πŸ“š george and the debt Part 3 of 8
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George And The Debt Pt 03

George And The Debt Pt 03

by narrantem
20 min read
4.67 (1800 views)
adultfiction

Pager Update : George has started his treatments. And his daughter Chrissy has been giving a blowjob to the College Dean. Debs is looking forward to the return of Anton, she is excited by the sex he offers. : Update Ends

After Chrissy had gone George pottered around for a bit and then left the house for his appointment. It was a location he'd never been to before. Buying the sort of sex toys and lingerie that a place of that type sold had never been on his radar.

Debs could hardly contain her excitement at the prospect of Anton returning. She drew a bath and, while that was pouring, got out the items she'd bought a couple of days ago. Today, she'd decided, she was going to wow Anton with her little black dress. She'd tested it out, it still fitted her even though she'd not worn it for years. But there was a problem. None of her underwear matched it. To be honest most of her underwear was boring. So, she'd made a trip to town and returned with the items she now laid out on the bed.

There was a half cup bra in lacy black material. It extended up as far as her nipples and showed half her aureolas. But, she discovered by experimentation, with a bit of a shrug of her shoulders her nipples lifted out of the cups to show just above the lace in what she hoped was a very sexy display.

Next there were black silk stockings, and a black lacy suspender belt to hold them up. Debs had never worn this style of stockings before and had needed to test them out. She'd put them on when George was busy in the kitchen and had walked around the bedroom swinging her hips.

And finally there was a pair of sheer silk knickers. These were Debs' favourite item, very see-through, very lacy, very much designed to draw the eye to what they barely concealed.

Bath over she dressed and waited in anticipation of an afternoon worshipping the cock of her new boss. When the doorbell went she almost ran to the door and dragged it open. Anton was stood there with both his bodyguard and his chauffeur.

"Craig needs your loo," Anton explained, and Debs gave the chauffeur directions. Then she retreated to the kitchen to make drinks. When she returned to the lounge with a coffee for Anton and an Earl Grey tea for Geoff she found Craig sat on the sofa.

"Craig is on a detox thing," said Anton. "He's cutting out the caffeine. A juice, or a glass of water if you don't have that, please."

So back to the kitchen went Debs. Luckily she had some freshly squeezed orange juice, so she poured a glass of that. If she'd been asked to say what Anton's 'heavies' drank, then tea and orange juice would have been the last thing she would have suggested. More like vodka, schnapps or whisky! But perhaps he gave instructions that they were all to keep their wits about them when guarding him.

When she returned to the lounge Anton indicated she should sit on the sofa between Craig and Geoff. The gap was quite small, they were big guys, and Debs had to squeeze between their strong thighs. She managed it, with a bit of wriggling, and watched Anton as he opened a leather bag he'd brought with him. It looked like a camera case and proved to be just that. Anton removed from the bag a very small, but rather professional-looking, video camera. It has a logo on the side that read 4K which she knew meant it made good quality video. Anton chatted away in an inconsequential manner as he delved in smaller pockets in the bag to find and insert a memory card, and add a small microphone to the top of the camera. Then he tested it, panning it around to film the room, ending the sweep looking straight at Debs. He turned it off then glanced at Debs.

"Help me test this, will you lass?" he asked. "Answer some questions for me."

Debs nodded, feeling rather exposed. After that boyfriend had described her body as looking like 'a cherry impaled on a cocktail stick' she'd avoided revealing photographs if possible. But Anton had asked so she'd better comply. She watched as Anton started the camera again.

"What's your name?" he asked.

"Er... Deborah," she replied, flustered into using her Sunday name. Only her mother used her full name. "But I prefer Debs or Debbie."

"And who do you work for?"

"I work for you, Anton," she answered, glad the questions were easy. No Mastermind stuff here.

"And what did you hope for this afternoon, Debbie?"

Debs thought for a moment then decided she might as well be honest, replying, "I was hoping you would take me to bed, Anton, and give me a damn good fucking."

The words, when they came out, were a bit more raunchy than she had intended, but the sentiment was accurate. She smiled at Anton.

"And what are the rules of your employment, Debbie?" he asked.

"Er... that I do what you tell me to do?"

"Exactly," replied Anton, with a grin. "OK Debbie, now remember. A new rule for you. Any man that touches you here in your home, must be allowed to do anything he wants. Got that?"

"Ah... yes master... I understand." Debbie thought adding master was quite clever. She hoped it appealed to Anton's ego.

"Right guys," said Anton. "You may take her now!"

Craig and Geoff took one of Debbie's hands each and, in that instant, she realised that they had touched her. She was now obliged to do whatever they wanted. Her hands were placed on their crotches and she could feel her fate hardening rapidly under her fingers. She gasped with alarm. She wasn't going to get to take Anton to bed. Well she might, but it looked as if these men would be fucking her first.

Craig and Geoff stood up and dragged her to her feet. She was squashed between them, strong arms holding her, unable to escape.

George walked to Red Erotic Fashions remembering that the last time he went to the clinic he felt a bit woozy afterwards. Best to walk there and use public transport on the way back, he thought. The shop frontage was decorated in scarlet and gold and featured a lot of very risquΓ© garments in the windows. George entered and a tall shop assistant dressed in an elegant electric blue evening gown approached.

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"I'm George," said George. "Anton sent me, but I'm not sure why. Is there some work you need me to do?"

"I'm Toni," said the soft spoken assistant. "We were expecting you. Please come through to our fitting room."

The assistant turned elegantly on her high heels and led the way. George followed. The fitting room was equipped with lots of hooks for hanging up garments, several full-length mirrors, and a long bench along one wall. The bench reminded George of the gymnasium at school and he shuddered, remembering many a time when he'd been teased or bullied. But Toni didn't seem the bullying kind and she quickly put him at ease.

The next fifteen minutes was spent being measured. It was like being fitted for a suit but hat size, shoe size, and other more obscure measurements were included. Toni wrote it all down on a clipboard. It was pleasant and George hoped he'd get some clue about the work Anton wanted him to do. Toni was gentle, chatty, but not very forthcoming about the job that Anton had got lined up for him.

"Is this for my work clothes?" George asked eventually, unable to stand the lack of information any longer.

"You could say that," replied Toni. "Anton wants you to have a completely new wardrobe, something much more suitable to your work. I've taken your measurements and we'll get something to you in a few days. I've booked you for another fitting session in three months, just in case some of these measurements have changed."

I'm not a teenager, George thought, it's unlikely any of my vital statistics will change in three months.

"Now," said Toni. "I need you naked for the next bit. You can hang your clothes over there. I'll be back in a minute or two."

George obediently took off his clothes and sat on the long bench, acutely aware that all he was now wearing was a cock lock. And waited. After about five minutes the assistant returned carrying five rather anonymous boxes.

"Sorry about that," she said. "Took ages to find the pink in your size. My, you are beautiful."

George felt embarrassed. Beautiful was the last word he would have applied to himself.

"Oh sorry," said Toni. "I've embarrassed you. Tell you what I'll slip off this dress, then we will both be dishabille."

You getting naked too, George thought, isn't going to make me feel much better. But there was nothing for it but to watch as Toni elegantly undid her dress and it slithered to the floor. She picked it up and hung it on a nearby hook. Under the dress she was wearing a black silk bra and knickers. Her small, conical, breasts pushed against the soft bra and her nipples could be clearly seen pressing hard against the material. Something was also pressing against her knickers and, to George's surprise, he realised it was a semi-erect penis. Toni wasn't quite what she seemed to be.

"Okay George," the semi-naked assistant said, leaving George wondering exactly what term he should use to refer to this person. He racked his brains and decided 'she'. After all that was the impression Toni gave to anyone who visited the shop, that they were female.

Toni continued, "Anton wants you to change your nightclothes first. All those flannelette and cotton pyjamas are to be donated to the local charity shop. And, from now on, you'll only wear these."

'These' turned out to be baby-doll negligees. In a variety of pastel colours. Most had faux fur trim around the neck and arm holes, and a couple had fur trim around the hem as well. And they were all sheer enough to allow an observer to see his body. Toni selected one, the pink she'd had such trouble finding, and dressed George. Matching silk knickers apparently completed the look and Toni waved the tiny scrap of cloth at George.

"The knickers are optional," said Toni. "But they do feel good. Pure silk, you see."

George sat down and put them on and had to agree they were very nice against his skin. But the hairs around his crotch were beginning to regrow after one week. Stubble caught against the silk. Toni noticed and, in a swift well-practised action, slipped his own off knickers off. George found himself facing Toni's cock which seemed to have grown over the last few minutes.

"Feel," said Toni, pulling George's hand and pulling it forward until it was stroking Toni's scrotum. "It's important to be smooth or the silk gets caught in the stubble. But I think Anton's going to give you the long term treatment. You'll be fine."

Toni's cock, balls and thighs showed no signs of stubble and George had to agree that the smooth flesh felt quite good. Toni smiled at him and continued, saying, "There's a final couple of measurements Anton wants. Can you stand up please?"

George complied, still wearing the negligee, and Toni proceeded to remove the cock lock, then measured the length and girth of George's flaccid cock.

"Getting the flaccid dimensions is so we can make sure anything you wear is comfortable around the crotch," Toni explained. "But Anton also wants your fully erect measurements as well."

"Oh," replied George. "I'm sorry, but my wife's not with me at the moment. And anyway it's not Saturday."

"We don't need your wife," grinned Toni. "I can be your wife."

She proceeded to push up against George, rubbing her little breasts against his chest. George could feel the hard nipples through the silk bra and the sheer material of the negligee. He felt an ache in his own nipples. He reminded himself to mention this symptom to the staff at the clinic. Ever since he'd had those detoxing injections his nipples had been ultra sensitive, and he was convinced that they were swollen.

Toni's gyrations brought her erect cock up against George's abdomen and he felt very strange. His own cock was responding, something he thought wasn't going to happen in a million years. Toni smiled and kissed George who, after the first reaction - which was to pull away - let it happen. Then he could feel Toni's fingers on his cock.

"Ooooh lovely," said Toni quietly into George's ear. "I must just take a look."

And Toni dropped to her knees in front of George lifting the hem of the baby-doll nightdress. Putting both hands onto his cock she starting to fondle it. George tensed, then accepted the touch which he had to admit was rather nice. And his cock was beginning to respond too, to stiffen. But Toni was a man. How could this be happening? It was like when Anton's heavy took hold of his cock. It responded then too. He looked down at Toni and she glanced up at him, her eyes full of warmth, and with a big broad smile on her face.

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"Am I not pretty?" she asked. "Please let me get you hard. I must get that measurement for Anton or I'll lose this job."

George wanted to help but his cock wasn't entirely playing ball, he needed more stimulation if he was going to get fully erect. Luckily Toni seemed delighted to provide it.

"Yes... you're pretty Toni," George said. "Be my wife. Make me hard."

George got a blow job at Christmas and on his birthday, if he hadn't blotted his copybook with his gambling, and it was enjoyable. But what Toni gave him was above and beyond anything Debs had managed. Even better than the one the heavy had given him. Toni was clearly very practised at the art and very soon George was standing with an erection that was harder than anything he'd had for years.

Toni sat back on her haunches and smiled, her ruby lips shining with lipstick and saliva. Then she grabbed at the cloth tape measure and took the final two measurements, erect length and girth. Her job completed, she reached over and grabbed the cock lock, but there was a problem. With George still erect it wouldn't fit onto him.

"Er," said George, understanding that the device had to go back on. "We could always wait until I go down again."

"What's the fun in that?" grinned Toni. "Let's do something together... but only if you want... I'm not trying to push you into something you're not ready for."

George looked down at Toni smiling up at him. He liked her smile, it was shy, and gentle, and extended all the way to her eyes. A sign of genuine affection. He put his hand on her shoulder and replied, "What do you suggest?"

What Toni suggested was for the pair of them to sit on the long bench, facing each other, and very close together. Then they would wank each other. She found some lubricant from somewhere in the back of the shop and soon they were enjoying the sensations of hand on cock. As they stimulated each other Toni shuffled closer and closer to George until she had to push her thighs under his to get closer.

She rested her hand on George's arm, then stroked his cheek. George pushed his head into her hand. Then their cocks were touching and Toni changed her grip, bringing both hands into play, to encompass both her cock and George's. It was an astonishing feeling as Toni ran her fingers up and down both cocks at the same time. And she seemed to understand exactly when George was about to cum, holding off and allowing the arousal to fade a little before starting again.

"This is called edging," she said. "You'll be doing a lot of this."

George wondered why he would be doing a lot of this, and exactly what job Anton had lined up for him, but he couldn't deny it was very nice. Then there came the moment of orgasm, all the better for having been denied it, and both cocks were spurting their cum into the air. It splattered down and George laughed with delight.

"Aaaah... oh Toni... aaah aaah aaah aaaaaaah," he cried. "I never thought... I never realised... that... that... cock to cock could bring so much joy."

Ten minutes later George was on his way to the clinic. He was carrying a bag with the five different negligees and had been again fitted with the cock lock. And his mind was a tumble of emotions. On one side he had just had the best orgasm he'd had since the heavy brought him off. On the other side he'd been intimate with a man without the excuse of being tied to a chair. There was no doubt that Toni thought of herself as a woman, dressed as a woman, and - in many regards - looked like a woman. But she had the tackle of a man.

It was very confusing and George was struggling at the moment with what was happening to him. If he was honest to himself, in the middle of the mutual wank, he'd had a strong urge to ask Toni to give him anal sex. He'd said nothing, partly because he considered himself a straight guy, and straight guys didn't do that sort of thing; right? And secondly he'd not asked Toni because, if Toni thought of herself as a woman, she'd probably want to play the female part in any lovemaking.

As he approached the clinic his mind was still in turmoil as he daydreamed about Toni underneath a hunky man, gasping and whimpering with pleasure as she was fucked in the arse.

In the Dean's office Miss Forbes lunged at her boss, "No Rodger!" she cried, grabbing him by the shoulder before he could push into Chrissy's cunt. "Stop!! Anton's instructions were clear. You're allowed to get Chrissy to give you a blow job but no penetration. I can show you the email."

"But I want her," whined the Dean, like a child that has been denied an ice cream. "I want to see her face as I take her. I want to see how she reacts to hard sex. I want to see what she looks like when she cums! He'll never know... I'm sure he'll never know."

"But he might," replied Miss Forbes. "We can't take the chance. I love that cock of yours... I don't want you to lose it."

Anton knows my locker number, Chrissy thought, perhaps he does know what goes on in the Dean's Office. Then it occurred to her that Miss Forbes was actually suggesting the Dean might have his penis chopped off if he disobeyed orders. Was Anton really that evil?

"Remember the rules," said Miss Forbes, stroking the cock that she evidently liked so much. "Once Anton's had her she's fair game. Like all the other girls. Take the phone, get yourself some pics and some video, and I'll make her cum for you. And if you want to fuck her then you need to make her an offer. You can't expect the lass to do it for nothing if it's just us asking."

She pushed the Dean away and knelt between Chrissy's thighs, adjusting the young girl's position on the desk so that she could easily get her tongue into her crack. Then she lifted Chrissy's legs onto her shoulders. Chrissy felt a woman's lips on her private parts for the first time.

Miss Forbes ran her tongue up and down Chrissy's labial lips and briefly touched her clitoris. Chrissy tensed and then groaned. It was so much better than when she had touched herself. Then she gasped as the tongue swirled around, lapped, licked and gently probed her cunt.

"Ah... ah... ah," she moaned, closing her eyes and giving herself to this new experience, which seemed - to her - to be infinitely more preferable than having the Dean pounding his cock into her.

The Dean bent over Chrissy and started to take photographs of what was happening between her thighs. Then he put his mouth close to her ear and whispered, "You'll get a C in everything, but we can do better."

Chrissy had been relaxing with her eyes closed but opened them now.

"After Anton's had you, something you're going to love, then get in touch. If you come back here for a couple of hours some afternoon," said the Dean. "And do everything I ask of you, I'll make sure you get a B in all your subjects."

"Ah... oh God... that's lovely," replied Chrissy, referring to the lips and tongue delving ever deeper into her private parts. The Dean smiled and she realised that he thought she was talking about him. Encouraged, he continued.

"Or," he leered at her. "You can come to my home and spend an evening with Miss Forbes and I, doing exactly what we want, and I'll make sure it's an A in all your subjects."

Chrissy couldn't suppress a grin. A's in every subject would open up a lot of possibilities. She was hoping to get one or two from her own efforts but the prospect of guaranteed grades was very tempting. Her smile encouraged the Dean to his most outrΓ© suggestion.

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