TIMMY

BY TOMMY

[ part 2 ]

Timmy sat in silence throughout the meal, speaking only when spoken to. His aunt attempted to draw him into her conversations with the two girls, but he was still too timid.

Leaving their cook to clear the table, they went to the living room where Claire allowed the children to play with jigsaws and puzzles for half an hour before running the bath for Timmy and sending the girls off for their shower.

After the spanking episode, Timmy appeared to have lost his previous shyness and was soon sitting in the bath while his aunt washed his hair. She soaped him all over, making him stand up while she rubbed the flannel everywhere. Claire was pleased to see his backside was quite white, having completely lost its rosy pink colour from the spanking. Taking a deep breath, she gently held his penis and pulled his foreskin back slightly. Timmy winced and pulled it out of her grasp.

“I’m sorry Timmy, I don’t want to hurt you, but you’re ten years old now and you have to know about your own personal hygiene.” She took hold of his willy and soaped it a bit more. “This skin at the end gets very dirty underneath and if we don’t wash there, you can get terrible infections.” She pulled it back again just a bit and stroked the end.

“The problem is Timmy, your foreskin is very tight. Usually, there are two things we can do. Either you go to hospital and have the skin cut off, or we can make the skin looser by pulling it back a little bit every day.”

She let go of his willy and started to soap his little testicles. Her fingers lingered and playfully nudged his balls.

It was at that moment that the door opened and her eldest daughter Alison walked in.

“I say mother, would it be okay to take the horses over to the farm tomorrow?”

Timmy immediately covered himself with his hands, but Claire quickly moved them away. “Don’t be silly, its only Alison! Keep your hands by your sides!”

Alison pretended not to notice Timmy and chatted to her mother for a few minutes, occasionally darting glances at the boy standing obediently in the bath. Claire continued to soap his privates while she talked, fully aware of where Alison’s eyes were going.

Timmy only followed a small part of their conversation. Closing his eyes to avoid meeting those of the girl in the bathroom, he stood obediently as his aunt had told him, dimly aware of the hand exploring his private parts.

He was jolted out of his reverie by a sudden silence. Opening his eyes he saw his aunt and Alison staring at him. Looking down and was shocked to see his tiny manhood once again sticking up, pointing straight at his aunt.

Totally confused, for a second he was on the verge of tears. His aunt quickly intervened. “It’s okay Timmy. I told you that this is quite normal for little boys. Don’t worry about it!” She smiled as she remembered her days as a teacher when discovering a boy with an erection would have resulted in a very long and hard spanking. This was usually done in the presence of some of her colleagues. She really had to phone her friends again.

As if Timmy’s erection wasn’t enough embarrassment for him, he could hardly believe his ears when his aunt started to talk to Alison about his private parts. Her daughter looked closely at his rapidly shrinking penis as his aunt went into great detail about circumcision, foreskins and little boy’s erections.

“I don’t want him to have to be circumcised, Alison,” he heard his aunt say. “Whenever possible, his foreskin should be pulled back-thus!” Timmy flinched as his aunt demonstrated to her wide eyed daughter. “Sorry Timmy, I didn’t mean to hurt you, but you do realise this is for your own good!”

Ten minutes later, Timmy lay in bed, trying to make sense of all that had happened to him that day. He’d been told off and spanked,. His aunt, presumably now his mother, had examined his most private parts and shown them to a girl only three years older than him. He tried to turn this over in his head. Yes, he’d been embarrassed. Yes, the spanking had been painful at the end. But…but? Timmy hugged his knees to his chest and started to drift off to sleep. For the first time in his life, a lady had shown an interest in him. She’d kissed him, treated him as part of the family. Perhaps his private parts were not actually private if he was part of the family. He put his hand down between his legs and felt his willy. Perhaps this was important to his auntie. He was almost asleep. To be honest, it was very nice when his auntie examined it Sort of tingly feeling. If only it could go on for a bit longer.


The next week was a busy one for Timmy. His aunt, having unpacked his bag and recoiling at the sad collection of garments there within, decided to take Timmy to the nearest large town. For most of the day they visited various shops, choosing new clothes.

Wherever they went, the shop assistants fell in love with Timmy the instant they saw him. Only a particularly astute observer would have noticed that all the shorts bought for Timmy were not only thin and stretchy, but a little on the small size. In addition, his aunt went to great lengths to find shirts and teashirts that were very short and which could not possibly hide his private parts when his underpants were down.

The shop assistant was amused when, on selecting a few pairs of thin cotton pyjamas, his aunt had chosen a size clearly too small. The assistant had tried to point out, as tactfully as possible, that Timmy had a rather large posterior, and the pyjama trousers would look more like ballet tights on the boy. Timmy’s aunt merely asked what was wrong with that.

Timmy enjoyed himself at his new home. The house was in the middle of the country and there was no shortage of woods and fields for him to explore. The girls were polite to him, but kept their distance. He once found Jessica by herself and for a whole hour they played hide and seek around the stables and barns.

His aunt was always very nice to him, but very strict. Every day she seemed to find a reason to spank him. Being late for breakfast, late for lunch, having slightly dirty hands. It didn’t seem to matter. All he knew was that every afternoon, he found himself in the study over his aunt’s lap. A pragmatist, like all small boys, he soon realised that his sore bottom was compensated by the nice tingly feeling he always felt as his aunt’s hands delved into all his crevices. He even stopped feeling embarrassed about his erections and was soon standing to attention in front of his auntie without being asked, watching as she performed her customary examination.

Bathtimes became a routine and under his aunt’s delicate hands, Timmy’s foreskin was slowly pulled back a little more every day. He became so used to this treatment that after only three days he was sporting an erection even before his aunt had started washing him.

Allowing him a half hour to play before bed, his aunt simply sat in the living room, a large whisky in her hand, while Timmy played with her daughters. In his innocence, the boy was totally unaware of the spectacle he presented. His pyjama trousers were so tightly fitting that they really left nothing to the imagination. Even young Jessica was sometimes taken aback by the sight of Timmy’s genitals so clearly outlined at the front.

Timmy’s first experience of how strict his aunt could be came after he’d been there a week. He’d heard his auntie shouting at Jessica one afternoon but had forgotten completely about it until the next morning. After breakfast, his aunt told Jessica to go to the study and prepare herself. Five minutes later, she ushered Alison and Timmy inside. Jessica was standing in front of the desk, a small chair in front of her. She’d taken her skirt off but still had on a pair of yellow knickers.

Her mother went to the cupboard, took out a thin cane and stood looking at her daughter. Then she addressed Timmy and Alison.

“Yesterday Jessica stole some money from my purse. This is the second time she’s done it. The first time, she had three strokes. Today she’ll have six.”

Turning her attention back to the small girl in front of her, she flexed the cane. Jessica was already crying.. “Mummy, I’m so sorry, I…” Claire stopped her. “It’s too late for that Jessica. Bend over the chair and grip the other side. You know what happens if you don’t stay in position.”

Jessica, obviously used to the routine, bent over the chair. Without further ado, her mother raised the cane and brought it down hard across the girl’s bottom. The swish and crack of the cane echoed round the room. Timmy was sure he could see a line appearing under her knickers. The girl took the first three strokes with a lot of loud crying, but the fourth had her screaming and pleading with her mother to stop.

“If you don’t take the last two strokes in silence, I’ll give you another three with your knickers down.” warned Claire. Jessica took the last two strokes without any shouting, though she was clearly in a great deal of pain.

Her mother ordered the sobbing girl to stand. “Now you can stay in your room for the rest of the day.” she ordered, placing the cane back in the cupboard.


Timmy was thinking about Jessica’s caning that afternoon when he heard his aunt calling him. Used to the routine by now, he trotted along to the study, wondering what he’d done this time. He didn’t have to wait long but he was sure he’d flushed the toilet downstairs. Obviously he was wrong. Otherwise, why would he be standing in front of his aunt, having his underpants pulled down?


The next evening, his aunt insisted on giving him a bath earlier. “I have to go to a very important meeting Timmy, and I won’t be back until after midnight.”

Pulling his pyjamas on, he heard his aunt getting ready. He tiptoed along to the bathroom and looked inside. Alison was in the bath, one hand between her legs. Timmy looked on in amazement at the naked girl. She seemed to be washing her private parts very thoroughly.

Suddenly she saw him. “Get out Timmy! Shut the door!” she shouted, blushing. Timmy didn’t move. “You saw me having a bath. Why can’t I see you having one?” he asked belligerently, though in total innocence.

Alison screamed for her mother. Claire arrived, handbag in hand, ready to leave, closely followed by Jessica. She listened to Alison, then to Timmy and held up her hand to silence them. “Timmy, I’m very disappointed in you. How could you be so rude?”

Timmy looked at the floor. “But she saw me in the bath auntie, so why can’t I see her?” Claire took a deep breath. “Because, Timmy, Alison is a young lady and you’re a little boy!”

She looked at her watch. “I don’t have time now Timmy.” She looked at Alison. “Since you’re in charge until I get back, you may deal with him yourself.” She turned and walked down the stairs.

Alison grinned. “Timmy,” she called. “Go to the study and wait for me!” She continued her bath, washing her privates even faster than before. She knew that only her mother could use the cane, so that was out of the question, but she’d never said anything about the slipper.

Downstairs, Timmy waited in his pyjamas, peering at the books that lined the study walls. What would Alison do? Shout at him? Suddenly he remembered what his auntie had said. Alison was in charge. His hands went instinctively to his bottom, hugged tightly by his pyjama trousers. Would she? Surely not.


The door opened and Jessica walked in, a huge grin on her face. “Alison just sent me to get you ready Timmy.” she said, unable to hide the excitement in her eyes. “Put your hands on your head please!”

Timmy backed away. “Why?” he asked, part of him guessing the answer.

“I have to take your trousers off silly!” the girl replied. “Mother said that boys are always punished on the bare and Alison told me to make sure your pyjama trousers are down before she arrives.” Timmy looked at her in dismay and started to argue.

Jessica smiled cruelly. “You don’t have any choice. Mother always leaves Alison in charge. If you disobey Alison, you’ll get the cane from mother in the morning. Now are you going to put your hands on your head or not?”

Timmy slowly moved his hands up to his head. “Now if you don’t keep them there, I’ll tell Alison, and she’ll tell mother that you were disobedient!”

Timmy watched as if in a dream while Jessica played with the elastic waistband of his pyjama trousers. She was younger than him! It just wasn’t fair!

She suddenly let go and pointed to Timmy’s front. I’m dying to see what those things are. They look so funny.”

She lowered her hand and ran her finger over the bulge. “What are they Timmy?” she asked, watching the boy squirm with embarrassment.

Timmy went red. “They’re my privates.” he said quietly. Jessica laughed. “Well they’re not going to be very private for very long, are they Timmy?” Her fingers stroked the outline of his penis.

“I know what this is Timmy.” she said teasingly. “Our horse has got one and sometimes it gets really big. Sometimes, yours gets big as well doesn’t it?”

Timmy looked as if the ground would swallow him. Jessica continued to stroke him. A week before, Timmy would have been too shocked to react. Now however, he found his small willy starting to respond to the girl’s stroking, helped no doubt by his aunt’s frequent examinations.

Jessica laughed as she saw the bulge move. Timmy’s face was bright red. “Time to get your bottom ready for Alison I think!” she said, slowly pulling down his thin trousers.

“Please Jessica..please don’t.” Timmy said in a little voice. Jessica just smiled.

The cold air around his nether regions told him that everything was on show, but Jessica didn’t stop until she’d removed his trousers completely. Deciding to give Alison a nice surprise, she took off his top as well, leaving the boy completely nude. He tried to look at the ceiling, anything to avoid meeting her eyes. A tear ran down one cheek. It just didn’t seem right for her to see him naked.

He was jolted back to earth by the feel of her small hands suddenly holding his balls. Timmy gasped. Her fingers were exploring his testicles, and not very gently. He flinched.

“Oh sorry Timmy,” he heard her say, a note of genuine concern in her voice. “I forgot how sensitive boys are here.” She smiled. “These are your testicles aren’t they. Our horse used to have some I think, but the vet cut them off to keep him quiet.”

Playfully, she tickled his willy with her finger. How on earth could boys go through life with these funny little things dangling between their legs, she thought, examining the end. She pulled the foreskin back a little making Timmy squeal.

“I heard mother talking to Alison about this.” she said, looking at his the end of his little purple glans peeping out. “I know it’s uncomfortable, but mother said that if it doesn’t pull right back, you might have to go to hospital.”

Holding his penis a little more firmly, she started to pull back his foreskin again. Timmy started to cry. He just couldn’t believe what she was doing to him.

Jessica stopped and stroked her finger along his willy. “Don’t cry Timmy. I’m trying to be gentle, really I am. Mother even said we shouldn’t embarrass you if your thing goes stiff, because it would help to make your foreskin looser.”

Timmy sniffed and closed his eyes, trying to pretend this wasn’t happening. Jessica toyed with his foreskin but didn’t pull it back any further. With her other hand she gently jiggled each testicle in turn, wondering at how boys could run and walk with these sensitive little things bouncing together in their bag.

Timmy relaxed a little. He sighed and opened one eye. Jessica grinned at him. “You are a big boy aren’t you Timmy!” He looked down and groaned with shame. His penis was sticking right up and felt like a rod of iron in her small hand. Under all his embarrassment he couldn’t disguise the fact that it did feel ever so nice. The tingly feeling was starting- just like he had after his spankings when his auntie examined him.

“Jessica, please stop. Alison’s going to be here soon!” His voice shook slightly. Jessica laughed but didn’t stop. If anything, she seemed to stroke his willy a little faster, her other hand dancing lightly around his tight little scrotum. “Oh I think Alison will be more interested in your bottom.” she said chuckling. “Oh and by the way, you’d better call her ’Miss’ when she arrives. She’s very proud of being left in charge when mother goes out!”

The tingly feeling was getting much stronger. Timmy moved his hands from his head. “Get them back on your head!” ordered Jessica. “Move them again and I’ll tell mother!” Timmy started to squirm. His stiff willy seemed as if it would burst. The tingling grew stronger and seemed to be concentrated right at the tip where Jessica’s fingers were teasing his foreskin. “P..please Jessica..please…”

They heard footsteps along the corridor. Jessica quickly released him and stood up. Timmy, only seconds away from what would have been his very first orgasm, gazed in horror as the door opened and Alison entered the study. She looked at Timmy in amazement, his erect penis pointing straight at her, then grinned at Jessica. In her hand was an old leather slipper which she slapped lightly against her thigh. She would have preferred to use the slipper in her mother’s cupboard, but her mother always kept it locked.

“I’m sure you know what I have to do to you and why I have to do it Timmy,” she said quietly, watching his willy start to droop. “Face the wall and touch your toes!”

Momentarily stunned by the sight of the slipper, Tommy hesitated, then realising that at least he could hide his embarrassment, he bent over.

Alison suppressed a laugh. Timmy’s backside was one of the most beautiful things she’d seen for ages. She took up position behind him and ran her finger down between his buttocks. “You’re going to have six hard slaps with the slipper Timmy. I want you to be a big boy and not wriggle. If you don’t stay still, I’ll give you extra.” She paused. “You will never walk into the bathroom again without knocking first. Do you understand?” Timmy gripped his ankles tightly. He was determined not to give the girls the satisfaction of seeing him blubbing. “Yes miss.” a little voice replied. Alison smiled. The boy was learning.

The force of the first hard slap took him by surprise. Apart from riding, Alison was also a very good tennis player and her right arm was stronger than that of most boys her age. Timmy had almost no time to get his breath before the second hard slap fell. This was far more painful than the spankings he got from his aunt. As the third slap landed, he burst into tears, all ideas of taking it like a man forgotten.

Alison, stopped and winked at Jessica. “Only another three to go Timmy. You’re doing very well.” Raising her arm high, she whacked him hard right in the middle of his bottom. She saw the boy’s knuckles turn white as he held his ankles.

Timmy couldn’t believe how painful it was. His bottom felt like it was on fire. He gritted his teeth, praying that he’d be able to take the last two slaps. In his naivety he wasn’t to know that he was getting what thousands of boys received every day in school. His education was just beginning.

Alison laid the last two in quick succession, both in the middle of Timmy’s left buttock. She stood back and admired how she’d transformed his bottom from a white to a deep red.

“Okay Timmy, I want you to go straight to bed. I’ll be up to see you in a few minutes.”

It was over. Timmy was dressed and sent to bed. Perhaps it was his imagination but he was sure he heard laughter as he climbed the stairs. He was so tired. Laying down on his tummy he tried to sleep. His pillow was wet from his tears.

It was dark. He felt soft hands lifting him and pulling down his trousers. Another hand went under his hip and turned him over. Something warm and wet engulfed his little penis. He felt something like a tongue licking it. He heard giggling and sighed. Perhaps it was his auntie. Perhaps she wanted to spank him. Perhaps she had to examine his privates. He opened his legs wider and smiled in his sleep.