A Game for Bobby
Round Two
by Stella Fyre
Smashwords Edition
Copyright 2010 Stella Fyre
Published by Strict Publishing International
Smashwords Edition, License Notes
This ebook is licensed for your personal enjoyment only. This ebook may not be re-sold or given away to other people. If you would like to share this book with another person, please purchase an additional copy for each person you share it with. If you’re reading this book and did not purchase it, or it was not purchased for your use only, then you should return to Smashwords.com and purchase your own copy. Thank you for respecting the hard work of this author.
Prologue
Bobby suffered pain and humiliation at the hands of three Mistresses before finally being accepted as suitable to become their permanent slave. His relationship with Mistress Andrea developed far beyond the norm for a Mistress and her slave, and all three Mistresses began to trust and rely on Bobby’s abilities and judgement.
However, life was far from simple for any of them. The Mistresses have captured a gang of young thugs who had earlier attacked Bobby and then tried to break into the Mistresses’ house, and are holding them in their dungeon awaiting punishment.
CHAPTER ONE
Bobby’s watch alarm buzzed and he switched it off, carefully extracting himself from Mistress Andrea whose arms were wrapped around him. He was just slipping out of bed when she woke up. “Oh Bobby, I was so warm too.”
“If it’s any conciliation, Mistress Andrea, so was I.”
“Now I will have to get the last hour of my beauty sleep alone.”
“That is something you will never need, Mistress Andrea: beauty sleep. You could never improve on the perfect beauty that you already are.”
“You always say the nicest things, Bobby, and so early in the morning. Come over here and give your Mistress a good morning kiss.”
Bobby did as she asked but only gave her a soft kiss on the lips. When he stood up, he told her, “Your lips are as sweet as honey, and the taste of such sweet nectar will remain with your slave for the rest of the day. I must go and shower, Mistress Andrea.” He smiled at her as he walked out the door.
Bobby was at the breakfast table when Mistress Andrea came into the lounge, and he stood up and helped her with her chair.
“Thank you, Bobby.” Once she was seated, Bobby sat back down and started to eat his toast.
While they were sat drinking coffee, Mistress Marlene told the other Mistresses that their guests had been separated.
“I think this small fact calls for an early start,” Andrea told them. “The sooner we sort out these immature idiots, the sooner we can get on with our lives. Bobby, if there are any problems while we are downstairs you may come down and ask me. There will never be a time when you cannot see me.”
“Yes, Mistress Andrea.”
They all stood up together, and once again Bobby held Mistress Andrea’s chair for her. As the Mistresses left the lounge, Bobby went about his tasks.
In the basement, Carol was now over the punishment bench and she looked up as Mistress Andrea came down the steps. Mistress Andrea walked over to the front of the girl and spoke: “You are in a sorry state, Carol, naked and in a vulnerable position. You have been told what this place is, but Bobby’s description of it was not quite accurate. It is not a torture chamber; it is a place of correction, and I am afraid that you need correcting. This morning, I am going to give you an undetermined amount of strokes of the short strap on your buttocks. Carol started to pull at her bonds and Mistress Andrea shouted at her.
“Stop doing that! You are wasting your time, and you will need all that strength to endure the pain. You will hurt yourself more by pulling at the bonds than the strap will ever hurt you. Now, prepare your mind for what is about to happen to your body.”
Mistress Andrea walked out of range of Carol’s vision, and then Smack! Smack! Smack! Andrea saw Carol jerk at the strokes as she administered three more. They were not hard strokes, but she knew that Carol could feel them. Mistress Andrea was evenly distributing the strokes over both buttocks, and another six followed. There were little whimpering sounds coming from Carol’s mouth as Andrea went back in front of her.
“You are doing well, Carol, but as we go on it will feel as though the strokes are getting harder. In reality, however, the force of the stroke will always remain the same. I can see the tears in your eyes and they are already rolling down your face. I am now going to take the gag from your mouth, but before I do, I will tell you who I am. I am Mistress Andrea, and that is how you will address me. As you are a new student, I will accept just ‘Mistress’. If you shout filth or curse me, then you will receive extra punishment and that will be between the sessions that you will receive today. Do you understand?”
Carol nodded her head.
Andrea looked at the watch on her wrist as she took the gag out of Carol’s mouth. “There will be a short break in a moment when my coffee arrives.”
Just then, the door upstairs opened and closed, and Bobby came down holding a tray with her coffee.
“It’s the maid’s morning off, Mistress Andrea,” he told her.
“Oh yes, Bobby. I forgot. Would you put it on the table and wait while I drink it.”
“Yes, Mistress Andrea.”
“I’ll bet you now love it, watching me suffer, Bobby?” It was a statement from Carol, and it took both Mistress Andrea and Bobby by surprise. Bobby looked at Andrea and she nodded.
“Why on earth would I be happy to see you getting punished? It is not my fault that you find yourself in that position.”
“What makes you think I won’t tell the police when I get out of here?”
“Think about this: you pierced me with your stiletto in a deliberate act of brutality, and your shoe is over there with my blood and DNA all over the tip. If I had not moved my body just before impact, it might have struck my ribs, and at best it would have punctured a lung. Sid kicked me in the head and knocked me out, so I would most probably be dead now. For that, you would be looking at ten years in prison for manslaughter if you were lucky. You came here uninvited to do the Mistresses harm, or at least to rob them of their possessions. Now answer this, Carol: would you rather have a warm red ass for a few days or a woman’s prison with all the lesbians fighting over you? Keep in mind, also, that all the damage you caused breaking into this house is on CCTV.”
“A warm red ass, Bobby” she replied.
“Good choice.” He then turned to Mistress Andrea and smiled.
“Thank you for the coffee, Bobby.” She returned the smile. “I will be back up shortly. When the maid comes back, please send her down here.”
As he picked up the tray, he answered, “Yes, Mistress Andrea.”
Bobby had just walked out of the basement when he nearly bumped into Mistress Petra. “Have you seen the maid, Bobby? I haven’t had my coffee yet.”
“It’s her morning off, Mistress Petra. I would be happy to fetch one down to you.”
“Thank you, Bobby. Please get one for Mistress Marlene also. We are both down in the back basement.” Before he had time to answer, she had gone.
Ten minutes later, Bobby stepped down into the back basement where he saw Sid over the punishment bench. There were welts on his buttocks where Mistress Petra had served him with the cane. Bobby walked over and put the coffee on the table to the front of Sid, and the two Mistresses stepped out from behind a short wall. Mistress Petra said, “Thank you, Bobby.”
Bobby heard Sid mimic, “Thank you, Bobby.”
Bobby ignored him and poured out the coffee for the Mistresses, and as he did so, Sid shouted, “Proper little waiter, aren’t you? You fucking queer!” Bobby’s eyes went wide, and he looked at Mistress Petra. She smiled, and nodded her head for him to reply.
Bobby turned around. “Didn’t you know, Sid, that you are in the wrong position to be calling people names? Your ignorance and stupidity never ceases to amaze me, and I believe that if you had one percent more intelligence you would have that of a daisy without the pretty face. Also, let me put you straight, and you need putting straight because it is you that is the queer. I live in a house as the only man with three stunningly beautiful ladies who are my Mistresses. You, on the other hand, live in a flat with two boys, and yet you are calling me queer, Sid. For your own sake, get real.”
“Where’s my sister you smart-ass?” Sid’s face was red.
“She’s in the recovery room, Sid. You know those nipple clippers? Well, they do work, but they must be a little more painful than I thought, because even with a gag her screams were horrendous. She passed out, but still they might have better luck with you because your nipples don’t stand out as much.”
“You fucking cruel bastard,” Sid shouted.
In a calm voice Bobby returned with, “That’s right, Sid. Let it all out of your system and you will feel a lot better. But, I fear, looking at the array of nasty instruments on the wall behind you, that you will only have a loud voice for a short while. You never were top of the list when it came to brains, but I will give you some important information. Do you know about eunuchs, the ones in Egypt who had their balls cut off and then all spoke in a high voice and walked like a tart?” He walked behind Sid, picked up two canes and put one either side of his sack and rubbed them together while he said, “I think this is how it works.”
Sid screamed at the top of his voice, so Bobby smiled and put the canes down, adding, “Later, Sid. I’m only just learning how to be a sadist.” Bobby walked towards the Mistresses who were having a hard time keeping a straight face.
“If that is all, Mistresses, I will take the tray back up stairs and I’m glad you are letting me learn my trade on Sid. I know he just loves pain.”
“No I fucking don’t, you stupid fart,” Sid shouted in a panic.
Just as Bobby was about to leave, Mistress Petra asked Bobby to wait. “It was you he kicked senseless. Have you any ideas about his punishment?”
Bobby looked at Sid and he started to grin. He stepped closer to Mistress Petra and whispered in her ear.
A big smile came over her face, and she said, “Bobby, you are so wicked. What a good idea!”
“What did he say?” Sid shouted. “Come on, what did you say, you cruel bastard.” Bobby smiled at Sid once more and left the basement.
When Bobby walked into the lounge at one-thirty, all the Mistresses were laughing. The maid was behind him with the tea and coffee trolley. She placed the pots and cups on the table and left the room. Bobby waited until his Mistresses had their cups in their hands before he filled and picked up his own.
“I think you were a torturer in your previous life,” Mistress Marlene told him. “Mistress Petra only touched his buttocks after you left and he nearly had kittens. You do realise, Bobby, to do as you suggested we would have to remove all his body hair?”
“Oh dear, I never thought of that, Mistress Marlene. Does that mean you will have to remove it all in the same method you removed mine?” He was looking sorry as if he had put Sid through something he had not wished
“I’m afraid so, Bobby.”
“Don’t be afraid, Mistress Marlene. It’s not your fault. Put it all down to the god of payback.” Then he laughed, and added, “He’s like a gorilla with all that hair.” His face went serious, and he stated, “I should not be happy at poor Sid’s misfortune, but I just can’t help myself,” and Bobby laughed once more while his Mistresses laughed with him.
“The cook needs vegetables, and the delivery is not until tomorrow. She wants to know if I can go down the shop and get some for tonight’s evening meal?”
“Yes, of course, Bobby. We have an account at Miles’s and you had better go now.”
“Yes, Mistress Andrea.” Bobby stood up and left the room.
Mistress Andrea asked, “How are you both coping with Bobby?”
“He’s fine,” Mistress Petra answered. “Of all the things he could have done to Sid, he settled for the soft option: painless feminisation.”
Mistress Marlene added, “I like his weird sense of humour and logic. He is very flattering and respectful when he speaks about his Mistresses. He put Sid in his place just by telling him something he already knew.”
“He did the same thing with Carol, and ever since then she has been respectful to me,” Mistress Andrea told them both.
Mistress Marlene told them she thought he was very mature for his age. “Before he spoke to Sid today, he looked at both of us for permission. I had a hard time keeping a straight face when he spoke of those nipple clippers. He has the ability to play on their nerves and minds without actually trying.”
“We had better get down to our guests, Andrea. We will feed them after this session, but something not too heavy.”
Downstairs in the basement, Carol was still strapped to the bench. Andrea told her that it would be her last session that day and that there would be food a little later. Once again she was respectful.
“Yes, Mistress Andrea.”
“What made you stamp on Bobby with your stiletto, Carol?”
“I’m not sure, Mistress Andrea. I think it was because Sid expected me to do it. I cannot go against what he says or does, or he will expose me to all my friends and his. I didn’t want to do that to Bobby, and I did go a lot further than I should have. Bobby was one of the nice boys at school. He tried to date me so many times in his shy way, and I always found it hard letting him down. He was in his last year, and I left school thinking I was too old for him. It is one mistake I regret, but I also believe in never going back. I was not surprised when he forgave me, because that is what Bobby is about. Bobby is very loyal to those that help him, and his word means a lot. I do believe that he would die just to keep his word. I am sorry about your dress, and as soon as I get a job I will pay you back for ruining it.”
“How can Sid expose you to his friends?”
“He hid in the wardrobe, the perverted little shit, and took a film on his mobile of me playing with myself with a toy. He’s a bastard, and I can’t get him off my case.”
“We are about to start your final session for today. Do you want the gag, Carol?”
“Yes, yes, no, oh I don’t know!”
“I think you will be fine without the gag,” Mistress Andrea told her, and then walked behind her. As the blows rained down on Carol, there were only little murmurs coming from her.
“You are doing well, Carol. You are learning fast about pain and hurt.”
More blows came, and Mistress Andrea stopped and ran her hand over Carol’s buttocks. “There are still no marks that will last on your body, Carol, and that is the end of your punishment for today. Have you anything to say?”
“Thank you, Mistress Andrea.”
“Good girl. I will be down shortly to unbuckle your straps and take you to a room for the night. You will then be fed, but you will resume being punished tomorrow. Do you understand?”
“Yes, Mistress Andrea.”
Andrea walked out of the basement and into the lounge. The other two Mistresses were already there. Mistress Petra told the other two that if they were ready it was time to go ahead and remove Sid’s body hair. “We had better keep him caged, because he really is a big baby.”
“I want to photograph all stages of his feminisation, and I have very good reasons for doing so,” Andrea informed them.
It was an hour later when Mistress Andrea walked into the lounge and saw Bobby looking out of the window. He turned towards her, saying, “The police compound people were hoisting Sid’s car onto the back of a lorry when I drove past. I don’t think it had any tax disc in the windscreen.”
“Carol wants to pay me back for the dress she destroyed when she gets a job. Do you think she is telling the truth?”
“Yes,” he answered without hesitation. “She was always hard working and honest at school. When I needed help with my maths, I used to go to her and she was very clever. She can add sums faster than you could work them out on a calculator, and she was a class higher than I was at school. Why she does all those things for Sid, I will never know, but he really is a fool. He was a bad boy at school, and he has only got worse. I think he will end up in prison before long. I’ve been told that he has two mobile phones; one he never uses, but it is always charged and kept zipped up in his jacket. I expect it has the numbers of all his contacts, and you can be assured that it will be very important to him. On another subject, dinner will be half an hour late for obvious reasons.”
“Right, Bobby, I want you to go down to the basement and release Carol. There is a pair of shorts in the hall for her to put on. Then take her to the guest room, and that is just past mine.”
“I noticed that there is a lock on the door. Do you want me to lock her in and make it secure, Mistress Andrea?”
Andrea smiled and answered, “You are in charge of the house’s security, so I shall leave it to your discretion, Bobby.”
“Yes, Mistress Andrea.”
Bobby walked away to step out of the lounge just as the other two Mistresses came in. “We have Sid nicely plucked and ready,” they told him. They both saw him smile, and they laughed. “You have a wicked mind, Bobby,” said Mistress Marlene.
“I know, Mistress, and it is the devil that makes me like it,” he laughed as he walked away.
Down in the basement, Carol’s eyes nearly popped out of her head when she saw Bobby. “What are you going to do? Don’t you come near me with those nipple clipper things.”
“Get real, Carol. They were just scissors, and a person would have to be demented to do that to a man or woman’s breasts. Just stay still while I un-buckle you, and then I’ll take you to a room for the night.”
Once the restraints were off, he handed her the shorts and as she put them on, she asked, “Is this all I get? What if a man should see me?”
“This is not a hotel, Carol. I am the only man here and I’m already looking at you. Now follow me and I will take you to your room for the night.”
“Is there a bed in it or is it a cell type room?”
Bobby never answered, so she added, “So it’s a dingy little room, but at least it will be a little warmer than down here.”
“Stop talking, and now you have movement of your legs, follow me.” He led her out of the basement. She followed him up the stairs and along the passage to the door of the guest room. He opened it, letting her step in, and told her, “You will stay here the night and your punishment will resume after breakfast. There is a shower and toilet through the door on the far wall, so there is no need to leave this room.”
Carol was speechless she just stood in the centre of the room looking at the luxurious bed and fittings. Bobby walked back to the door, took out the key from the inside lock and stepped out into the passage. “Now, Carol, what I ask you now is important. You know that you have more punishment tomorrow, so do I need to lock the door?”
Carol looked at Bobby, and answered, “I don’t like the punishment, but the sooner it is over the sooner I will be out of here. I won’t try to escape, and I give you my word.” She saw him thinking, and added, “Remember your maths GCSE exam at school.”
Bobby smiled, closed the door and walked away.
Down in the lounge, food had just been served, and after helping Mistress Andrea with her chair, Bobby sat down. Nothing was said until Mistress Andrea asked Bobby, “You were in the basement a long time, Bobby. Was there a reason?”
“Carol could not walk straight away because of her legs being in one position for a long time.”
“A simple answer would have been fine. I do know what happens to limbs when held in one position. I am not a fool.”
“I never meant to imply that you were, Mistress Andrea. I would never let a thought like that pass through my mind.”
The other two Mistresses looked at them both but said nothing. Andrea threw her towel onto her plate and sipped at her wine, looking at Bobby aggressively.
Bobby’s mind was running through everything he had done that day, but he could think of nothing he could have done that might have upset her. So he asked, “Have I done something wrong, Mistress Andrea?”
“I don’t know. Do you think that you have?”
The other two Mistresses were looking on with interest. It all went quiet while they sipped their wine, but although Bobby he had a glass in his hand, he did not touch the drink. He answered, “No, Mistress. I have carried out all your commands to the letter.”
Mistress Andrea snapped, “It is ‘Mistress Andrea’, slave, and just you remember it. If you have carried out all your duties, then you have nothing to fear.”
“Yes, Mistress Andrea. I will never forget, or become complacent again.”
“Are you laughing at my remarks?”
“No, Mistress Andrea. I would never think of doing such a thing.”
“I think we are all tired,” Mistress Marlene told them all. “We will all feel better in the morning.”
Mistress Andrea stood up and Bobby was there to help, but she pushed him away, saying, “Get away, slave,” and then she walked towards the lounge door saying, “Good night, girls.”
Bobby had to check by saying, “Good night, Mistress Andrea,” but there was no reply. She just closed the door.
“I must go and check the security around the house, Mistresses. I will say good night.”
Both Mistresses could see him trembling, and Mistress Petra told him, “Check the kitchen. It is pouring down with rain, and sometimes it floods. Good night, Bobby.”
It was twelve midnight when Bobby walked past the guest room. He opened the door and looked around at the bed. Carol opened her eyes and laughed, saying, “Yes I’m still here, Bobby, and I will still be here in the morning.” He closed the door and took the key out of his pocket. He was about to put it in the lock, but he changed his mind and put it back in his trouser pocket. Mistress Petra saw and heard what happened, then watched as he went to open Mistress Andrea’s door. His hands were trembling, and he hesitated and then changed his mind. He turned, and walked down the stairs, but Mistress Petra said nothing and quietly closed her door.
Bobby went into the kitchen to check the floor. As he had been warned, there was water seeping under the door and in fact it was already four inches deep. He unlocked the door with the master key and walked out into the rain. It really was coming down in torrents, and he could see no more than about twenty feet in front of him. He walked down the hill a little, until he found that a great mound of earth was now covering the lawn and it was blocking the water’s exit. To give relief to the kitchen, he knew he had to dig a trench all the way through its centre. He walked over to a small shed and opened the door just able to see inside by the light shining from the house. Taking a shovel and a pick, he walked back out into the downpour. Lightning was striking all about, and it worried him a little to have metal tools in his hands, but at least they had wooden handles.
At about three in the morning with thunder still rumbling and crashing, and lightning illuminating up the bedroom, Mistress Andrea looked at the clock and then at the empty space beside her. Tears ran from her eyes. She was in fear of getting out of bed because the one thing that frightened her more than anything else was thunder and lightning. She wanted to get out of the bed and confront Bobby, but her fear kept her where she was, pulling the covers over her head. ‘The bastard,’ she thought, ‘he has let me down big time.’
The rain was still pounding down when Bobby came into the room at five o’clock with just a towel around him. He looked across, saying, “That rain is sure coming down heavy.” He walked towards his clothes cupboard.
“Don’t bother getting dressed, you filthy piece of shit. Just go down to the basement and wait on the punishment bench.”
He looked at her, and asked, “Have I done something to offend you, Mistress Andrea?”
“That is an extra six. Now do as I say; I will be there in a moment.”
Bobby left the room, and she heard his footsteps fade away. It was only a few moments later when entered the basement, and without saying a word she took a gag and put it in his mouth before strapping him down. She then went to the wall and took down a cane. Thwack! Thwack! Thwack! Thwack! Thwack! Thwack! “That is your extra, and now for your punishment.” Thwack! Thwack! Thwack! Thwack! Thwack! Thwack! “You know what all this is about, so don’t ask, you filthy dog’s piss slave.” Thwack! Thwack! Thwack! Thwack! Thwack! Thwack!
She could see the tears running down the side of his face, although there was not a sound coming from his mouth. “That’s right. You cry, because you will cry me a river before I have finished with you, you traitor.” Thwack! Thwack! Thwack! Thwack! Thwack! Thwack!
There were now screams coming through the gag as she struck him over Sid’s bruises. “I cried last night too, because of you, and now it is your turn to cry because of me.” Thwack! Thwack! Thwack! Thwack! Thwack! Thwack! “That’s the last you will get until after I have had breakfast. Then I will come down here and finish the job. Afterwards, I’m going to kick your butt out of this house for good. Do you understand, you pile of trash? Slaves like you should sleep and eat with the garbage.”
Bobby nodded his head.
He heard her walk away and he started to cry openly through the gag, but he was so tired he fell asleep still crying.
When Mistress Andrea walked into the lounge, the other two Mistresses were sitting at the breakfast table. “Good morning, and how are you this morning?” Mistress Marlene asked?
“Good morning, and I feel like a great weight has just lifted off my shoulders.”
“Bobby’s late for breakfast,” Petra stated.
“He won’t be down for breakfast,” Andrea told them.
“You must be letting him rest after last night then, Andrea?”
“Yes, of course I am going to do that. He was shagging Carol right up until five this morning, and I am going to allow him to rest his poor tired body. He is down on the punishment bench waiting for more of the same I have already given him.”
“What have you given him, Andrea?”
She thought, and then answered, “About twenty-four strokes of the cane with six extra for asking questions about his punishment. When I go down after breakfast I will kick his ass from the house. Do you have a problem with that?”
“You cruel, nasty, spiteful bitch,” Marlene answered. “I don’t know how he found time to shag Carol, as you put it. He has been up all night outside, digging a channel through that mound of mud that was stopping the water escaping. He must have been half drowned and covered in mud when you saw him?”
There was a shocked silence from Andrea, and then, “Oh god. What have I done?” She held her head in her hands. “I must go and make amends.”
Standing up, she rushed out the door and down to the basement. Bobby was still hanging loosely over the punishment bench, asleep. She pulled up a chair with a bottle of oil in her hands and she sat at his side, filling her palm with the oil and rubbed it gently onto his buttocks. His body jerked slightly, but he was still asleep. Her hand caressed the places the cane had touched earlier. As she rubbed with one hand, she undid the strap on the ball gag, letting it fall to the floor.
He awoke, and for a while, he said nothing. Finally, he looked at her. “I have gone right through every day since I have been here, and I don’t know what I have done wrong, Mistress Andrea. But I accept my punishment and I will be out of the house by twelve.”
“I don’t want you to go, Bobby, and I am so very sorry about mistrusting you. I have broken my word about punishing you, and I have punished you for something that never happened. I should have given you the chance to explain yourself, but instead I chose to judge you guilty.”
“Mistress Andrea; can we just forget it ever happened? I don’t like hearing you say sorry. What does my bum look like, Mistress? Sorry, I mean Mistress Andrea.”
“In answer to your question, it’s stripy and red, and you will never be in trouble by calling me just Mistress. I think you had better go and get a few hours sleep.”
“It’s ok, Mistress Andrea, I will be fine as soon as I have dressed and had a coffee.”
“I owe you a personnel treat, Bobby, and I won’t forget.”
CHAPTER TWO
The rain had been falling for over two weeks and the forecast was more for the next ten days. They were all sitting having breakfast when Mistress Andrea spoke to Bobby. “You will have to take care of the house for the next three days, only we have to go to an important meeting up north. We shall be going in about an hour but I’ll leave my mobile number with you as our phone is down. I had better have yours, Bobby. If anything at all needs my attention, then you must phone me and let me know immediately. Don’t try to work things out by yourself, and never take chances.”
“I only ever do as you command, Mistress Andrea.”
“The new four by four will arrive sometime this morning. Would you please put it in the garage.”
“Yes, Mistress Andrea.”
The three Mistresses departed for their meeting an hour later, just after Mistress Andrea had exchanged phone numbers with Bobby. It was not long after that when the gate bell sounded and Bobby answered. “Yes? How can I help? It is strictly visitors by appointment only.”
“Boston’s garage. I have a four by four that you have to sign for.”
Bobby pressed the gate release to let him in and walked over to watch from the window. Once the motor had been unloaded, Bobby asked the deliveryman to put it in the garage. Once that had been completed, the man gave Bobby the keys and then collected his signature.