TIMMY

BY TOMMY

[ part 7 ]

Timmy’s aunt kissed his cheek and smiled as he opened his eyes. “Come on sleepy head,” she said, opening the curtains. She pulled back his sheets and grinned. He looked strange wearing those large gloves. Quickly she untied them and sent him to the bathroom.

Down in the kitchen he eat his breakfast deep in thought. He was going to try hard to be good and obedient from now on! His aunt watched him, a puzzled frown on her face. “Are you feeling okay Timmy?” she asked, placing her hand on his forehead. It didn’t feel hot. “You seem a little different today.”

He looked up. “Yes auntie.” She shrugged. “Oh well, finish your breakfast and go outside to play. Miss Stenton should be arriving with the boys in an hour or so.”

Timmy walked to the door, then came over to his aunt and hugged her tightly burying his head in her soft dress. “Well, I say, to what do I owe this honour then?” she asked, sitting down. Timmy looked at her and blushed. “I really deserved that caning didn’t I auntie!” he said sheepishly. “It was so naughty wetting Miss Stenton like that.” His aunt laughed. So that was it. She gazed at his innocent eyes. She had the impression that he was trying to tell her something.

“Do you want to say something else Timmy?” she asked gently. He looked at the floor and nodded. She waited. “Well?” she prompted him. Timmy looked up. “It’s just that, I don’t know ..I feel sort of strange when you..you know..” He took a deep breath. “Auntie I love you very much but I love you even more when you punish me!”

His face red, he quickly ran out of the door. Claire laughed and started to make some sandwiches. She wouldn’t disappoint him. She intended to use the cane every day until he went to school.

Timmy skipped round the side of the house and down to the stables. He’d seen Jessica busy collecting hay for the horses. He looked through the door and saw her standing at the side of her pony, tapping her riding crop against her jodpurs. She’d obviously been riding early this morning. As he watched, she raised the riding crop and stroked the pony’s tummy close to his back legs. Timmy stood transfixed as a long black thing slowly flopped down underneath the pony and began to lengthen.. His eyes grew wide. Was that thing really the horse’s…

“It’s big isn’t it Timmy!” said Jessica. She turned to him. “I bet you’d like to have one as big as his!”

Timmy sighed. She’d seen him coming from the house.

“Jessica,” he started to say. “I wanted to tell you that I ..I..” He realised that he didn’t know exactly what to say. He looked around him in panic.

“Close the door Timmy and come here!” He obeyed her and pushed the door closed. He stopped. That was it! He wanted to do as he was told. He wanted to obey her!

“So what do you want to tell me then?” she asked, tapping his chest with the riding whip. Timmy frowned. “It’s just that I wanted to tell you that..” He breathed deeply. “I wanted to tell you that I’ll be good and do everything you say from now on!” He stopped and raised his eyes, reddening slightly.

Jessica was momentarily taken aback. Her mother had given her permission to punish him with the slipper. Could he be scared? She doubted it. Mother had even given her the slipper she had to use, an old, rather thin one of Alison’s. After having experienced the cane, she doubted very much that he’d be frightened of her beating him with that!

Slowly she ran the whip down his front onto his shorts. She tapped his little bulge. “Prove it!” she said. “Take everything off!”

Timmy could hear his heart pounding. He couldn’t understand why part of him was so happy to hear those words. He swallowed. Pushing off his sandals, he removed his teashirt and then his shorts. He stood in front of her naked, a bit of him asking what on earth he was doing.

Jessica walked round him slowly and quickly looked through the window to see if anyone was coming.

“Bend over!” she ordered, flicking him lightly with the whip. Timmy touched his toes, biting his lip. If Jessica wanted to beat him, he’d try to take it without making a fuss. He did so want to please her. He stopped. What on earth was he thinking?

The young girl ran the whip over his back and down between his buttocks. She tapped his legs. “Timmy, do you deserve to be whipped?”

“Yes Jessica.” he heard himself say. Jessica tapped his backside. “Yes, I think you do!” She knew very well that she couldn’t. Mother had made that very clear indeed. Jessica sighed. She didn’t want another caning! She wasn’t that stupid!

“Timmy, you can call me Jessica when others are around, but when we’re alone, you’ll call me Miss. Is that clear?”

“Yes miss”, a little voice replied.

Jessica started to feel a warm tingling feeling. She stood up straight. “Open your legs wider Timmy!” she said quietly, tapping the inside of his thighs. She smiled. His little testicles were dangling down between his legs. She went behind him and grasped them firmly in her hand. Timmy gasped. She squeezed them a little harder. “Ow…please miss ..it hurts.” Jessica laughed. “But you deserve it don’t you Timmy!” He nodded. “Yes miss,” he said meekly. “I do!”

Suddenly he burst into tears. The emotion was so strange, so bizzare. He didn’t understand what was happening.

“Stand up Timmy!” she ordered. Gently, she pulled him to her. He was the same height as her, but she felt as though she was looking down at him. She had him. He was hers to control.

Timmy felt Jessica’s hands wiping his tears and stroking his cheek. She smelt so nice. He put his head on her shoulder and felt her stroke his hair. He just wanted to be a good boy, to do whatever she said. Her hands were so soft. He stopped crying and held her tightly. She could do whatever she wanted to him, he didn’t mind any more. Girls smelt so nice, they were so soft, so warm and so cuddly.

He felt her hand going to his privates and opened his legs wider. He wanted her to take charge of them, to do whatever she wanted. Her hand grasped his willy and he snapped out of his trance and stood up straight. His thing was sticking up, harder than ever.

He looked at her, red with embarrassment. “Please miss, I’m sorry, I didn’t know…”

Jessica smiled at him. “That’s okay Timmy!“

Her fingers stroked the tip and Timmy groaned with pleasure. “Who does this belong to?” asked Jessica, her fingers tickling it. Timmy’s face went red.. “You miss.” he said softly.

“And these,” she asked, suddenly grasping his little balls. “You miss,” he repeated, flinching slightly.

She held his penis again and played with his foreskin. Timmy started to cry. “What’s the matter now?” asked Jessica. She remembered what Alison had told her. Alison knew everything. She’d told Jessica all about what sex was, what the bits between the boys legs did, what happened when a boy got excited and how to control them. Boys, her sister had said, had their brains betwween their legs. Control those dangly things and you control the boy!

Timmy looked down at his willy held firmly in Jessica’s hand. “I..I wish it was as big as Jeremy’s.” he said, avoiding her gaze. “I wish I could pull my skin all the way like him. I wish …

“Shut up Timmy!” She looked out of the window. She stroked his throbbing little willy, noticing with interest how he reacted. The boy was so very, very frustrated, she could see that. His breathing grew heavier. She started to pull his foreskin back. Timmy squealed.

“I have to pull your foreskin back more Timmy,” she said, licking her lips. “Yes miss,” he said quietly. Her hands were so soft. He just wanted to stay there all day with his willy getting the attention he craved. The tingling was strong now. If she’d just stroke it a bit longer. He sighed and leaned against her.

Abruptly, he felt her push him away. “You filthy little boy!” she said icily. I know what you’re thinking. Put your hands by your sides and open your legs wider!”

Timmy obeyed nervously. His stiff penis stuck out, bobbing up and down as if desperate for relief. Jessica tapped the tip with the end of her riding crop. “Get it down this instant!” she ordered, tapping harder. Timmy looked on in horror. He was well aware of how his willy seemed to have a life of its own. It wasn’t going down. In fact it seemed to stick up even more.

“Very well,” said Jessica, raising the whip. She flicked the end down hard across his swollen glans. Timmy yelled with pain and grasped his willy. “Put your hands back this instant!” shouted Jessica. He obeyed her, his willy not sticking up quite as much. She whipped the end a few more times, watching with glee how she’d made it shrink so easily.

She walked round him and examined his rear. Parting his buttocks with her fingers she touched his bumhole. His penis jerked. Strange, she thought. Alison had told her that lots of people liked having their bottom hole touched and gay men sometimes put their willies in other men’s bottoms. She’d explore this more another day.

Standing in front of him. Jessica put her whip under his chin and lifter his head up. She looked straight in his eyes and smiled. “Every time you’re on your own with me Timmy, I want you to take your clothes off and get your privates ready for inspection! Is that clear?”

Timmy nodded. “Yes miss.” she heard him whisper. He sniffed and looked down again.

“I think I’ll have to spank you quite a lot with the slipper as well, don’t you think Timmy?” He swallowed and nodded. Oh yes, he wanted that very much!

She grinned as ideas about what else she could do with him entered her mind. Alison often went into town with her mother for long shopping trips. As soon as they left, she’d order Timmy to her bedroom. There were a few things that perhaps she could use him for. She closed her eyes. Oh yes, it would feel so nice if she made him do that!”

In the distance she thought she could hear something. “Get dressed Timmy!” she ordered, going to the door. She looked at him suddenly remembering about the boys who’d be arriving soon. Jeremy would be there. She was certainly going to have her hands full!

Claire stood at the top of the steps watching the line of boys walking up the drive, Ingrid at the front. She waved. She felt a little hand creep into hers and looked down. “Hello Timmy, have you been helping Jessica in the stable?” she asked, noticing bits of hay on his teashirt. “Yes auntie.” he replied, blushing.

She walked down to meet them, Timmy still holding her hand tightly. He was scared of Miss Stenton.

They went round to the pool and saw Alison and Jessica on the patio, putting things on the table and arranging chairs. The boys jumped up and down excitedly when they saw the water. The youngest looked to be about seven, the oldest about eleven.

Claire laughed. They looked so very sweet. She recognised Jeremy. You only needed to see the front of his shorts to know it was him!

“Okay boys, quiet please!” ordered Miss Stenton. They stopped chattering immediately. She introduced them to Claire, then to the girls who’d come to have a closer look. “While you’re here boys, you will do whatever the girls tell you.” She smiled at Alison. “Miss Markham here is a student teacher who’ll be spending some time at the school very shortly. I’m sure she’ll want to get to know all of you.”

She looked around. “Where’s the package?” A small plumpish boy stepped forward holding it shyly. “Here Miss Stenton.”

Claire chuckled and winked at Jeremy who blushed.. She’d seen that shape before. Though this time there were not one, but five canes held together with string. She thanked Ingrid and placed them on the table, grinning at Alison.

Miss Stenton made the boys line up facing the patio. “I want you all to put your shoes, teashirt and shorts in a neat little pile in front of you.” she explained. “That way, they won’t get lost.”

A few of the boys looked a little embarrassed at having to strip in front of the girls, but knew better than to argue. “Hands by your side please – you as well Jeremy!” said Miss Stenton as she saw him trying to cover himself. Jeremy blushed a deep red as he moved his hands. He felt the girls staring at him.

Alison nudged Jessica. “Nice collection of sausages. I feel quite hungry!” she whispered. Jessica giggled and bit her lip.

“Perhaps you’d like to have a quick word with them?” Miss Stenton asked Alison. “Just to get to know their names.” Alison nodded and walked up to the little boy at the end. “What’s your name then?” she asked kindly, tousling his hair affectionately. “Bertie miss.” he replied shyly. Miss Stenton looked at Claire and nodded.

So that was Bertie, thought Claire, her eyes twinkling. Much nicer than the boy that they’d used when they’d worked together many years ago. She took Ingrid away for a private chat, leaving Timmy sitting cross legged near the pool.

The boys were so polite. Alison felt she’d be very happy as a teacher. Jessica walked next to her but took no interest in their conversation. Her eyes were fixed permanently on their privates. She was amazed at how much they varied from boy to boy.

“Hello Jeremy.” Alison reached the boy who they’d already met. She didn’t want to show she had any interest in the boys’ private bits, but she couldn’t stop herself. She glanced down and then back up, smiling. Jeremy’s face was bright red. “Don’t be embarrassed Jeremy.” she said stroking his cheek. “I’m going to be teaching you at school soon so I have to get to know you!” She leaned forward and gently brushed the hair out of his eyes. Jeremy smelt her perfume. It was delicious. She was wearing a soft white cotton dress with flowers embroidered on the front. He looked at them. Alison’s breasts had started growing the year before. Jeremy was sure he could see her little titties through the thin material. They looked so nice. Her hand brushed his cheek again. Such soft hands. He wondered what she looked like when she took her dress off, when she took her….

Jeremy’s eyes suddenly opened wide. Oh no-please no! Please not now! He felt all eyes on him as his already generously sized penis started to lengthen. A few of the boys tittered. He looked with horror as it stiffened and stuck up, pointing straight at Alison.

Jessica gasped. Miss Stenton came over to see what was going on. She stopped in her tracks. “Jeremy, you dirty boy! How dare you!” She turned to Alison. “I think, Miss Markham, you had better discipline the boy immediately”. She picked up the bundle of canes and handed them to Jeremy. “Take these and follow Miss Markham to the study!”

The boy obeyed, tears of shame running down his face, his erection wobbling obscenely as he ran to keep up with Alison. Jessica waited until the ladies had their backs turned and quietly followed Jeremy to the study.

Miss Stenton clapped her hands and allowed the boys to play. En masse they jumped in the pool. Claire had thrown some balls and floats in for them to play with, as well as roping off the bit at the deep end where she considered it too dangerous.

“Don’t you want to go in as well Timmy?” she asked, seeing him sitting watching the others. Timmy was behaving strangely today. She had an idea what was happening to him but thought it best not to say anything just yet.

“Oh yes auntie, in a few minutes I’ll run and jump in at the other end. I can jump almost as far as..” “Well give me your clothes while I’m here then.” she interrupted. “I can put them with the others.

Timmy stood up and slipped them off. He saw Miss Stenton looking at him and instinctively took his aunt’s hand. Claire kissed him, then left to attend to lunch. With Alison busy, she’d have to make the boys’ sandwiches herself. Now where was Jessica? She could guess. Lucky Jessica. Poor Jeremy!

The cane made a sharp cracking sound as it bit hard into Jeremy’s buttocks for the third time. He yelped and then sniffed as tears ran down his nose onto the carpet. “Hang on Alison, I’ll check if it’s gone down completely.” Jessica came up behind him and thrust her arm between his thighs, feeling for his willy. “Yes, it’s completely soft-at last.” she said triumphantly. She gave his balls a hard squeeze and Jeremy screamed.

“Please stop miss, please.” Jessica laughed. “If you can’t control your privates when a teacher talks to you, then your privates have to be punished too!” announced Jessica, squeezing harder.

“Okay Jessica, that’s enough. I want to cane him a bit more.” said Alison. Jessica moved back. Alison wasn’t as interested in their privates as much as she was. Alison just loved thrashing their backsides.

Jeremy felt utterly destroyed. This was the second time they’d thrashed and humiliated him, but this time Miss Stenton knew about it. He’d had an erection-in public-in front of a new teacher! He prayed that she wouldn’t punish him again back at the school. The reason he was crying so much now was more due to the humiliation of having his privates fondled, examined, poked, twisted and pulled by a nine year old girl, rather than the caning. In fact Alison didn’t cane nearly as hard as Miss Stenton. One stroke from her had most boys yelling and screaming, and she never gave less than six.

“I said, Jeremy, straighten your legs more and keep still!” He hadn’t been listening. Alison grinned and tapped his backside with the cane. “Two extra for not paying attention! Now stick that bum out!”

Miss Stenton was sipping iced tea when they returned, a very sore and sorry Jeremy following them. She glanced at the red lines on his backside and allowed him to go to the pool.

“Not bad Alison,” she remrked. “But should try to space the cuts evenly over the bottom. I know it’s not easy at first. You need to practise.” She called to one of the boys standing at the edge of the pool. “Frederick, come here please!” The boy ran over and stood meekly to attention in front of them. He was about eight years old, quite well built for his age and had a cheeky grin that Alison found endearing.

“Miss Markham has a new cane and needs a boy to practise on. Go to the study with her please” The boy looked at her in dismay. Alison was shocked . The boy had done nothing wrong. Then she saw the funny side, after all they were only boys.

Miss Stenton saw her expression. “It really doesn’t do them any harm you know. In fact it’s quite therapeutic. Reminds them who’s in charge!”

Placing a hand on his shoulder, Alison propelled him towards the door. “Don’t worry Frederick, I only want a bit of practice. I won’t cane you hard-promise!”

Jessica was over the moon. By the time she’d finished with Frederick, the boy was almost begging Alison to beat him, anything to get this horrible little girl away from his genitals. Alison kept her word and Frederick hardly made a sound. Alison, however realised her mistake. “It’s a waste of time trying to cane them gently.” she said to Jessica as they walked back outside. “I’m trying so hard not to hurt the boy that I can’t concentrate on my aim!” Jessica sighed. Sometimes her sister was so soft in the head.

“Alison, they’re only boys for goodness sake. I bet you’re doing more harm than good if you don’t cane them hard. They’ll think you’re a big pushover. Frederick was laughing at you!” It did the trick. Alison’s eyes narrowed. You’re absolutely right! Come on, let’s see who’s next!”

Miss Stenton already had a boy waiting, Christopher, the eleven year old, a nervous boy who shuffled from foot to foot as he stood in front of her. On the way to the study he suddenly turned round. “Please miss, may I go to the toilet please?” He said it so meekly that Alison stopped in her tracks. She saw Jessica looking at her. “No Christopher, you should have gone before!” She pushed him towards the study door. Christopher saw the canes on the desk and panicked. A typical young boy, he’d needed to go for ages but hadn’t wanted to miss any swimming. He was desperate. He knew he’d wet himself if she caned him. It had happened twice two weeks ago at school and Miss Stenton now escorted him personally to the toilet before a caning.

He stopped and started to cry. Alison groaned. “Okay Christopher, you have a choice. You can hold it for a bit longer while I give you six of the best, or you can go to the toilet, but I’ll give you twelve strokes. Now what do you want?”

He saw her looking at her watch. He knew for certain that if he didn’t pee soon, he’d wet himself and if he did that, Miss Stenton would find out and….

“Please miss, the toilet please…quickly miss.” Alison and Jessica laughed and took him, embarrassing him further by watching him as he peed and insisting on wiping his willy for him. He was bright red as they entered the study.

Jessica was puzzled. “His willy’s really strange” she said as though the boy wasn’t there. “It hasn’t got a foreskin, I’m sure.” Alison laughed. “I know all about that. It’s because he’s been circumcised. Look, I’ll show you.”

Christopher had to stand quietly while the two girls examined his private bits, poking and pushing him around. Alison stood up and picked up the cane. “Right Christopher, you may bend over now. I want to start your caning.” She looked at the time. “I have other bottoms to thrash before lunch!”

The boy looked at Alison and started to cry again. “Miss, please miss, why are you going to cane me miss?” He looked so sad, for a second Alison hesitated.

“Christopher, Miss Stenton has already explained why I have to beat you. I have to practise so that I can be a good teacher at the school- or don’t you want me to come to your school?” She bent the cane in her hands. “No miss, sorry miss, I do want you to come to the school-really!” sobbed Christopher, her tone of voice scaring him.

“You see boy, teachers have to practise caning boys so they can instill discipline and ensure you remember where you are and that you can be proud of the school!” She smiled. “Or maybe Christopher, you’re not proud of the school. Perhaps I should tell Miss Stenton that you don’t want me to cane you, you don’t want the teachers to practise and you don’t care about the school. What do you want Christopher? Shall we go together to Miss Stenton and explain why you don’t want me to cane you?”

Christopher went white. “P..please miss, please cane me! I didn’t mean to say all those things. Please miss, I’m very sorry.”

Jessica was staring at her in amazement. With just a few words, Alison had manipulated the boy into actually begging Alison to thrash him.

Alison swung the cane hard, any inhibitions she’d had now gone. She was going to enjoy herself! The boy clearly had a lower pain threshold than the others. He sobbed loudly and wriggled frantically after every stroke. Alison kept her word and gave him another six, laughing as the boy yelled as each one fell.

Miss Stenton was pleasantly surprised to see so many lines across Christopher’s backside. “Well done Alison” she said, sending him away. “I think you’re getting the hang of it at last.” They watched as the boy ran and jumped in the pool, desperate to feel the cool water on his red hot bum.

“Your mother told me that we’re having lunch in twenty minutes” continued the headmistress. “Just time for one more if you like.” She looked at Jessica. “Perhaps you’d like to choose a boy for your sister?” Jessica thanked her politely and walked around the pool slowly.

“That one Miss Stenton” she suddenly said, pointing to a small boy sitting at the edge. It was Bertie. Quickly he stood up and ran over to them smiling. Alison wondered why she’d chosen him. He was so cute and eager to please.

“Why him?” Alison whispered, as they took him to the study. “He’s got such a cute bum” said Jessica. “And did you see his willy? Small and thick like those sausages mother sometimes buys. I want to have a look.” Alison laughed. Really, her sister was so funny.

Bertie followed, his smile gone. He hadn’t really understood why Miss Markham was going to punish him. He knew that it was something to do with helping test her canes. He sighed. She was such a nice lady. He’d do his best to be obedient.

Jessica wasted no time and Bertie yelped with surprise as she gripped his little balls hard. She’d learned by now that the boys rarely made a fuss if she had these in her hand. A slight tightening of her grip usually had them very anxious to please. Alison sat on the edge of the desk. She wasn’t terribly interested in boys genitals herself, but she enjoyed watching Jessica.

“You’ve got a nice thick willy haven’t you Bertie” she said to the cute little boy. She tickled the sides of his scrotum, knowing the effect it generally had. “Can you get it sticking up for me?” Bertie looked down at what she was doing to him. Some of the teachers liked it when his thing went hard. Miss Fanshaw always played with him when he had to go and lick her lady bits. That and the funny buzzing toy she put in his bottom sometimes. Miss Stenton was very different. She hated it when their willies stuck up. It had got to the stage now where all boys going to her study had to pull their shorts down, even if she only wanted to talk to them, just so she could check. Not that she needed to. He knew from seeing the others that their thin tight shorts outlined their private bits very well indeed.

He felt Jessica slide her hand round and pat his bottom. “Lovely big soft bum as well. I bet you can’t wait to have Miss Markham test her new cane on it!” Alison laughed. Jessica parted his buttocks and poked his bumhole gently. She’d seen her mother do this to Timmy. She wondered if her mother knew that she’d seen. “Does this feel nice Bertie?” She saw his willy start to stick up. “Yes miss” Bertie relaxed a little. She was doing what Miss Fanshaw did. It was so nice, so tingly. Jessica grinned. His foreskin slid back easily and she heard Bertie gasp as she stroked the sensitive skin she’d uncovered. He closed his eyes. Miss Fanshaw always stopped about now, but this girl was still tickling his bottom hole, still stroking his willy. It was so very nice. The tingly feeling was so strong now. Very strong, perhaps too strong.

Jessica looked round at Alison who’d come closer to see. She mouthed ‘shall I’ and Alison nodded. Bertie was breathing very fast now. Was he okay?

Her fingers slid up to the tip of his willy, now rock hard. She stroked him faster, her other hand firmly between his buttocks. She felt his tight bumhole relax and then contract as she stroked it.

Bertie had never felt the tingly feeling this strong before. It was not just a tingle now, it was more like a tickle, it was …. Jessica pushed her finger into Bertie’s little sweaty bumhole and wriggled it. She felt his penis swell slightly and jerk spasmodically. His buttocks were clenched tight. He opened his mouth and screamed, taking his hands from his head where he’d been told to keep them and trying to pull Jessica’s hand off. She gripped tighter and held her finger hard in his bottom so he couldn’t move back. Bertie’s legs shook for about five seconds and then he was quiet, panting fast and looking dazed.

Jessica was ecstatic. So that was an orgasm! If only she’d tried this before. She let him go and stood up, watching his willy shrinking. She looked at Alison who was laughing. “Alison, why didn’t anything come out of his willy like you told me?” she asked, taking Bertie’s penis again and examining it. “Oh don’t be so silly Jessica. He’s too young. Boys have to reach puberty before they can make any sperm.” Jessica looked thoughtful. “What about Jeremy? He’s got such a big one. He probably makes sperm. Or Timmy.” Alison laughed. “I don’t know and I don’t care. Come on, we don’t have much time left.”

She looked at Bertie who seemed on the verge of tears. “Right young man, you’re very lucky. I’ve decided that if you stay still while I’m caning you, I won’t say anything to Miss Stenton about this. Bend over!”

Bertie touched his toes. He wasn’t clear about what had happened but he was sure it was something naughty. It had felt so…so … He didn’t know how it felt, but it was nice! Miss Markham was so kind not to tell the headmistress. Of course he’d stay still. He never moved when he was being punished, Miss Stenton didn’t allow it!

Alison spaced the strokes out evenly all over his bottom. She was delighted that her aim was improving. Bertie yelled in pain a few times but kept very still. He really did have a nice bum. Alison couldn’t wait to start work at the school. She felt sure that Bertie wouldn’t mind helping her to test a few more canes.

The boys had finished their lunch on the patio and were running around in the garden and swimming in the pool. Alison and Jessica had gone down to check on the horses, leaving Claire and Miss Stenton chatting while they watched the children.

Timmy came running up from the pool and took another piece of cake. “Careful Timmy, you’ll turn into a cake if you eat much more!” joked his aunt. She tickled his side and he laughed, spinning round quickly. Drops of water flew everywhere. Miss Stenton wiped her face and looked annoyed.

“Do be careful Timmy” said his aunt angrily. “You know what happened yesterday!”

“Yes auntie, sorry auntie!” he said meekly.

Claire turned to Ingrid. “Sorry about that. By the way, I hope you were okay after that incident yesterday. Timmy was punished for it of course.”

Miss Stenton looked embarrassed. “Well to be honest Claire, I didn’t like to tell you, but my dress had the most awful white marks all over it today. I’m afraid it’s ruined.” She looked at Timmy. His face reddened and he looked down.

Claire was aghast. “Oh, I’m so sorry Ingrid. It must be the chlorine in the water. I’d already warned Timmy about splashing people outside the pool.” She glanced at Timmy. “Now I regret not having punished him more severely yesterday. To be honest if would have been best if you’d have dealt with him as well. After all you are his headmistress.”

Miss Stenton sighed. “Well it’s too late now I suppose.”

Timmy never understood what made him do it. He felt strange again. A warm tingling seemed to envelope him. He looked at his aunt. He loved her so much, and Miss Stenton was his headmistress. Something inside him wanted to show her that he was a good, obedient boy. He wanted her to like him, to be in charge of him. Slowly he walked up to her.

“Please Miss Stenton, Auntie’s right. I was very naughty yesterday and I do deserve a punishment from you as well.” He saw his aunt looking at him in amazement. He spoke very quietly. “Please miss, please will you punish me?”

His aunt looked as if she couldn’t believe her ears. Miss Stenton gazed at him for a few seconds, her eyes burning into his.

“Timmy, if you were at school I would punish you. However, we are not at school. Your aunt is your guardian and when you are here, she is in charge of disciplining you, not me.”

Claire snapped out of her trance. “Oh come on Ingrid!” She grinned. “I suggest that for the rest of the day, the study be declared a school annexe.” She pulled Timmy to her and kissed him. “Timmy, I’m so proud of you! You’re a very good boy!”

Timmy suddenly felt cold. What had he done? Could he change his mind? He turned to his aunt, but Miss Stenton addressed him.

“Very well, Timmy. Miss Fanshaw is arriving at five thirty with the minibus. At five minutes to five, you will be outside the study door waiting. You will have on your school uniform, your shoes will be polished and your hair brushed. You will be treated exactly as if you were at school.”

Timmy had no chance to speak. She turned to Claire. “Obviously I shall expect privacy, as in my school office, but it may be beneficial for Alison to assist me.”

Claire nodded. She looked at Timmy his face as white as a sheet. “I’m sure she’ll be delighted.

Alison was delighted. She watched as Timmy removed his school uniform.

“I trust he visited the toilet before coming?” asked Miss Stenton, as Timmy stood obediently before her, completely naked.

“Yes Miss Stenton” replied Alison, placing Timmy’s clothes on a chair. “I took him myself and held it for him as you requested.”

Timmy started to cry. “Please miss, I want my auntie. Can my auntie come please miss? I don’t want…”

“Watch and learn!” said Miss Stenton.

Opening her handbag, she took a small red ball which she popped in Timmy’s mouth. Next she stuck a large piece of tape over it. “Now we can continue in peace and quiet!” she said, grinning.

“Hold his penis up please Alison” she asked, reaching into her bag. Stretching a small elastic ring over her fingers, she quickly snapped it over his testicles, making him jump and scream with pain. Taking a small tube of Deep Heat, a product designed for heating the skin, she pulled back his foreskin and smeared a generous amount over his sensitive glans.

Alison helped Miss Stenton secure him over a large cushion on one of the school desks, tying his wrists and ankles to the four legs. “Nearly finished” she said, ignoring the muffled squeals coming from behind the gag.

She took a small black rubber butt-plug from her bag and applied lubricant all over it. Alison helped to hold his buttocks while she pushed it all the way into his little anus until the only thing that could be seen was the thin chain attached to the end, which she pulled down tight, hiding it between his buttocks.

“This may seem very cruel to you Alison, but it serves a very important purpose” she explained. “I only use this method when a boy is to receive at least twelve strokes. For the punishment to be most effective, the boy must feel totally helpless, humiliated and exposed.” Miss Stenton recalled Timmy asking for his aunt and chuckled. She wondered what the boy would have thought if he’d known that it was his aunt who’d first proposed these punishment sessions over twenty years ago.

Actually, Alison didn’t think it cruel at all. She smiled. Poor Jessica would love to see this.

Miss Stenton lectured Timmy for a few minutes, then picked up a cane. She looked at Timmy’s large bottom and sighed. At last!

The crack of the cane was loud. So loud in fact that Jessica almost fell off the chair outside the study window.

The minibus pulled up outside the house and Miss Fanshaw sounded the horn. Dressed in their uniforms, the boys trooped round the side of the house with Claire and the girls following. Miss Stenton appeared at the front door with Alison, both looking rather flushed.

Miss Fanshaw embraced Claire. “I’m so very sorry Claire. I completely forgot that I had to pick up some teachers at the station. Two ladies descended from the back. Claire recognised them at once. “Goodness me” she exclaimed, after much hugging and kissing. “This is really going to be like old times!” Miss Stenton smiled. “That’s my intention!” she said winking at her.

“The only problem is, there’s only room for seven boys now” said Miss Fanshaw. “I wonder Claire, would it be possible for two of them to stay here tonight? I could pick them up tomorrow afternoon.”

Claire stared at her. What good luck! “Yes, no problem. I’m sure little Bertie would love to stay the night!”

Miss Stenton looked at her knowingly. “What a good idea Claire!” she said, winking. Claire went a bit red. She’d already discussed how perhaps Bertie could come and stay at weekends.

Jessica piped up. “Can Jeremy stay, please Miss Stenton?” Alison looked at her, trying not to laugh. Miss Stenton grinned. She wasn’t stupid. “Of course Jessica. He’s a big boy, but I’m sure you’ll take him in hand. You’re a demanding young lady but I think he’ll rise to the occasion.” The adults laughed. Alison had tears running down her face. “Yes Jessica, perhaps he can come down to the stables with us. You did say you wanted him to come, didn’t you?” Jessica blushed, but joined in the laughter.

Claire held the shower over the boys in the bath while they rinsed the shampoo from their hair and handed a small towel to Bertie who was rubbing his eyes. “Nearly done.” she said, running her fingers through Timmys curly hair.

Timmy had spent two hours in his bedroom, lying on his tummy, tears soaking his pillow. Claire had been sympathetic but pragmatic. “I know it’s sore Timmy, but you did deserve it and besides, you have to get used to school discipline!” He’d tried to tell her about what Miss Stenton had done, but she didn’t want to know. “If you annoy your headmistress Timmy, you must take the consequences!”

She smiled as she remembered Jessica’s kind offer to help supervise them in the bath. “Yes I know you mean well Jessica” she’d said, trying not to laugh. “But I think Jeremy has had quite enough for one day.”

She did know what Jessica meant though. She had spent such a long time soaping Jeremy’s willy!

The boys were dried, dressed in some of Timmy’s pyjamas and sent to the living room for half an hour before bed.

Timmy had obviously recovered somewhat. He built lego castles and trundled toy cars along with Bertie and Jeremy while Claire and the girls watched. There were times when they had difficulty in keeping a straight face. Jeremy, clad in Timmy’s tight pyjamas was a sight to behold and Alison, on asking her mother if she knew who’d hidden the banana, had them in fits of laughter.

Just before sending them to bed, Claire took Jessica to one side. “Jessica, I have a pretty good idea what you have planned for Jeremy tomorrow” Jessica started to protest, then saw the look in her mother’s eye. She sighed. Mother knew everything!

“I have no objection to you playing with Jeremy. Boys are like machines, they’re very simple once you know what makes them tick. For a boy, an orgasm is a straightforward physical resonse to stimulation and has no side effects. However, I absolutely forbid you from interfering with Timmy. He is your cousin and I will remain in complete control of his development.” She sighed. “You can do whatever you want with him Jessica, but you do not allow him to orgasm! Is that absolutely clear?”

Jessica suddenly felt very small. Her mother could read her mind, could sum up situations in a trice. In addition, her mother had made it clear that Jessica was old enough now to be punished with the same cane she used for Alison.

“Yes mother, I promise. I’ll never let Timmy-you know!”

Her mother hugged her. “Good girl Jessica.” Then she winked at her. “Have fun with Jeremy tomorrow-and don’t forget to share him with your sister!”

Claire kissed Timmy and Jeremy good night and switched off the light. They were absolutely exhausted. Claire had put Timmy’s special gloves on as a matter of principle, though she couldn’t imagine him having the energy to do anything. She put her hand down inside the sheets and gave his willy a quick squeeze. She did the same with Jeremy and her hand lingered a little longer.

Bertie was sitting up in her bed where she’d put him, rubbing his eyes. Claire showered in the en suite bathroom and walked back into her bedroom with a towel round her. Bertie looked at her and smiled sweetly. She took him gently out of bed and stood him between her legs, allowing the towel to fall. She unbuttoned his pyjamas and pulled down the trousers. “Its so hot tonight isn’t it Bertie!” she said, kissing his little nose. He stood in front of her naked, looking a little embarrassed. He was used to ladies taking his clothes off but every lady was different.

Claire reached down and stroked the tip of his small penis. Then she ran her finger down between his buttocks. “I think you deserve a spanking, don’t you Bertie?” she asked, exploring his large soft bottom. “Yes please miss” he said, sighing with pleasure. He looked at her lady bits and licked his lips. This lady was so kind.