!’ Mistress shouted at me. She grabbed my hair and forced my face into her wet pussy. ‘Mistress loves you; Mistress loves you,’ she kept repeating as my anus was brutally assaulted.

‘God, it’s so good to fuck a virgin,’ Wally muttered as he drove himself still deeper into me. I felt every inch of his cock’s thick girth as he roughly and relentlessly pumped it back and forth inside me with no regard for my tight little sphincter.

‘Oh God,’ he shouted.

Suddenly I felt him let loose his cum deep into my asshole. I felt him throbbing and spurting inside of me. Mistress’s pussy stifled my moan of pain, pleasure, and humiliation by holding my head tight against her. I felt her shudder as she orgasmed too and let out a long moan. With my head still between her thighs, she let loose a stream of her urine over my face and into my mouth.

Wally pulled his monster cock out of me, and I sank to the floor. Slowly I rolled over onto my back. Wally was now on his feet and standing over me, holding his cock and looking down at me with a nasty grin.

‘Your Mistress was right; you are a pathetic slut aren’t you sissyboy?’

I began crying again, aware that some of his sperm was now dribbling from my bottom.

‘Tears won’t do you no good,’ Wally continued. ‘I can see you like being a slut because although it’s still a pathetically small dick, I can see you’re still hard. Not so much a cock, more like a clit.’ Mistress laughed.

He continued to stand over me, smiling nastily and playing with his cock, which was now becoming soft again. Then, without warning, he let a powerful stream of his pungent urine splash all over my face and body. I was soaked.

When he had finished pissing on me, she got up and stood over my erect cock, before lowering herself onto it. Slowly rocking too and fro, she spoke to me. ‘So mow you know how Mistress feels when she’s being fucked by a man, don’t you?’

‘Yes Mistress.’ I said, as the wetness of her pussy soothed my penis and my pride. My breathing was becoming more laboured as I approach my own orgasm.

‘I think you’ll look good in a little skirt and blouse when Wally wants to use you again,’ she continued, still rocking back and forth on my cock. ‘And some makeup, I think. Lipstick, eye shadow, mascara…we want you to look like a proper little tart, don’t we?’

‘Yes Mistress,’ I moaned, and she too began to breath harder. ‘And there’ll be other men taking you now you’re no longer a virgin. I find it a real turn on, seeing a man fucking you. There’ll be men who want to kiss you and fuck you while I watch. And next time, you’ll see Wally fucking me too. You’ll like that won’t you, you sick little Mistress loving pervert!’’

‘Oh God, yes!’ I said as I felt my balls tighten. ‘Yes, yes, YES!’ I shouted as I spurted my cum deep into Mistress’s pussy, shaking violently as I did. Then she stiffened and yelled out as her own orgasm enveloped her body, in a way that I had never heard or seen her before. I felt her vaginal muscles contract violently around my baby penis as I continued to throb and deposit my own sperm inside of her.

I opened my eyes and saw that Wally had gone. Mistress and I were alone again.

‘I love you Mistress,’ I said breathlessly and quietly.

She smiled down at me. ‘I know you do young man…I know you do. And because you love Mistress, you’re going to let me scoop some of Wally’s thick and creamy spunk out of that tight little asshole of yours and you’re going to eat it ALL up from my fingers, aren’t you? Why? Because if you don’t, Mistress won’t let you lick her pussy ever again.’

‘Yes Mistress…’

She slid off of my rapidly shrivelling cock and kneeling beside me, slid her hand between my thighs. In between the crack of my buttocks, she used her fingers to scoop out some the cum that had dribbled out of my abused anus and brought it to my lips. I licked the brown-tinged white goo from her fingers and swallowed.

‘That’s good boy, my sissy, Mistress loving boy...’

I smiled, I’d made Mistress happy and that made me happy, very happy.

Mature Mistress Humiliates Me 4

Naked, I was on my hands and knees in front of my elderly Mistress who once again was making me feel very small, pathetic and vulnerable. She had no end of ways to play on my need to be dominated, humiliated, and hurt by her.

She sat arrogantly on the sofa fully dressed wearing white stiletto heels, barely black stockings, suspenders, and a little black dress.  When I say fully dressed, this excluded her black lace panties. These were pulled down her to her mid-thighs and her legs were positioned as wide apart as she could get them. 

There I was, on all fours, my nose in the stained gusset of her panties inhaling the scent of her pussy and told not to move. I was being forced to stare at the sparse grey hairs of her pussy and her stocking tops while she sat and read her book, totally disinterested in me, Alex, her 31-year-old whose life was dominated by his Mistress’s pussy.

But if I faltered for a second from my position, she’d reach for her whip and bring it down with a crack on my back, hurling abuse at me as she did before returning to her book. In the half hour that I had assumed this position, I had been beaten four times.

‘How many times have I told you not to move!’ she screamed at me as she reached for her whip. Yet again she brought it down hard on back several times and I cried out as I tried to move away. ‘Take your punishment you little pervert! If you want to lick your Mistress’s pussy clean, then you do as I say. Do you understand?’

‘Yes Mistress,’ I whimpered. I rose up from my crouched position and instinctively I touched my manhood.

‘And don’t touch that pathetic little cock of yours! Do you hear me?’

Her whip cracked down on my hand. I quickly drew it away and she seized the opportunity to whack my erection.

‘Look at you! You’re a pathetic Mistress-loving pervert! What are you?’

‘A pathetic Mistress-loving pervert’ I said quietly.

‘Only your Mistress’s pussy makes you hard, doesn’t it?’

‘Yes Mistress.’

‘And you love making your Mistress happy, don’t you?’ You love licking my pussy, don’t you?’

‘Yes Mistress.’

‘Well, there’s a price to pay. Nasty little Mistress loving perverts like you have to be taught a lesson.’

‘Assume the position,’ she barked. I went to all fours again and she turned her attention to my exposed bottom and bringing the whip down on me hard and several times before sitting down again to resume reading her book.

Every now and then she would reach down between her thighs and slowly run her fingers across her pubic hair and then between the lips of her moist pussy. She knew that above all else I desperately wanted to be smothered by her sex, to lick her and to please her, but I was being mercilessly teased.

After slowly fingering herself inches from my face, she’d take her wet index finger and smear her juices over my lips and nose. My erection would return, and I’d ache to play with myself, but that was of course, forbidden.

After an hour she finally put her book down and stood up. With her panties still at half-mast around her thighs she pulled up the hem of her dress to reveal her stocking tops, bare thighs and pussy and said, ‘You may kiss Mistress.’

She didn’t mean on the lips, leastways, not the lips of her mouth. No, she meant I might kneel before her and kiss her pussy out of respect and thanks.

With my arms around her stocking clad legs, I buried my face into the warmth of her pussy, savouring it’s comforting smell as I reverently and repeatedly kissed her. She put her hands behind my head and pushed me hard against her and then rocked my head, so my nose and mouth rubbed against her clitoris and her rough grey pubic hair.

I knew she was looking at us in the full-length mirror opposite and I guessed she was probably smiling too. A cruel and controlling smile, one that confirmed she had me quite firmly by the balls.

‘Oh, my poor little baby boy, I know you want me to play with that little girlie sized cock of yours, but not yet. I’ve got a little surprise for you’’ she said. ‘Get dressed!’

****

I drove and she gave directions. I hadn’t a clue where we were going or why. All I knew it was hard to keep my eyes firmly on the road as she had hitched up her dress again and was gently rubbing her pussy through the black lace panties. From time to time, she reached across and rubbed my erection through my trousers. I was so aroused I could have cum there and then but held myself by thinking of other things – like where we were going to end up.

We drove through the forest. Suddenly she told me to pull over into a lay-by.

‘I need to take a leak,’ Mistress announced.

‘Oh, OK I said, I’ll just wait here then.’

She turned to me and slapped my face. ‘If you think your Mistress is going to simply squat and urinate you better have another think coming! What kind of woman do you take me for? Get out the car, you’re going to be Mistress’s little toilet.’

‘What? Here? In public?’ I said, genuinely shocked at the idea.

‘Yes right here,’ she announced firmly opening the car door. ‘And if you love you Mistress like you say you do, you’d better come with me now.’

I reluctantly got out of the car and followed her into the forest. The road wasn’t that busy, but cars were going past, and I was terrified of anyone seeing us. She led me down the path towards a little clearing partly, but not totally hidden from the road.

‘Lie down and take the toilet position,’ she snapped. ‘You know what to do.’

I nervously did as I was told and lay down, looking up at the greenery above me. Then my scenic view was obscured as she stepped over my face. Usually, she liked to either sit on my face, then piss straight into my mouth, or crouch down over me and carefully aim at my mouth, making sure I drank every drop. I assumed this was what she was going to do now. I was wrong.

Instead, she simply raised her dress and the black lace slip underneath, lowered her panties, bent her knees a little and let loose. Without warning a long and uninterrupted gush of her hot piss sprayed over my face and hair, soaking me. Then she crouched over my wet face and told me to clean her pussy. I was treated to not only the wetness of her piss, but also the thick wet of her excitement as I tongued her. I heard her moaning slightly and a dribble of her piss went into my mouth.

Finally, satisfied with my subservient licking, she rose, pulled up her panties and started to walk brusquely back to the car. I quickly got up and followed her, wiping my face dry with my hankie as I went. A young couple were just coming into the forest with their dog. They gave me a strange look as I passed them. They obviously wondered how I had got so wet and why I was stumbling after a mature and arrogant looking lady.

Back in the car she instructed me to drive off.

****

Half an hour later as we drove into the driveway of Green Lanes retirement home, I realised who we were going to see – Mistress’s friend Jean, whom I had been instructed to call Aunty although of course, she wasn’t.

‘Your Aunty Jean has been feeling lonely. I said we’d pay her a visit,’ she announced as I parked the car.

‘I can’t go in there all damp and smelling of your piss, no way!’ I said, trying to put my foot down.

She reached across and grabbed my balls through my trousers. ‘You’ll do as I say!’

‘Yes Mistress,’ I said glumly.

The receptionist gave me a strange look as Mistress announced our arrival, but confirmed we were expected. We went down the corridor unaccompanied to find Aunt Jean’s room. She opened the door, and we went in.  

‘Ooh hello!’ Aunt Jean said brightly. She stood up and hugged Mistress and turned to me. Pinching my cheek with a smile and a twinkle in her eye, she said, ‘You’ve grown a bit since I last saw you, Alex.’ I certainly had as I’d last seen my Mistress’s sister when I was sixteen, just before she went to live in South Africa with her then husband. She had returned a widow two years ago and announced to Mistress that she was going to see her days out in a retirement home, but although she visited regularly, I hadn’t ever come to visit until now.

The room was quite spacious. There was a double bed, an armchair and sofa, a small table and two chairs, a full-length mirror and pictures on the wall. A door on the far side led to a small bathroom and toilet.

Ten years older than Mistress, Aunty Jean looked a lot older than I remembered her, but she was 70. Her face was more wrinkled, and her hands had distinct age spots. But she was still quite slim, smartly dressed in a skirt and matching top with smart court shoes and I could see that her legs had lost none of their shapeliness.  Unlike Mistress who was dark haired, Aunty was dyed blonde.

Over cups of coffee there was small talk. In spite of her otherwise quite elegant poise, Aunty Jean wasn’t keeping her legs together. She sat well back in the deep armchair and as I was sitting opposite her, I was afforded a clear view up her skirt and could clearly see she was wearing stockings underneath. From Mistress’s teasing before, I was still feeling extremely aroused and tried to hide the fact I was getting an erection. She kept glancing at me with al little smile as if making some sort of assessment in her own mind about me.

‘So, you’re divorced,’ she said turning to me.

‘Yes,’ I said, ‘it’s been three years now.’

The innocent question was followed by a rhetorical question that came like a bolt out of the blue.

‘I wonder if your poor long-suffering wife knew how much you loved your Mistress and her pussy?’

I didn’t know where to look or what to say and could feel myself blushing with shame.

‘Oh, I know all about what you and your Mistress get up to,’ she said with a sly smile. ‘There are no secrets between sisters you know.’

‘Take off your clothes,’ Mistress said firmly but quietly.

‘But this is madness,’ I pleaded.

‘No, it’s not, I can see your cock is bursting in those trousers of yours,’ she said. ‘And your Aunty has been looking forward to this moment. She’s not had a man since her Jack died.’

There would be no arguing with her, so I stood up and turning my back on them, slowly undressed as the two sisters looked on. I was so ashamed that someone in the family knew of the secrets between Mistress and me. And now she was pimping me out to her sister of all people.

Finally removing my shorts, I heard my aunt say ‘Cute ass!’ and the two of them laugh out loud.

‘Well don’t just stand there with your back to us, turnaround young man,’ Mistress said.

I turned and covered my genitals with my hands. ‘Let the dog see the rabbit,’ she said.

I removed my hands to reveal my semi-erect penis.

‘Oh,’ Aunt Jean said with an air of disappointment. ‘You’re not very big, are you?’

I stood still and said nothing, but the insult only served to make me hard.

‘Well answer your Aunt Jean!’ Mistress said sternly.

‘No Auntie,’ I said looking down guiltily at the floor in front on me.  I couldn’t            bear to look her in the eyes.

‘I’ve always said he’s made a better girl than a boy and that girlie sized cock of his is the proof if you ask me,’ Mistress chimed in jovially. ‘It’s pathetic, isn’t it?’

Aunt Joan gave a throaty laugh. ‘Come here Alex, let me examine you properly.’

I went over to where she sat in the armchair and defensively covered myself with my hands again. Aunt Jean roughly pulled them away to fully expose my pathetically small erection. One hand gently ran over my balls, the other clasped and played with my erection, rolling my foreskin back and forth.

‘Well, with my help you’ve got a little bit bigger’ she said.

‘He really responds to this Jean,’ she said, reaching for her handbag and producing her school ruler, which she then passed to Aunty. ‘Give him a whack with that!’ she said with a chuckle.

‘Do you like your penis being punished Alex,’ Aunty asked looking me firmly in the eyes.

I was so embarrassed I couldn’t bring myself to say anything.

‘What’s the matter?’ she asked huskily, ‘Cat got your tongue?’

Without waiting for my reply, she whacked the wooden ruler onto my erection and gave a delighted laugh when she felt me stiffen in her hand.

‘Oh, I see that you do like being punished! Do you need to have “it” humiliated Alex? Hmm? Do you need it to be hurt and humiliated because you are so ashamed of it?’

I blushed even more deeply.

‘It is so small, isn’t it?’ she said before hitting me there again. ‘Your Mistress tells me it doesn’t satisfy her. It’s simply not big enough. It certainly wouldn’t satisfy me. Your uncle had a full seven inches of thick meat to put between my legs. So I’m used to…well, I’m used to a more normally sized penis shall we say? Still, Mistress tells me you’re very good with your tongue. Your uncle never would do that for me.’

She let go of my wretched organ and hitched her dress up above her stocking tops. I could now see she wore white and very lacy panties and was very aroused. Her wetness was showing through the delicate material and glistened in the light. I knew then I wanted to go to my knees and serve her just like I served my Mistress.

My wish was about to be granted.

‘What are you waiting for? Down on your knees and see to your Aunty Jean!’ my Mistress said sharply.

As I went onto to my hands and knees for a second time that day, I moved forward a little to kiss her panty covered crotch, but Aunt Joan pushed my head away. Instead, she slipped her right hand down the top of her panties and let it slide downwards to her extremely moist pussy. I watched obediently, fascinated by the way she was slowly caressing herself beneath the material. I really was a pussy pervert and both women knew it.

They made me stay there watching her close up for a full fifteen minutes as she verbally humiliated me, telling me of how uncle and her various lovers had satisfied her hungry pussy with their substantial manhood’s over the years. Of how she had preferred heavy cummers and how she loved to feel their sperm trickle out of her afterwards. Of how I would only be of any worth to her as a sissy boy cum licking pervert. Cleaning her up after other men had taken her and filled her with their cum.

Eventually her taunting stopped and pushing me away dismissively, she stood up. Then she removed her skirt and blouse to reveal she was wearing a white open bottomed elasticated girdle. She looked fabulously sexy, and I looked on in awe.

‘Do you like your aunt’s choice of lingerie?’ she asked with mock coyness.

‘Yes, I do Aunty Jean,’ I mumbled.

‘And do you want her pussy. I mean really want her pussy more than anything else in the world?’

‘Yes,’ I said.

‘Pardon? I didn’t hear you dear. I asked if you really wanted my pussy?’

I replied more loudly ‘Yes, Aunty, yes I do.’

‘Well can you lick me while I’m still wearing my panties?’

‘No,’ I said. ‘I can’t.’

‘Then remove them!’ she snapped back.

I moved over on my knees to where she stood, proud and erect and reached out to lower her panties, but as I began to gently pull them down, she stopped me. ‘I have a better idea,’ she said. Turning she bent forwards slightly and put her hands on the arm of the chair, exposing her naked buttocks. ‘Kiss my ass now!’

With her panties half down and exposing her cheeks, I kissed her well-rounded bottom with slavish devotion and heard her say ‘Good boy! Do it slowly. Do it gently.’

I smothered every inch of her soft white flesh with my kisses, conscious that my Mistress was noting everything I did. Strangely, even though she had set this scenario up, I felt as if I was being unfaithful to her. Sucking another man’s cock to please her had been one thing, but to adore another woman was something else. But I quickly reminded myself that I hadn’t asked for any of this and she was egging me on with her foul and humiliating remarks.

Finally, Aunty Jean put one hand behind her and pulled her cheeks slightly apart. ‘Get your nose in there and sniff my asshole you slut,’ she hissed. I put my nose to her anus and inhaled the gammy smell within deeply.

Suddenly I felt Mistress’s hands grab my head and force my face into Aunt Jeans bottom.  ‘she said SNIFF her asshole. Don’t show me up, do it properly or I’ll thrash you to within an inch of your life you pathetic little man!’

 I continued to inhale as deeply as I could.

‘Now kiss my anus slut!’ Aunt Jean commanded.

I parted her cheeks and placed my lips on her brown and slightly hairy little hole. Then I noisily put kiss after kiss there, revering the place where she shit from every day.

‘I don’t think I cleaned myself properly this morning. Get that slut’s tongue of yours up and in there and clean me out properly!’

I didn’t hesitate to begin delving deeply with my loving and eager tongue. She wasn’t joking about not cleaning herself properly. I could taste her shit. It was only a hint, but I could taste it and I wanted more. I kept licking, probing with my tongue trying to get deeper and deeper in her and I could hear her moaning.

‘Oh, that is so nice. My own personal piece of toilet paper and it feels so good!’

‘Look at you!’ Mistress snarled. ‘You’re licking a shitty asshole and still that pathetic little cock of yours is erect. You nasty, nasty little pervert!’

Aunt Jean moaned loudly and abruptly turned around to face me. Sitting down in the chair, she slipped her lacy white panties off and parted her legs fully. ‘Get to it boy! You know what your aunty wants.’

I drew close to her sparsely grey-haired pussy and brought my tongue to the prominent and moist lips. I smelt her scent fully and ached for its unique taste. I lightly ran my tongue along the length of her gash. Aunt Jean moaned again and yanking me by my hair, pushed my face into her wetness.

Smothered by her pussy I probed it deeply with my tongue, savouring her. Still clasping my head, she aggressively rubbed her clitoris on the bridge of my nose as she made panting noises. I could hardly breath, but it didn’t matter, I wanted to worship this elderly lady with my heart and soul.   

As I licked, I suddenly felt Mistress hit my bottom with the ruler. Smack, smack, smack! Then she used her hand to spank me.  ‘Pervert!’ she shouted. ‘Pussy loving pervert!’

Her cry seemed only to arouse Aunt Jean even more. She was squirting her cum into my mouth. I gulped the juices down, anxious not to miss one drop as she pushed my head harder into her and then let out a final scream of ecstasy. With her powerful orgasm she gave one final squirt of cunt juice into my mouth and her whole body shook from head to toe.

I stopped my passionate licking content to just rest my face against her hot pussy, trying to catch my breath. I felt Mistress fingering my anal opening. I wanted to jerk myself off so badly but knew not to touch myself without her say so or I’d get a beating.

Aunt Jean finally began to compose herself. She pushed me away from her pussy, then grabbed my hair, pulling my head upwards so that I looked her directly in the eye.

‘Well little nephew Alex, your mistress was right; you are very good with your tongue, aren’t you? I think you’ll be coming to visit me more often.’ Her eyes sparkled and she laughed. I felt her behind me now, caressing my balls. ‘But don’t think I’m going to let you take liberties with me Alex. I can be just as strict as your mistress you know. Do you understand?’

I mumbled a reply.

‘Pardon? I didn’t hear you!’ she said loudly.

‘Yes…yes, aunty, I understand,’ I said as my mistress clasped my erection and began to rub it. 

‘Good, then we understand each other,’ she said. ‘Mistress is going to make you cum now. Do you want to cum Alex, cum in front of your Aunty?’

‘Yes, yes I do!’ I replied breathlessly and hoarsely, my own orgasm now close.

Aunty Jean pulled my hair even more tightly and leant forward. Without warning she suddenly slapped my face. Mistress gave a vigorous rub and I climaxed and spurting a copious amount of cum onto the floor.

Humiliated, I was so humiliated, but I knew that is how I wanted to feel and would be made to feel in front of these two women now and in the future. I began to cry, tears of shame and tears of happiness and pleasure all at the same time.