Sometimes you never know when things work out. There I was in a bar in Sydney on a Monday after a committee meeting debriefing about the day’s events. We had had a few drinks, when I heard a woman with an American accent at the bar order a drink. She was sitting by herself. I guessed she was in her sixties, but certainly well dressed and well-presented overall. I could see that she had a delightfully ample chest. Her gaze seemed to be inviting, so I did the appropriate thing and said hello (g’day to be specific), asked her name and which state of the U.S she was from.
She seemed a little flattered by the attention and responded that her name was Sheri and she was from Nevada. I liked the twinkle in her eye and she had that air of confidence that suggested a woman who had been successful in their career. As we got talking she revealed that she was on holiday, and that she was originally going to be travelling with a friend, but that they had to pull out at the last minute. Rather than waste the fare, she decided to come to Australia by herself.
“No one to have fun with unless I meet some nice locals who will show me the town,” she joked, a natural laughter emanating from her.  As we talked it became evident that our sense of humour complemented each other. My colleagues drifted off one by one until there were just the two of us. Rather than just stay at the bar, I suggested we go to a restaurant. I knew a good one around the corner, only a short 10 minute walk away. Sheri agreed and I offered her my arm and we walked together.
As we did so, Sheri voiced that she was too old for me. She said she was in her mid-sixties, and asked how old I was.
“42, and no I am not too young for someone as fun and vivacious as your good and sexy self”, I replied.   
The meal was excellent as always at the particular establishment I had chosen, and I guided Sheri to some of the tastier morsels on the menu that she was unlikely to have eaten at home. I also introduced her to some of the finer Hunter Valley wines on the wine list. As we chatted she revealed that she had been attracted to me when she first saw me. It was my turn to be flattered. As the evening continued, the talk somehow turned to sex. It’s debateable as to which one of us led it there in the first instance. She asked me if I had ever had any encounters with a woman in her sixties and I responded that I had not.
“Your breasts are beautiful, what size are they?” I asked.
“40D,” responded Sheri.
I thought I’d go for broke and say something that will either end our evening rather abruptly, or send it an entirely different direction than I suspected Sheri had in mind.Rather nonchalantly I said, “Your breasts are simply divine, god I’d like to tie them up.”
Not unexpectedly Sheri responded with a “Whattttttttttttttttttt did I hear right?”.
“Yes, I am into BDSM. Is this something you’re potentially interested in?”
Sheri was lost for words, “Ummmmm No…. I mean perhaps yes……….. I’ve never really tried….   Ummmmm..  Ummmm… I don’t really know what to say.”
I didn’t push things, but did explain that I usually met women on line so that a liking of BDSM was already established.
As she got over the shock, Sheri offered that she was fascinated and intrigued by BDSM but she had always been a cowardly lion and had never ventured about seriously considering doing anything like it.
Sheri offered, “What a country, you meet one guy at a bar, and the next thing you are talking about kinky sex and the possibility of being tied up and good knows what else!”We then spent a good half an hour or so with mostly me talking about what I was and wasn’t into. I explained that a partner sets the hard limits and then things that they really want to try and be pushed on. I explained that the key to BDSM play was safe, sane and consensual. By continuing to engage in the conversation, I could tell that there was more than an interest in participating.  
In the end I concluded, relax and let your body and mind be led to somewhere that you have never gone before.    
“What the hell, I may never get another opportunity and I am very horny now,”
“Where shall we go,” she asked.
I suggested we go to my place, after we swung past her hotel so she could pick up a change of clothes and whatever else she needed.
Outside the restaurant and in a quiet area of a side street, we did something more conventional. I slowly swung Sheri around and kissed her sensuously and deeply. She responded passionately. We finally broke of our lusty embrace and made our way first to the hotel, then to a taxi, and then towards my place which was about 20 minutes drive from where we were.
When we arrived at my place I took Sheri’s arm and escorted her inside. I poured her a glass of wine and told her to make herself comfortable while I got things ready.I knew Sheri was new at this so I wasn’t planning on going through anywhere near a full repertoire of torments. I was planning on taking things slowly and ensuring I gave her a little taste of something different. If she had a good time, maybe she would travel further down the path…………
When I invited her into the bedroom, I could see her eyes were full of both trepidation and excitement – a lovely mix.
“Darling, sit on the end of the bed, and close your eyes…… Your journey begins.I started to sensuously massage Sheri’s shoulders and neck. Slowly my fingers and thumbs firmly worked their way into soft flesh, my thumbs swirling into the back of her neck. My long fingers worked their way into her shoulders, before I started to caress Sheri’s face, particularly her soft cheeks. I ensured my hot breath danced across her neck as I did so. I traced the outlines of her eyebrows ever so lightly. I interspersed my massage of her shoulders and neck with gently caressing her facial features.
My efforts had Sheri purring, so it was time for the next step. I undid the top button of her blouse and then returned to massaging her neck. I then undid the second, getting a clear few from above and behind of the top of Sheri’s bountiful tits. I then swished my hands slowly around from her neck to her chest and caressed her, careful at this stage not to touch her breasts.
“Mmmmmm,” sighed Sheri languidly as I nuzzled her ear and promised much more.It was time to remove Sheri’s blouse, I undid the remaining buttons and took it off her. She now sat on the end of her bed wearing her bra, skirt and whatever was under her skirt. I would find out what that was in the fullness of time. With my own neck resting on Sheri’s right shoulder, I reached around and slid my hands up her side and then cupped her breasts. She moaned as I did so, and I felt her body tense and saw her bite her lip lightly. I repeated the effort, each time I grasped her breasts a bit more firmly, lifted them up just a tad more. For about 15 minutes I teased and caressed her tits through the fabric. Sheri had my undivided focus.  
 “Aged to perfection,” I whispered into her ear.
My own cock was rock hard in its confines as my hands worked over Sheri’s tits. I guided Sheri’s hand to my crotch and she squeezed instinctively, feeling the hardness there, before I withdrew her hand.
“It’s time I had a look at your tits Sheri, I’ve been dying to see them since we first started talking.”
I unclasped the buckle, and slid the bra down, kissing her neck as I did so. Her breasts spilled free of their lacy confines. This time it was my turn to gasp as I gazed down at Sheri’s tits.
“So magnificent…… I am going to have fun with these,” I said indulgently.
I slid my hands up and cupped them again. My thumbs swum around her nipples wickedly, flicking and squeezing, pushing them in gently. My hands were overflowing with beautiful tit flesh. With each touch of her rock hard nipples, Sheri moaned. The slightest fragrance of wet pussy started to drift liltingly through the room. I spent a good period of time squeezing, kneading and massage Sheri’s breasts.
I finally ceased my heavy duty breast massage and came around faced Sheri.
“Open your eyes Sheri,” I said.
I looked deeply into her lustful gaze and said, “Sheri, I am going to give me the opportunity to tell me exactly what you want me to do with your tits next. This is not an opportunity I offer to anyone.”
Sheri responded, “I need your mouth on my tits and my nipples, I need you to suck my nipples.”
“Very well then, I shall suck your nipples into lustful oblivion and beyond, now offer them up to me,” I replied.  
Wordlessly, I broke our gaze and descended on to her offering. I inhaled first one and then the other nipple deeply. I sucked vigorously and occasionally broke off the sucking to swirl my tongue around the hot and hard flesh.   
After such vigorous sucking, I finally asked Sheri to stand up in front of me. Her tits were noticeably red from my busy hands and her nipples exceedingly engorged. Take off your skirt for me Sheri. She did so quickly and stood in front of me in her panties.
“Are your panties wet Sheri?” I asked, and she replied that they were soaked.  
“Take them off then.”
Sheri stepped out of her panties.
“Beautiful,” I offered, before adding, “I bet you didn’t expect at the start of the evening, that you would end up naked in front of a man. I also bet you didn’t expect what is about to transpire – a thoroughly spanked ass that will almost certainly end up with my cock in it, a fist in your cunt, and your tits tied and used.”
I added after a pause, “and who knows what else.”
Sheri grinned expectantly before I asked her turn around, bend over and put her hands flat on the end of the bed. I shifted her legs apart slightly and put my fingers against her cunt.
“My, my, you are wet aren’t you,” I said rhetorically.
I withdrew my fingers and then “whack”, as I spanked her ample ass with the flat of my hand. I spanked her ass repeatedly, only pausing to dip my fingers ever so slightly into her open pussy before resuming. Sheri quivered as each slap landed on her bare ass, but for the most part managed to stand still. What was white was now a distinct red.
Sheri vocalised throughout, “Oh luv, spank my ass….. please keep spanking it…… owww…. yes again”.
Clearly, this was something she was into. In between Sheri’s cries, the stinging sound of hand on bare ass echoed nicely through the room. With her ass now positively glowing, I relented. I reached under the bed and pulled out some relatively thin red rope and had Sheri turn around. She instinctively rubbed her ass as I showed her the rope.
“I hope that is going around my tits,” she blurted and I nodded decisively directing her to put her hands on her head.  
Be careful what you wish for,” I said in response.
I tied her tits tight. Two loops of rope bit into the soft base of Sheri’s tits. I tied them tightly.
When I was finished, I had Sheri lock her hands behind her back as I first squeezed the now engorged globes of flesh. She moaned as I applied pressure to both of them with my hands. I wickedly alternated what I did. Sometimes grasping them both lightly and gradually applying more pressure, other times grabbing and squeezing them quickly. All while we kept our gazes locked together.
Sheri reserved the biggest yelps for when I slapped her burgeoning breasts playfully and for when I harshly tweaked her nipples. She reserved her biggest moans for when I inhaled her bullet like nipples.
“Ohhh please I want to cum, I can’t take this any longer,” whispered Sheri, her eyes lost in lust.  
I reminded her that I was in control of her cumming, but I would allow the request in this instance, but with a condition.
“Unzip my cock,” I commanded.
Sheri obliged and instinctively grabbed it and went to bend down. I like such instincts, but I had a slightly different plan.
“Lay on the bed with your head hanging over the edge. I am going to feed you my cock and fuck your face as I squeeze your bound fucking tits. You can rub yourself to orgasm as you do. I will not cum as I am saving that for your cunt and asshole.”
I marvelled at the colour of her tits, a nice fiery red, as I fed Sheri my cock, her mouth opened instinctively and she swallowed me. I rocked my cock into her mouth and with each thrust it slid in slightly deeper. Sheri’s eyes started watering from the exertion.
“Your tits look like they are going to explode Sheri, my, my, you turn up for a quiet drink in an Australian bar, and you end up with your tits tied up and a cock down your throat, ain’t life grand?” I asked rhetorically and in any case an answer was not possible as her mouth was fully occupied by my rigid cock.
I fucked Sheri’s mouth slowly and deliberately, my cock was completely covered in her bubbling saliva, which also ran down the sides of her mouth and dripped onto the floor. I looked down eagerly at her breasts which got a darker colour by the minute and also enjoyed the sight of her cheek bulging outwards as I forced my cock harshly to the side of her mouth. I finished off her facefuck by planting both my hands on her enormously engorged tits and ramming my cock vigorously down her throat a dozen or so times. I could have cum very quickly doing this as Sheri gagged, but I withdrew before the edge of my orgasm became too close. Sheri panted as my cock vacated her mouth. I had her sit up so she could regain her breath, and as she did so she looked longingly at my cock.
“Would you like to cum Sheri?” I asked.
“Please… yes…. I need to cum.”
“With pleasure and pain I will make you cum Sheri, now lie face down flat on the bed and spread your legs”
As she did so obediently, Sheri quickly realised where the pain would come from. Her bound tits were now squashed under the weight of her torso. She exhaled sharply and cried out as the full weight pushed her bound tits down. I spanked her ass a couple of times, before going to the cupboard to get some cuffs and some ropes and a few other things. I put cuffs on her wrists and ankles and with the ropes extending from them; I tied them to each corner of the bed.  
“Tell me how you feel Sheri?”
“I feel used and helpless and need to cum so badly. Please can you make me cum?” begged Sheri.
“First I have a few more things to do until I allow you to release, not much longer now, but when you do cum, it may well be like you never have before.”
With my fingers which I had lubricated, I started to probe her anus. I spent a good 10 minutes probing her anus, enjoying her helplessness. By the end two fingers slid in easily and deeply and I finger fucked her backdoor, withdrawing completely before plunging back in. Sheri gasped as my fingers deftly opened up her asshole. When I was done, I inserted a relatively small buttplug into the now very accommodating hole.  
“Now for the cunt,” I said matter-of-factly as slipped a glass dildo into her oozing snatch.I pushed in deeply and commented that it was in as far as it would go.
“Sheri, you are now face down with your bound tits it agony, a plug lodged in your asshole and a glass dildo buried in your cunt. The least I can do now is look after that clit.”
Sheri just moaned in desperation for further stimulation.
With no further ado, I got out my Hitachi, and applied it firmly to her clit. She started to buck instantly and simply screamed, it did not take long for her to cum. Seconds in fact. She screamed into the mattress, a sustained scream that would have been ear-splitting had it not been muffled. She bucked against her restraints and at the height of her orgasm, the glass dildo came shooting out of her cunt as she convulsed and spasm. I showed total focus and no mercy. I kept the Hitachi firmly burrowing away between the bed and her pussy, even after her orgasm had long subsided.
Sheri now moaned in desperation for the removal of the stimulation, and finally I relented. I untied the restraints and then had Sheri sit on the bed. Her face was now bright red which went well with the deep red of her tits.
“I am going to untie your tits now, you will feel intensely painful throbbing as the blood flow return.”
Sheri gritted her teeth as first one and then the other breast was free of their restraints. Her hands instinctively went to touch them, but I slapped them away.
“Not yet,” I commanded, as I focussed on the deep grooves left by the ropes on the tender base of her tits.
“Nice,” I commented before adding that I wanted the buttplug left in.
Now Sheri, I want to watch you torment your own tits now. As you do so, I want you to focus your gaze on my hard cock, and my hard cock only. I want you to think about it fucking your asshole and filling it full of thick cum. I want you to see the pre-cum oozing out of my cockhead as you torture yourself under my guidance. With that I sat on the edge of the bed and held my cock straight out with my legs spread wide. I had Sheri kneel about a metre away from my cock, her knees on a pillow.
“Grab your nipples now,” I commanded, noting her gaze had fixed squarely on my cock as I had demanded.
“Now twist them Sheri, twist them hard and keep twisting them.”
Sheri winced as she did so, and over the next 15 minutes I gave her instructions. I had her put chopsticks on her nipples that were held together by rubberbands and twist them. I was impressed by her willingness and resilience, and all the while she focussed steadfastly on my cock. I had her slap her tits as well. I enjoyed the show she put on and my cock was oozing copious amounts of pre-cum.
“Excellent work Sheri, now get back on the bed, I am going to fuck your asshole.”
“Please fuck my asshole, that’s what I have been thinking about.” Sheri commented, before I added, “I do though I need to make sure your nipples are appropriately treated too."
With that I removed the buttplug and looked on impressed as her asshole gaped ever so slightly. I went back to the cupboard and got out a pair of nipple clamps and attached them and the weights that came with them. They were heavy weights and they dragged Sheri’s poor tormented tits downwards.  
“Those weights are going to swing wildly as I fuck your ass.”
“Enjoy the defilement,” I added.
I lubricated my cock and pushed it against her sphincter which opened with little effort. My big purple cockhead popped through and then my whole cock pushed deeply into her anal tunnel. I gave her already red ass, another few slaps and watched the weights swing and drag Sheri’s tits.
Simply then, I fucked her ass. I used it. It was only for a short time, but it was a hard anal fucking. I had no intention of trying to hold on, just the need to simply deposit a massive load of semen into the asshole of a woman who I had just met that night. I came as Sheri squealed both from the anal fucking and no doubt from the swinging clamps digging into her nipples. I buried my cock in deep, virtually pushing Sheri ever so slightly forward as I did so. My release was intense, thick and voluminous. When I whipped my cock out Sheri’s anus pulsed a torrent of cum from its depths than ran down and underneath her to drip onto the bed. Sheri’s anus kept pulsing.
“Very good Sheri, when I first saw you in the bar, I wanted to fill your ass, with spunk, mission accomplished I guess……. but I am not finished with you yet.”
I left the room and quickly came back after pouring a couple of drinks. Sheri was sitting up, still with the nipple clamps on and she was examining her tits.
“Look at what you have done to them,” she said, making referencing to the colouration.“I quipped that some of the tit abuse she had inflicted on herself.
We sat for a while and chatted, before I ventured that it was time for some more activities. Yet again I got her up on the bed on all fours; her arms were again tied via cuffs to the head of the bed, while this time her legs were held open by a spreader bar. What I was going to do to her was to use her holes and make her cum over and over again. Over the next hour, various dildo and vibrators were shoved into her cunt and asshole, and her clit was periodically buzzed to oblivion by the power of the Hitachi. I allowed some recovery time in between bouts of orgasm, but never too long. Sheri remained fixed in place for about an hour; I lost count of her climaxes. Her holes were ravaged and they gaped accordingly. With a big dildo lodged deeply in her ass, her last orgasm in this position was from my cock as I fucked her thoroughly used birth canal and deposited spurt after spurt of spunk deeply into it. At some stage, her nipple clamps must have torn off from the exertion. I removed the big dildo and observed her gaping asshole.
I finally unfastened Sheri and simply had her lay down on the bed.
“Open up your legs and hold your ankles,” I said.
Her cuntlips were bright red and my cum oozed out of the open slit. Not that it was overly necessary, but I put some lubricant on my hand and her cunt, and told Sheri to relax. Two fingers slid in easily as expected and I was able to quickly slip in a fourth. More of my own cum now bubbled out of her recess as my fingers worked their way inside of Sheri. The fourth finger now joined the other three and I thrusted and churned them rhythmically into Sheri’s sticky cunt. It took some effort and a couple of false starts, but finally I slipped my thumb in as well and I patiently worked my whole fist into Sheri. She gasped and simply screamed “fuck” as her pussy adjusted to the extreme fullness of a hard fist.
“Relax, breath in time to my thrusts,” I said as I started to very slowly drive my fist in and out of the depth of Sheri’s pussy.
Sheri came twice more as over time I built up a strong and steady rhythm, as her cunt became accustomed to the obscene fullness that a fist offers.
“I bet you did not expect to be wickedly fist fucked tonight by a man nearly 20 years younger.” I said as I finally removed my tired fist from her now completely gaping hole.Sheri could only offer a contented whimper. Another excursion by my cock into Sheri’s asshole and another injection of sperm into its dark depths completed our kinky activities for the evening. We showered together and then lay down and feel asleep in each other’s arms.

FISTING CHERYL

First impressions whether they be online or in person are not always accurate. I had posted online a thoroughly debauched tale of fisting and stretching – one of many. It is always good to get feedback and I often get asked if the stories are real or 100% fiction. The answer is a mix of the two. One of the stories elicited a response along those lines from a reasonably new user from the particular site I posted too. It is easy to become dubious of new posters that have profiles with very limited information on it. Are they actually the gender or age they say they are? Do they really live in Sydney, or are they in Nigeria and just want to give me a hand collecting some lottery "winnings"?

I did respond to this particular user, but only in very general terms and politely suggested it would be nice to know more about them as the profile was pretty "data poor". She responded quite promptly and politely, explaining that she was only new and was just getting the lay of the land. She did close off with saying that she knew what she wanted and really hoped my story was a lot more than just fiction. We corresponded for a little while and I learnt that she did live in Sydney - a north shore girl – St Leonards to be exact. Her name was Cheryl and she was a 36 year old brunette.

I must admit although I became convinced that she who she said she was, I became less convinced that she was interested in the kinks that I was, let alone in participating in anything of that ilk. She shared some photos of herself with me (and vice versa) and she looked both good and real. This made a change from the person that had an hour earlier said she was local and wanted to meet ASAP if I emailed her some "details". When I had asked that particular person for a photo, I was provided with a grainy photo of a woman from the 80s and I could see a Russian street sign in the background. By contrast, the photo Cheryl showed me was recent and clearly from Sydney. She was attractive and carrying "a little extra padding" as she said she did, and this did not bother me at all – to the contrary in fact. I won't say Cheryl she was plain looking, or anything like that, but it is perhaps fair to say that she would not stand out in a crowd.

One Friday night I was online fairly late and Cheryl bobbed up on Instant Messenger. She said she'd been out with a few drinks with the girls and was really horny and had been unable to find a man to fill her needs. I said if I lived closer (I am on the Gold Coast) I would be around there in a flash. She responded with:

"Hopefully to fist my hole, like I read in your posts. I NEED MY HOLE FISTED AND OPENED NOW."

This was much different from her usual correspondence and the capitals were her emphasis. Clearly she was a "hole girl" like I desired after all.

She quickly followed with message "God I wish you here using my hole" and then added: "I am lying naked on my bed with a huge dildo in my cunt and a smaller one in my bumhole. It's not enough though. I need someone like you here with me."

My cock instantly sprung to a attention and throbbed as I thought about Cheryl. A natural response of course! Filthy chat for an hour ensued and I agreed that I would travel to Sydney to meet in person the next week. I travel frequently to Sydney for work, so it was no drama at all. The next day, Cheryl was back online again and told me she had a horrible hangover, but that everything she had told me was true and she did want to meet. Over the next few days she showed me various pictures of her cunt and asshole either filled with a toy or object or gaping open. She had quite the holes.

I flew to Sydney the following Friday afternoon, did some special shopping, and settled into an upmarket hotel at Darling Harbour. I was to meet Cheryl at 6:30 for drinks and dinner in one of the Darling Harbour restaurants and she arrived on time and well dressed. She was obviously nervous but as we got chatting over a lovely Hunter Valley Verdelho, she was pleased that I came and pleased that looked like my photo. Cheryl had had problems with fakes as well.

As we moved quickly on to our second bottle of wine and started on our delicious mains – I had wok tossed prawns and Cheryl had lamb shanks, we started to talk about sex. It was then that Cheryl informed me that her vagina had been occupied for the whole day and still was now. Her mischievous smile met mine and I asked what was in there.

"I have a big dildo as the occupant," she replied and gave a mock apology for taking it upon herself to stretch her hole a little for my arrival.

"All great performers warm-up," I commented.

She then went to talk about how my stories had really turned her on and while she had met a few men who liked to do what she liked to have done – most she said never lived up to their words. I guess it was a comment as much as a challenge. We talked about why she liked fisting and why I liked to fist. She said she saw some old European fisting pictures in an ex-boyfriends porn stash when she was in her very early twenties. At the time she said she was appalled her ex-boyfriend had a porn stash and that it contained such "gross" things, and she broke up with him over it. She laughed at her own naivety then. She explained that as the years progressed as did her sexual horizons and she explored more things. Online one evening playing and looking at porn she said she came across some fisting videos which made her think about her poor old ex-boyfriend whom she now thought she treated rather unfairly, but also they made her very wet and from that point she had tried fisting herself and in her own words had become rather proficient at it.

"Simply, I like a fist in my fanny," she concluded before adding, "Or any other things that can be made to fit."

She did expand on the fact that her fisting partners as opposed to her vanilla partners in the past spent a lot longer focussing on her than just her own needs. She asked me to elaborate on why I liked fisting.

"Simply, I like to put a fist in a fanny," I said and she laughed.

I did though discuss the visual side of things, the wonderful way the right woman submitted to it, and the ability if you do it well to bring a woman to earth shattering orgasms.

Cheryl also admitted to something else. She just wanted to check with me that it was okay that she was a bit of "squirter". I was more than fine with this, quietly ecstatic to be perfectly honest.

However, we didn't prolong the conversations for too long as it was clear there were things that we both wanted to do. My hotel was in walking distance, but Cheryl apologised mischievously that she would be walking a bit slower than usual.

It was only a short walk so it didn't matter too much. When we arrived in the hotel room it was clear that we both wanted to get started. Cheryl quickly took her blouse of smiling and stepped out of her business slacks. She apologised for wearing granny undies but said they were necessary to assist in keeping the occupant in place.

"Would you like me to unveil?" she asked and I nodded without hesitation.

She got herself up on the bed still wearing her bra and panties. She slowly slid her panties off and spread her legs wide to reveal the end of a black dildo sticking out of a strained and glistening cunt.

Without speaking I shuffled over and slowly, ever so slowly, withdrew the lodger from its lodgings. Her cunt barely closed at all as the dildo was withdrawn. It was a big dildo but not gigantic but the fact that it had been worn all day was miraculous.

"Please take some photos on my phone as we go for my collection – no face shots," she said before adding, "Do you like my big cunt?"

"I do indeed and I can see that my usual preliminary stretching activities are not needed," I replied as I took a nice "before" picture with her phone.

Nonetheless, I still took my time and I fucked her slowly with the dildo that until now had been her occupant for the entire day.

"Mmmm yes, but I need much, much more," muttered Cheryl languidly.

"Patience, my dear Cheryl," I said quietly before withdrawing the dildo completely and leaving it by the side of the bed.

I kissed Cheryl passionately before unbuttoning her bra. I sucked and licked her nipples, but unlike my usual sessions, I would leave her tits largely alone as she wished. It was a shame as they were a beautiful pair.

I knew from her photos that her cunt was large and I had bought an array of things to use on it. I left my average sized dildos and vibes in the suitcase and went straight to the bigger of my inflatable models. I lubed it up and inserted it. As it nestled in nicely, I pumped it up slowly, a single pump at a time and a brief interlude between pumps until it could not be comfortably pumped any further. I then deflated it and administered it a number of more times. I took some nice photos of her bulging cunt.

Next I got out the dinner candles I had bought – red in colour. Although I do enjoy wax play – I would not be lighting them this time – I had an embarrassing little episode once with a fire alarm that wasn't disconnected as thought. I would however be inserting the candles deeply into Cheryl's cunt and I went about doing it. I worked three in easily and I fucked her slowly with them. I managed to get eight in – the last two down the centre which displaced the others outwards and further stretched her big hole.

I left them there as I took off my trousers and underwear, moved up her body and straddled her face – feeding her my rock hard cock. She adjusted herself to get comfortable and inhaled my cock as she stared into my eyes. She paid particular attention to my bulbous cockhead and I came grunting and spurting a load of cum – a gooey geyser across her facial features. She smiled sweetly and happily, and licked her lips.

After I came down from my climax, it was time to really get busy with Cheryl's hole – I withdrew the candles slowly – one by one. I got out my cuffs and restrained her wrists to the bed head and I also put some cuffs around her ankles and ran some rope from the ankle cuffs to some fixed points in the room. For the next hour I teased her hole, her clit and indeed her whole vulva and inner thighs. I pushed her over the edge numerous times. I mostly used my hands and my fingers and a small but intense little vibrator that I used on her clit. I pushed my fingers into her but never deeply. Her hole was still very open and with the teasing I was able to get four fingers and my thumb in but at this stage did not try and work in past the knuckles. I knew this is what Cheryl wanted, but I wanted her to be patient for the time being.

After her fourth climax I decided it was time to give her a fisting of a life time. Even though her hole was distended, I continued to take it nice and slow with a copious amount of lube. One last twist of my wrist and my whole hand lodged itself in Cheryl's birth canal and Cheryl moaned deeply "fuck yes" and then groaned gutturally as her sodden cunt became completely occupied. The squelching noises emanating from her snatch were mind blowing. Now that my fist was in there completely I could really get to work.

"Look me in the eye and tell me what you want me to do Cheryl," I asked.

"Fist my big fucking cunt hole. Stretch out my fucking big cunt hole with your man fist and make me soak the bed."

The depth of her need was obvious and I started to drive my fist deeply and rhythmically into her completely compliant cunt. Her pussy lips stretched around the base of my wrist when I withdrew and nearly inverted when my fist descended back into the wet depths of her cavernous cunt. Over and over I repeated this until on the brink of an orgasm I ripped my fist out and spanked her pussy. She flailed, she screamed, she came, and she squirted. She squirted all over me, all over the bed and on to the carpet.

I stopped spanking her pussy and took some pictures of the aftermath as she slumped back against her restraints and caught her breath. I took a close up picture of her sodden, red and open hole.

I then repeated the dose, but this time really twisting my fist inside Cheryl who writhed again against her restraints. Even though she was so very wet, I made sure there was lots of lube so could I really pump deep and strongly into her. Again she climaxed and this time I put my mouth on her huge cunt as she came and she squirted all over my face, I was momentarily blinded by delicious cunt juice. That was a first.

"Fuck that was good." said Cheryl as she lay there panting and then followed by saying that her hole needed a short rest and she wanted to suck my cock for a little while. I took off her restraints and I had her kneel on the floor with her hands behind her back as I fed her my rampant cock which she inhaled again with vigour, staring into my eyes as she did so. Languidly, I fucked her willing face before exploding deep down her throat. She continued to suck my softening cock that would no doubt be hard again very soon.

She finally stopped sucking my cock and asked, "Is another fisting out of the question?"

"A fisting and more Cheryl. I have a few things to try on you that I haven't tried before. I went shopping especially..."

"Oohhh," she cooed.

This time I laid on the bed and had her put her feet either side of me. I raised my arm up and with my other hand I guided her down on to my four fingers. Instinctively she rocked up and down on my fingers and commented that she had never been fisted this way before. I am always happy to deliver a new experience. It didn't take long before I was able to slip in all my digits in again passed the knuckles. I had her lean forward and balance on the wall behind the bed, and suggested to her that this was going to be very vigorous.

I thrust up hard into her cunt as she drove down. Once we synchronised our rhythm it was heaven. Her cunt grunted and I could feel the wetness emanating from her overused hole running down my thrusting arm. It was a short but frenzied ride for her to orgasm. As she peaked she nearly fell and again she squirted all over me but less voluminous than before. I had kept my fist inside her this time as she came and I felt her cunt quiver uncontrollably and it continued to quiver until I withdrew my wrist slowly. I looked up at a hole that simply hung open slackly. I asked her to hold still while I took some photos of the gaping maw that her cunt had become.

I had her kneel on the bed and spread her asscheeks and I put a blindfold on her. Cheryl's puckered little bumhole looked so out of proportion compared to the gaping fault line below it. I lubed up her bumhole and spent a little bit of time loosening up her sphincter just a little bit. When I could fuck her bum easily with two fingers I went back and focussed on her cunt. I wanted to put some massive objects in it. The first was a big bunch of celery – it was the biggest I could find in the grocery store. It took some time, but it finally went in. It looked like the thing was actually growing out of her cunt. I took some photos of it wedged in there, but could not really fuck her with it. When her cunt ejected it, her hole virtually didn't close. Since the bed was completely wet already, I went to the fridge, got out the bottle of bubbly and two glasses, shook it a little, popped the cork and jammed the neck of the full bottle into Cheryl's cunt. Champagne went gushing everywhere and Cheryl yelped and thrashed around at the coldness filling her cunt. When I had I collected two glasses worth of gushings, I then followed up with more depravity. I filled her cunt up with strawberries until it was overflowing with sweet fruit and I had her push them out collecting some in our champagne. I proclaimed that we had made a "Champagne Cunt Cocktail" and I had her sip from one of the glasses while I sipped from the other.

I had one more thing that I wanted to try and stick in her cunt. It was going to take some effort, but if ever there was the right time and right hole it was now. I had inserted salamis in pussies before, but I wanted to try something along those lines but much larger. When I had gone shopping I purchased the largest sausage of luncheon meat I could find. It was much fatter than any salami but much springier. It was sheathed in the slippery plastic that is typical of the product.

I told Cheryl, "I am going to put the largest item you have probably ever had in your cunt and probably ever will. I want you to spread your ass checks wide for me."

I used plenty of lube and I was able to compress the roll of manufactured meat down enough to get it into the entrance of her hole. It was clearly a strain but she were willing and what a sight it was as I slowly slid the massive meat into her cunt before bottoming out with still a good portion of the deli item sticking obscenely out of a hole that was now finally stretched to its limits. I took photo after photo of the meaty log in her cunt. I didn't leave it in you too long as I could see she really was straining. When I took it out her cunt it did not close. My work on her cunt was completed. I had one more activity to do though to finish off. I opened up her bumhole a bit more, slowly slid my cock in there, and fucked her asshole. When I came I withdrew and we hugged for a little while before showering together. We were both totally spent and the dawn was appearing. We left the hotel together as there was no point trying to sleep in that ruined bed. We bade farewell in the lobby of the hotel and vowed to meet again.

The Hotel is upmarket and quiet – I use it frequently, and you know it well.

You enter the hotel room and kneel before me – wearing a demure cardigan, blouse and long skirt. I like the idea of you travelling to meet me looking like everyone else, but being so much more. The idea, that people on the bus that you have caught think you are just coming home from work, when in fact you are going to a rendezvous to have your tits, cunt and anal cavity variously tormented.

I stare deeply into your eyes and see the desire to serve, to give over mind and body to me, to use as I so desire. I am impressed by the obedience, the stillness of poise. In my mind, I have choreographed a ravaging – a long and slow torment; a tumultuous mix of pain and pleasure. As I stare into your eyes, I know you are wondering what I am going to do, but I also know that you trust me to do what needs to be done.

It is time to get started.

I stand behind you and start massaging your tits through your clothing – lovingly. I can hear the pace of your breathing change as I do it. My fingers apply just enough pressure through your clothing to arouse you; I feel your nipples harden and I pinch them lightly through the fabric.

The lightest of moans escapes your lips as I do.

“Take off your cardigan and then your blouse,” I command.

Wordlessly you respond - prompt and efficiently. I notice that you are wearing the stylish bra that I sent to you.

“I am pleased that you are wearing that bra - you are a good listener and a thoughtful subject,” I comment.

“Thank you Sir,” you respond, bowing your eyes in servitude as you do.

I continue to work on your tits for about another 15 minutes, this time with more f***e. I use the palm of my hands and push them flat against your chest and watch the tit flesh bulge out the side of your bra. I push them up fiercely, stretching them at the base as I do. I grasp the nipples through the bra, making you yelp meekly, and twist and turn them. I squeeze your tits relentlessly. Until I move over to my suitcase and extract a nice ball gag. You open your mouth knowingly as soon as you see it and I put it in place.

“Take off your bra,” I demand.

Your tits are now bare. I can see they are already slightly reddened, but that is nothing compared to what is to come.

I peruse your lightly hued tits intently for a second before I command you to stand up straight and put your hands behind your back. I reach over into my suitcase and take out my leather cuffs and I cuff your hands behind your back. Content that you are standing straight and motionless with deep focus, I start slapping your tits - lightly and rhythmically at first - underneath to begin with, then the sides, and then the tops. Sometimes I slap them simultaneously, sometimes one at a time. I revel in the sound of flesh on flesh that resonates around the room. When I am happy with the deepening and even hue of your tits I stop. I am impressed by your focus, barely a whimper as I warmed up your tits with my hands, but of course there is much more in store. I reach in to my pockets and pull out some large thick rubber bands – a dozen in all. First one rubber band goes around the base of your right tit and then another one in the same place. Another pair then constricts your tit about half way along and then another pair towards the nipples. I meticulously repeat the dose to your other tit and then I momentarily remove the ball gag.

“What would like to say to Sir,” I ask directly.

“Thank you for slapping my tits and putting rubber bands on them. I am very lucky,” you answer sincerely.

“Are you aroused, would you like to orgasm?”

“Yes, but only if Sir wants me to,” you reply.

I am happy by the submission so far and I decide I will be rewarding it handsomely. I do stop though to admire my handy work – a pair of bright red and engorged tits. To top the sight off, I pull a pair of clover clamps from my suitcase. I waive them in front of your eyes.

“You know where these are going don’t you,” I whisper mockingly into your ear.

“Yes Sir I do?

“Will it hurt?”

“Yes Sir, it will,” you replied without emotion.

I place the teeth of the clamps on first one and then the other nipple. You wince and groan deeply as they bite in. A thick chain runs between the two clamps and I tug on it playfully.

I decide to release your wrists from their restraints, and then direct you to remove your skirt. You let it fall neatly to the floor and step out of it. You stand in front of me, resplendent in your vibrantly white panties. I reach into my suitcase and hand you a pair of scissors. You initially look confused, but then understand what I want. You cut the sides of the panties and they tumble to the floor. You will not be wearing them when you leave.

“Get up on the bed on all fours, and put your ankles on the edge.”

You dutifully obey. My gaze initially focussing on your tits – they are like torpedos due to the rubber bands and they are a lovely deep shade of red/blue.

I then focus on your exposed hairless cunt.

“Let’s do a little cunt work shall we, but before that, I have one more addition for those tits.”

I clip a heavy weight on the chain and you groan deeply as your already tortured nipples are dragged down further. I delight in swinging the weight and your groans become guttural as your nipples are bent sharply as the weight arcs hypnotically.

I start on your cunt by delivering a thorough spanking directly to your vulva. I vary the rhythm and f***e, keeping you guessing. Each blow sends the weight attached to your nipples swinging wildly. What started as a slit will end up more like a cavern. I start with an inflatable dildo and spend a considerable amount of time repeatedly pumping it up and then deflating. At the height of its inflation, I try to withdraw it, but it stays deeply wedged inside your cunt. I think about trying to drag you around the room by it, but decide not to. Maybe next time.

Since I have been happy with your servitude, I decide to give you a present, your first orgasm for the session, but of course there is a catch.

“Put your face down on the bed, and grab the chain on your nipples with one hand,” I announce.

“I am going to let you cum. I am going to vibrate your clit with the inflatable dildo wedged into your cunt, and spank your bum cheeks with a riding crop as I do. When you are reaching your climax, I want you to yank that chain and keep yanking it,” I explain.

“Yes Sir, thank you Sir,” you respond.

It doesn’t take long, probably less than a minute of the buzzing little vibe on your clit and you start to head to the edge of orgasm. With your cunt filled to capacity, a vibrator on your clit and your ass being whacked with a riding crop, you climax, yanking hard on the chain attached to the clamped nipples of your constrained tits as you do. Your screaming is primeval under the multiple assaults. You are a flailing screaming mess.

Your body visibly slackens as you slide over the orgasmic cliff, but I keep the vibe going and command you to still torment your own tits. Only for a little while, but I am sure for you it feels much longer. Finally I relent; I remove the vibe from your clit, grant you permission to stop tormenting your own tits, and then deflate the dildo and remove it from your birth canal.

I have you sit up and I then allow you to remove the clamps from your nipples, and tell you to remove the rubber bands from your tits. I remind you of how the throbbing will get worse as the bl**d flows back through your tits as the rubber bands are removed. As you sit on the end of the bed, I grab you lightly by the throat, and give your poor tits a bit more slapping. I look into your eyes deeply as I do, and your gaze does not stray from mine. This though is just a brief interlude before I return my attention back to your cunt.

I direct you back to the bed in the same position as before, but command you to spread your ass cheeks open and keep them open. Without much ado, I lubed up my hand and quickly slipped in three and then four fingers into your moist cunt. The inflatable dildo had done its job – your cunt was accomodating. With only a reasonable small amount of effort, and a little shriek from you, which I remind you is unnecessary, my thumb joined the four fingers and my fist sinks into the willing hole. I started off slowly and deeply, and then built up some speed slowly. Nearly withdrawing my fist all the way out before plunging it back in, stretching the entrance thoroughly as I did so. I enjoyed the sight of my fist further stretching you hole. Infinitesimally, each time I pulled my fist back out, I did so just a little more until finally it vacated the now vacuous hole. I was not done yet though, I plunged my fist back in and repeated the dose. The next time it popped out, I was convinced it was time to really go to town. I plunged my fist back in, bottomed out, and then whipped it right out again, as fast as I could. Over and over again I did this, as various squeals and grunts emanated from you. By the time I was finished, your reddened cunt hole hung openly slackly.

Pleased with my work, I have you stand in front of me, legs spread slightly.

“Tell me how you feel,” I request.

“Very grateful Sir. Very grateful that you have opened my cunt up with your strong fist. I am also very thankful that you have looked after my tits. I am very lucky to have a Sir like you.”

I am well pleased with the response.

“Put your hands under your tits and hold them up,” I command.

I reach into my suitcase, and bring out a flogger.

“Do not take my gaze away from mine.”

With that I flog the already well used tit flesh. Not for a long time, but just testing that your resolve has not waivered, making sure you do not flinch and do not take her eyes from mine.

Happy with the obedience, I extract a huge conical dildo from my suitcase and place it in the centre of the only chair in the room. I command you to sit on it with your tits facing the back of the chair. I could see that it took you awhile to adjust to the girth, but I was patient. When you were still, I place your tits on the back of the chair and use a black rope to intricately bind them. The colour contrast of the black rope and your red skin is stunning. I start with the rope from the base of the chair and with four tight loops, I encircle your left breast, forcing the remaining flesh out into a firm globe. With more intricate loops, I encircle the base of the right breast, which then of course also bulged out into a firm globe. I then secure the other end of the rope to the base of the chair as well.

With you firmly fixed to the chair by your tits and a huge volcano like dildo over-extending your cunt, I give your tits another hiding. First with my hands, then with the flogger, and then with the riding crop. You make far too much noise for my liking so I am f***ed to reinstate the gag and whack them harder.

Finally, I relent, and decide it’s time for a little intermission, before I get back to work on you.............................

I enjoy writing erotic fiction and will be sharing some here.