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Authors: T. H. Robyn

BOOK: Chloe's Caning
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“Well done,” I muttered. “Now it’s time for the other reason you came here. Take the skirt and top off and then come and sit on the couch.”

Chloe was still sobbing as she stood up gingerly and removed the two garments of clothing. As she did this, I adjusted the cameras so as to get the best shots of the forthcoming action.

Naked, Chloe sat on the couch. Then I got her to adjust her position so she was upside down with her back against the support cushion on the couch. I helped her up so her head was at the bottom of the cushion, her hands to either side of her head, helping to take her weight. Then I pulled Chloe’s legs forward and down over her head, spreading them wide as I did so. The camera opposite the couch now had a perfect view of her pouting, puffy labia, labia that were glistening with Chloe’s excitement. Clearly the spanking had not only caused her pain, it had aroused the young woman as well.

I wasted no time in giving some attention to those young sex lips, rubbing them with the flat of my hand before teasing them open and sticking a finger straight into her hot, wet pussy. Chloe gasped as I entered her. She was a whore, used to fucking, but she had never been in this kind of situation before. I felt her getting wetter and wetter as my finger continued to probe and fuck her pussy.

After a minute or so of using my finger I withdrew my digit and replaced it with my mouth. Gently I nibbled her pussy lips and then her stiff, prominent clitoris bud, causing Chloe to moan with pleasure as I brought her to an orgasm using my oral techniques.

Chloe’s pussy was wet from her own excitement and my saliva when I raised my head again. I pulled her over now and moved her head to the cushion by the arm rest. She was kneeling on all fours, her full, firm breasts hanging down for the camera. I quickly undressed and climbed onto the couch behind her, my impressive seven inches rock solid with my arousal.

As I gently pushed Chloe’s chest down to the seat of the couch so her bottom rounded more for me, she gasped as the tautening of flesh brought pain to her bright red rear, then she gasped again as I slid my cock into her hot, waiting tunnel. For a whore, Chloe’s vulva was surprisingly, delectably tight and I figured she couldn’t have been on the game for long. As I slid into her, she pulled back to drive my cock right into her body. Then as I pulled back she pushed forward. So it was we set up a rhythmical fucking action that we maintained for a couple of minutes before I withdrew from her. Then I lay her on her back, lifted her legs up towards her chest and took her. As she lay on the couch I slid my cock back inside her. Then I fucked her long and hard for several minutes, making Chloe orgasm a couple of times.

Most whores don’t really get aroused when they are fucking. They have a knack for bringing the guy off quickly – after all, it is money to them – and lets face it, by the time a guy has plucked up the courage to get himself a prostitute he is right ready for action and won’t have much staying power. So this was a somewhat different scenario for Chloe. Firstly, yes I was aroused but from years of experience at what I do, I have learned great self-control. In some ways I am a bit like a hooker in so much as it is all about money only in my case to get value for it I have learned not to climax until I want to.

Chloe was initially surprised that I did not ejaculate quickly but, after a few minutes she relaxed totally and went with the flow of things. It was nearly half an hour later and we’d fucked in five or six positions before I had her standing over the arm of the couch, her legs wide open as I shoved my cock into her. I now had a camera on the floor between her legs, looking right up at the action. That was a good move, because it not only caught every stroke of my cock as I plunged it into her young body, it also caught the moment Chloe ejaculated as she cried out in the deepest throes of a multiple orgasm.

“Now,” I said suddenly, pulling out of her body. Chloe knew what she had to do. Standing and turning, she almost immediately dropped to her knees. She tilted her head back and opened her mouth wide just before my cock twitched at the onset of my orgasm. Five hot white jets of sperm spurted from my cock and straight into Chloe’s mouth. She knelt there passively and kept her mouth open as it filled with my cum. When my cock had stopped spurting she showed the camera the white, frothy foam in her mouth, then closed her lips and swallowed. When she’d finished her mouth opened again to show it was empty, and then she went to work cleaning my cock for me, licking all round it and making a show of savouring what she was doing. It was the best bit of cock cleaning I had ever enjoyed.

With the first part of our work complete I turned off the cameras and told Chloe to go and get changed into the schoolgirl outfit that was waiting for her in her bedroom. I told her she had half an hour to rest and then we would get on with things. I also popped open a bottle of champagne and handed her a flute of the golden bubbly liquid to take with her.

As soon as she left the studio I went and got changed into my favourite headmaster’s robes and then set about arranging the studio for the next scene.

***

Chloe was standing in front of my oak desk. She was dressed in a thin white blouse, with a black bra, red tartan pleated short skirt, white socks and black shoes, every bit the school girl. Her long auburn hair was now tied in pig tails on either side of her head. She was holding what looked to be a red exercise book. I was sitting there in my headmaster’s robes less the stupid skull cap they sometimes wear.

“Well, why have you been sent to me again, Miss Drax?” I said solemnly.

“I don’t think Mr Redwing thinks I am putting enough effort into my homework,” Chloe replied demurely.

“Doesn’t he, eh? Well, hand me your book and I will form my own opinion.” Chloe passed over the exercise book. I made a play of looking at a few pages and then threw it down on the table. “I see what he means. This is complete gibberish girl. What have you got to say for yourself?”

“Nothing sir, it was the best I could do.”

“Well, it’s not good enough. Tell me Miss Drax, what do we do with girls who are lazy and slipshod with their homework?”

“I don’t know sir,” she replied softly, biting her lip and shuffling her feet nervously.

“We cane them, Miss Drax, we cane them.”

“Do you sir?”

“Yes, we cane their little backsides until they learn their lessons, Miss Drax.”

“Is that what you are going to do to me, sir?” She replied.

“It is, Miss Drax. Ten strokes of the cane should teach you your lesson.”

“If you say so sir, but please don’t hurt me.”

“Don’t hurt you, girl?” I sounded cross and authoritative. “Don’t hurt you? The whole point of the cane is that it DOES hurt you. It gives you something to remind you next time you are feeling lazy.”

“Yes sir, but please I don’t need to be reminded. I think you telling me off will do the trick,” Chloe was playing the part perfectly and I admired her ability to improvise. Actually it all sounded so real that I made a mental note to ask her later if she had ever really been caned before. I secretly hoped she had as it would make an interesting story.

“Ticking off has never worked before with any lazy girl like you. Now, we’ll get this over with and then you can sit in the corner and re-write your essay properly.”

“Yes sir,” said Chloe, almost crying.

“Good, well, you will stand up and face the wall and then bend over to grasp your ankles. I will make the punishment site ready and then deliver the ten strokes. You will stay in position throughout, and though you will cry out you must not use any foul language. If you do, or if you try to cover your bottom then the stroke will not count. Do I make myself clear, Miss Drax?”

“Yes sir, very clear,” said Chloe, starting to stand up. Soon she was in position and I quickly checked the cameras were still all capturing the action. Satisfied with all the camera angles, I took two clothes pins and went behind Chloe. I lifted her short, pleated skirt up and over her bottom to her waist and pinned it in place so it could not fall down. Then I pulled her white panties back over her bottom and let them fall to her knees.

“Open your legs and stop your panties falling to the floor. If they hit the deck I will give you two more strokes.”

Chloe said nothing but opened her legs wide so the elasticated top of the panties was stretched, keeping it just above her knees. Chloe was trembling as I tapped her bottom with the cane I was going to use. It was my favourite instrument of pain – a four foot long, straight handled rattan cane with a diameter of under half an inch. Good and whippy!

“Count out each stroke as it is delivered and then ask for the next, and do it loudly enough to be heard, girl,” I said now fully immersed in my role as headmaster.

Crack!

“Yearrggh!” Chloe’s cry was spontaneous as the cane whooshed through the air and cracked into her bare buttocks. Although she had been paddled nearly an hour earlier, most of the redness had faded from that episode, but the fiery, stinging cut of the cane soon brought her pain sensors back to life as a thin red line was left right across her bottom.

“Shit, that was too hard,” she cried out.

“We won’t count that one for using foul language,” I said firmly, “and you failed to count it and ask for another, so we will start again.”

Chloe told me later that at this point in the evening she realised why I was prepared to pay so much.

Crack!

“Yeeeoooowwww. One, thank you sir. Please can I have another?” Chloe blurted out as the cane left a second red stripe on her bottom, though I didn’t use quite as much force as I had done with the first stroke.

“Certainly, young lady,” I replied sarcastically as the cane whooshed through the air again and then added a third fresh mark to her upturned bottom. Chloe screamed again and lifted her right leg off the floor for a moment. I waited for the panties to fall to the floor but Chloe managed to stop them by putting her foot down quickly and forcing her feet further apart.

“Two, thank you sir. Please can I have another?”

Whoosh! Crack! The cane landed again and Chloe cried out more loudly, counted it and then asked for another.

After the fifth stroke had caused Chloe to howl I paused. Pulling in the zoom of the camera right behind her bottom I proceeded to examine the welt marks carefully, prising open her cheeks to fully expose her tightly puckered anus and then moving my hand between her legs so I could rub her pussy lips. This gentle touch evidently brought some relief to the young woman for she moaned softly as I caressed her hot sex flesh.

“My God, it’s arousing you, isn’t it?” I said, once more the headmaster.

“Yes sir, sorry sir, but I can’t help it,” Chloe blurted out. This wasn’t in the script if only because I hadn’t considered her arousal to be likely after the delivery of five flesh marking strokes on the bottom.

“Well, the next few strokes should alter that,” I said as I pulled the zoom back out and picked up the cane again. My cock was on the rise at my discovery and I wondered what else I could add to the scene before it was over.

The cane whipped through the air a couple of times as I practiced my stroke. The whooshing sound made Chloe jump and look round nervously.

“Eyes to the front and hold firm. Girls are not allowed to get sexually aroused in MY study,” I almost bellowed as I brought the cane down on her poor upturned bottom once again.

“Yeeeaaarrrgggghhh! Six sir, please, another.” Chloe had at least remembered the score. A seventh red mark now formed on her taut, naked flesh and I quickly brought the cane down to add another mark. She really was doing remarkably well, far better than I had expected.

I quickly added the final few strokes, allowing Chloe to react to each one in turn before delivering the next. Then we came to the last stroke.

“Last one, Miss Drax,” I said firmly. “After it has been delivered you will remain in place until I give you permission to stand.”

“Yes, sir,” she sobbed. I noticed she was also breathing more heavily now, whether from the crying or something else I couldn’t be sure. I lined the cane up and delivered the stroke, dead centre of her well-marked bottom. There was clearly nothing fake about what had been going on and the tears rolling off Chloe’s face also looked very real indeed. As with the previous strokes, Chloe cried out loudly and counted the stroke, but this time she didn’t ask for another one. Instead she stayed in position as I examined her bottom again. I had the camera zoomed in on the scene and when I rubbed her pussy lips again, my fingers came back out into the camera’s view and they were clearly moist.

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