TIMMY

BY TOMMY
encoretommy@yahoo.fr

[ part 5 ]

The next morning, Timmy sat on the steps in front of the house, watching the long driveway that wound throught the forest. His aunt had asked him to call her when he saw a car arriving. He fidgeted and sat up straight, momentarily reaching round to his back and pulling his shorts out from between his buttocks.

His aunt had made him wear his new school uniform today and he was finding the shorts very uncomfortable. They were so tight and seemed to stick to him like a second skin. He understood why he was not allowed to wear underpants under them. There just wouldn’t be enough room.

In the distance he saw a car enter the grounds and ran to tell his aunt. “Auntie, they’re coming.” His aunt joined him and walked down the steps holding his hand.

Claire didn’t recognise the woman at first, then suddenly it hit her. “Sarah, is it really you?” she said in astonishment. Sarah Fanshaw, the new Deputy Head of the school got out of the car and they hugged for ages.

“I can’t tell you how happy I am to be back!” said Sarah, beaming at her friend. They chatted for a few minutes and Sarah looked at her watch. “Gosh, I’m so sorry Claire, but I have to go. A lot of new teachers are arriving for a meeting today and I have to be there. She mentioned a few names and Claire laughed. “That bunch? Well, I must say, Ingrid works very fast.” Sarah laughed. “Yes, it will be just like old times-remember?”

Before leaving, Sarah beckoned to a small figure in the back of the car. A small boy got out, one hand holding a school satchel, the other clutching a long thin object wrapped in brown paper.

“This is Jeremy,” explained Sarah. “Not a bad boy, but needs waking up in my opinion.” She got into the car and winked at Claire. “Have fun!” she said, a twinkle in her eye.

Claire looked at the boy, standing rather nervously in front of her. He was dressed in the same uniform that Timmy wore, his shorts just as tight, just as revealing. Slightly taller than Timmy with light brown hair and innocent brown eyes, he was a little slimmer but still possessed that pert backside so typical of little boys that hadn’t yet lost their puppy fat. Her eyes widened as she saw the front of his shorts. Ingrid hadn’t been joking! Either the boy had a few large pork sausages hidden down there or he was incredibly well endowed for his age!

Signalling for the boys to follow her she led them to her study. A few small school desks had been put in the middle and a blackboard hung on the wall. Claire turned to Jeremy and smiled. “Well Jeremy, I’m very pleased to meet you. She introduced him to Timmy and explained that they’d be studying together. She looked at the long thin package in his hand. “What’s that Jeremy?”

Jeremy smiled shyly, then handed it to Claire. “Please miss, the Headmistress told me to give this to you and she hopes you’ll use it a lot miss.” He was clearly relieved at having conveyed the message correctly.

Claire undid the tape and unwrapped it. “Oh how kind of her!” she said, holding a long yellow cane in her hand. She looked closely and her eyes shone. Not just a normal school cane, it was one of the new softwood canes that Ingrid loved. Almost as effective as a normal cane they stung like crazy without bruising the skin. She remembered Ingrid telling her all about them and how they’d improve discipline, since the boys could be caned as frequently as the teacher wished. She looked at the boy. “Well I think it would be quite rude of me if I don’t use it. Tell me Jeremy, when were you last caned?” He looked embarrassed. “Er, yesterday miss,” he said quietly. “And are you caned over your shorts Jeremy?” He reddened. “No miss, I have to take them off miss.”

Jeremy looked relieved as she placed the cane on her desk..

Claire smiled. “Well Jeremy, sit down here and show me your books. He pulled everything out of his satchel and she ran her eye over his work. Within minutes she had him learning spellings, copying out poems, practising his handwriting and doing long multiplication.

He was well behaved and worked hard. She gave Timmy some work to do and sat down and read for an hour, running her finger along the new cane.

Announcing it was time for a break, she led the two boys down to the kitchen and sat them at the table. Alison and Jessica were there, arguing about horses as usual. She introduced Jeremy to them and smiled as she saw their eyes go immediately to the boy’s shorts. Alison pretended not to notice but Jessica just stared until her mother nudged her.

Claire paused. It was an old trick and rarely failed, but Jeremy had so far been very well behaved. Should she? She grinned. Why postpone the inevitable. Quickly she poured two glasses of milk and smeared the second with cooking oil. She handed the first to Timmy. He was okay. She didn’t need an excuse to take his shorts off!

The second glass, she held by the rim amd handed it to Jeremy, positioning it just above his lap and warning him to be careful. It happened just as she knew it would. The glass slipped through his fingers and fell onto his shorts before bouncing onto the floor and smashing.

Alison helped pick up the broken glass while Claire ordered Jeremy up and scolded him, wiping his shorts. “It’s no good Jeremy, these shorts will have to be washed immediately. Take them off please!” The boy looked at her aghast.

“But miss, I don’t have anything on underneath them miss.”

Claire looked at him sternly. “I don’t see why that’s important. Do as you’re told and give them to Alison. She’ll take them to the laundry room.”

Jeremy looked at the girls staring at him. “Can I take them off later please miss?” he asked in desperation. Claire spoke very quietly. “Jeremy for your carelessness I intend to spank you. For not taking off your shorts when asked, I intend to cane you. If you do not give those shorts to Alison in five seconds, I will phone Miss Stenton and ask her to come and deal with you herself!”

Jeremy went pale and slipped his shorts off immediately, handing them to Alison. “No Jeremy, hands by your sides please!” ordered Claire, as he sought to cover his embarrassment. Jessica’s eyes bulged. His penis was almost twice as long as Timmy’s and much thicker.

Claire fought hard not to smile. Jeremy stood still in front of the girls, his face bright red. “I think some of the milk went through your shorts Jeremy. I just have to wipe you.” She picked up a damp cloth and gently wiped him around his groin. Lifting his penis, she ran the cloth along it. Jeremy looked at what she was doing, his face a mixture of confusion and shame.

Back in the study, she made the boys sit down and continue their work. Jeremy had politely asked if he could wear something but Claire simply told him he would stay like that until his shorts were dry-possibly sometime that evening.

She examined Timmy’s work and declared he wasn’t trying hard enough. Perhaps a spanking would help! Smiling sweetly, he stood in front of her and watched her pull his shorts down. She hesitated. “I think Timmy, that if Jeremy is to spend the day with a bare bottom, you should too!” Timmy didn’t argue. He didn’t like his shorts and besides, he felt perfectly at ease now when he was naked in front of her.

She smiled as she saw his willy already sticking up. “Over you go Timmy.” she said, pulling him into the usual position.

His spanking wasn’t quite as long as usual. Claire had other ideas. As usual she examined his genitalia in great detail afterwards, praising him for keeping still while she loosened his foreskin.

Next, she called Jeremy over and ordered his hands on his head. “When did you last have your privates examined?” she asked, trying hard to keep a straight face. Jeremy’s face turned a deeper shade of red. “Please miss, last night and this morning miss.” he replied seriously. Claire’s mouth fell open in surprise. Her friends at the school were really enjoying themselves!

Claire patted her lap. “Over you go young man!” Soon she had him in position. She assumed he was unused to this little game and started from scratch, giving light spanks while teasing his tight little bumhole. To her astonishment she felt him grow hard almost immediately. She pulled him over a bit more and leaned back, smiling.

Five minutes later, still breathing heavily after her orgasm, she stood him up and admired his red backside.

She looked at her watch. Alison and Jessica would be going to see their friends soon. They’d been so sweet and loving since their punishment yesterday. Perhaps a little treat was in order. Chuckling to herself, she wrote a quick note and gave it to Jeremy. “I want you to go to the girls and give them this note Jeremy.” She picked up her new cane and handed it to him. “Take this as well and make sure you do as you’re told! Now off with you-and don’t forget to bring the cane back!” she added.

Watching the little boy run out of the door, his red buttocks bouncing up and down, she leaned back and grinned. In the note she’d asked the girls to give her a hand with some of her duties. Mainly, to check if Jeremy had the same problem as Timmy has with his private parts. They were to examine his foreskin in great detail and to note any changes when he had an erection, to check that his testicles were both fully descended and finally, to administer the six strokes owed for his disobedience earlier.

She closed her eyes. Little Jessica would be so happy!