The Fundraiser

"Same again Master?" enquired holes.

'Yes for me but I want you to drink plenty of beer. I want to show the other guests how I've trained you to pee on command and I want you to be able to stop and start easily for our amusement."

"Thank you Sir" replied holes, retiring to the kitchen, wondering where she might be required to perform. 'If Lady Sarah doesn't like cum on her carpet, she certainly won't like it covered in pee.'

It was then that she noticed the wide, well lit verandah overlooking the street with all the other tall buildings and contemplated having to perform there, under the stars, on her back with her legs held high, a pale yellow fountain spraying all over her. She wouldn't be surprised if Lady Sarah decided to squat over her face and relieve herself at the same time. Perhaps Master would like to make her pee into a wine glass she mused - something she found difficult to do with any real accuracy.

holes' thoughts were suddenly interrupted by the sound of clapping and cheering emanating from the lounge.

'What did I miss?" she enquired of Master as she rejoined him from the kitched.

'Well, having done a lap of honour, Lady Sarah instructed pet to empty her mouth into a glass for everyone to see; swallow the contents in one gulp and then lick the inside of the glass, which she did perfectly. Her arse has apparently been spared for the rest of the night although the Dean has said he'd very much like to see someone accommodating a cock in each hole before proceedings are over. His aim is to raise $15,000 and he could be well on the way to achieving it if he can find the right sub. I might have to send you back down to the car to get your arse lubed and stretched!"

"Or you could just bend me over a couch and do it right here" she quipped. "Your finger slid in very easily just now."

"Yes, I was very pleased with that holes" he replied. "Well done. It should be used be used a lot more. I like going from hole to hole without struggling. I was telling some of the guests earlier how much you love having your arse fucked. Go and get the large stainless steel dildo from the bag and show them what I mean."

"Thank you Master. How would you like me present myself?"

"Go and get it and we'll let our fellow guests decide" was Master's reply. "They may want to assist."

The bag was very well stocked and neatly packed. The collection of dildos was arranged in order of size, each in its own pocket, smallest to the left. One of Master's favourites was a black inflatable that, once inserted, allowed the anus or vagina to be further stretched with the aid of a small hand pump. Once inserted and inflated, it could only be removed by releasing the valve.

The stainless steel one was by no means the largest or the longest but it was easily wide enough to be a very tight fit and would stay in place without fear of embarrassment when out shopping or socializing.

holes reached into the bag, picked up a bottle of KY but, remembering that Master had not ordered her to bring that back too, popped it back in its original pocket. Retrieving the heavy, bulbous stainless steel dildo, she walked backed to the group, handed it to Master, and turned around, spreading her legs wide. Bending over, she pulled her arse cheeks far enough apart to display both holes to the group. In this position, her labia were separated and it was obvious to everyone just how wet she had become.

Francine, one of the women who had been admiring holes since she first entered the room, enquired "May I go first Master?"

"Certainly" he replied, handing her the dildo.

Weighing the heavy toy in her left hand, she stood behind holes and inserted her middle finger straight into holes' pink anus in one easy motion until it was in as far as it would go. She was surprised how easily it entered and how easily she could rotate her finger within her. Looking at the width of the dildo she decided holes needed to be stretched further yet though and, pulling her finger from holes' rear, immediately added a second. This time it was a lot harder to get in and she needed to pause from time to time to allow holes' to adjust to the new intrusion. Once she had both fingers fully inserted, she began to move them wider apart, sliding them backwards and forwards against each other, gradually opening her wider and wider.

She enjoyed watching holes' arse clinging to her fingers as she pulled them almost all the way out before re-inserting them again in a motion that became progressively easier.

holes too was enjoying the sensation and moved backwards and forwards to meet each thrust. She loved being used like this, knowing she existed for the pleasure of others.

"My hands are bit full here" Francine observed. "I could do with a bit of assistance. I need at least one more finger; a man's preferrably. This dildo is seriously big Master. I'm sure you know this part of her anatomy rather well. Could you help me out here please?"

Master's response was to slide one of his own fingers against the two already in holes' anus. She gasped momentarily as her ass was stretched wider still. Once fully inserted, he moved his finger away from the other two, widening the accommodating hole even further.

Other guests had begun to observe the activity and a small crowd began to gather around holes' rear. Comments were made about how wide her arse could be stretched and whether or not it might be possible to insert four or possibly even five fingers into her. One observer suggested she might like to be filled from both ends at once and proceeded to rub his cock all over holes' face and lips in anticipation of Master's nod of approval.

His penis was long and thick and holes was dying to examine its length with her tongue but would never dare do so without permission. All this attention to her rear, coupled with the cock hovering invitingly in front of her mouth was making her extremely wet and she knew she was dripping. Once the dildo had been properly inserted, she hoped Master might let her have her other holes filled with other waiting cocks at the same time. The thought of it made her arch her back further for better access and it wasn't long before she was dying to be allowed to cum while trying desperately hard not to. The fingers that traced across her clit made her feel like she was about to explode but she knew that that would be forbidden until her performance had been completely satisfactory to everyone. She knew she would have to be totally stretched and filled with cum or covered in pee before she would be given permission to entertain the crowd and Master with her orgasms. And He had not yet presented her to the group for tonight's fundraising.

With three fingers moving easily within her rectum, it was decided that the time had come to insert the steel monster.

Firstly, the dildo was inserted into her cunt to lubricate it. It slid in and out effortlessly; testament to the fact that she was a well-used fuck toy, capable of accommodating far larger objects.

Placing the tapered tip against her anus, Francine applied steady pressure until it was about two thirds of the way in and holes had began to gasp in pain as the bulb stretched her much wider than the three fingers had only a few moments ago. holes started to clench her arse cheeks together and moved forward and away from the intruding toy towards the cock still held up to her mouth. A stern "holes!" from her Master reminded her that whenever she was being used, she was only ever allowed to move in order to provide better access.

"Sorry Master" she replied, knowing that any breach of the rules or disappointment she engendered would result in far worse pain later.

Recomposing herself, she relaxed her arse cheeks and straightened her back once more, allowing the bulbous base of the dildo to be forced painfully past her sphincter and deep into her rectum until only the steel extraction ring remained visible.

The relief of having it all the way in was palpable. Placing one hand on her back to steady her, Master slipped his finger through the ring and gave it a light pull to make sure it would stay in place. It was so tight that holes knew extracting it later would be just as painful as inserting it in the first place.

"Stand up holes" commanded Master and, helping her back into an upright position, kissed her long and hard and passionately to wild applause from the group. The movement of her tongue in his mouth felt wonderful and he felt overwhelmed with a sense of tenderness towards her. He used her at will and felt deeply protective and proud of her all at the same time. She was his completely, unashamedly.

"Well done darling. Now walk across to the kitchen and back to make sure its firmly in place."

holes did as she was told, noticing how strange and slutty and exciting it felt as she walked across the room amongst the other guests. It felt strange at first, but the further she went, the more comfortable and enjoyable it became. She was admired.

To be continued...