TIMMY [ part 6 ] “Well I think that’s a very wise decision Alison,” said Miss Stenton, sipping her tea. “I think you’d make an excellent teacher!” They were all seated on the large sun-lit terrace behind the house, Claire having invited her friend over for afternoon tea. The girls sat between Miss Stenton and their mother, drinking lemonade. “You’re only thirteen but you’ve already decided what you want to do.” she continued. “That shows determination and that’s an important quality in a teacher.” She glanced over to the swimming pool where Timmy was sitting on the edge, dangling his feet in the water. “If you’d like, perhaps we could arrange with your school to allow you to spend some time with us next term.. You know, a sort of work experience programme.” Alison nodded enthusiastically. “Yes Miss Stenton, I’d like that very much. I’m sure they’ll be no problem getting permission.” Miss Stenton smiled at her. Alison was so much like her mother, she thought. Suddenly she had an idea. “You know Alison, if you like, you could come over and help out at the school during the holidays. I know there are only nine boys there but they require plenty of supervision. We could even arrange for you to give them some lessons if you like. I know the staff would be so grateful.” Alison tried not to show her excitement. Her legs felt like jelly. “Of course, since we’re a private school, we’re not obliged to follow the local authority’s rules.” explained Miss Stenton. “This means that provided I say so, you’ll have full authority over the children-just as any other member of the teaching staff. That would look good in your c.v. wouldn’t it!” She grinned. “Of course, you’ll have to have your own cane. Can’t have the boys getting cheeky just because you’re so young!” Alison smiled politely, and excused herself. She walked sedately back to the house but once out of sight, raced up to the privacy of her room. Whatever reservations she may have had about Timmy’s attempt at masturbation clearly didn’t apply to herself. Claire watched her daughter leave and tousled Jessica’s hair. “Thanks Ingrid, I don’t think you’ll be disappointed with Alison.” Timmy came running over, his bare feet leaving wet marks on the patio. He held up a pool thermometer for his aunt to see. “Look auntie,” he said excitedly. “Is it warm enough now?” His aunt smiled and took the thermometer. “Okay Timmy,” she said laughing. “You can go and have a little swim. Stay away from the deep end though!” Timmy quickly removed his teashirt and looked around him. “Auntie, do I have any swimming trunks?” Claire took his teashirt and folded it. “Of course not Timmy, why on earth do you need swimming trunks. Now give me those shorts!” With a little sidewards glance at Miss Stenton, he slipped the shorts off and ran naked back to the pool. At the edge, he bent down with his back to her and felt the water with his hand. Miss Stenton looked at Timmy’s cute behind and licked her lips. That was one backside she’d be seeing a lot of when school started. She’d make sure of that! Claire followed her gaze and laughed, reading her mind. “Changing the subject Claire, I must thank you for taking Jeremy yesterday. I do hope it didn’t inconvenience you too much.” Claire almost spilt her tea. “Of course not Ingrid, it was a pleasure to have him.” She turned to Jessica. “You enjoyed having him here as well didn’t you darling?” Jessica blushed and nodded, a large grin on her face. Oh what fun it had been! She remembered the look of disbelief on the boy’s face when Alison had read the note out to him. The tears of embarrassment as she’d examined his most private bits, commenting on the size of his penis, ignoring his whining little voice as she’d pulled his foreskin all the way back. It was not nearly as tight as Timmy’s. Getting him erect had been easy and she’d enjoyed the look of panic on his face as she’d tightened her grip on his scrotum, ostensibly checking each testicle in turn. Alison had allowed her to give him two strokes with the cane, but her arm hadn’t been strong enough to really do it justice. Her sister had loved the ritual leading up to the caning and had been so fussy about getting him in exactly the right position. How she’d swung that cane! She was startled out of her daydreaming by her mother’s voice. “Yes, we’d love to have another boy. No trouble at all. To tell you the truth I enjoyed doing some teaching again. Perhaps not every day, at least not until term time, but two or three every week during the holidays would be no trouble, and I’m sure Jessica would like to see Jeremy again, wouldn’t you dear?” Jessica blushed again and looked up at Alison’s bedroom window. She knew exactly how Alison felt. “Yes mother, I’d love to see Jeremy again.” she replied politely, blushing even more. Claire looked at Timmy splashing happily in the pool. “I say, Ingrid, I’ve just had an idea. You’re all at your wits end over there trying to keep those nine boys occupied when you should be resting, and here we’ve got a big swimming pool to ourselves. Why don’t you bring them over tomorrow?” Ingrid considered the proposal. “That really is very kind of you. I’m sure they’d love to spend the whole day swimming.” She smiled at Jessica. “Would you and Alison help supervise them? Your mother and I have so much to discuss.” The thought of another nine naked boys running round the pool left Jessica speechless for a few seconds. “Y..yes Miss Stenton, I’d love to help.” Alison returned just in time to hear what her mother had proposed. Miss Stenton turned to her. “Oh and I’ll bring a cane for you tomorrow Alison.” she said in a matter of fact voice. “I think it only right that you practise using it before you arrive at the school, and rest assured I’ll make sure that you get ample opportunity tomorrow.” Alison could hardly believe her ears and crossed her legs hoping it wasn’t too obvious just how aroused the thought made her.
Timmy came running up, dripping water everywhere. “Auntie, would you like to see me jump in?” he asked happily, tugging gently at her sleeve. “Not just yet Timmy,” his aunt said kindly but firmly. “I’m talking to Miss Stenton.” He glanced at Miss Stenton and stood quietly, waiting for them to finish talking. One thing he’d learned in the last few weeks was you didn’t disobey auntie. He didn’t mind the spankings, but he wanted to avoid a caning at all cost. He remembered Jeremy yesterday when he came back to the study after delivering auntie’s note to the girls. His aunt had examined Jeremy’s bottom, taken the cane from him and had given him another six strokes. Jeremy had cried his eyes out for ages but his auntie had seemed strangely pleased about there being no bruising or something. Not at all like his spankings. The spankings his aunt gave him were only painful towards the end. He wondered if he was perhaps getting used to them, after all, his aunt often commented on what a big boy he was. It was so funny when the tingly feeling started. Auntie’s hands made him feel so nice afterwards. Especially when she… “Timmy, Miss Stenton just asked you a question. Please be kind enough to answer it!” His aunt was looking at him intently. “Did you hear what I said Timmy?” There was an edge in her voice. He looked at his aunt. He knew that it was always best to be honest. She could smell a lie from a hundred miles. “Please auntie, I’m very sorry auntie. I was thinking about something and I…..” “Exactly Timmy! Miss Stenton asked you what you were thinking about. Could you answer her please?” Timmy looked confused. “Auntie, I wasn’t thinking about anything, I was just..” Miss Stenton broke in. “I was simply interested in why you suddenly had an erection Timmy.” she said quietly. He looked down. His willy was sticking up, like a rocket about to blast off. He sighed. Why did this always happen? His willy seemed to have a life of its own and seemed determined to get him into trouble. He looked desperately at his aunt, then at Miss Stenton. “I’m waiting for an answer, Timmy!” said the headmistress. Timmy panicked. He couldn’t tell them the truth, could he? He saw his aunt looking at him. Yes, he must. He reached out and took her hand. “Please auntie, I was thinking about when…when you spank me.” He burst into tears and his aunt pulled him gently to her and hugged him. “Okay Timmy, don’t cry.” She kissed him. “It’s quite normal for a boy to have an erection when he’s spanked.” She dried his tears. “We’re not angry with you. Miss Stenton just wanted to know, that’s all.” She lowered her hand and squeezed his penis gently. Miss Stenton looked at Timmy and smiled. “Come and show me Timmy!” she ordered. For a second, Timmy considered remaining in the comfort of his aunt’s embrace, but his aunt made it pretty clear what she expected by standing him up and patting his bottom. He showed Miss Stenton. Miss Stenton looked down and smiled. “Oh Timmy, I think I’m going to have to keep an eye on you at school!” she said. Timmy wasn’t sure, but he was sure she had a nasty glint in her eye.
She walked over to the pool and knelt down looking at the water. “It’s really beautiful here Claire. So peaceful!” Out of the corner of her eye, she saw a small figure running towards her. Timmy, having waited ages to show his aunt how he could jump, had finally had his prayers answered when Miss Stretton got up to leave. “Look auntie!” he called, leaping into the pool. Everything happened in slow motion. Entering the water only inches from where Miss Stenton was kneeling, he sent a wall of water flying through the air, completely drenching the headmistress. For a few seconds, there was silence. Timmy surfaced and knew immediately that something had gone horribly wrong. He was hauled from the pool by his aunt, thrown a towel and sent to the study. Claire was apologetic but Miss Stenton just laughed. “Claire, you know what boys are like.” Claire was embarrassed. “Ingrid, could you bring a few more of those new canes when you come tomorrow.” she said. “I think I may need them!”
Timmy was standing in the study when his aunt entered, the towel wrapped tightly around him. Claire had already sent Jessica to run his bath and Alison was tidying up outside. “Give me the towel Timmy!” his aunt said, walking to her desk. She sat on the edge, looking at him, completely naked, standing nervously against the wall. For a split second, she smiled. The boy was clearly scared. She gripped the cane. “Do you have anything to say for yourself Timmy?” She’d been looking forward to spanking him, but now she realised that she had no choice but to use the cane that Ingrid had sent yesterday. Timmy bent his head and wept. “Auntie, I didn’t see her auntie. I’m sorry I wet her, really I am!” Claire felt herself starting to smile, but stopped in time. It had been rather funny, but there was no getting away from the fact that it was all due to Timmy’s carelessness. She looked at the time and stood up. She was tired. “Bend over Timmy!” she ordered quietly. Timmy touched his toes. “Auntie, I’m really sorry. Please auntie I didn’t mean to do it!” Claire looked at Timmy’s bottom and ran the cane slowly over it. “Timmy, in one month you’ll be going to your new school. It’s a very strict school and all the teachers will have a cane, just like this one.” She paused. Sometimes you had to be cruel to be kind. She smiled at the old cliché. “I know that so far I’ve only spanked you, and I will continue to spank you.” She stopped and flicked the cane at the back of his legs to straighten them. “However, from now on, I intend to cane you prior to the spanking. The good news is, Timmy, that this cane will not leave any bruises on your bottom.” she continued. “Also, from tomorrow, Alison will also have a cane and she has permission to use it whenever she wants.” She stopped for a second, wondering about the other decision she’d taken. She waited until he’d stop wriggling. “Finally Timmy, after some considerable thought, I’ve decided to give Jessica complete authority over you. She won’t be allowed to cane you, she doesn’t yet have the coordination to control it correctly, but she will be permitted to spank you and use the slipper whenever she feels like it.” Claire sighed. She needed a drink.
Ingrid was been right. The cane had made a lot of noise and had obviously been very painful. Claire could count the six red lines across Timmy’s bottom, but she could tell that there’d be no bruising. She stood him up and dried his eyes. “Come on Timmy, I still have to spank you. Then it’s time for your bath.”
Timmy yawned, put his hands under the sheets, then stopped. Auntie had put these strange gloves on him. His thing was crying out for attention, but he couldn’t do anything. Perhaps if he was really good, his auntie would make it tingle a bit more. He resolved to be a good boy and to do everything he could to make his auntie happy. She seemed to like his bottom. He’d offer to fetch the cane for her and then stick his bottom out just the way she liked. With Alison, he decided he must treat her like a teacher from now on. He’d heard some of what the grown ups had been saying. Tomorrow she’d have a cane of her own. He had to be careful, but if she wanted to cane him, he’d try and not make a fuss. As for Jessica, she only seem interested in his privates. He sighed. It wasn’t too painful, so he shouldn’t worry. It’s just that his willy was smaller than Jeremy’s and his foreskin was still very tight. It was his own fault. Perhaps if he was more polite and obedient with Jessica, she’d be nicer to him. Tomorrow he’d go and ask her to examine his willy. He’d even suggest she give him the slipper if his foreskin wouldn’t go back further. That should really make her like him. He had an idea. Maybe if he was really good, she’d make his willy tingle! Miss Stenton terrified him, but again, that was probably his fault. After all, she was a headmistress. He had the feeling that she was interested both in his privates and his bottom. He felt certain that, as soon as he went to school, he’d find himself in her office with his shorts off. He remembered how Jeremy, during a short break in the afternoon had told him that Miss Stenton sometimes tied up the boys when she caned them and put tight rings round their private parts and big rubber things inside their bottoms. He also claimed that Miss Stenton was crazy about the size of the boys’ willies, measured them once a week, and made the boy with the smallest willy go to the teachers room to be spanked and have it pulled longer. That sounded silly! He was sure that Jeremy was telling fibs. Timmy decided he’d be the most obedient boy in the school! Perhaps he’d even ask to go and spend a few days at the school before the new term started. That would really impress her! He put his hands under the sheets again, then reluctantly turned on his side. Strange how everyone seemed so interested in his willy. He wished that someone could be with him now. If only he could have the tingly feeling again.
Two miles away, Ingrid Stenton gripped the sides of her armchair and opened her mouth wide as the orgasm rippled through her body. She slumped deeper in the soft shiny leather and opened her eyes. Oh, that had been so, very very good! She reached for her drink. “Okay you can stop now. Stand up!” She grinned as a little cheeky face appeared between her legs. Bertie was so cute, she thought, gazing at the little seven year old boy as he rose, his freckles matching his curly ginger hair. Bertie licked his lips and looked worried. He’d done his best, really he had. He couldn’t understand why some ladies liked him putting his tongue in that place. It tasted so salty. When he did it to Miss Fanshaw, she was always nice to him afterwards. He fidgeted nervously. Miss Stenton was different. Last time she’d been angry with him for not doing it fast enough-but his tongue had been so very sore! The caning that night had been long and hard. He flinched as he remembered it. Ingrid seemed to read his mind and smiled. “It’s okay Bertie, you did very well tonight.” Bertie breathed a sigh of relief. “Go and see Miss Fanshaw now, then come back here!” Ingrid grinned. Why did she feel so aroused tonight? Was it the thought of getting her hands on Timmy when school started? She certainly had plans for him! Bertie looked at his headmistress and sighed. She had that look in her eyes that meant only one thing. His bottom twitched and he swallowed nervously. He’d be sleeping on his tummy again tonight! |