Squeeze · Part 2 (2/2)
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He then took Squeeze’s left ball in his hand and pushed his thumb sharply into it. This was then repeated with the right ball. Squeeze was left reeling. He was then pushed and bent over the stall and held in place by the rope attached to his head harness. Paul’s hands went on his arse again, but suddenly he felt Paul’s cock pushing at his arse, but through his Paul’s clothes. Paul told Squeeze that he was lucky that has not been given permission to fuck him, but Paul was sure that he would be allowed to one day! Paul then put a leg spreader on Squeeze. He attached a leather parachute round his aching balls and attached a bucket to it.
Slowly Paul poured water into the bucket, making it heavier and increasing the ache in Squeeze’s balls. “You’ll certainly know you’ve got balls when they put you through your paces in half an hour’s time,” said Paul. “I’ll come and get you then! Don’t go away!” With that he left.
When Paul returned he gave the bucket a little swing. Squeeze tried hard not to show that the oscillation had any affect on him, although it most certainly did. Paul quickly got him ready for the morning’s exercise. His head harness had blinkers again. The last things to be removed were the bucket and the parachute before his pouch was put on. Paul led him into the court yard and backed him into a double buggy. When he was finally attached Paul slipped a hood over the whole of his head to completely blindfold Squeeze. The hood also had the affect of muffling some of the noises. At first Squeeze tried hard to make out what was going on around him, but then he thought that a real pony wouldn’t be bothered so why should he and he drifted off into his own world.
He was brought back to reality when he felt the trap start to move and sensed that there were other people quite close to him. He could feel their body heat and smell their perfume, even through the hood. His hood was taken off and he found himself harnessed next to a filly. He tried hard to get a good look, well any sort of look at her, but was unable to as Paul was hold his reins tightly and the blinkers were doing their job.
Lady Magrit and Sir Ricard approached the trap was behind. The ponies could hear them approaching, but could not see them due to their blinkers. They only recognised them by their voices. “So this is Squeeze, may I?” With that Sir Ricard took hold of Squeezes aching balls and gave them a good squeeze for good measure. Squeeze tried hard not to grimace, but a sharp wince brought the now familiar smile to Sir Ricard’s face. Lady Magrit stroked Rosie’s buttocks while Sir Ricard fondled her breasts. Lady Magrit and Sir Ricard jumped into the cart with Sir Ricard driving. They set off at a gentle pace and Squeeze glanced over at Rosie to get a glimpse of her wobbling breasts. Sir Peter has been waiting for such a moment and took the opportunity to give Squeeze a good flick with his whip on his left buttock. The lesson was learned.
Squeeze and Rosie were made to work hard for the next forty five minutes. Sir Ricard stopped them in a small glade and got off the trap. He helped Lady Magrit down and took the picnic basket off the back. Squeeze and Rosie were tethered to a convenient branch. This did not allow them to see what was happening behind them in the glade. Sir Ricard took a leather parachute from his pocket and placed in on Squeeze’s balls. From the other pocket he took out a piece of thick black elastic with loops at either end. Sir Ricard found the centre of the elastic and pushed it through the ring at the bottom of the parachute, forming a loop. He then pushed the two ends of the elastic through the loop and pulled tight into a knot called a lark’s head.
The two loops of the elastic were now hanging from the parachute, about thirty centimetres from the floor. He picked up one of Squeeze’s feet and put in one of the loops like a stirrup. It was obvious, at least to Squeeze, what he was doing. The elastic immediately put a downward pressure on his balls through the parachute. This pressure was doubled when his other foot was put in the second loop. Sir Ricard then took two pony blankets from the trap and put them over the ponies to make sure that they did not get cold. It also stopped Squeeze getting a free look at Rosie’s body.
Bottles with long straws were hung round the ponies necks and they were able to take a long satisfying drink. The exertions of the morning had left them very thirsty.
Sir Ricard took a blanket from the trap and laid it on the floor for Lady Magrit and himself to sit on. As Lady Magrit made herself comfortable Sir Ricard spread out the picnic. Lady Magrit could not help noticing the way Sir Ricard kept looking at her and the first tell tale signs of swelling in his jodhpurs. It wasn’t long before the conversation turned to having sex out doors. Lady Magrit said that this had always been a fantasy of hers and Sir Ricard suggested that now would be good time to try.
Rosie and Squeeze had been listening to the conversation and Squeeze thought at first that he was going to have sex with Lady Magrit. All of a sudden the reality of what was about to happen hit home. He felt an empty feeling in the pit of his stomach. He could hear the noises of the couple behind him but could not see anything. Rosie just looked forlorn. This was not the first pony camp that she had been to and she knew, or had been told by Sir Ricard that he would always take the opportunity to try other partners.
Lady Magrit and Sir Ricard were having great fun with each other. It wasn’t long before Lady Magrit’s boobs were exposed and subjected to licking, sucking and stroking. While her breast received attention Lady Magrit hands hand over Sir Ricard’s cock and balls. She smiled as she felt his cock stiffen through his jodhpurs. After a brief bit of fumbling and giggling the pair had their boots and jodhpurs off. Lady Magrit’s thong did not stay on long. Her arousal was heightened when she saw that Sir Ricard did not wear underwear. Sir Ricard’s tongue found her pussy and she was lapping it up, or rather being lapped up!
Sir Ricard pushed Lady Magrit’s legs over his shoulders and slowly penetrated her eager fanny. This position allowed him to drive deeper into her and it wasn’t long before they both enjoyed a magnificent orgasm.
After a rest, the owners decided that they needed to clean up. They began whispering to each so that their ponies would not hear. The owners walked up to their ponies and untethered them and took their bits out. “Now you know who’s being fucking me”, Lady Magrit whispered in Squeeze’s ear. “My fanny needs a clean. It is full of Sir Ricard’s cum, but don’t worry, you won’t have to do it. Well not this time, as Rosie’s going to. Your job, should you accept it, is to suck Sir Ricard’s cock clean. But then ponies don’t have a choice do they?”
With that Sir Ricard she pushed Squeeze’s face onto his cock. Squeeze tried to shy away, but the harness made him easily manoeuvrable. He dared not shut his mouth although he wanted to and took Sir Ricard’s cock into his mouth. It had a mixed smell and mixed taste. He recognised the smell and taste of Lady Magrit and the taste of Sir Ricard weren’t too strong. He wrapped his tongue around the cock and used his lips to push the foreskin back to give it a thorough cleaning. Squeeze felt quite pleased with himself when he was eventually let up and didn’t receive any punishments.
Rosie was quickly laid on her back with Lady Magrit fanny over her face. Rosie had had to perform this task before. It was not her favourite job, but she didn’t overly dislike it. She had always enjoyed giving Sir Ricard a blow job, so it was no hardship to swallow his cum, even if it was second hand. She was not bisexual so having a fanny to suck didn’t turn her on though. She belonged to Sir Ricard and would do anything he asked. She did this primarily because she wanted to please him, and secondly because she knew that she would receive a punishment if she so much as hinted at disobedience. Sir Ricard’s punishments were to be avoided.
The ponies were put back in the trap and Lady Magrit disappeared into the bushes for a quick pee, while Sir Richard relieved himself against a convenient tree. The ponies were told that if they needed to go they should go now. To this extent they were made to squat. Squeeze was too embarrassed to go at first, but Rosie had no trouble. It wasn’t long before Squeeze empted himself as well, much to his embarrassment.
Saturday Night
As soon as Lady Magrit got into her room Susie began fussing round. She ran a bath and gently took Lady Magrit’s clothes off. Lady Magrit relaxed in her bath and thought through the day’s events. She had enjoyed her ride with Sir Ricard. He was certainly a good lover. It was also fun having Rosie lick her clean. She would have to try that again. Or may next time she came to stay she would ask for a truly female maid. That would be interesting!
Poor old Squeeze she thought. Poor old Squeeze, no way she decided! He was having the time of his life what with all those other ponies about. His balls were getting lots of attention and he had even got his cock into at least one other fanny. She had kept count of how many ponies he had entered last night, but she would never tell him. Sucking Sir Ricard wouldn’t have been his favourite job, but then it wasn’t up to him. The letter she had passed to Paul had told him that he was to make him proficient at blow jobs, this had been Sir Ricard’s idea, and although she had slight concerns about Squeeze having a male relationship she thought the it would be a good test for him. Her mind kept returning to the strap on. She wanted to put Squeeze to that test.
Susie rushed around as fast as her high heels would allow her. While Lady Magrit was out she had been helping prepare that night’s diner. As soon as she had got Lady Magrit ready she would have to change into her waitresses outfit.
When Lady Magrit asked for the strap on to be brought to her Susie’s heart sank. Not that she minded having the strap on used on her, that was rather enjoyable, it was the fact that this could cause her to be delayed getting ready, in which case she would be severely punished at the end of the diner. However, it would be worse if she ignored the command.
Susie got the strap on and an enema for herself. She showed Lady Magrit how the enema was used and was allowed to empty herself in private. Susie carefully buckled the strap on onto Lady Magrit when instructed. She slipped a condom over it, explaining to Lady Magrit that it was more hygienic and less messy this way. Susie knelt on the bed as Lady Magrit was new to using a strap on. This meant that Lady Magrit could stand up. Very slowly Lady Magrit eased the head of the dildo into Susie’s arse. On Susie’s instruction she slowly made each stroke minutely deeper. After a little while the dildo was going in for its full length. Susie leant back to receive the strap on and Lady Magrit began to thrust away. Now this was fun she thought. Her hands moved from Susie’s hips to her cock and balls. While her left hand squeezed the vulnerable balls her right hand pumped Susie’s cock.
The owners were invited to the gala diner, laid on by Sir Peter. It was a formal black tie affair. However, the catering and waitressing was done by the maids. Each maid wore a shiny rubber outfit. The outfit consisted of high heels, long black rubber stockings, suspenders a black top and short skirt with a white pinafore on top. The male maids all have artificial breast in place to fill out their blouses, while the female maids had their breasts exposed for all to admire. It never failed to amaze Lady Magrit that there was such a variety in size and shape of breasts. No wonder men were so attracted to them. Then again all cocks were different, that’s why it was so exciting having a new partner. She assumed that all fannies were also different.
At dinner that night Sir Ricard sat next to Lady Magrit and kept trying to her engage her in conversation. Lady Magrit wanted to get to know more of the owners and kept her replies to Sir Ricard polite but short. She remember how he had held her down when he took her from behind and although delicious she wanted him to know that he could not always get his own way. She was no pony in the making. Lady Magrit thought that next time they were together she might give his balls a little squeeze to remind him who was dominant. But that could wait.
After cocktails had been served two large tubs of sawdust were brought into the room. There was a pink tub for the owners with fillies and a blue tub for the owners with stallions. The owners invited to play lucky dip. Lady Magrit watched with growing interest as the owners went up, dipped in the appropriate tub and revealed their prize. The prizes consisted of pieces of pony equipment and other assorted accessories. There were reins and bits, various types of nipple clamps for the fillies and cbt devices for the stallions. Lady Magrit decided that she wanted something big and nasty.
She was quite disappointed when she drew out a small light package. She opened the package to see she had got a small plastic object. It was a tube about 10 cm long with a couple of rings at one end. Her disappointment turned to intrigue as she read the instructions. She had pulled out a CB3000. The instructions said that this was a male chastity device. It would stop the wearer getting erections and masturbating. It could also be worn for prolonged periods. The instructions said that the wearer would become more docile, attentive and subservient. She could have some fun with this.
She would keep it as a surprise and put it on to Squeeze without him realising what was happening. No, she would have it put on Squeeze by his groom. Squeeze’s life was about to change, all for the better she thought, and he didn’t even know what was coming. Tomorrow he would be in a chastity belt and she would also fuck his arse with a strap on for the first of what would be many times. These thoughts made her wetter and wetter and she had to gain control of herself to stop herself gasping aloud.
She declined the offer of going back to Sir Ricard’s room as she wanted to be alone and just let the thoughts of tomorrow’s fun run through her mind. She did however arrange to go on another ride in the double buggy with Sir Ricard and Rosie.
Sunday
Squeeze was roughly awoken at six thirty by Paul. He was first stood up and then bent over the rail that closed the stall. He could just make out Paul busying himself about. There were bottles and tubes being hung up and Squeeze was curious as to what they were to be used for. He had been pleasantly surprised and perhaps slightly disappointed that he hadn’t received a caning or anything similar as he had assumed that he was in this position for such a purpose. His arse was certainly vulnerable. He then felt cold sticky fingers lubricating his anus. This was something he didn’t like.
He panicked when he thought that perhaps Lady Magrit had given permission for Paul to fuck him after all. He knew that Lady Magrit would want him fucked one day, but surely not today and without her watching to add to his humiliation. His fears were slightly allayed when he felt the end of a tube being pushed into his arse rather than the cock he had been dreading. As the water began to flow into him he realised what was going on. He just hoped that he could hold the enema and not disgrace himself by discharging it before he was told to.
When the enema was all inside Squeeze Paul removed the tube and told him not to dare to release the contents of his bowels until he was told to. He the led Squeeze to a toilet and had the decency to let Squeeze empty his bowels in private. It felt a great relief as the water gushed out of him and cleansed him. After wards Squeeze had a strange empty and light kind of feeling. Not unpleasant, just different and unusual. He soon got used to it.
Paul then took Squeeze outside for his morning wash and hose down. His leather head harness was put on as soon as his head was washed and roughly dried, which was unusual. A hood was put over his head and he shivered while the rest of him was washed down. The water felt exceptionally cold today. He felt his balls being pushed roughly through what he assumed to be a cock ring. His genitals then received another soaking with cold water. His cock was put into what felt like a tube. He was still too cold to get an erection and the tube slipped on easily. Now Squeeze was intrigued. What had his cock been put in and why? Paul led him back to his stall, but left the hood on.
Lady Magrit got up early that day. She had hardly slept for her excitement. Susie couldn’t do anything right and was constantly getting stinging swipes across her arse with the cane as Lady Magrit wielded it freely. She got Susie to get the strap on out and together with a training dildo. Squeeze would loose the use of his cock and his virginity today. What wonderful presents she was giving him. She hoped that he would enjoy them.
She had Susie instruct her how to put the strap on on, and how to take if off by herself. She soon became proficient and thanked Susie by giving her six strokes of the cane. It was then that she realised what a sadistic mood she was in. She decided that it was Squeeze’s fault for getting her so excited.
When she went into the court yard at nine o’clock she found Rosie and Squeeze waiting patiently for her. They had no choice. Sir Ricard was also waiting. She ignored him and walked up to Squeeze. She took his hood off and gently caressed his chastity belt, which Squeeze could see for the first time. “I hope that you like my prize,” she said. “I won it last night. It is a chastity belt and it will keep you chaste until I decide otherwise. No more orgasms for you, unless I say so.”
Her words slowly sunk into Squeeze. Wow, he had always wanted to try one of these. He felt an erection starting to develop and then stop as the chastity belt restricted his member’s growth, squeezing the life out of it. He then winced as it began to get painful. His cock began to twitch. When it twitched the chastity belt bit in more, causing more pain and then another twitch. It really was a vicious circle in more ways than one. He also realised that his discomfort was there for all to see as Paul hadn’t put his pouch on this morning. He was glad when they set off and the exertion caused him to take his mind off the constricting device and he became flaccid and comfortable.
When they reached the glade where they were to stop for lunch Lady Magrit got out of the trap first and took off Squeeze’s reins before she put a hood on him. Rather than tethering him she led him into the centre of the glade. At the same time Sir Ricard unharnessed Rosie and brought her into a position so that she could watch what was going on.
Lady Magrit forced Squeeze onto his knees, which she kicked wide apart and pushed his head to the floor. With the hood on and his arms tied securely across his back Squeeze was not particularly comfortable. Lady Magrit left Squeeze in this vulnerable state with his arse in the air and his balls open for abuse. A thrill ran through his body in anticipation of what was about to happen. He didn’t know what it was, but he was set up for something. The thrill was checked as his prick began to swell and the CB3000 dug in and began to do its job.
In the meantime Lady Magrit took off her boots, jodhpurs and thong before pulling her boots back on. Rosie admired her pussy and reminded herself of yesterday when she had had to lick her Master’s cum out of it. Lady Magrit went to the back of the cart and took the strap on out of its bag and deftly buckled it into place. She slipped a condom on it before walking purposefully over to Squeeze with a jar of lubricant in her hand.
Squeeze felt the cold lubricant for the first time as it touched his arse. She spread it liberally around his rose bud before easing a finger in. Squeeze still hadn’t realised what was about to happen. His mind was stuck on the enema that he had received that morning. He stiffened as a second finger was introduced and then both digits were removed. It only dawned on him that he was going to be taken by a strap on as the head of the dildo slipped into his well greased arse.
Slowly Lady Magrit eased the whole of the dildo in. This did not take long as it was only a small training dildo. She began to pump away to a slow and steady rhythm. Sir Ricard and Rosie watched the de-flowering with interest. Rosie was then led and knelt down beside Squeeze. Sir Ricard donned a condom, smeared some lubricant on Rosie’s rose bud and began to fuck her arse in rhythm with Lady Magrit. Rosie was used to being fucked anally. One of the stipulations of Sir Ricard was that all his pony girls should be three hole girls.
When the owners had finished giving the ponies a good rogering Sir Ricard pulled out two medium sized butt plugs. These he lubricated and eased into the ponies’ bums. Rosie was also had a dildo slipped into her fanny. The crotch straps of their harness were then adjusted to ensure that nothing slipped out accidentally!
Lady Magrit then appeared in front of the ponies wearing a wry smile. She gently wrapped one gloved hand around Squeeze’s balls while she stroked Rosie’s fanny. Both ponies jumped at the same time, much to her amusement. She then revealed that she had found some stinging nettles and as she was wearing gloves she could pick them and use them. She then went on to sting four nipples. Sir Ricard decided that it would be a good idea to add a nettle to the carriage whip to give the ponies additional encouragement throughout the afternoon.
Sir Ricard and Lady Magrit enjoyed the ride back to the house. The ponies’ bums were red from the joint ministrations of the carriage whip and the nettles attached. During the ride Sir Ricard suggested that Lady Magrit and Squeeze should visit his house in two weeks time. He hadn’t had a stallion to torment for some time and was sure that Lady Magrit would enjoy teasing Rosie.
The Journey Home
Nick put the bags in the boot of the car before opening the passenger door for Maggie. Nick got in and they began their drive home. “Well, have you had an enjoyable weekend?” Maggie casually enquired.
“I was a bit disappointed about not having a female groom,” Nick replied. Maggie laughed. “I choose a male groom for you! I knew that if a chose a female you would try and get your naughty little cock in her, instead your groom wanted to get his cock in you. You never know I might let him next time. That should keep you being good.”
“I was so pleased that you got on so well with Sir Ricard. I was jealous, of course, but I wanted you to enjoy a really good time, get as much sex as possible. It was a shock when we went on the ride and you and he made love in the glade. It was a time of mixed emotions for me and also huge turn on. It was also so unfair to get me to suck his cock clean.”
“I thought that that would test you, but it could have been worse, you could have got Rosie's job of sucking all his cum out of me! I didn’t want to give you the pleasure of doing that there and having the fun of licking my pussy. What did you think when I let you do it the next day?”
“Let me do it, I didn’t have a choice! You know that it has always been a fantasy of mine to clean your pussy of somebody else’s cum. I wasn’t sure if I would like doing it in real life and it was a bit hard at first. It was easier than sucking my cum out of you though. Perhaps I’ll get a taste for it!”
“Well you never know your luck! Now tell me everything that Paul did to you, and whether you liked it or not. Don’t leave anything out. You know that part of his job is to send me a written report about you, how you behaved and what he thinks will improve your training. That is for my eyes only so you won’t have to worry about his suggestions. They will just happen.”
“He enjoyed having me bound and helpless, and I must admit that’s a position I like to find myself in. I was pleased when he told me that you were not going to let him fuck me. He liked to squeeze my balls and you know that I am partial to that. However, he does have a strong grip that he can hold forever! The cane was painful, and I didn’t like the way he kept practicing hitting my balls with whatever he had to hand as it got very painful. The worst thing was the way he made my balls ache before going out in the cart. It really hurt as my balls bashed against my legs as I was running. It took quite some time for the ache to subside, although I think that I am beginning to get used to it now. I also seem to be able to with stand Paul’s assaults on my balls for longer.
Now for the bits that you have been waiting for. I was mortified when you said that you would write a letter to Paul, allowing him to do what he wanted. He had already told me that he was going to fuck me; it was just a matter of time! He used my mouth all the time. I think that I am becoming an expert cock sucker. I am getting used to having it pushed right down my throat, avoiding touching it with my teeth and swallowing cum. I was pleasantly surprised that he didn’t fuck me.”
“Mmmm I’ve now got a little cock sucker, have I? I hope that you haven’t been getting too much in touch with your feminine side! What did you think about the strap on? I loved it and hope that you did too as I intend to send you out to buy one as soon as we get home”
“I’m pleased that you liked using the strap on. Thanks for using a small dildo. It was very strange at first, but then I relaxed and thought of your pleasure and then I began to get used to it. I wouldn’t say that I enjoy it yet though. Are you going to see Sir Ricard again?”
“You had better hope that I do as only he has the key to your chastity belt! We have been invited to spend the weekend with him and Rosie in two weeks time. Can you wait that long for your next orgasm? It may even be longer, we shall see,” smiled Maggie. “I want to rest now so no more talking. You can think about this while you drive, now that I have fucked you first, you are available to whom ever I choose to give you to.”
Squeeze · Part 2 (2/2)
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