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The train carriage was empty which suited my mood due to the fact I was going home and I really wasn't looking forward to it.

I felt a dull ache in my stomach at the thought of meeting my grandmother again. It was because of her that I had left home in the first place.

My grandmother Cheryl, is an amazon, harridan, a harpy, a she-devil or whatever title you wish to convey upon her.

She took me in late in her life, at fifty-one, after my mom threatened to give me up for adoption, and she has always blamed me for the state of her life after I was born. She was sixty-nine now.

My grandmother seemed to love her status as a dominant woman, always dressing in tight black outfits and forever flaunting her womanly charms.

She was always a good looking woman. Grandma Cheryl was very tall, at least 6'3", all with shoulder length silver hair and an hourglass figure. She had bright blue eyes and full lips that she always kept glossed in red lipstick, a large bust, flat stomach, curvy hips and a full bottom that had many men hitting on her and not just because of her wealth.

She looked at men with disdain. Nothing nor anyone was good enough for her so she started to take her frustrations out on me.

That's when the abuse started.

It began with verbal humiliation then progressed to physical v******e. Her favorite thing was to have me naked over her lap, with my cock trapped between her nylon encased thighs and then spank me until I cried.

As I got older I was horrified to find I was getting an erection while being punished. It got to the stage where I looked forward to the spankings but then it dawned on me that my grandmother was enjoying it in a perverse way too. One time after a spanking I went to the bathroom to dry my tear stained face and while passing her bedroom door I heard grunting sounds along with a buzzing noise. It was then I realized she was masturbating.

The spankings became more frequent and that was when I decided I had to leave. I had to prove to myself that I could get away from her control.

But now at the age of nineteen I was headed back home as I didn't have anywhere else to go. I had ran out of money and options.

For the last three years I had been living in London, working in hotels from pot washer to cocktail barman. I thoroughly enjoyed my time.

Especially when one of the older married cleaners tricked me into a store cupboard and took advantage of me. As soon as she saw my thick and throbbing cock she gasped with shock.

I'm average height, slim with boyish good looks. I get described as cute. Girls my own age aren't interested in me but I seem to attract older women.

After that encounter, word traveled fast around the hotel and I was getting as much sex as I could handle, usually from mature ladies.

Then one day I was called into the Brenda Holden's office to be told I was being 'let go.' In other words I was being made redundant.

Brenda told me that the tourist trade had greatly decreased and that the hotel was making cuts so it was a case of 'last in, first out.'

Time to leave and go home. I was aware of a peculiar feeling at the thought of seeing my grandmother again. Was it apprehension or excitement?

And then we were here. I stepped down from the train with trepidation and wandered over to the taxi curb.

Twenty-five minutes later I knocked on my grandmother's front door, even though I still had a key, but I thought it polite as I didn't want to annoy her.

The door opened and there she was, towering over me by at least five inches. As stern and attractive as ever. A smile formed on her lips. 'Danny, why it's so nice to see you again.'
I wasn't sure if she was being sarcastic or not so I smiled back and replied, 'It's lovely to see you too Grandma Cheryl.'

She beckoned me inside and when the door closed she took a step towards me.

She didn't seem to be in mourning any more as she was wearing a cream satin blouse which showed off a vast expanse of cleavage, a tight navy blue skirt that came to just above her knees, with grey hose and four inch cream high heels.

"How about a hug?" she asked. I moved to her and we wrapped our arms around each other, her large breasts pressing into my face.

The hug seemed to last longer than necessary and I could smell her particular perfume that she always wore. She had doused her ample cleavage. My cock was starting to stir so I quickly pulled away and headed with my laundry to the utility room.

"Oh just leave everything in there and come and join me in the sitting room," she said. As she walked away I could see the dark seams up the back of what must have been stockings. My cock had just got harder.

We chatted, she got me a root beer and a glass of white wine for herself. She asked about what I had been up to, whether I had a girlfriend and my general health. I filled her in the best I thought reasonable, joked about a girl in every port and confirmed I was fighting fit. She took a long look at me and said, "Yes, you do look very fit." in an almost seductive tone.

After we'd finished our drinks and got caught up I took the rest of my clothes to my bedroom to put them away.

Suddenly the door opened and my grandmother stepped inside. "Why don't you have a shower you must be ready for one after your journey. I'll sort you a towel out." and with that she left.

I finished unpacking and thought a shower would relax me a bit. I pulled out a pair of shorts and a t-shirt before making my way to the guest bathroom. When I stepped inside I couldn't see any towels 'ah well I'll just have to dry myself on my shirt,' I thought.

Then just out of the corner of my eye I spotted it. Drying over the end of a wooden chair was a black satin corset with breast cups. My imagination was in overdrive. Was it there by accident I wondered. I glanced down at it and quickly made out the cup size. 44DD. My grandmother had a huge rack!

I ignored it and stepped under the hot running water. Just then the bathroom door opened and in stepped my grandmother.

"Here's your towels Danny," she said, but made no attempt to leave. The steam wasn't completely hiding my nudity and I could sense she was staring at me.

"Oh, did I leave that little thing in here?" she said picking up the corset and casually walked to the bathroom door.

My mind was now in a whirl. What was she playing at?

"Dinner is at seven. Please wear something nice," she said before she left the bathroom and went back downstairs.

At five til' seven I made my way downstairs and found my grandmother in the kitchen finishing off dinner. To say she was dressed inappropriately for the kitchen was a massive understatement.

She was wearing a shiny tight black leather pencil skirt, a white silk blouse with a bra that pushed her breasts up and out. On her feet were black five inch heels and her legs were encased in black silk stockings.

"Ah, there you are Danny," she declared. "Be a good boy and pour my wine will you?"

"Good boy?" I thought.

I dutifully poured her a glass of red wine and then sat down at the dining bed. Grandma Cheryl served the lasagna then sat opposite me, my eyes drawn to her huge breasts.

She caught me looking a couple of times but just smiled, a knowing smile that unsettled me.

I ate half of it as we made small talk but I found I didn't have much of an appetite possibly due to staring at her breasts and the raging hard on in my black trousers that I had to do something about.

I pushed my half-eaten plate of food away, "It's been a very long day Grandma Cheryl. I think I am going to bed and get some sleep. Would you excuse me?"
She smiled at me, "That's okay Danny. You go ahead and get some... 'rest' now. Okay?"
I felt a little concerned that she emphasized the word 'rest' and began picking up the dishes.
I went upstairs and got undressed and slipped under the covers. It felt good to lay down, but I had this raging hard on brought on by my grandmother. As I was lying naked in bed stroking my erect cock thinking about Grandma Cheryl, I heard a knock on my bedroom door. I had just enough time to stuff my throbbing cock between my thighs when she opened the door and just stood there looking at me.

"Oh good, you are still awake. I just wanted to say goodnight," she said as she closed the door and locked it and then slowly walked towards the bed.

It was then that I noticed that she wasn't wearing a bra, she must have removed it before coming upstairs, and her breasts were swaying in her white shiny silk blouse, her nipples erect and pushing against the fabric. I was mesmerized.

She sat down in the edge of the bed and crossed her legs. Her leather skirt creaked and her stockings rasped together.

Grandma Cheryl started to stroke my face. 'It's so nice to have you home Danny,' she said as she tilted my head up towards her face. I thought she was about to kiss me but instead she looked me in the eyes said softly, "Open your legs."

I didn't move or say anything.

"Come on, be a good boy for Grandma Cheryl and open your legs."

I couldn't, my cock was harder than ever and it was taking all my strength to keep it locked between my thighs.

My grandmother started to stroke my bare chest as her lips descended on mine. She kissed me gently at first then started to kiss me harder, forcing her tongue deep between my lips and into my mouth. She took hold of one of my nipples and twisted it causing me to groan into her mouth as my legs opened and my cock flipped from between my thighs and tented the bed sheet.

"Good boy," she said as she broke off the deep, lustful kiss.

With her right hand, she grabbed my cock over the sheet and started to stroke it. With her left, she unbuttoned three more buttons on her blouse before taking out her left breast. She then took the back of my head and guided my face towards her erect nipple.
"Suck it Danny. Suck Grandma Cheryl's breast," she ordered me.

My lips opened automatically and closed around the hard nub when I felt her pull down the bed sheet and take hold of my throbbing cock.

"Mmmm, Danny is being a good boy for his Grandma Cheryl."

This made me moan around her breast as she began to masturbate me. It didn't take much more than ten strokes of her talented hand before my balls to start tingling and I knew I was close. My buttocks clenched in an effort to stave off an ejaculation and my grandmother knew what was happening.

"Oh no, my dear. You are not going to be able to hold back. My hand needs a quick soaking of your hot, young cum and you will give it to me!" she said as she made eye contact with me. Her gaze was like that of a boa constrictor looking into the captive mouse's eyes as she squeezed the life from her victim. "So cum! Cum for Grandma Cheryl, Danny. That's it, be a good boy and cum for Grandma Cheryl!'

I was unable to resist my grandmother and I exploded all over her hand, my chest and even over her naked left breast.
"Oh... please..." was all I could mutter as her hand began working me over through the orgasm and beyond.
"That's it Danny," she cooed. "Give Grandma Cheryl all of your thick seed. Keep squirting for me!"
"Grandma... Grandma Cheryl..." I was breathless. "Please stop... it... is too sensitive!"
"No," She said as she continued to stroke me through post-orgasm until she was sure she had milked me dry. It was probably the most satisfying orgasm that I'd ever had.

She leaned close to me and whispered into my ear, 'What a naughty boy you are Danny. Grandma Cheryl will punish you for making her hands all sticky.'

With that she got up and left the room.

I had a fitful night of sleep and laid in bed longer than normal the next morning. I was apprehensive about going back downstairs where I would see her. But, deciding to bite the bullet, I pulled on a pair of shorts and a polo shirt and went to face the music. I was sure there would be recriminations but I couldn't have been more wrong.

"Good morning sleepy head!" she said cheerfully. I mumbled a good morning back.

She was wearing a long white silk robe that clung to the contours of her body. I could see she was naked underneath as her nipples poked through the silky material and the silk molded to her round but firm bottom.

She puttered around the kitchen as I poured orange juice into a glass and popped a couple of pieces of bread into the toaster.

"I'm just going to have a shower." she said and with that she walked out of the kitchen and up to her bedroom. My eyes followed her delicious silk clad bottom as she climbed the stairs, her hips swaying as she walked.

I sat eating my breakfast and wondered what game she was playing. Whatever it was it was drawing me in. My cock was again hard and throbbing.

After breakfast, as I was getting ready to go out, there was a knock on my bedroom door and once again my grandmother walked in. Luckily I'd just finished pulling up my jeans. She was wearing a yellow summer dress that came down to her knees, bare legged and wearing cream five inch heels. She looked very nice and I told her so.

"Here!" she exclaimed and handed me a wad of cash."I've taken it from your Trust Fund. Enough for pocket money but not enough for you to run away with." She said sarcastically.

When my mother died, she had set up a large trust for me and I would receive the money when I was twenty-five, but until then, my grandmother was a trustee along with her younger sister, my great aunt, Mama Kim. Mama Kim was a well respected sex ther****t in the city. They were allowed to access the income for my benefit they would only do it if they thought it fit to do so.

I thanked her, even though she was only giving me my money, but I wanted to keep her happy. I also realized then that it was another way of controlling me. When I was living away from home, I had asked her to use some of the money from my Trust so I could live more comfortably. She refused and said that if I wanted money then I had to come home.

I spent most of the day out of the house reflecting on the last twenty-four hours and wondering what the evening would bring.

Dinner was again at seven o'clock and as I walked into the kitchen I saw that she was still wearing the same summer dress but with cream colored hose.

We chatted about our respective days as we ate and I watched as she drank a chilled white wine.

"You're not going to rush off to bed after dinner are you? I thought we could sit and watch some television," she asked which came out more like a statement so I nodded in acquiescence.

I helped clear the bed then Grandma Cheryl suggested we change into something more comfortable to watch the TV in.

I pulled on a pair of shorts and a t-shirt and went back downstairs to find Grandma Cheryl already in the lounge. It looked like she had taken off her dress and put on a long cream silk dressing gown over her underwear.

"Come over here and sit with Grandma Cheryl on the sofa." she said.

I don't know why, but every time she said 'Grandma Cheryl' in the third person, it made my cock swell.

It was only half past eight and as Grandma Cheryl flicked through the programs, it was obvious that there was nothing we both could agree on to watch so I went to stand and excuse myself when Grandma Cheryl grabbed my arm and pulled me back down beside her.

"We'll just have to entertain ourselves then. Why don't you give me a nice foot rub?" she said as she leaned back onto the cushion and hoisted her legs and feet into my lap. "Be a good boy and slip off Grandma Cheryl's high heels!"

I hesitantly pulled off one high heeled shoe after the other and placed them on the floor. I could smell the foot sweat as I placed them down. My cock pulsed at the same time she planted her feet in my lap, her gown riding higher up her thighs.

I took one foot and gently rubbed it. "Oh harder Danny. Do it with feeling!" she ordered. As she said that, her other nylon encased foot was rubbing the length of my now hardening cock.

I massaged the other foot as her free one once again stroked my now fully erect cock. Precum was slowly staining my shorts as she pulled away from my hands and now used both feet to massage my prick.

"Pull your shorts down Danny!"

I hesitated. "Danny, do as Grandma Cheryl commands and pull your shorts down, at once!" she said sternly.

Taking a deep breath I eased my shorts to the floor so I was sitting on the sofa with my throbbing cock pointing at the ceiling.

Grandma Cheryl then took my prick in between her feet and opened her legs to get a better purchase and causing her gown to gape where I could see cream garters attached to her cream stockings. She reached over and picked up one of her high heels and handed it to me.
"Place this over your mouth and nose and breathe deeply." she commanded.

I did and I gasped at the salty-sweet smell of her feet and leather and was drawn even further under her spell at sight and the feel of her silky feet slowly stroking my oozing cock up and down. She used her toes to tease the crown of my cock. It was maddening yet so exciting as the slippery silk moved along my rigid member. My cock was leaking oodles of pre-cum from its slit.

I was moaning and now begging for relief.

"Do you think this will help you shoot Danny?" she said as she undid the belt on her gown and pulled it open to reveal a tight cream silk corset, tight cream silk panties that nuzzled her pussy and her bare breasts with erect nipples.

I groaned at the sight and erupted over her feet and my thighs.
"That's good Danny," Grandma Cheryl said in a husky voice. "Squirt all of that fuck juice on your grandmother's sexy feet!"
I couldn't help but breath in deeper while her high heel covered my face. The scent of her feet and leather and the feeling of her nylon covered feet working my over was too much. I shot four more hard ropes of hot, sticky cum that came splashing down on her dominating feet.

"More cum for your Grandma Cheryl? You are such a naughty boy Danny. You really do need to be punished now for making such a nasty mess on your grandmother's feet," she said as she pulled her high heel from my face and put both of them on her cum-covered feet, then stood up and slowly sauntered upstairs.

I sat for a few minutes trying to get my head around what had just happened. My Grandma Cheryl seduced me and used her nylon encased feet to force me to cum for her. I couldn't get the smell of her shoe from nostrils, nor the vision of her feet fucking my cock, out of my head. I shrugged it off and went upstairs and took a shower to cool down and clean up.

Lying in bed that night I was still so confused but once again I was hard.

On Friday night I felt I needed some space so I arranged to meet some girls I had gone to high school with down at the pizza place and see where the night took us. We'd all had a few good slices of pizza and some pop and by the time we left it was around midnight. The girls took me place that seemed like a bit of a dive but the other girls that were there said it was a place that I would be certain to score. I wasn't surprised especially if you weren't fussy. It was more of a 'grab a granny' place than anything resembling a decent dance club.

I grabbed a root beer and made my way into the throng of people huddled around the dance floor. The music was all from the nineteen eighties, but it certainly got people onto the floor.

There were a few older women looking around like they were desperate to get picked up but I was trying to avoid their eyes when one of them came up and dragged me onto the dance floor. She was a few inches taller than me and in her late fifties. She introduced herself as 'Mama Kim.' She had dyed blonde hair, big tits and a mouth that looked like it had sucked out gallons of cum in her lifetime. She was wearing a tight red dress. She immediately had one hand on the cheek of my ass and the other trying to rub my cock through my jeans as we danced. It was quite a turn on so when the song ended I excused myself, found my mates and said my goodbye, but I didn't want to be teased by the girls that brought me here, so I snuck out a side door and called a taxi for a ride home. It was well after two in the morning when I entered the house, trying to be quiet so that I wouldn't wake Grandma Cheryl , I took off my shoes and went into the kitchen.

I was just finishing a glass of cold milk and a few cookies when she walked in and said, "Danny, upstairs now!" Then walked away with me following her.

"In here," she nodded at her bedroom. She was wearing her white silk robe with what looked like white thigh high hose and white five inch heels with gold tips.

"I said you needed to be punished and I seem to have been far too lenient with you, coming in at all hours like this!"

Before I could object, she ordered me to strip. I tried to protest but she just said, "Strip or get out and find somewhere else to live!"

I realized there was nothing I could do but respond to her demand.

I slowly undressed until I was naked before her. She took off her robe and underneath she was wearing a white silk bra, white silk suspender belt and a white silk thong. She had on white silk stockings and white high heels. Of course the inevibed happened and my cock became fully erect despite all the willpower I expended trying to keep it down. I was helpless and hopelessly under my grandmother's sexual spell.

She sat on the bed and ordered me over her lap. As it was in my c***dhood, I found myself laying over her silk covered thighs with my cock trapped between her thighs.

The spanking started slowly then built up to a more rapid pace, slapping the cheeks of my ass and alternating with the backs of my thighs before slowing down to almost sensual spanks then back again to hard smacks.

She would stop and run her long crimson red fingernails over my puckered hole between my bum cheeks then scratch down and over my balls. I was moaning now and not far off from cumming when she stopped and ordered me onto her bed on my back.

"You know how horny I get when I spank you," she said. "Now you'd better do something about it."

She straddled my chest then pulled her thong to one side before shifting up my body until her knees were either side of my head. "I hope you know what to do," she said as she placed her juicy plump pussy onto my mouth.

I licked and sucked her pussy lips, running my tongue along her gash before slipping it deep into her. I heard her moan and she started to gyrate her hips. I sought out her clitoris and gently sucked it before using my tongue to flick it then lick it hard and softly. She was moaning the entire time now and I was intent on teasing her but she had other ideas. She began to fuck my face really hard as she gripped my head with both hands and demanded that I lick her. She kept sliding her pussy over my face using my nose and chin to get her off until she went rigid and with an "Oh fuck!" Then she came hard, her juices gushing into my face and mouth. My grandmother is a squirter I found out first hand as her orgasm continued.

Eventually she raised herself and climbed off and collapsed onto the bed beside me. I waited to see what she would do next but then she said, " Danny, go to your room, we'll talk in the morning.'

With that I gathered my clothes and submissively walked back to my room for another fitful sleep but not before I masturbated to the thought of my grandmother cumming over my face.

In the morning she had left me a note on the kitchen bed reminding me it was her birthday the next day. A special birthday. Her seventieth birthday!

I walked into town and bought her a card. Being short of cash all I could afford was a bouquet of flowers to be delivered in the morning.
At dinner we discussed her birthday and she said that she had booked a bed for the two of us at a French restaurant in town and arranged a taxi for us. She told me it was her treat for being 'a good little boy.' After dinner we tidied up and watched a film on the television I said goodnight. It was as I was about to go upstairs that she told me she expected breakfast in bed at eight.

The next morning I knocked on her bedroom door and took in a tray laden with a croissant dripping with butter, a bowl of fruit, a glass of orange and a flute of chilled Prosecco plus my birthday card to her.

She was sitting up in bed wearing a short low cut black almost see through negligee. I couldn't stop staring at her nipples as I gently placed the tray on her lap.

"Oh darling, how thoughtful. Could you be a dear and pop up in twenty minutes to take away the tray please?"

Of course I agreed and had a quick shower before dressing and going back for the tray.

I took it from her and was about to leave when she said, "Just put it over there on the bed by the window for the time being. I want my birthday present first!"

As she said that she peeled back the sheets on the bed and hiked up her negligee over her hips to reveal a clean shaven and wet pussy.

"Come on Danny, give Grandma Cheryl a nice big orgasm for her birthday. Get your head between my thighs and eat your grandmother's pussy!"

I knelt up onto the bed and splayed myself on the bed with my face at her wet pussy. I was getting rather good at this and in no time she was holding onto my hair pulling my face deeper onto her.

"Oh fuck!" she cried as once again she squirted all over my face and into my mouth. "Drink it Danny, drink Grandma Cheryl's juices," she moaned as she came in floods.

As I stood up it was obvious I had an erection pushing out my jeans.

"Don't worry Danny," she said. "I'll take care of that later for you."

As I was leaving her bedroom she said, 'Oh Danny. I forgot to tell you, Your great aunt, Mama Kim, is popping over this afternoon for a slice of birthday cake and a glass of champagne. I do hope you'll be here."

It was more of an order than a request so I just nodded.

At three o'clock the doorbell rang, my grandmother was in the kitchen arranging her birthday flowers that had been delivered earlier so it was up to me to greet Mama Kim.

Mama Kim was sixty-seven years old and tall like my grandmother. She was an attractive woman with large breasts and a full bottom, just like my grandmother but her hair was turning grey the last time I saw her which was well over three years ago.

"Hello Danny, if it isn't my favorite nephew," she said as she strode past me after I'd opened the door to her. She always says I'm her favorite even though I'm her only nephew.

I looked at her and she had changed. She seemed to have lost a little weight. her hair was cut in a stylish bob and dyed a light silver. She wore a figure hugging grey woolen dress that came up above the knees and it was quite low cut, showing off an expanse of ample cleavage emphasized by a string of white pearls. She had on grey hose and grey five-inch high heel shoes. Like grandmother her full lips were painted in a scarlet red gloss that set off her pristine white teeth.

She came towards me and I instinctively moved back. "A hug for your dear old auntie?" she asked. I was pressed against the wall as she pushed into me, her large soft breasts pressed into my chin. Her lips found mine and she seductively kissed me. "Mmmm, you have grown Danny and in more ways than one," she said a one hand caressed my growing cock through my jeans while the other tilted my head for another deep mouth-r****g kiss.

"I'm in the kitchen darling," shouted my grandmother and as Mama Kim turned I could see the seams running up the back of her stockings and the way her hips swayed as she walked away. Her legs were well shaped and muscular. I meekly followed behind her.

They chatted about this and that for a while, then grandmother told us to go into the sitting room while she sorted out the cake and champagne.

The sitting room comprised of a three seat sofa and two matching armchairs. We both took an armchair opposite each other.

"So Danny, have you been a good boy for Grandma Cheryl, or have you been a naughty boy that needs stern punishment and a good milking until your balls are dry?" she queried.

My mouth dropped open in shock.

"Don't be so surprised, sisters tell each other everything. I've even told her to send you to me for a week and I'll make you into a very, very good boy!" I just stared as I didn't know what to say. "I'll milk the cum from your balls until you won't know which way is up!"

Mama Kim then pulled her dress up to her waist showing off the tops of her stockings and the black garters that were holding then up.

'How would you like to be naked and put over these powerful thighs for a spanking Danny?'

Just then we heard Grandma Cheryl approaching so Mama Kim quickly pulled down her dress and crossed her shapely legs.

Cake was dished out and the champagne poured for the two of them. They clinked glasses as Mama Kim stared at me and smiled.

The conversation was bland as they caught up on things so I just sat and said nothing, only answering when a direct question came my way.

Soon Mama Kim had to leave and as she hugged me goodbye she whispered in my ear that she was "looking forward to seeing me again soon." My cock got hard again.

Soon it was time to go to dinner and I was dressed in my best black suit with a crisp white open necked shirt and shiny black shoes. I felt presentable.

Grandma Cheryl came down in a tight black low cut cocktail dress with black stockings and shiny black five-inch high heels.

The taxi was on time and we made small talk on the way to the restaurant.

We sat at the bed drinking wine and chatting about my future. We both agreed that I would probably benefit from completing my education in town before deciding what to do next.

My mind was distracted when I watched my grandmother suck the butter from her asparagus tips. My cock didn't seem at all distracted.

Our main course was excellent and the well cooked steaks left no room for pudding other than the cheese course. Grandma Cheryl ordered the cheese with honey.

A large plate of several types of cheese was put between us and we each received a small bowl of honey to dip our cheese of choice into. It was extraordinarily delicious.

At one stage honey dripped onto Grandma Cheryl's cleavage but she just left it and said seductively that she would let me lick it off later that night.

The drive back in the taxi was again a quiet affair. Both of us were deep in thought as I wondered what my grandmother would do to me, or have me do to her that night. When we got in the house she turned and said, 'Follow me.'

I followed her up to her bedroom which was bathed in a soft amber glow from well placed lamps and once inside she ordered me to strip.

When I was naked she said, "Good boy, now stand here in front of the bed and drink the water in the glass."

I did as I was told and finished off the odd tasting water. She then proceeded to tie my hands behind my back and secured them to the iron bedstead with silk scarves. She forced my legs apart and tied those to the wrought iron bed structure. I was extremely vulnerable to her ministrations.

"Let's talk about your future in this house shall we? You will only answer 'Yes Grandma Cheryl' or 'No Grandma Cheryl.' Do you understand?"

I stammered out a, "Yes Grandma Cheryl."

"I know you are submissive to me Danny. I knew it before you went away. I know why you came home. You want to be used by me. You want to surrender all of your cum to me, don't you dear grandson?"

I just looked at her high heeled feet standing powerfully on the carpet. She was right. I did want to be used by her, for her to dominate me and take out her sexual pleasure on me. I needed for her to drain my balls, and milk the cum from me. I had always wanted it, although I had wanted to get away and try to break her spell on me but I couldn't.

"Well? Grandma Cheryl's waiting!"

I whispered, "Yes Grandma Cheryl."

"Louder Danny. Grandma Cheryl wants to hear you say it!"

"Yes Grandma Cheryl," I said louder.

"Good boy!" she exclaimed. "Now it's time for your complete and unadulterated submission to your grandmother."

She walked over to a set of drawers and took out a small flogger which she laid on the bed. Then she stood in front of me and reached behind her and pulled down the zipper of her black dress. Letting it slide to the floor she stepped out of it and threw it onto a nearby chair. She stood before me wearing only a black satin girdle, black silk stockings and her black high heels. Her naked sex glistening with her juices.

"Tonight I'm going to make you mine Danny! I'm going to give you what you desire and in the coming weeks I'll give you things you've never even thought about, but you will crave then for evermore."

She took the flogger and brought it down on my throbbing hard cock. I moaned as the tendrils wrapped around my cock with a delicious pain. Then onto my balls. Every time she brought the flogger down onto my groin her large breasts swayed tantalizingly.

She whipped me until I was begging her to let me cum.

She walked over to the drawers and put the flogger away, then took out some hot cinnamon flavored sex oil. Kneeling before me she poured the oil over her bare breasts. I was even harder at the thought of what my grandmother was going to do next.

She took my cock and gently guided it between her huge breasts, slowly sliding her tits up and down my shaft teasing me.
"How do your Grandma Cheryl's breasts feel wrapped around your hard, throbbing cock?" she asked coyly. "Is it everything you dreamed of? Do you like having your cock titfucked by a seventy year old lady?"
I was constantly moaning. "I... I need... Oh fuck. Please... I need.." I could only beg.

"What do you need Danny?"

"I need to cum," I managed to utter.

"You need to cum for who, Danny?"

"I need to cum.... I need to cum for you, Grandma Cheryl," I gasped.
"Who do you need to cum for my darling grandson?" she continued to titfuck my cock with her 44DD flesh weapons.
"I need to cum for my Grandma Cheryl!" I screamed. "I need to cum for my grandmother!"
An evil smile lit up her face just before she took me deep into her mouth and began sucking the helmet of my hot cinnamon oil flavored cock with vigor while emitting a deep hum. My legs began to shake as my balls tightened up. My grandmother pushed me over the edge with her tight mouthed blowjob.
"Grandma Cheryl! I'm cumming! I'm cumming in your mouth!" I screamed as I was forced to explode down her throat.

One of her hands held my balls in a tightening grip while the other milked my shaft into her mouth. If my hands hadn't been tied to the bed I would have collapsed.

She continued to suck and milk my cock until she was sure she had all my cum.

Grandma Cheryl slowly stood up and licked the cum from her fingers on one hand while the other continued to stroke my still hard cock.

"Do you see how good Grandma Cheryl can make you feel Danny? Do you see how much you need your Grandma Cheryl?"

I could only nod as I was emotionally drained as well as physically. Plus I was starting to believe it.
"The water you drank contained crushed Viagra. Your cock will remain hard for at least four hours, maybe a little longer with the proper coaxing. I intend on using you tonight."

She untied my legs first, then my hands and led me to the bed and told me to lie on my back.

She straddled my thighs and looked down at her defeated grandson, her large oiled breasts heaving and glistening in the light.

''I need to cum now Danny. Yes, I'm going to use you for my own benefit. I'm going to ride your cock until I orgasm hard and I want your full cooperation. I expect you to satisfy me by not cumming yourself. Do you understand?"

"Yes Grandma Cheryl," I acknowledged.

She moved forward and took my stiff cock in her hand then started rubbing the head between the lips of her pussy. There was an electricity working up and down my cock shaft.

"Do you want this Danny? Because, if we do this, there will be no going back. You will belong to me and I will use you as I see fit!"

I nodded.

"Tell me Danny, tell me you want it!"

I gasped as her pussy hovered over my cock. I looked down between my legs. I could see her swollen pussy lips opening as if they were a mouth about to swallow a lollipop. I could feel the heat and the wetness of her juices that dripped down onto me.

"Yes. Yes, I want it," I almost screamed. "I want your pussy to fuck the cum from my cock!"

Then she did it. Her pussy lips gently wrapped themselves around the head of my cock just before she sank down slowly onto my phallus, her tight tunnel enveloping me, her eyes never leaving mine as if she was claiming my soul. The tightness and heat were amazing.

She started to ride me, grinding my cock into herself, slowly at first. Moans of pleasure came from her lips as she ground her pussy hard down over my loins. She leaned forward, her heavy oiled breasts that smelled of cinnamon laying on my chest as her hard nipples dug into it.

"Kiss me Danny. Accept the reality that you are now my personal fuck toy." She fucked me harder.

I raised my head and our lips met. As our tongues battled together she let out a long moan as she fucked me even harder, riding me, lost in her own pleasure until suddenly Grandma Cheryl groaned and came hard, very hard over my cock and balls. I could feel her juices dripping out of her pussy and running down over my balls and the insides of my thighs but luckily I managed to stave off from cumming.

She worked her hips to a slow halt before she almost fell off of me onto the bed beside me breathing heavily.

After a minute or so she grabbed my still-hard prick. "Your turn to do the work, get on top of me and feed me that young cock of yours again."

I climbed between her nylon covered thighs and looked down at her sprawled before me. She looked sensational even if she was my grandmother. Her long legs cased in black silk, five-inch heels on her sexy feet, and the black satin girdle framing her glistening bald and freshly fucked pussy looked amazing. Not the mention her heaving 44DD breasts.

"Come on Danny, fuck your Grandma Cheryl!"

I took my cock and slowly slid it into her, listening to her groan as I entered her again.

I fucked her slowly at first before leaning forward to get a better angle to drive my thick, rigid cock into her and started to kiss the waddle of her neck. She grabbed my face and kissed me hard.

Her hips began to buck to match my thrusts and she arched her back then wrapped her stocking clad thighs around my waist and digging the heels of her fuck me pumps into my ass cheecks before pulling my head down into her neck space and started to whisper in my ear.

"Do you like being Grandma Cheryl's fuck toy Danny? Will you do what Grandma Cheryl tells you from now on?" I could only grunt the affirmatives.

"Mama Kim wants to use you too. Shall I let her? She is an evil masturbatrix. Maybe I'll have her come over in the morning and I will leave you two together and see what she does to you." She sc****d her high heels down over the backs of my thighs. "Maybe she'll use her stinky feet on your cock shaft, or she'll titfuck the cream from your cock! More than likely, she'll start you off with a handjob and torture your cock until it gives in and squirts a load of cum."

That did it for me. My cock expanded inside of her pushing her over the top and making her cum a second time as I erupted and my seed flooded her pussy walls and womb.
"That's a good boy," Grandma Cheryl crooned. "Fill my pussy with that baby batter. Give your grandmother all of your seed. Cum Danny. Give me more... more... more... yes... cum more for Grandma Cheryl!"
I came and came, a never ending fountain of fluids that caused Grandma Cheryl to groan and cum again. My vision was getting blurry and my cock felt like it was caught in a hot flesh vise. I couldn't take much more of the stimulation as my heart was racing a million miles an hour. My balls tightened up one last time as my cock shaft pulsed and I sent one last stream into my grandmother's hungry and insatiable cunt. I collapsed on top of her, then she rolled me off and allowed me to fall into a deep, deep sleep.

I woke up the next morning in her bed, Grandma Cheryl was nowhere to be seen so I looked for my clothes but couldn't find them. I walked to my room and there in the wardrobe hung my suit and tie. No doubt everything else was in the wash. I lay naked on my bed and drifted off to sleep again.

I felt hands on my chest gently shaking me awake. 'Danny, Danny, are you ok darling?'

I opened my eyes to see my fully dressed grandmother and as I glanced at the clock it read eleven thirty.

'You look so nice lying there Danny, I must take advantage of your nakedness,' she said then promptly straddled my face and let her billowing skirt fall over my head. All I could see where her open naked thighs and her wet dripping pussy descending onto my face.

"Be a good boy Danny and service me now!" she commanded as she held my head tight between both of her hands and squeezed my skull with her python-strong thighs.

I started licking and sucking on her labia and clitoris. I could hear moans coming from Grandma Cheryl as she rocked gently still holding my head.

Suddenly my cock was being stroked softly and then I was moaning too.

I was confused as Grandma Cheryl had both of her hands holding my head as she gently fucked my face until I heard a muffled voice, "You're right Cheryl, he is a submissive little slut." The unknown hands stroked me harder.

Grandma Cheryl groaned and replied, "Oh yes he is Kim, and he's getting very good at it. Would you like to fuck him next?"

"Sorry," replied Mama Kim. 'I'm meeting friends for coffee in a few hours and I don't want to go reeking of pussy juice and boy's cum." She squeezed my cock and said, "I'll just milk him by hand when you're through."
"Feel free to milk him by hand if you wish," said Grandma Cheryl quietly as she fucked me harder until her orgasm hit and she came all over my face once again. Her thighs continued to squeeze my head until I became light headed and I passed out.
"It looks like you enjoyed that ride Cheryl," Mama Kim stated. "I think he's 'asleep'' after you finished."

"Oh, I did, and I'm off now. Enjoy your milking dear sister,' said Grandma Cheryl as she dismounted my face. "I hope the two of you have a good auntie-nephew bonding time. If you need me, I'll be in my room."
Mama Kim smiled as Grandma Cheryl made her way out of the room. "Bonding time my sweet sleeping nephew. What a novel idea! In fact, I have some restraints that will give 'bonding time' a new meaning!"
Danny's great aunt Kim, an elegant woman, strolled to the side of her young nephew's bed. Mama Kim smiled down at the exhausted and u*********s boy below her. She pulled leather restraints and a gag from a large bag she had brought in. Kim quickly secured her nephew to the heavy oak four poster bed and placed a black ball gag in his mouth. She reach one more time into her bag and drew forth a tube of Astroglide and a glass rectal dilator. She lubed it up and gently pushed it into her nephew's rectum. She was sure it would have come as a shock to him had he been awake. She stared at her nephew for a few minutes and smiled at her handiwork. He was completely helpless and unable to resist whatever she wished to inflict upon him.

Danny didn't wake up as she touched his scrotum, now a shade of light purple from the earlier torture he had to suffer through. Her soft, bare hand gently brushed across his testicles as she inspected them. She ran her other hand through his soft hair, the boy still in a deep sleep.

Kim didn't even bother to put on oil before she started to slowly pump her hand up and down his semi-erect shaft. This wasn't an examination; there was no need to remain professional. This would be a complete extraction of his seed, plain and simple.
She picked up the pace slowly as she went, soon the boy started to emerge from his thigh-crushing forced slumber brought on by his Grandma Cheryl, his eyes slowly opening to see the sight of the elderly, yet beautiful aunt stroking his manhood so sensually. He didn't have a chance to adjust to the situation before he moaned loudly through a large black ball gag in his mouth.

"Quite a way to wake up, isn't it honey?" she joked as her pace increased ever more and his penis started to grow solid again. "Mama Kim is here now to stroke your lovely cock further into submission after your nasty Grandma Cheryl used your face as a fuck toy. Oh yes, that full feeling in your ass is my glass rectal dilator. It's a preparation for later."

Soon Danny remembered where he was and what was happening. He was at the mercy of his aunt, who everyone called 'Mama Kim,' and he was strapped to his bed by his wrists and ankles, his manhood exposed to whatever whims she might have. There was a foreign object in his ass. Mama Kim was free to do anything to him, whether for his benefit or not. Just over twenty four hours ago, he was being milked and fucked by his grandmother. Now he was the fuck toy of his grandmother's sadistic sister Mama Kim. His Aunt Kim was a licensed sex ther****t and, from what Grandma Cheryl mentioned, a sadistic masturbatrix.

blood flowed to the young man's penis as it slowly grew harder at the gentle stroking of Mama Kim's right hand. A few quick strokes were followed by painfully slow ones, as his aunt's stroking speed alternated in regular intervals. His eyes looked into hers as he started to feel pulses of electrifying pleasure rush through his body, a very dull soreness in his scrotum.
"You are surrendering to me my dear," Mama Kim teased. "Your cock loves my attentions, doesn't it?"
Soon Danny's face started to beg for release and his eyes rolled back into his head with every rhythmic moan. Mama Kim didn't speed up, or slow down, but continued to change between speeds as she felt his whole crotch tighten up as a few drops of milky fluid emerged from his dark purple glans.

"Don't hold it in, dear," she said, still staring into his eyes with a very evil-looking smirk on her face.

A useless instruction, he thought. He wouldn't be able to hold it back, not after being used by his Grandma Cheryl so ruthlessly earlier in the day. His aunt's thumb toyed with his precum ridden glans, making the boy squirm on the bed in pleasure. Then, very briefly, Mama Kim increased the velocity of her strokes tenfold. Her hand vigorously stroked the boy's penis at a vicious pace, producing even louder moans from his gagged mouth.
"It's time to cum sweetie. Cum now, cum Danny," Mama Kim commanded. "Give Mama Kim all of that nasty, hot young cum!"
His squirming worsened and his scrotum tightened ever more as multiple huge spurts of semen erupted like a volcano from the tip of his penis.
"Yes... yes... that's it my little cum cow." Mama Kim encouraged him. "Look down at your auntie's long fingers working your cock. Blow your load all over Mama Kim's hand."

Danny struggled for breath through the large gag in his mouth as he reached his climax, lifting his bottom high off the bed as his aunt continued stroking to ensure complete drainage of his leaking shaft. The smug grin remained plastered to her face as she watched her nephew squirm and shake in complete orgasmic bliss as she continued with post-orgasm torture.

"Sometimes it helps to be denied a bit," said Mama Kim as she straightened up from her hunched over position. "Then to be given release and post-orgasm stroking."
Mama Kim held his cock firm in one hand, and used the other to polish the head of his cock. Danny began pulling at his bonds, but they held him tight. Mama Kim enjoyed this part of the bonding experience. She smiled down on her reluctant nephew, then her hand gracefully let go of the boy's spasming shaft.
"Dear nephew, you do realize that this is only the start of our time together. You aren't even one hour into your milking," she informed him. "I don't have to be at the coffee shop for another few hours. That is plenty of time to make sure that your balls are completely shriveled up and empty of that nasty boy-goo you just shot all over my hand."
She wasn't satisfied yet; her treatment of Danny had only just begun. This time, she would go over it in a completely different manner than with the previous milking. Her submissive fuck toys were generally locked up in their room, barely ever tended to. Her nephew though was special. Yes, Danny needed very special attention, and she and her sister, Grandma Cheryl, were more than happy to give it to him.

The stiletto heel of the aunt's leather shoes clicked hard as she elegantly walked across the room to a wall-mounted cabinet. She opened it and retrieved a pair of white surgical gloves, slipped onto her well manicured hands with ease.

"Danny... as you know, I am a state qualified and nationally recognized sex ther****t" she said as she slowly approached the oak four poster bed her nephew was bound to. "I am now diagnosing you with a severe case of nymphomania. Your treatment has officially begun. Due to your 'mental illness,' I have determined that the best course of action is that you will be milked several times, every day, for the rest of your life."

His face quizzically looked at her as she playfully snapped her gloves onto her wrists.

"Nymphomania?" she completed the question his face conveyed. "It means this swollen head..." her hand touched his glans and she swirled her index finger across it, "Takes over the role of this thinking head," Mama Kim's other hand tapped against the boy's forehead. "And it turns you into a dirty, naughty boy whose mind is corrupted with terrible, dirty thoughts. Then, you can't help but think horrid things such as having your grandmother fuck you, or your auntie milking your nasty penis."

The aunt sharply slapped Danny's penis, still drowning in his semen from his recent orgasm. Mama Kim's hand soon went from playing with his glans to slowly stroking his shaft with her gloved hand. Danny shivered at the strange feeling taking over his body. He wasn't sure if he wanted it or not, after all he had barely recovered from his previous climax. Soon he started to hate the feeling, her hand stroking his recently milked shaft.

"That doesn't feel very good, does it Danny?" asked Mama Kim as her hand still stroked his hurting shaft. "This is called 'post orgasm therapy' my dear. You see, the human body isn't supposed to ejaculate more than once an hour. Currently you are in the refractory period. This means that you're not even supposed to have a hard cock such as this one, but I'm sure you can take more. I'm sure you want more, isn't that right?"

He started to twist in his bonds as her hand fully gripped his penis and stroked more strenuously.

"You can't run, dear, you can't escape your aunt's grasp, nor will I stop. There are no safe words here," commented Mama Kim, the smug smirk returning to her mouth. "By the time I'm done with you, you're going to hate cumming so, so very much. Just you wait."

Danny was under her control as she stroked him. He gasped and hissed, his bottom lifting from the bed again and again trying to escape her well manicured hand. But this time it wasn't in pleasure, but rather in response to the sharp pain becoming present in his confused shaft. The post-orgasm torture his aunt was administering to his penis played with his emotions on a negative and base level.

Danny screamed and pleaded through his gag, which was soon leaking saliva down his chin and cheeks. Mama Kim's young nephew cried as he desperately battled his restraints, twisting and turning his body to escape the aunt's relentless gloved hands. Kim's face bore a sadistic smile watching her subject's reactions to the intense pain he was experiencing.

"Don't tell me you don't like it Danny," cooed Mama Kim as she rubbed her nephew's bulging testicles. "I know you're lying to me... You love it, don't you? Every man likes having an elderly woman playing with their genitals. You are such naughty boys, all of you, but you love it. You can't get enough; you're not just lying to me, but to yourself."

Danny barely heard anything his aunt told him, the pain in his shaft worsening with every unabated stroke. Soon the boy was too exhausted to fight the pain, and laid his head down, giving in to his bonds. But his body continued to shake and shiver as the aunt continued with the brutal procedure.

"Are you getting close yet, honey?" asked Mama Kim as her nephew closed his eyes, still breathing very deeply and with great pace. "I'm not stopping until you can ejaculate some more for me."

Deep down his aunt knew he was drained, exhausted and definitely incapable of ejaculating any more than a few drop of semen. His scrotum was completely drained, but she wouldn't stop. She was going to break her nephew. He would hate the feeling of sexual arousal, of a woman's touch to his penis, the touch of her hand, or his grandmother's, or even his own touch to his manhood. It was the only way to cure him of his sickness, his sick obsession with masturbating.

Her shivering nephew was conflicted, as the strokes became pleasurable, yet extremely painful. His moans varied between pain and arousal, his body started to twist and fight again. Mama Kim didn't stop for a second, her never-ending consistent strokes of Danny's aching shaft picking up pace rapidly. Danny's backside again lifted from the bed, his torso contorting as it was in mid-air, before quickly slamming back down onto the bed again.

"There we go, good boy," she murmured in a sugary voice, still smirking as her nephew started to rhythmically slam onto the bed.

Danny's breathing intensified even more, as his eyes rolled back into his head and a loud moan erupted from behind the saliva-secreting ball gag. Mama Kim felt his scrotum retract viciously as it desperately tried to produce seminal fluids for his nearing climax. However, as desperately as her exhausted and confused nephew's testicles attempted to produce a single load, a ruined climax hit his body, and nothing erupted from his glans like before. Seven intense, yet dry, contractions of his penis were noted by Kim as his shaft pulsed hard in her hands.

As expected, the boy had barely produced anything from his painful climax. One sad little drop of milky fluid, barely larger than the fingernail on her pinky, sat just under the shaking boy's belly button. Danny struggled for breath and he sobbed louder than before, very sharp and painful pulses rushed through his shaft and scrotum.

"That's a tad disappointing, isn't it?" commented Mama Kim, looking at the depressingly small drop of spunk on the boy's lower abdomen, her face conveying a slight disgusted look. But inside she was quite satisfied, yet still not near done. "Personally, I would not be proud of this."

Her index finger swiftly scooped up the small drop of semen. She leaned over her distressed nephew's face, his eyes drowning in tears. His eyes widened as Mama Kim suddenly placed her finger to her mouth and gently licked the droplet of cum off her crimson fingernail.
"Imagine, my dear," Mama Kim cooed. "Imagine me taking the head of your cock into my mouth and sucking on it like a lollipop. Just think how it would feel to have your glans thoroughly worked over by my tongue. I know your grandmother's mouth did the deed, but my mouth is more adept at forcing a man, or a boy in your case, to cum uncontrollably."
Danny abruptly moaned in distress as Kim's tongue danced across her lips. His cock throbbed at the thought of Mama Kim's ruby red lips surrounding his sensitive cock meat and her continued torture.

"It tastes kind of weak," said the smirking aunt, as she licked her fingers clean. "Let's be real now though Danny, I'm going to need more of your cum in order to make a honest determination if it is weak or not."

As she retracted her finger from her mouth, Danny moaned hard against the ball gag, knowing full well she about to start another milking. His cock felt hot and raw. Mama Kim looked down into the eyes of the poor boy that was strapped to the steel bed. He was struggling feebly against his bonds. It took him less than a minute to give up. He was bound securely.
"It's time to start another milking," said Mama Kim as walked over to door and stuck her head out, Danny could hear his aunt talking to his grandmother. "Cheryl, would you please come into Danny's room? Thank you."
A moment later, Grandma Cheryl walked in, her high heels clicking on the floor. "Yes Kim?"
"Milk him," Mama Kim commanded. "I want you to pull a load of cum from your grandson's balls."
Cheryl looked over at Danny and smiled then turned to face Mama Kim, "Yes dear sister. I'd be happy to!"
Mama Kim walked to the bed and gently stroked Danny's hair and watched as Cheryl fished in the cabinet for a pair of latex gloves. She glared down into the boy's eyes, as they sought some hint of mercy.
"So you know Danny, Your Grandma Cheryl always does such a thorough job of emptying a boy's balls," Mama Kim informed him. "You'll be surprised at what your grandmother is going to pull from your aching cock."
As Grandma Cheryl pulled on the gloves and approached her grandson, she noticed his penis starting to shrink from its uncomfortably erect state. "Now Danny, don't let that naughty cock fall down now."

Grandma Cheryl leaned over the bed and slowly stroked the boy's shaft a few times, her grandson groaning in horrible pain. For a few brief seconds, he felt complete bliss as his penis started to shrink, but his ruthless grandmother didn't stop the torture. He started sobbing as he thought of everything possibly to come with Grandma Cheryl and Mama Kim milking him.

"Already crying, dear?" asked Grandma Cheryl as she stroked the boy's member until it stood fully erect, colored a slight shade of purple and pulsing in terrible pain. "I haven't even started yet."

Grandma Cheryl circled the bed, visually inspecting her grandson's exhausted body. Her gloved left hand ran across his feet, legs, hips and torso as she circled him, producing goose bumps on his light skin.

"I'm going to free you from your bonds for a moment to adjust you for the following position," explained Grandma Cheryl, her heels slowly clacking against the thick floor tiles. "But if you dare try to escape, I wouldn't hold back if I am forced to whip you. You won't be even able to crawl when I'm done with you, and your ass will be nothing more than ground up meat."

Danny was intimidated by this, and immediately abandoned all thoughts of escaping. In his short time being back at home, he had been subjected to several milkings at the hands, feet, breasts and pussy of his grandmother and then at the hands of his great aunt Kim. Better to feel pleasure of pain than the sting of her whip.

As Danny felt the harsh leather cuff being loosened from his left wrist, looking up at his gorgeous elderly grandmother as she did so, he shifted his aching arm to a more comfortable position. Grandma Cheryl finally released Danny from his final bond; he twisted his hurting left ankle in an attempt to rid himself of the pain. A pain he could not soften in any way though, was the one present in his penis, which stood upright from his body.

"On all fours, Danny," commanded Grandma Cheryl, her voice sweet yet dominant. "I'm going to take control over your penile stimulation this time around. I will be stroking your cock this time, and I will not stop. If you resist my hand, there will be consequences. Mama Kim will tell me when I need to stop, you or I won't decide. Meanwhile, my fingers will be providing constant stimulation to your prostate."

The nineteen year-old obediently turned around on his stomach, his rock hard, painful member briefly squeezed between his body and the rough comforter of his bed adding to the discomfort. He swiftly extended his bottom outwards behind himself, as he assumed Grandma Cheryl's desired position. Cheryl began strapping him down again. Once done, she looked to Mama Kim.
"You may begin dear sister," Mama Kim requested.
Danny's literal painful anticipation grew when his grandmother's gloved finger started to circle his full pink hole, still plugged with the glass rectal dilator that his bottom was stuffed with while he was u*********s. His sphincter tightened around the instrument, it created a sensation he presumed would be pleasurable had he not been in the highly painful and uncomfortable state he was presently in.

Grandma Cheryl's latex-covered fingers gripped the flat bottom of the dilator, which stuck out from the boy's sphincter. She twisted the dilator inside of Danny's stretched hole, making him hiss through the ball gag. Cheryl slowly started to remove the instrument from her grandson's bottom, before quickly replacing it to his hole fully. Her fuck toy uncomfortably grunted.

"Try to relax your bottom for her, Danny," requested Mama Kim sweetly, watching as Grandma Cheryl once again gripped the flat bottom of the dilator.

As much as Danny tried though, he simply couldn't fully relax his body. The great pain in his throbbing cock was too bad to even let him relax, so he instead just took a deep breath as he felt his grandmother once again unbearably twist the glass instrument inside of his rectum.

Grandma Cheryl slowly slid the three inch rectal dilator from the boy's spasming behind, making sure to twist and turn it as much as possible. Danny squirmed on the bed as the dilator slowly left his rectum. As it exited with a wet pop sound, Danny groaned in satisfaction. His rectum immediately reacted to the emptiness as it started to contract repeatedly by itself. The boy felt very loose in his bottom, the three inch dilator that had been wedged inside had definitely done its job.

He jumped at the sensation of Grandma Cheryl's gloved finger stroking across his loose pink hole. Her other hand spread his ass-cheeks apart gently and she started to tease the entrance to his sphincter, Danny squirmed at the pleasurable yet irritating sensation it produced in his behind. Cheryl's teasing was soon followed by her un-lubricated index finger entering his anus roughly. She knew leaving her finger un-lubricated would provide a lot of discomfort and maybe even pain to her grandson, which would contribute perfectly to the desired reaction. Eventually, after unbearably twisting her finger in the shallow entry to Danny's rectum, Grandma Cheryl's dry finger plunged deep into Danny's velvety sphincter, making him scream loudly into the ball gag at the irritating feeling it produced.

"There we go, good boy," muttered Mama Kim. "Cheryl start stroking his cock for me."

After waiting for a few moments for Cheryl to start stroking her nephew's aching shaft, and seeing his reluctance to the milking, Mama Kim stepped forward and pressed a finger down hard on the floor of his rectum. This made Danny scream at the top of his lungs as the sensation in his bottom went from almost erotic to unbearably painful very quickly.

"I said stroke him sister!" exclaimed Mama Kim impatiently. Cheryl began vigorously massaging th