Tim 2 – Tim Sets Himself Up As a Top


by Cheekyboy Jim <GJClarke@aol.com>

In my very first story I described Tims boyhood interest in spanking and how he discovered the cp scene in middle age. He was now in his mid-fifties, not bad-looking for his age and his slightly greying hair gave him a distinguished look. He had been married for nearly 25 years, but had been divorced for the past two. He had brought up three sons, the youngest of whom was now 20.

Tim was naturally a sub, but as he got older, like many subs, he developed an interest in giving as well as receiving cp. He had only very rarely spanked his own sons. Unlike Tim, who had been a bit of a brat when he was a boy, they were all remarkably polite, well-behaved young men.

Getting divorced had freed Tim up to develop his spanking activities. He had had moderate success on the stock exchange and had recently retired. His wife had got a fair chunk of his money, but he had been left with a luxury flat in town and about £500,000. The flat was not really suitable for cp, so he had bought a small cottage in a remote area up on the moors. It had two bedrooms and Tim decided to use the larger one as a playroom. He bought a carpenters work-bench from a DIY superstore and converted it into a punishment horse, adding a padded leather cushion and restraining straps (all of which were easily detachable). By a stroke of good fortune he came across a battered 1950s school desk, which he bought from an old junk yard for next to nothing. He made a green baize cover to camouflage it and make it look like a card table. His sons sometimes came to stay with him there and he didnt want them to ask him any awkward questions.

He then started to advertise himself as a top on various websites, but the response had not been terrific. That, however, was about to change.

One fine sunny day in July Tim was in town sorting out some business. At lunch time he bought a sandwich, a soft drink and a newspaper and headed for the park. There he found a secluded bench, where he sat down munching his sandwich and scanning the newspaper. Slowly he became aware of a thumping sound approaching.

Gary was a dishevelled 18-year-old with spiky black hair, rings on his ears and his left eyebrow and a tattoo on his right forearm. He was of average height (perhaps 5ft 10), slim and weighed about 130 pounds. He wasnt not particularly good-looking, but he had a natural charm and was good fun to be with. He was self-confident, almost _c_o_c_k_y, and walked with a slight swagger. He was jigging along to the beat of the music on his walkman, which was on so loud that you could hear the beat 30 yards away. Tim scowled disapprovingly. He took an especially dim view of people who had personal stereos that werent personal. Why couldnt the young be more considerate of others? Never mind, this teenage scarecrow would no doubt pass by in a few moments and leave him in peace.

Imagine Tims dismay when Gary decided to sit down next to him on the park bench! Gary plonked himself down just inches from Tim and continued to jig along to his music. Tim felt rage welling up inside him, but Gary seemed totally oblivious to this and flashed a cheesy grin at him. Tim looked disdainfully at his tatty shirt and combat trousers.

"I say, could you turn your walkman down?" he said loudly.

Gary had a gob of bubble gum in his mouth. He looked straight at Tim and blew a big pink bubble. The bubble burst noisily and Gary sucked the goo back into his mouth. "Please..." he said. "You forgot to say please."

Tim sucked his breath in. The cheeky brat! He was almost young enough to be Tims grandson and here he was lecturing him on manners. With a supreme effort to remain calm, Tim said: "Could you PLEASE turn your walkman down?"

"Naah. The music dont sound right if its on too low" replied Gary with a cheeky grin all over his face.

"Well, I dont care if it doesnt sound right, just so long as I cant hear it" said Tim.

Gary responded by blowing another pink bubble and sticking his middle finger up at Tim. He had an infuriatingly defiant look on his face.

"You cheeky young brat! What you need is a jolly good hiding!" said Tim.

"Oooh! Big threat! Yes, please!" said Gary, slapping the side of his combat trousers.

Tim couldnt believe his ears. Was this young man giving him the come-on to be spanked? There was only one way to find out. Tim grabbed him by the arm and pulled him over his lap. Gary made only the most token resistance. This was amazing!

"You asked for it, my lad. Now youre going to get it!" So saying, Tim began to spank him over his combat trousers, looking anxiously right and left to see if anyone was coming. He was conscious of something digging into his thigh and realised Gary had an enormous stiffy. He found himself also getting more and more aroused.

"Theres only one way of dealing with you properly. Get off my lap and come with me, young man."

Gary got up and rubbed his bottom. Tim hadnt spanked him hard enough for it to really hurt, but Gary enjoyed playing his role. He walked alongside Tim, still jigging to his music. They came to Tims car, which was parked in a cul-de-sac adjoining the park.

"I dont do any _s_e_x_, like, man" said Gary, as Tim opened the car door and gestured for him to sit on the back seat.

"Neither do I. At any rate, not with boys like you. But you need a good spanking and Id enjoy giving you one!"

Gary grinned. "OK man, just so long as you understand the _s_e_x_ thing."

"You set me up for this, didnt you? I mean you deliberately provoked me in the hope I might spank you," said Tim.

Gary sniggered. "Yeah man, Ive been through this park I dunno how many times looking for an old wrinkly like you. But youre the first whos said the magic word. You know, about me needing a good hiding."

Tim ignored the "old wrinkly" insult. "You mean you have never had a spanking before?"

"No. My Mum and Dad didnt believe in it and schools cant do it now, so I never got it at school either."

"Mores the pity!" said Tim. "Im going to take you to my cottage up on the moors. Its not much of a place, but its quiet and I have a great room for spanking naughty boys like you."

"Cool" said Gary, a little nervously. He still didnt entirely trust Tim and was still a little afraid Tim might be some maniac who would try to rape him or worse.

Half an hour later they arrived at the cottage. Tim showed Gary upstairs to the playroom. He unlocked an ottoman on the landing and pulled out a pile of nicely pressed school uniforms. "Here, take these to the bathroom, find a shirt, blazer and trousers which fit you and change into them. And dont forget to tie your tie properly! You have fifteen minutes. Any longer and youll get double the punishment".

Gary was absolutely delighted. This was the first time he had found an older man who was willing to help him realise his fantasy. He stripped down to his underpants, scrabbled through the uniforms and soon found his size. The collar of his short-sleeved white shirt was a fraction too tight and he was pretty hopeless at tying his school tie. But he found a blazer and a pair of trousers which could have been tailor-made for him. He looked at himself in the full-length mirror and was amazed at the transformation. He could easily have passed for 16 or even younger.

"How much longer are you going to be in that bathroom, boy? Your fifteen minutes are nearly up. Youve got less than a minute to report in my study" said Tim.

Gary burst out of the bathroom and walked over to Tims "study". He knocked on the door and waited.

"Enter!" boomed a headmasterly voice. Tim had a black gown over his suit and was relishing his role.

Gary shuffled in and stood with his head bowed.

"Do you know why youre here, boy?"

"No."

"No, what?"

"No, sir?" said Gary with a cheeky interrogative intonation.

What a pleasure this young man is, thought Tim. His role-play is so good.

"You have been a public nuisance with your walkman, you have been chewing bubble gum, which is against the school rules, you are cheeky, you have had yourself pierced and have rings in your ears and your eyebrow.... and nowhere else, I hope!....and you have had a tattoo put on your arm, all of which are against the school rules. You will now be severely punished. Come here, you scruffy, slovenly boy!"

Tim had sat down on a hard wooden chair and was pointing to his lap. "Over my knee, boy! You are going to get a good spanking."

"Oh, sir! Im too old to spank over your knee like a little kid."

"Nonsense. You have acted like a small child and now you will be punished like one."

Gary shuffled over to where Tim was sitting and draped his slim young body over his lap. His long grey school trousers were a snug fit for his pert young bottom. Tim recommenced the spanking he had begun in the park. After a while he made Gary stand up and ordered him to remove his trousers. Gary was more than a little hesitant.

"Look, Gary. I meant what I said. Im not after _s_e_x_ with you. But you cant have a proper spanking if you keep your trousers on."

Gary was reassured and swiftly removed his trousers. There was something about Tim which inspired confidence. Gary somehow knew that this spanking session would be fun and that Tim could be trusted not to go over the top. Once again the teenager draped himself over Tims lap. This time Tim picked up his trusty wooden spoon with holes in it. It looked pretty innocuous, but in fact packed quite a sharp sting. He began to lay into Garys backside. The underpants were not much protection from that mean little wooden spoon.

"Hell! What IS that thing youre whacking me with?" protested Gary, his legs flailing up and down.

Tim showed him the wooden spoon.

"I cant believe that little thing can cause such pain!" said Gary.

"Lots of people have said that. Perhaps thats why the wooden spoon was at one time widely used by parents to discipline their children" said Tim, who proceeded to lay into Garys bottom once again.

"Ooooww! Ooooww! Pleeease!" yelled Gary.

"Please what?" said Tim.

"Please stop."

"You dont really mean that."

Gary grinned. "No, I suppose I dont. But that thing is really hard to take. Please give me a rest at least."

"OK", said Tim, "Get up and stand over there in the corner."

Gary shuffled over to the corner, rubbing his bottom, which had started to turn very red.

"Did I say you could rub your bottom?"

"No, sir."

"Put your nose in the corner and your hands on your head" ordered Tim.

After five minutes corner time Tim ordered Gary to remove his underpants, then kneel on all fours and stick his ankles up in the air. Gary obeyed, though he felt very vulnerable and was still a bit afraid he might suddenly find a penis up his arsehole. Tim grabbed Garys ankles and put him in a wheelbarrow position. Garys thighs rested on Tims lap, his legs were tucked under Tims arms, while his rapidly growing penis was trapped between Tims legs. Tim had a lovely view of Garys smooth bottom, most of which was a nice shade of pink, though there were a few white patches. The area between Garys crack was spotlessly clean. Clearly his scruffy look was just an act. His personal hygiene was irreproachable. Tim began use a couple of wooden spoons, one in each hand, on the areas of Garys buttocks which were still white, beating them as if he were playing the drums. However, Gary had now become used to the spoon and it was not having the same effect as before. So Tim pulled open his crack and exposed the tender skin there and on the inner side of his thighs and started to beat these areas with the spoon. Gary began to roar with pain. Tears came to his eyes and he banged his fists on the floor. Meanwhile his erection grew even harder until he finally came and his hot young semen shot all down Tims trousers.

Tim suddenly stopped spanking Gary. He didnt want to overdo it. After all, Gary was a complete novice when it came to spanking. Tim was good at judging peoples limits and stopped well before he reached Garys. However, he wanted to introduce him to the cane before he left, so he released Garys legs and ordered him to stand up.

"I hope you have learned you lesson, boy."

"Yes, sir."

"Very well, but you must be punished for coming all over my trousers like that. You should learn to be more self-controlled. Go and put on your school uniform again and then go and bend over the punishment horse."

Gary obediently complied. Tim was gratified to see that the workbench he had adapted into a punishment horse was just the right height for Gary. The school trousers tightly hugged his bottom, which was tilted at just the right angle to be caned.

"For your lack of self-control, you will receive six of the best. I want you to count each stroke and thank me. Do you understand?"

"Yes, sir!" said Gary, bravely sticking his bottom out as far as he could.

"Very well. Maintain your position and dont under any circumstances get up until I give you permission to do so. First stroke coming up!" Tim said. He picked up a thin 3 foot junior cane and tapped Garys bottom gently a couple of times to gauge the distance, then he pulled his arm back a couple of feet and deftly swished the cane onto the middle of Garys bottom. It was a lovely stroke, not particularly severe, just enough to give a sharp little sting.

"Ooo! Aaa!" said Gary. Then quickly remembering what he was supposed to do, he added, "One, sir. Thank you, sir!"

Swish, thwack! The second stroke landed just below the first. Gary gritted his teeth and said "Two, sir. Thank you sir!"

The third stroke caught Gary on the tender area between the buttocks and the thighs and produced a sharp yelp. He was about to say he couldnt take any more of this, but decided that he wanted to be pushed to his limit, so after a moments hesitation he said crisply, "Three, sir. Thank you, sir!"

Tim was good at reading body language. Although he was only using a junior cane over trousers, he knew this was a new and difficult experience for Gary and he did not want to spoil things by being too harsh on him. It was obvious Gary was near his limit, so Tim aimed the next stroke a little higher. This time there was no yelp, just a quick "Four, sir. Thank you sir."

Tim put his hand on Garys buttocks. He could feel a nice warm glow coming through his trousers. "Two more to go, lad. How are you feeling?"

"OK, sir. Ready to take my punishment."

"Good lad" said Tim, swishing the cane down harder than before. Once again he hit a tender spot and Gary yelped and started to get up. He realised his mistake and quickly assumed the position again.

"Five, sir. Thank you, sir!"

Tim then delivered two strokes in quick succession. Thwack, thwack!

"Yeeow! Yeooow! Six, sir. Oooow! Thank you, sir!"

"That was one extra for getting up without permission. Now you may stand up and rub your bottom if you wish."

"Thank you, sir!" said Gary with a look of pure joy on his face. This session had been better than he had dared to hope. At last he had found a good spanker!

And so began a cp relationship which was to last more than ten years....


More stories by Cheekyboy Jim