TIMMY

BY TOMMY

[ part 9 ]

“For goodness sake Timmy, you’ve spent long enough on your homework this morning. The girls are arriving any minute now and you can help them with their things. Now put your books away!”

Timmy closed his exercise book and placed it back in his satchel. “Yes auntie.” He turned to her, a worried look on his face. “Please auntie, you will check my spelling won’t you? Miss Johnson said she’d give me nine strokes if I made any mistakes again. She said I had to check in a dictionary if I wasn’t sure, but it takes so long!”

Claire sighed. Timmy had been at school for only one week. Living so close, he was the only boy who didn’t board there. The first day he’d come home in tears, an extremely red bottom, and a satchel full of homework. Miss Johnson clearly expected high standards. On further questioning, Claire had discovered,that his teacher reserved use of the cane only for poor homework and misbehaving in class. Minor transgressions resulted in the boy being stripped from the waist down and spanked. Timmy had blushed when questioned about this. It appeared that Miss Johnson wasn’t just interested in their bottoms and he wasn’t all that clear why she spanked when she did. He did once let slip though that it was the boys with the biggest willies that seemed to get spanked the most!

The next day Timmy had come home a little later than usual. His aunt soon discovered the reason. She’d got into the habit every day of having Timmy show her his bottom when he arrived home, just to check on how busy his teachers had been. The dark red stripes across his buttocks looked nasty. Timmy had told her the whole story through tears.

“Auntie, Miss Stenton came into the classroom and made us all line up and then she made us look at a picture of a lady with no clothes on” Timmy had been most adamant that he hadn’t even liked the picture. His aunt had smiled.

“Then she pulled down our shorts and felt our willies, auntie. Mine was sticking up, but only a little bit. So was Adam’s and Billy’s and….” His aunt stopped him.

“After school we had to go to her study and she took our clothes off and caned us – really really hard!”

Fortunately, after that little episode, things seemed to have quietened down. Homework was done, with Timmy learning the hard way about checking his work before handing it in! Thursday and Friday, he’d returned obviously having been spanked, but when asked about it, had looked embarrassed and said that Miss Johnson hadn’t said why. He certainly didn’t seem upset by it, quite the opposite. Claire had a pretty good idea that the fact she was Timmy’s aunt afforded him some respect from the teaching staff. She imagined also, that with almost two hundred boys at the school, Miss Stenton would have plenty to occupy her.

Timmy ran down the steps to the driveway just as the taxi arrived. Alison and Jessica got out and Timmy waved. “Jessica! Alison!” He hugged them and took Alison’s case.

“No Timmy, that’s not heavy at all. Help Jessica with hers!” He dragged her suitcase up the steps, Alison’s satchel slung round his neck.

Claire met them and embraced the girls. “Take your things upstairs and have a wash. We’ll have some tea when you come down.”

Timmy took Jessica’s case to her room, chattering all the time. “Oh and she’s so strict Jessica! Yesterday, Daniel looked out of window just for a second and….”

“Yes, yes Timmy, just put the case on the bed” said Jessica looking around her room. “Shut the door Timmy!”

Timmy did as she said and turned to face her. “It was only for a second and…”

“Timmy!” Her voice was ice. “Haven’t you forgotten something?”

Timmy looked puzzled for a second, then looked at the floor. “Sorry miss” he said quietly.

He slid his shorts off, removed his teashirt and put his hands on his head. Jessica sat on the bed. “Come here!” He stood in front of her,

“Legs further apart!” He obeyed.

He gasped as he felt her hand gripping his testicles. “I think you deserve to be punished. Do you agree Timmy?”

“Yes miss” he said meekly. “I’m sorry miss.”

“I’m going to squeeze your balls very hard. You won’t make a sound. If you do, I’ll squeeze them even harder. Understand?”

“Yes miss.” Timmy grit his teeth. He must obey her. He loved her so much .

He waited. Her hand didn’t squeeze his balls. They started to tickle them.

He opened his eyes. She was shaking her head slowly, a huge smile on her face.

She stood up and held his shoulders. There were tears of laughter in her eyes.

“Oh Timmy, you silly boy! I was joking. Did you really believe me?” She wrapped her arms around him and hugged him tight, very, very tight. Timmy burst into tears.

She soothed him until he stopped, then they unpacked her case together. Timmy didn’t even bother to put his clothes back on. Somehow he felt that’s how it should be. His privates ready for her to play with. After all, they did belong to her, didn’t they?

She turned and looked between his legs. “Did I give you permission to have an erection Timmy?” she asked grinning. He looked down and giggled. “Sorry miss!” Jessica took the tip in her fingers and examined it closely. She started to pull back his foreskin.

“I’m not hurting you am I Timmy?” He shook his head. “No miss, it can go all the way back now. Auntie checked it every day last week. Miss Stenton’s going to check every boy next week and if she can’t pull their foreskin right back, she’s going to circumsize them herself!”

Jessica laughed. “Good for Miss Stenton!” She stroked his willy harder.

“Has mother allowed you to come yet Timmy?” she asked quietly.

Timmy grinned. “On Thursday I had my very first organism!” he said proudly. Jessica laughed. “Oh Timmy, you’re so funny. You mean orgasm!” Timmy continued.

“I got ten out of ten in my test at school, so auntie said I could have a reward.” He remembered how his aunt had left his spanking until bedtime and had examined his privates for a long time until starting to stroke them. She’d done it all so very gently. The tingling had got stronger, but so slowly, until the stars started exploding and his legs shook. He did hope she’d allow him to have another one soon. She still made him wear those gloves at night and sometimes his thing throbbed for attention. He’d thought about trying to rub himself against the sheets, but his aunt, reading his mind, had given him even tighter pyjamas. Besides, she’d already explained that even if he did manage to come, she’d know from his pyjamas in the morning. He wasn’t old enough to make sperm yet, whatever that was, but he did make something that she said would leave a stain, and Miss Stenton would definitely not be happy!

Suddenly he grabbed her sleeve. “Oh Jessica, I’ve got a surprise for you! Come on!”

Pulling on his clothes he ran downstairs, Jessica following. At the bottom they bumped into Bertie coming the other way. He had a quick hug from Jessica and explained how he was to spend every weekend with them. They watched him taking his little bag up the stairs, his cute pert behind wobbling under his tight shorts. Jessica watched him go and licked her lips.

Timmy ran down to the stables with her and flung open the door. “Just for you!” he announced, pulling her inside excitedly. Jessica grinned. She recognised Jeremy at once, busy sweeping the floor. He had another boy with him, slightly taller with fair hair and large blue eyes that looked at Jessica nervously.

“That’s Mark” said Timmy, holding her hand. He leaned closer and whispered, “He’s eleven. Look at his shorts!”

Jessica looked and her eyes nearly popped out. If Jeremy had a large sausage tucked down his shorts, this one had a huge cucumber!

Timmy giggled. “He’s got the biggest willy in the school. I heard Miss Johnson talking to Miss Fanshaw about it. Miss Fanshaw measures our willies every week at the medical” he added. He smiled. It was one of the few occasions when a boy could be punished for not having an erection! Teachers were so strange sometimes.

Jessica breathed deeply. “You are a good boy Timmy. Thank you very much. It’s a lovely surprise!”

Timmy hesitated. “Well actually it’s for Alison as well.” He smiled. “I thought you could send them to the study afterwards for a caning.”

Jessica agreed to send them as soon as possible and turned to the boys, speaking as sternly as she could. “Come on boys, time to have your genitals inspected!” She smiled at Jeremy. “I knew you’d want to come again!”

Timmy skipped happily back to the house. He would have liked Jeremy and Mark to have stayed for the whole weekend like Bertie, but they had to return to school later that afternoon. Mark in particular seemed to be very busy. It seemed that almost every teacher was giving him extra tuition, judging by the time he spent in their rooms.

His aunt walked out of the large doors onto the patio and called him. “Timmy, come here- now!” Her voice had a definite edge to it. She had something in her hand that looked like a letter. He suddenly remembered. Oh no, the letter!

One important rule his aunt had drummed into him was that all letters from the school must be given to her as soon as he arrived home, especially on a Friday. Anything required for the Monday could then be ordered immediately from one of the shops in town and delivered on the Saturday.

His aunt was very angry. “I have just found this letter all scrunched up at the bottom of your satchel! Shall I read it to you Timmy?” Her question was rhetorical.

‘Dear Mrs Markham, As I pointed out in the letter I sent a few days ago, Timmy has still not brought his PE kit to school. The kit can be purchased quite easily in town. Unfortunately, if he does not attend PE correctly attired on Monday, I will have no option but to follow standard disciplinary procedure. Kindest regards, Miss Wolverton.’

Claire looked at Timmy furiously. “Not only should you have given me this letter yesterday, but Miss Wolverton says she already sent another letter before this one. Could you explain why I haven’t seen it Timmy?”

Timmy went very red. Oh, that letter! He sighed. He knew exactly where the letter was. Transformed into a paper aeroplane it now had permanent residence somewhere in the woods next to the school.

“No auntie, I don’t know.”

He felt the tears at the back of his eyes. How could he tell his aunt the truth? But even worse, why was he now lying to her?

Claire shook her head slowly. “If you’d given me this letter yesterday we could have gone into town this morning and bought your PE kit. As it is…” She read the letter again. “Standard disciplinary procedure, Timmy. I wonder what that means?” Timmy didn’t know exactly but he could guess. Suddenly he felt very cold. Miss Wolverton was a very strong lady.

For her part, Claire was not entirely unsympathetic. Timmy had been so excited about the girls coming back, plus he’d been concentrating on his homework. She would have considered going into town after lunch, but there was also the matter of the missing letter. He would just have to learn.

“Well Timmy, I suppose I’ll just have to write back to Miss Wolverton and tell her the truth” his aunt said quietly.

“You’ll have to take the consquences for your actions” She paused. “In addition, I’m sure Miss Stenton will want to ask you how you managed to lose official school correspondence!”

Timmy couldn’t stand it any more. Why hadn’t he told his aunt the truth straight away. She always knew when he was keeping something from her. He would most likely still be punished as severely, but at least he wouldn’t have this awful feeling of a vast gulf between them.

He broke down and told his aunt everything, all about using the letter as an aeroplane and his lies to Miss Wolverton about why he didn’t have his kit. His aunt listened as Timmy poured out his heart. It was clear that, although scared of the punishment awaiting him at school, what upset him the most was having kept the truth from her.

“Please auntie” he sobbed, tears running down his face like a stream.. “I know I deserve to be punished and I promise I’ll tell Miss Wolverton and Miss Stenton everything!” He flung his arms round her. “But auntie, please say you forgive me. I’m so sorry auntie!”

Claire held him and wiped his eyes. She thought hard and sighed. “Timmy, you’re completely right. You deserve to be punished and you will be!”

She stroked his hair and spoke softly. “I’ll go into town now and buy your PE kit.” Timmy looked up in surprise.

“While I’m away you will go to Alison. I’m going to have a word with her now and ask her to beat you very hard for losing the letter and lying to your teacher. In addition, tomorrow morning I’m going to cane you in front of the girls for lying to me.”

Timmy gazed at her through his tears. “But Miss Stenton and Miss Wolverton…” His aunt smiled. “Once you’ve been punished, the matter is closed Timmy.”

If he expected any sympathy from Alison, he was disappointed. Alison insisted on making him wait naked outside the study, until Jessica arrived closely followed by Jeremy and Mark. The boys’ delight at seeing Timmy naked, waiting to be thrashed was short lived however as Jessica ordered them to do the same.

It could have been worse. At least Alison made the boys wait outside while she caned him. Alison realised with surprise, that for the first time, she was not particularly enjoying her task, though Jessica grinned throughout.

The twelve strokes were almost as hard as the twelve Miss Stenton had given him on Tuesday. His screams of pain as each stroke fell echoed around the house.

Jessica led him to his room and watched as he lay on his front, crying not just with the pain but also the shame of what he’d done. He felt no anger towards anyone but himself. Alison had only done her duty.

Jessica ran her finger over the red lines on Timmy’s backside. “Painful was it?” she asked cheerfully. “Yes miss” he replied, turning his head to see her. Jessica ran her finger all over his buttocks until sticking it between his cheeks.

“So, whats so bad about that?” she asked, stroking his sweaty little bumhole. “You’ve been punished for lying to your teacher and for destroying school property. Tomorrow you’re going to get it from mother. But at least you’re being punished at home, not at school!” Jessica smiled. “I don’t think you’d be lying on a bed having your arse rubbed better if Miss Stenton had caned you!”

Timmy, despite his tears, managed to giggle at this.

He fell silent, his attention now on what Jessica’s finger was doing. Jessica bit her lip and laughed silently. Mother was completely right; boys were basically little machines. Find the button to press and they did what you wanted.

She heard a long sigh of contentment and saw Timmy push his bum a little higher, clearly craving more attention. Jessica thought. Could she? She did so want to see Timmy come. She pushed the tip of her finger in his anus. Timmy moaned. No, she’d promised she wouldn’t, and mother would find out. She always did. Jessica shivered.

“Okay, Timmy, I want you to get up now and go downstairs. Mother will be coming back soon. Show her what a big boy you are!”

He stood up and rubbed his bottom, flinching. Jessica, turning slightly, casually took his balls and held them tightly.

“Just remind me Timmy, who do these belong to?” Timmy automatically opened his legs wider. “To you Jessica.” She gripped them tighter. “Who?” Timmy gasped. “Ow! Sorry, I mean to you miss!”

Timmy missed the girls terribly over the next week but fortunately, he was kept very busy with schoolwork. He was so grateful to his aunt for buying him the regulation PE kit in time for games on Monday, and on Sunday morning, he thanked her under his breath between each stroke of the cane.

Apart from his regular spanking sessions with Miss Johnson, he somehow managed to make it through the week without being caned once, a feat which led her aunt to suggest that maybe the teachers weren’t being strict enough.

“Oh auntie, they are strict honestly!” he’d protested. “Miss Johnson caned William today for talking even though he’d just been punished by Miss Stenton! And all of the first years got caned yesterday for making too much noise at lunch,and…” His aunt stopped him. “Okay Timmy, I believe you. It’s just that I don’t think its good for young boys if they aren’t beaten regularly.”

She considered. “I once knew a teacher who used to give her boys the cane once every week just to serve as a reminder. I think it’s a good idea!”

Thus, that Friday evening Timmy found himself bending over in the study, receiving six hard strokes from his aunt. His aunt was pleased how meekly he’d accepted her proposal. Timmy had been realistic about it. After all, he’d reasoned, he probably had done something during the week to deserve it. His aunt was doing it for his own good, and besides…that feeling again. That shivery but warm feeling he got whenever his aunt punished him.

“I bet you’re looking forward to the girls arriving tomorrow aren’t you!” she asked him that night as he lay over her lap for his spanking. She spanked slowly and erotically, her hand finding itself creeping into every crevice, exploring every hole.

“You did very well at school this week Timmy. I’m really very pleased with you.” She stood him up and examined his penis which was, as usual, fully erect and begging for attention. Timmy watched her as she ran her finger under his scrotum and then around to the side. She knew where his funny places were, those little places that made the tingling much stronger. He looked at her, his eyes full of adoration. She was going to make him come and when he came he loved the feeling of being held and controlled by her, being part of her.

Bertie sat crosslegged on the bed watching them and smiling. Another whole weekend with Mrs Markham!

“Oh do hurry up Timmy!” cried Alison as he brought her bags in. “I want to unpack and check the horses.”

He placed the bags in her room and ran quickly back outside. Jessica was standing next to her suitcase. “Where on earth have you been Timmy?” she asked in a stern voice. “Just wait till I get you upstairs!”

Timmy was momentarily taken aback by her tone, but then saw the grin.

“Sorry Jessica, but Alison told me to take her…” “Just get on with it boy!” she ordered, following him upstairs.

Timmy dragged her heavy case to her room and sat on the bed panting. Jessica came in and shut the door.

He wasn’t going to wait for her to remind him this time! Reddening slightly, Timmy quickly pulled off his clothes and put his hands on his head. Seeing her glance down, he opened his legs more.

“Good boy. It’s nice to see you’re learning.” said Jessica. She opened her case. “I have a little present for you Timmy.” She took a leather slipper out and showed it to him.

“It looks just the sam as the old one doesn’t it.” She slapped it into the palm of her hand. “Ouch!” It did indeed look identical. Her mother had said she was only to use her Zakopane slipper on Timmy. This one was also from Zakopane, the small town in Poland renowned for its leather goods. The new slipper however was much, much heavier.

“Would you like to try it Timmy?” she asked, her eyes sparkling. Timmy nodded. “Yes please miss.”

Without being told he jumped on the bed and adopted the position he knew she loved. On all fours, he lowered himself onto his elbows and lifted his bum as high as possible. He liked being slippered by Jessica.

“Legs apart a bit more!” she ordered, tapping his thigh. He felt her run the slipper down across his buttocks. There was silence.

The sound of the hard slap seemed to shake the room. Timmy gasped and grabbed the bedclothes in his hands. This was far more painful than her old slipper. The pain sent ripples throughout his body before diminishing into the familiar tingle tthat he knew so well.

He felt his testicles being fondled. The feeling of her finger gliding lightly over his little balls was so ecstatic that any soreness became a background warmth. He closed his eyes.

Jessica tapped his other buttock, then slapped the slipper down hard. Timmy cried out but only for a second. His whole body was reverberating from the red hot pain that radiated outwards from his backside.

Jessica ran her finger down his crack.

“Well Timmy, would you like another one?”

Timmy’s pain receptors cried out in protest. He heard himself answer. “Yes please miss.”

“Well you’ll have to wait until tomorrow.” She threw the slipper on the floor. “Mother and Alison are going to visit a friend tomorrow after lunch and I have something planned for you in the stables!”

She pulled him off the bed and took a quick look at his red bottom. “Well, it’s clear I have to use this slipper now. Much better than the old one isn’t it?”

Timmy felt his hot buttocks and grinned. “Much better miss.” He saw some strange objects in her case. “What are those funny things miss?”

Jessica laughed and took a few things from her case.

“This, Timmy, is a ball gag and this is a blindfold. These little rings are to put over your balls and willy. That black thing over there is a butt-plug that I’m going to push up your bottom tomorrow.” She looked at him hard. “You must remember that. Miss Stenton used it when she caned you in the study a few weeks ago.

Timmy looked confused. “B’’’but how do you know that she put….” Jessica stopped him.

“You’d be surprised what Miss Stenton tells me Timmy!” she lied, trying not to laugh. She looked at him and her eyes narrowed. “Tomorrow afternoon I want you in the stables as soon as mother and Alison have left. I’m going to put a harness on you and tie you up so you can’t move. You won’t be able to see or talk. Then we’ll play a few games!”

Jessica didn’t elaborate. Besides a nice long slippering, there were other, more interesting things she wanted to try. She felt a familiar tingling between her legs. Of course she’d have to remove his gag for that!

She reached down and gripped his balls. “Is that clear young man?” Timmy grinned as he felt himself getting hard again. “Yes miss, thank you miss!”

It was getting late. In the living room Claire sat in her favourite armchair, reading the newspaper with Bertie at her feet in his pyjamas, playing with lego and toy soldiers. At one end of a long couch, Alison sat with a pile of Timmy’s exercise books on her lap. Jessica was at the other end, engrossed in one her horsey magazines. Wedged between them was Timmy who, between watching Bertie and giving him intsructions on how to build his fort, was also attempting to annoy Jessica. Every time she turned over a page, Timmy would quickly turn it back, while claiming he wanted to finish reading it. Each time he did it, she tickled him, muttering under her breath how he’d be punished tomorrow. She tolerated it not only because of her ideas for Timmy which were becoming more elaborate every hour, but because she’d found herself recently feeling a great deal of affection for her naughty cousin-though just as long as he remembered who was in charge!

Then Jessica hit upon a new variation to her reading strategy. Holding the magazine with one hand, she used her other hand to tickle Timmy in a very sensitive place.

Timmy stopped annoying her and watched as she tickled his little willy. He couldn’t stop himself. It wasn’t easy not to notice the little flag pole sticking up hard in his pyjamas.

Of course, Claire noticed immediately. “I can see one little boy who’s going to have his bottom spanked before he goes to bed!” she said seriously, though her eyes were twinkling.

Betie caught the last sentence. “Yes, me!” he said sweetly. Everyone laughed.

“Yes, you as well!” said Claire, tousling his hair.

Jessica coughed. “Well mother, I think that we should all spank the boys tonight. What do you think?”

Claire smiled and nodded her head. “Excellent idea. I’m sure Bertie and Timmy deserve it.”

Jessica chuckled as she felt Timmy’s willy stick up even more.

Timmy watched Alison going through his exercise books and held his breath as she looked at his french book. Oh no! He hadn’t shown that one to his aunt yet. The only boy to receive zero marks in his vocabulary test, he’d been spared a very hard caning when the teacher had suddenly left for an urgent meeting. He wondered what his aunt and Alison would think about it.

Alison was looking at the page and he heard her whistle softly. “Were you punished for this Timmy?” she asked very quietly. Timmy blushed. “No miss.” No more lies-ever! Alison passed the book to his aunt. “I think we need to discuss this tomorrow morning, don’t you Timmy?”

Timmy sighed and nodded. He knew what that meant.

He leaned back in the soft sofa between his cousins breathing in the warm heavy scent of Alison’s perfume. Jessica’s hand was under the magazine doing something to his willy that felt very nice indeed. Perhaps too nice! He wondered if she would visit him later that night like she did last weekend. Knowing well that his gloves stopped him from obtaining any relief, she’d teased him for ten minutes, leaving him to fall asleep very erect, and very, very frustrated!

He closed his eyes. Tonight he was going to be spanked by his aunt and two cousins and made to go to sleep with a hard throbbing penis begging for attention. Tomorrow morning he’d no doubt be scolded and caned by Alison after breakfast. Jessica was going to tie him up, beat him hard with her new slipper and….He wasn’t sure what else, but he could guess. Bertie had told him what ladies liked boys to do to them! Then there was the matter of the broken glass that his aunt was sure to notice when she went to the greenhouse.

He yawned and rested his head against Jessica, feeling her soft dress against his cheek. His aunt smiled at him. Nearly time for bed. He couldn’t be sure but he felt that, at that particular moment, he must surely be the happiest little boy in the whole world!