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Lady Connie Ch. 01

By: Snowkemper



Author's note-I've submitted two series of stories to this site, and both have been dark, violent and frankly pretty unpleasant. I wanted to write a BDSM story with people that were happy, content with their roles and getting what they wanted. This is the result. Feedback, votes and comments are always greatly appreciated-even negatives!

*****

JIM closed his eyes and inhaled deeply, struggling not to moan or buck his hips as the beautiful 'downstairs maid' slowly stroked his aching cock. Lady Connie was watching, and she preferred him to stay still and quiet during his arousal sessions.

Mandy smiled, one dainty hand resting on his firm ass, feeling him throb in her other hand as she caressed his throbbing member. She slid her fingertips over his swollen head on every stroke, adding to the sensations.

He clenched his teeth and felt his balls tighten. More than anything, he wanted her to keep going until he shot his load. But discipline-and the thought of how much he could lose-forced the words from his lips.

'S-stop,' he managed to gasp.

Mandy finished her stroke, then moved her hand to his stomach and turned her head to look at Lady Connie.

'Five more, I think,' the handsome woman said, amusement in her voice. 'You can take five more, can't you darling?'

A shudder ran through Jim's body, but he took another deep breath.

'Y-yes maam,' he answered quietly.

Mandy giggled musically as she wrapped her fingers back around his rock hard cock.

'One,' she whispered, drawing the word out as her hand slid up and down the full length of his erection.

'Two,' she continued to tease him with her voice as well as her soft hand.

Jim's knees nearly buckled as the count continued, each soft stroke making his cock throb. When she finally got to five and released him, he let out a long sigh of relief.

'Well done, my pets,' Lady Connie praised.

'Thank you my Lady,' Mandy said, smiling as Jim stammered 'th-thank you maam.'

Mandy retrieved the icepack, her large backside twitching under her tiny maid's skirt. She moved back to Jim's side and pressed it gently against his groin.

He balled his hands into fists as the cold softened his erection. In moments, he was flaccid, and the girl wrapped the chastity belt back around his hips, trapping his cock in the clear plastic tube.

Lady Connie lounged on the couch, her eyes sparkling.

'A good job Mandy,' she smiled, and the girl gave her a little curtsey.

'Outdoor clothing today Jim,' she continued. 'You'll be helping William with the shrubs.'

'Yes maam,' he said respectfully.

The Lady's smile widened. 'Of course, first you need to thank Mandy.'

'Of course maam,' he replied. Mandy smiled eagerly and lay down on the plush carpet, her skirt lifting as she spread her legs, exposing her naked pussy.

With a sigh that was half pleasure, half agony, Jim knelt between the girl's open legs. He slid his hands under her, cupping and squeezing her plump buttocks, and tongued her pussy with all his skill. As he licked her to orgasm, his cock twitched, futilely trying to harden in its plastic prison.

xxxxxxxxxxxxxxxxxxxx

IT ALL started for Jim when he met William in a BDSM chatroom.

He'd been a reg there for about a year, occasionally having cybersex or a sex-related chat, but usually just hanging out in the rooms joking with the people he knew, when he got a message from *William_LC*.

Give me 5 mins of ur time. I swear it will be worth your while

So he opened a private chat window, and the two talked.

William began by assuring him he wasn't gay, and wasn't interested in him sexually. That was fine. Jim wasn't homophobic, but he had never been interested in sex with other men.

read your profile. i may have the perfect RL place for u

Jim read that message over and over, his heartbeat quickening.

I'm listening, he typed in return.

Jim had put in his profile his desire to be controlled sexually. Ever since he'd been old enough to have sexual fantasies, the best and hottest ones had revolved around giving up his power to a woman-not as a victim or a brutalized slave, but because he wanted to.

The idea of being obedient-of sometimes being denied, of being told when he could and couldn't orgasm, of putting another's pleasure way above his own-drove him crazy. Unfortunately, every time he'd tried to broach the topic with a real life girlfriend, she hadn't been interested.

He read excitedly as William continued. He worked for a rich, sweet, eccentric older woman in California. It was a great job, good pay, fantastic fringe benefits-and the Lady was looking for one more male servant.

theres sex but not with her or me. shes got 3 realy pretty girls that work for her n she likes to watch & direct.

Jim was rock hard by this time, and intrigued by the whole setup.

she sent me to the chat rooms to look for someone just like you, William finished.

Jim thought for a moment. He was done with college, his job was nothing special, and he wasn't in a relationship. Still, moving from his native Ohio to California would be a huge step.

what do I have to do? he finally asked.

few question 1st, William replied.

is ur profile true? are those recent pics?

They are. I just added some this month

ok sorry i gota ask this. are you pretty big when ur soft?

Sitting in his chair, his laptop on his thighs, Jim laughed out loud.

I think so. Judging from my time in locker rooms anyway.

can we chat sum more in about 2 hrs? ill talk to the Lady n show her ur profile

OK I'll see you then.

Two hours later, he found out Lady Connie approved of him. Three hours later, he logged off, having made arrangements to have a plane ticket waiting for him that Saturday at her expense, as well as a three night reservation at a really nice hotel and a rental car.

'If nothing else,' he thought, 'I get a little vacation out of the deal.'

And five days after that, he met the Lady, William and Candy at an expensive restaurant for what she called 'the initial interview.'

He guessed Lady Connie was in her early fifties. She was still an attractive woman, with a soft voice and an aura of easy confidence. Jim guessed the jewelry she was wearing was worth more money than he would make in several lifetimes.

William was a towering black man, several inches over six feet tall, well-dressed, with a quick smile and a booming laugh.

And Candy-damn! She was a quiet, demure little blonde, barely out of her teens, and achingly gorgeous in a flowery sundress.

The group enjoyed an excellent, leisurely meal as Lady Connie asked him a lot of general questions about his background, education, family-she had a gentle smile and was easy to open up to.

At last she got around to talking about the job.

'You will work for me,' she said, smiling. 'Don't kid yourself about that. You'll assist William with outdoor chores, gardening, and small repairs around the estate.'

She took a sip of tea and continued. 'If you don't know how to do something you'll learn-through books or the Internet. William is an excellent handyman-now.' 

William laughed. 'I had a good teacher. I just hope as can teach Jim here as well as Matt taught me.'

When Jim gave a questioning look, William explained that Matt had worked for the Lady until a couple months ago.

'You'll kinda be taking his place.'

'Ahh,' Jim nodded.

That was when Lady Connie dropped the first bombshell.

'The pay will be $1000 a week. You'll live at the house, so you won't have any expenses. You'll have the use of a car, and be off-duty every week from 6 PM Friday until 8 AM Sunday.'

She looked at his raised eyebrows and smiled. 'If you stay for one full year, you get a one million dollar bonus. If you stay two years, you'll receive a five million dollar bonus.'

Jim was stunned. He knew his mouth was hanging open, but his brain didn't seem to be working right.

William laughed again, loud and cheerful, and Candy smiled sweetly.

'It's the real deal bro,' William said, laying a hand on his forearm. 'I've been with the Lady sixteen months. During that time, Matt and two maids have finished their time and I know for a fact they got their bonuses.'

He grinned. 'I got my first one when my year was up too!'

'Are you interested so far dear?' Lady Connie asked him knowingly.

'Uh...ummm...' he stammered, then felt his mouth widen in a grin. 'Absolutely!'

She smiled and nodded. 'Good boy.'

The Lady handed him a card. 'Come to this address tomorrow at 2 PM for the more...intimate part of the interview.'

She dabbed her lips daintily with a napkin and started to stand up. William quickly rose and helped her with her chair, and Jim had enough presence of mind to get on his feet as well. It was the right move-she gave him a smile of approval.

'Come Candy,' she said to the girl. 'We have some shopping to do.'

'Yes, my Lady,' the girl replied softly.

Lady Connie held out her hand, and Jim took it gently in his own.

'It was nice to meet you, dear boy,' she said smiling. 'William will tell you the rest.'

She turned to William. 'Be back at the house by dinnertime,' she told him.

'Of course, Lady Connie,' he said with a smile and a little bow.

The women left, and William finished filling him in.

'Lady Connie likes to be surrounded by smart, attractive, but obedient people. So be smart. Tell a couple people you trust where you're going tomorrow, and set up a time to call them when you're done.'

Jim's brow furrowed a bit. 'Why?'

William laughed heartily. 'We're a group of total strangers you met online, bringing you to a private residence to discuss sexual service. Don't you think you should protect yourself?'

'Well, when you put it that way...but I wouldn't be going if I thought there was a chance of trouble.'

'I know.'

William reached into his jacket and handed Jim an envelope.

'My Lady's compliments,' he smiled as Jim looked in and saw the bundle of twenty dollar bills. 'Have a good time the rest of the day and night-but please go back to your hotel alone...if you know what I mean.'

He tossed three more twenties on the table for a tip, and left. Jim shook his head in amazement as he finished his coffee.

'Damn,' was all his brain could come up with.

xxxxxxxxxxxxxxxxxxxxx

He was there at ten minutes to two the next day. Her estate was incredible-big enough to be a resort, complete with a gate and a security guard.

Mandy answered the door before he could ring the bell. He found out later the downstairs made kept a wrap-around skirt on a hook right by the door, so she could greet visitors without exposing herself.

Jim tried not to stare at her fabulous, plump rear end as she led him to the Lady's chamber. Instead, he glanced around the rooms they passed through. Tastefully decorated, the whole place screamed of an economic status he had only previously seen on television.

'Wait here,' the girl told him, and first tapped on a closed door, then slipped inside.

Jim was wearing dress slacks and a striped polo shirt, just about the best clothes he owned aside from the suit he had worn the day before. He hoped he would make another good impression.

Mandy reappeared, holding the door open. 'Lady Connie is expecting you,' she said with a friendly smile.

He stepped into her office. It was done in white and pale blue, with big windows and a few photos of a younger Connie on the walls, posing with celebrities and even two Presidents.

'Jim my dear boy,' she said as she came around the desk. 'Right on time, that's a good sign!'

She took both his hands in hers and brushed her lips to his cheek.

'You look lovely, maam,' he said honestly.

She chuckled quietly. 'Flattery is a good thing, as long as it's not too thick.'

She returned to the far side of the desk. 'Sit, sit. Have some coffee-it's fresh.'

'Thank you,' he said, and poured himself a cup from the silver pot on her desk.

'Sugar? Cream?'

'No thank you maam,' he said and took a sip. It was as good as he'd expected it to be in this place.

After pleasantries, she laid an official looking document on her desk-a non disclosure agreement.

'It's mostly to prevent people who work for me making a cheap profit by writing one of those awful tell-all books,' she said as he read it over. 'Anyone will tell you-I reward loyalty very generously-and take an equally dim view of betrayal.'

'I don't have a problem with that maam,' Jim said, and signed his name. She thanked him and put the contract in a desk drawer.

She touched her thumb to the corner of her mouth, her eyes twinkling gently.

'Now, I'm sure you've been wondering about the...more scandalous aspects of your role here.'

He couldn't help smiling. 'Yes maam, I'm curious.'

'Without being gauche, I will tell you that I'm fortunate enough to have the money to indulge myself. My ideal personal staff consists of five people. Three maids-you met one of them coming in-and two handymen.'

Jim nodded, giving the woman his full attention.

'While I am never cruel or violent, I do expect both respect and obedience to the terms of your role. Too many failures and you will simply be dismissed.'

He nodded again. 'Of course maam.'

'Your role in the household would be,' she paused and pursed her lips for a moment, 'well I dislike the word slave but it's fitting in this case. Your role would be as a chastity slave. Do you understand what that means?'

'I have some idea maam, but there are a lot of variations.'

'Indeed there are. Your chastity won't be constant. You will be allowed relief once a week, every Thursday evening. Otherwise, you'll wear a chastity device most of the time. We'll measure you and have one custom made to fit as comfortably as possible.'

He gulped and nodded, both scared and aroused as he heard one of his greatest fantasies described. 

She smiled again. 'From what I read about you at that site, this should be something you can not only handle, but find a great deal of fulfillment in.'

His mouth was dry, so he took a sip of coffee before answering 'yes maam.'

'There will also be times, at my whim, that you will be allowed' she chuckled, 'pleasure.'

'That's good to know maam.'

'Before we go any further. You're a good looking, well-built young man, but there's still one more thing I need to see.'

She looked at him boldly. 'Are you flaccid right now Jim?'

He blushed a little. 'No maam, I'm afraid I'm not.'

She smiled indulgently. 'That's to be expected.'

She pressed a button on her desk and spoke into the intercom. 

'Mandy? Would you come in here a moment dear?'

He heard the maid answer, 'Yes, Lady Connie,' and in moments the girl was in the room with them. She had removed the longer outer skirt, and the outfit she was wearing barely covered her secrets. She smiled wickedly at Jim as she approached the Lady's desk, and stood with her hands behind her back, waiting.

'Dear, we need to inspect young Jim here, and probably measure him for his chastity device. Please disrobe and see to his satisfaction.'

'Yes my Lady,' the girl replied, and with little ceremony or modesty she undressed. Jim's mouth hung open in amazement, and his cock throbbed as the beautiful girl turned his chair to a 90 degree angle to the Lady's desk and knelt between his feet.

Mandy didn't hesitate. She unzipped his pants and freed his erect penis, giving it a couple firm strokes before gripping it gently at the base, holding it straight up.

Lady Connie half rose from her chair and looked openly at his hardon.

'Very nice in that state,' she purred, and nodded to the kneeling girl.

'Go ahead dear.'

Mandy made soft humming sounds as she took him into her mouth. There was nothing teasing or loving in her technique. She was giving him head with the sole goal of making him cum. Her head bobbed over his lap as she sucked him fast and hard, her tongue caressing his shaft as it slid in and out of her mouth.

'Oh god,' he groaned, his hand lightly touching her head, not impeding her movements. She sucked and sucked until she felt him swelling hugely in her mouth. Then his cum spurted, and she gulped down every drop.

He panted and gasped as he softened in her mouth, a little embarrassed at how quickly she'd been able to bring him off.

'Thank you Mandy,' he heard the Lady say, and the girl rose, licking her lips as she gathered her clothes.

'It's my pleasure to serve, my Lady,' she said, and slipped from the room.

Lady Connie came around the desk again, a measuring tape in her hands. 'Can you stand up dear?' she asked.

He pushed himself to his feet, his slacks pooling around his ankles, and she measured his hips, waist, his thighs both individually and together, and finally his spent cock.

'Over five inches when soft,' she murmured. 'Very nice!'

She wrote all the numbers down on a small pad. 'You can get dressed now dear,' she said.

He pulled up his pants. 'Don't worry about how long that lasted, dear-or rather didn't last. Young men need to learn control.'

He blushed a little, but nodded. 'Yes maam.'

She handed him a business card. 'I think you'll be perfect, dear. This is a testing lab. They'll check to make sure you don't have any nasty diseases or anything. You have an appointment at 4:30. They will rush the results for me, so I should be able to call you tomorrow before noon.'

'I'm pretty sure I'll pass maam. I hope so. I'd really like to work for you.'

Her smile was wide and genuine. 'You're a dear boy. I hope you come work for me too.'

xxxxxxxxxxxxxxxxxxxx

The tests came back clean, and he was officially welcomed to the 'family.' Then he flew back to Ohio and spent two weeks settling his affairs and packing what he needed to bring back to the west coast.

'While you're away dear, please don't sleep with anyone. And I would ask that you...relieve yourself as little as possible,' Lady Connie had told him just before he left.

Blushing, he had agreed, and she touched her lips to his cheek. 'Such a sweet boy,' she murmured.

While he was home, he did a little research about his new employer. She came from old, OLD European money. Her family had moved first to Canada, the to the US in the aftermath of World War I. She had two daughters who lived in France, and had been married and widowed twice-the last time a dozen years ago.

She was a well-respected patron of the arts, owned homes in at least five different countries, and her charitable foundation raised as much as ten million dollars a year for various causes.

And in a few days, he was going to be her chastity slave. All he could do was chuckle and try to swallow his nervousness.

At last, everything was ready. He had agreed to donate all his furniture and everything he wasn't taking with him to his two roommates, so they helped him pack his clothes, books, and sentimental stuff like photographs in a small moving van for the two day drive to southern California.

He arrived, as planned, on Thursday afternoon. That gave him a couple days to settle in with no duties until Sunday morning, when he was expected to join the entire group for breakfast at 9 AM.

William had explained meal rules as they drove home after returning the moving van. The Lady employed a cook who prepared breakfasts and suppers Sunday through Friday. He was not one of her 'sexual' employees, so discretion was necessary if you happened to see him-which wasn't common as he never ventured outside the kitchen and dining room.

Lunches, weekend meals and snacks were up to him. He had a refrigerator in his room, and was welcome to use the kitchen as long as he cleaned up after himself.

And yes, Lady Connie did expect you to dress up for dinner-to the point that as he was unpacking, he found four very fine suits in his closet-black, navy blue, white, and pinstriped.


Lady Connie Ch. 01



He also found a pair of white slacks, a white dress shirt, and a black bow tie one a single hanger, and a pair of dungaree overalls on another-his indoor and outdoor work uniforms.

Sunday morning at 8 Jim entered a small room on the lower level of the manor. This was the daily room, where every morning the group would gather to receive their instructions and assignments for the day.

He met Randi, the upstairs maid, and smiled as he understood the Lady's pun. Where Mandy, the downstairs maid, was a bootylicious brunette and wore a uniform designed to show off her curvy backside, Randi was a tall, stacked brunette, who wore her hair short and whose uniform top was a tiny string bikini, with cups no bigger than quarters that just barely covered her nipples.

Jim tried not to gawk, but damn if Randi didn't have the finest looking breasts he had ever seen. Full, firm D cups at least without a trace of sag.

Lady Connie entered a few minutes after 8, smiling and nodding when she saw her servants lined up, hands demurely behind their backs.

Good mornings were exchanged, and then she called Jim forward.

'Everyone, Jim's first day is today. I trust you will all make him feel welcome and help him with any questions or concerns.'

She introduced him one by one to the others, even though he knew William pretty well by now-and had gotten a blowjob from Mandy!

'Regular uniforms today,' the Lady announced. 'Jim, you'll stay with William. He'll show you around the house and grounds and you can familiarize yourself with the usual schedule.'

She dismissed everyone except Jim and Mandy, smiling as she sat down in a comfortable chair.

'Now Jim, my dear boy,' she began. 'The first part of your training is to get your body used to having regular climaxes at regular intervals during the day. So for the next week, every day at 8:30, 4 o'clock, and 10 o'clock, one of the girls will pleasure you.'

Jim looked at her in surprise.

'Maam?'

She smiled gently. 'I know your role is chastity slave, darling. That will come soon enough.'

She looked at the downstairs maid. 'Mandy my dear, if you would?'

And again, the big bottomed, lovely girl undressed and gave him a fantastic blowjob.

As Mandy sucked his cock, the Lady explained her reasoning.

'After a few days, your body will be used to release at regular intervals. That will make it all the more delicious when your chastity training starts in earnest. Then you will still receive the stimulation at those times, but without the final climax.'

Jim shuddered and moaned, his hips bucking, thrusting his cock into the girl's sweet mouth.

'Do you understand dear boy?' the Lady asked.

'Y-yes maam, I think so,' he managed to gasp.

She smiled. 'Good. Then give dear Mandy her treat and we can go have breakfast.'

With a groan, he let himself blow in the girl's mouth, and she swallowed it all happily.

xxxxxxxxxxxxxxxxxxxx

Breakfast was spectacular-eggs Benedict, crisp bacon, fluffy waffles, fresh fruit, fresh squeezed orange juice, and coffee. Then he changed into his overalls and went out with William, who showed him around the grounds.

William pointed out the weekly tasks-moving, trimming, watering, etc-as well as a couple of longer term projects like painting one wing of the house and repaving a walkway.

'Let's get something straight,' he said as they checked a goldfish pond and strained out some of the surface vegetation. 'This part of your job is important too. I take it seriously and we expect you to do the same.'

Jim nodded. 'I intend to. I'm not afraid of working.'

William laughed his infectious laugh. 'Good man. This is a hell of a good gig. Don't mess it up by being lazy.'

They took a break about 1:30 for a light lunch of sandwiches and iced tea, then got a little more work done. About 3:45, Jim looked at his watch and smiled.

'Uhh-I need to go inside for a bit.'

William grinned at him. 'I know.'

He gave him a friendly clap on the shoulder. 'Enjoy yourself bro!'

Jim hurried inside and washed up, then reported to the Lady's office promptly at 4. She was at her desk, and Candy was sitting in the chair. The blonde girl turned and gave him a sweet, shy smile as he entered.

While the upstairs and downstairs maids wore sexy uniforms, the Lady dressed Candy, her 'personal' maid, like a young girl. Cute, flowing sundresses, flat shoes, her hair tied in a ponytail with a brightly colored ribbon-she looked beautiful and adorable. 

Lady Connie smiled as Jim entered. 'You're very punctual dear. That's a fine quality.'

'Thank you maam, I do try.'

The Lady smiled and tapped her desktop. 'It's time again, dear boy. Time to have pleasure at my command.'

As she spoke, Candy stood up and bent over the desk, laying her upper body on the desktop. The girl reached back and lifted her cute dress over her hips, exposing her slim rump. She spread her feet apart, and Jim noted with pleasure that unlike the other maids, she was shaved smooth.

'Go ahead, Jim,' Lady Connie coaxed. 'It pleases me to see you enjoy yourself with Candy here.'

He didn't need to be told twice. Hastily, he opened his slacks and moved behind the girl. She made delectable noises of passion and wiggled her butt eagerly as Jim pressed his hardness against her.

Jim gasped as he entered her. She was so wonderfully tight! He started to rock in nice and easy, but that wasn't the plan.

'Go deep and hard, dear boy,' the Lady commanded softly. 'She's a big girl-she can take it.'

He gripped Candy's slim hips and started to thrust, loving the way her tight pussy gripped and squeezed him. She whimpered passionately and wiggled some more.

'Fast and hard Jim,' Lady Connie said mildly. 'Candy, push back harder dear.'

He moaned as increased the speed of his thrusts. Lady Connie spoke casually as he fucked her maid, telling him he was going to get used to following commands to the letter.

'Soon, your greatest pleasure will come not from the act, but from the obedience,' she said, smiling as he bucked wildly and blew his load into Candy's soft body. The girl climaxed at the same time, her soft gasps and fluttering inner muscles adding to his enjoyment.

Supper was another amazing meal, and he got to meet Alexander, the Lady's cook, as they all sat down and ate together. Mindful of the fact that Alexander wasn't privy to everything that happened in the rest of the house, Jim stayed pretty quiet. 

The conversation was friendly and easy, but impersonal-lots of talk about TV shows, movies, current events, but nothing about their private lives-which was fitting because aside from the cook, none of the Lady's staff *had* a private life.

They relaxed for a bit, then Jim and William pitched in to help the maids clean up the kitchen and put the dishes in the dishwasher. Then William took him to the exercise room for a short but intense workout.

A shower, a little television, and it was almost 9:00. Smiling, he reported as ordered to Lady Connie's boudior.

The Lady was lounging on her bed, dressed in a very modest blue nightgown. Candy apparently shared the room with her-she was curled up in a small, low round bed next to the Lady's massive four-poster, wearing (of all things) pajamas with feet, decorated with pictures of a popular cartoon character.

'Dear boy,' the Lady greeted him warmly. 'We hope you enjoyed your first full day?'

Jim blushed a bit as Randi, the upstairs maid, took his hand and led him to the bed, gently coaxing him to lay down on his back at the very end, his legs hanging over the edge.

'I have maam, thank you,' he replied honestly.

He watched, transfixed, as Randi stripped, then poured vanilla-scented oil over her magnificent breasts, massaging them sensuously. His cock swelled in eager anticipation.

From seemingly far away, he heard Lady Connie say 'We know three times in a day is a lot, dear boy, but you're still a young buck. We think you can handle it.'

'I'll do my best,' he said, panting as Randi knelt by his feet and tugged down his white slacks. Next to him on the bed, the Lady sat up straight, and Candy knelt behind her, nonchalantly brushing her shoulder length hair.

'Don't hold back darling,' the Lady instructed as Randi pressed her huge, firm breasts around his hardon, sliding them up and down in an awesome titfuck.

It answered one question that had been floating through his mind. Randi's breasts were far too soft and warm to be anything but 100% real. It was amazing to see tits that big be that perky.

Lady Connie continued to talk matter-of-factly about how his pleasure came at her whim, by her command, and Candy tended to the Lady's hair...and all the while he got harder and harder.

In spite of having already had two of the best orgasms of his life that day, it didn't take long before he was bucking and groaning, spurting his load into Randi's ample cleavage. Lady Connie smiled approvingly as her upstairs maid used her hands to press her boobs together, squeezing every last drop of sperm from Jim's balls.

'Very nice my dears,' she said tenderly as Randi wiped herself clean with a small towel, and Jim lay on his back, panting happily.

Randi folded the little towel carefully, and leaned over the bed. Lady Connie offered the girl her right cheek, and the tall maid kissed it softly.

'Goodnight my Lady,' she purred, and picked up her clothes, carrying them and the towel out of the room.

Finally, Jim blew out a huge breath and managed to get to his feet. He pulled his pants up, and saw the Lady was offering him her left cheek.

He was no dummy. He figured out the little ritual. He bent down and kissed her cheek softly.

'Goodnight maam,' he said respectfully.

She smiled with genuine warmth. 'Sleep well, dear boy. Tomorrow is another big day.'



Lady Connie Ch. 02



JIM'S DUTIES included more than just yard work and maintenance. This morning, he was helping the downstairs maid, moving or lifting furniture out of her way so she could vacuum.

As he held up one end of a sofa, two thoughts kept bouncing through his mind. First, that the next day his genitals would be locked in a chastity device...and second that Mandy had the most incredible rear end he'd ever seen.

It was a true work of art. Plump, round, firm-she was truly Sir Mix-A-Lot's wet dream come to life. And the absurdly short skirt of her maid uniform did more to put it on display than cover it up.

He was erect again, his cock pulsing in his tight briefs. It was strange-he was having more and better sex than he'd ever had in his life, and it seemed like it just made him hornier. It seemed like any kind of stimulation, visual or otherwise, made him hard.

Mandy turned off the vacuum for a moment, and he gently lowered the sofa down onto the thick, plush carpet. Suddenly self-conscious about the way he'd been leering at her body, he cleared his throat.

'So,' he began awkwardly. ' Mandy, Candy and Randi-no way those are your real names.'

The girl laughed softly. 'No, they're not. Lady Connie has her maids take those names while they work for her.'

She gave him a bold smile. 'And you're allowed to look at my ass, sweety. It's not like you haven't seen it before!'

He shook his head, blushing and laughing. 'I'm sorry. This is just such a strange situation.'

Mandy continued to smile as she rolled the vacuum to the other end of the couch, her wide hips swaying delectably. 'Yeah it is, but it pleases the Lady-and for what she pays us, she can call me whatever she wants.'

Jim nodded and lifted the other end of the couch, enjoying the view of Mandy's barely covered rump as she ran the vacuum. This was by far the best job he'd ever had!

xxxxxxxxxxxxxxxxxxxx

THAT night, he got a special treat. He was just about to turn off the light when there was a soft tap at his bedroom door.

It was Lady Connie, flanked by both of her maids.

The Lady smiled at him with genuine affection. 'We want to make sure you are...thoroughly drained in the morning. The girls are going to stay in your bed tonight and service you any time you get become erect.'

Jim blinked in surprise, the blood already rushing to his organ. 'I...thank you ma'am,' he stammered.

She smiled again, and gently stroked both maids heads. 'Take good care of him, pets,' she said softly.

Mandy and Randi turned, kissing the Lady's cheeks. 'Goodnight my Lady,' they whispered in unison.

'Goodnight dears,' she answered, and left the three of them alone.

The girls were both wearing long satin robes. They looked at Jim and smiled as they untied the sashes at their waists and let them fall to the carpet.

His breath quickened as they came to him, stark naked, and his cock swelled to full erection, tenting his pajama bottoms.

'Come to bed,' Randi purred, and the girls took him by the arms. Mandy flicked off the light as he lay down on his back.

In short order, his pajamas were off, and two soft mouths went to work pleasuring his cock. They worked as a team, licking and kissing his shaft, then taking turns sucking him deep while the other stroked her tongue over his already churning balls.

It was the most incredible thing he had ever felt.

Even in the dark, he could tell which girl was blowing him. Randi had a much lighter touch, her mouth and tongue caressing him gently, where Mandy seemed to know only one way to give head-fast and hard.

The way the girls moaned and gasped and purred, obviously enjoying what they were doing, spurred his lust as much as their mouths, and even though he tried with all his might to make it last, soon he was groaning with bliss and spraying his load into a soft feminine mouth.

Twice more during the night, he half-woke up to the feeling of soft, warm mouths and wet tongues on his cock, like the best wet dreams he'd ever had. In between the fabulous double blowjobs, he slept like a rock.

The morning alarm rang, and he looked up to see Randi straddling him, her beautiful face contorted in passion as she slowly rode his cock. Her fantastic breasts jiggled sweetly as she panted with pleasure, her pussy a velvet vise around his shaft.

Mandy laid her head on his shoulder and nibbled his ear. 'Look at those gorgeous tittys,' she giggled. 'Play with them. Pinch her nipples hard. She's gonna cum all over your cock!'

Jim slid his hands up Randi's torso and ran his hands over her amazingly firm melons. His fingertips gripped the swollen nipples, feeling them throb as he squeezed and tugged.

'Ooooh...ohhh god,' Randi moaned.

'Harder!' the voice in his ear hissed, and he pinched savagely, bucking his hips to drive his hard rod even deeper into Randi's heated softness.

The girl arched her back, groaning and trembling, and Jim felt her cream soak him as she climaxed, grinding down hard on his cock.

'Mmmm yessss,' she purred, smiling down at him and licking her lips sensuously as she slid up and off him.

'My turn!' Mandy giggled as she rose to her knees. Randi lay on the other side of him, wrapping his arm around her quivering body.

'Damn that was good,' she mumbled as Mandy swung her leg over his body. She was facing his feet, teasing him with a spectacular view of her oversized ass, and she wiggled and corkscrewed her hips as she fucked him slow and deep.

'Tell me when you're gonna cum,' Randi whispered. 'It's my turn to swallow.'

'Fuucckk,' Jim gasped, his hands roaming all over Mandy's luscious cheeks. She was wonderfully tight, milking every inch of him as she slid exquisitely up and down.

'Look at that fat ass,' Randi moaned seductively in his ear. 'It's so beautiful bouncing on your big dick!'

'Ahhh shit! I'm, I'm gonna...' he started to say, and Mandy slid off him with a wet slurping sound, turning quickly between his legs as Randi moved to take his throbbing cock head into her mouth.

He lifted his head weakly and moaned at the erotic sight. Mandy wrapped a soft hand around his shaft and jacked it fast and hard, and Randi looked up at him as she nursed and suckled on the sensitive head.

He flung his head from side to side and blew his load, spraying ropes of cum into the girls mouth, and she swallowed thirstily. Mandy kept squeezing and pumping his rod until it went limp.

He collapsed, panting blissfully, and the girls snuggled against him.

'Five minutes-then it's shower time,' Mandy whispered as they nuzzled him. His hands caressed their soft backs.

'Thank you both for the best night of my life!' he said with a weak smile.

xxxxxxxxxxxxxxxxxxxx

JIM stood in the center of the daily room, hoping his legs wouldn't give out. The moment he had dreamed of for so long was here at last.

Lady Connie smiled warmly. 'This is your last chance to back out, dear boy,' she said softly.

He didn't trust his voice, so he just shook his head.

The Lady's smile widened, and she nodded to the two maids flanking him. They gently but quickly undressed him completely.

When he was completely nude, the two girls knelt at his feet. They began to wash and clean his cock and balls with wet wipes, and incredibly, he stirred back to life.

Lady Connie chuckled softly. 'Oh dear, we can't have that. Candy my pet, if you would be so kind?'

Smiling, the little blond girl knelt between the maids and took his stiffening dick into her mouth.

Jim gasped with pleasure as the other two girls added their tongues to the mix. Lady Connie watched and smiled.

'I'm glad his happened. Now you've had he chance to sample all of my girl's charms!'

She turned, and William moved from the corner, a wooden box in his hands. The Lady took it from him with a nod, and lifted the lid, showing Jim the chastity belt within.

He groaned deep in his throat, and Candy picked up the intensity of her blowjob, her mouth eagerly devouring his cock.

Jim realized it was all staged, a little show for his benefit to increase his excitement-and it worked. With an animal moan, he grabbed Candy's head and thrust all the way into her soft mouth, shuddering as he shot his load down her throat.

The three kneeling girls beamed up at him, and Candy nursed on his softening prick until it slipped from her mouth, limp and spent.

She rose and kissed his cheek, whispering 'thank you' as the other two maids resumed cleaning him. Finally, Lady Connie softly said 'That's sufficient, girls,' and they stood, moving to the side.

Her eyes filled with warmth, the Lady put the device on him. A thin strap wrapped around his scrotum, just below the base of his organ. Another strap went around his waist, and two more framed his buttocks, almost like a jockstrap.

Finally, she carefully slid the clear, curved plastic sheath over his flaccid penis. Moving around him, she adjusted the straps until it fit snugly around his hips.

'How's that feel, dear boy? Not too tight?'

'It-it's fine ma'am,' he managed to gasp. His head was swimming as his wildest fantasy came true.

Lady Connie stood before him. Taking both his hands in hers, she smiled her indulgent little smile.

'I'm very proud of you, Jim,' she said softly.

'The first few weeks will be the hardest. After that, I think you'll adjust to the routine.'

Jim nodded, his mouth dry, his heart pounding in his chest.

'Do you trust me?' the Lady asked earnestly, looking straight into his eyes.

He met her gaze, and nodded slowly, realizing that yes, he did indeed trust this woman.

'Yes ma'am, I do.'

'Good. I want you to know, I'm very good at pushing to the edge of your limits, but not beyond.'

She leaned and kissed his cheek softly. 'I promise you will suffer exquisitely, dear boy-and in the end you'll be grateful,' she whispered.

She had a tiny padlock in her hand. She stepped behind him again.

'From this moment on, dear boy,' she whispered, 'your penis and testicles belong to me.'

Jim heard the soft 'click' of the lock, and his chastity was complete.

She circled in front of him again and touched his cheek with a soft hand. 'I'm very happy you joined our little family, dear boy. And I'm very proud of you. We all are.'

She made a little ceremony out of putting the key in a little wooden box on her desk as the others surrounded him.

William approached and stuck out his hand. He didn't say a word, but nodded approvingly.

The girls each kissed his mouth sweetly, murmuring words of encouragement.

'I chose to do this on a Wednesday because I know it's usually the lightest chores day of the week,' Lady Connie announced, 'and I assume after last night you three are a bit sleepy.'

She smiled her indulgent-parent smile at Jim, Mandy and Randy, who chuckled, nodded, and blushed a little.

'So. An easy day today, complete with a nap. Would you like to take it now, or after lunch?'

Jim looked to the girls, and it was Mandy, the bravest of the Lady's maids, who spoke.

'I think after lunch, my Lady,' she answered.

'Good enough. And Jim,' Lady Connie added, openly admiring his imprisoned genitals, 'I think you should remain undressed today. It's such a lovely sight!'

Jim's blush deepened. 'As you wish, ma'am.'

'Do let me know if you get cold, dear boy.'

They went to breakfast (Jim put on a robe to eat, to avoid shocking the cook), and afterwards the maids did a little dusting and sweeping while William and Jim watched a lot of ESPN.

'You made the Lady very happy today buddy,' William told him at one point. 'I'm grateful.'

Jim just smiled. 'She's an amazing woman.'

'Yes, she is.'

They had a light lunch of turkey slices and fruit, and around 12:30 Jim went upstairs and took a leisurely two hour nap.

When he came back downstairs, the girls were watching some tear-jerker movie he had no interest in, so he went to the library and found a book about plumbing to study.

As the clock neared 4, he felt himself trying to stiffen. His body was so used to its four o'clock 'relief' that the arousal was automatic. He realized he wasn't sure if he was supposed to go to the Lady's office today or not. He decided not to risk disappointing her, and knocked on her door promptly at four.

'Dear boy,' she smiled widely, coming out from behind her desk to hold both his hands. 'No, we won't have any kind of session today, but it pleases me that you checked.'

Jim smiled and kissed her cheek.

'We won't have one tonight either, but do come say goodnight at the usual time.'

'Of course ma'am.'

xxxxxxxxxxxxxxxxxxxx

THE CHASTITY device took a little getting used to, but Jim was able to pee without any problems, and once he found a comfortable position, he slept reasonably well-although he noted that he wouldn't be sleeping on his stomach for a while.

He woke the next morning a few minutes before his alarm went off. His cock strained futilely against the barriers around it. It wasn't terribly uncomfortable, and the realization of what lay ahead-and the realization that he didn't *know* exactly what lay ahead and had no control over it anyway-made his pulse race with excitement.

Lady Connie had assured him he could shower normally with the device on, so he showered and shaved like any other morning.

He dressed in his loosest slacks and a polo shirt, leaving his feet bare, and precisely at eight, he entered the daily room with the rest of the staff like they always did. 

The Lady was in a cheerful mood, greeting them all with tender cheek kisses.

'The usual routine today,' she announced. 'William, is there anything that needs my attention?'

'No ma'am,' he answered. 'Just regular outdoor maintenance.'

She nodded and continued. 'Regular uniforms as well-with one exception. Randi?'

The upstairs maid stood in front of her.

'Remove your top please, dear. William, if you would be so kind?'

'As you wish, ma'am,' he replied, and stepped behind Randi, wrapping his arms around her. His big hands slid up to her huge breasts, tweaking and pulling her nipples until they stuck out stiffly.

Randi moaned and shuddered as William fondled her, and Jim realized her breasts weren't just big, firm and fabulous-they were also extremely sensitive.

Lady Connie opened a box on her desk and removed a pair of gleaming golden nipple clamps. They weren't the cruel, harsh kind used for punishment-they had small, round paddles, lined with silk, that would hold the girl's nipples in a lover's caress for as long as she wore them.

Randi moaned again, her eyes smokey with arousal as the Lady attached the clamps to her swollen nipples.

'No top for you today, pet...obviously,' Lady Connie said softly.

Randi kissed her cheek. 'Thank you my Lady,' she said with genuine affection. Then she linked hands with Candy, and the two beautiful girls left the room.

'William, Mandy,' Lady Connie said when the door closed, 'please, enjoy each other.'

They smiled and fell into each other's arms. The Lady passed by Jim on her way to her couch. Touching his bicep, she whispered.

'Stay there and enjoy the show, dear boy.'

Her eyes twinkled with amusement as she sat and sipped her coffee.

Jim stood riveted as the pair undressed each other. His eyes widened in amazement when Mandy took William's pants off. Damn he was enormous!

William sat in a love seat at the opposite side of the small room, and Mandy mounted him eagerly. Jim's eyes were glued to her magnificent ass as it rose and fell, stunned that she could take such a huge dick with such obvious relish.

The downstairs maid bounced on William's cock, gasping and moaning to two climaxes, before he pulled her close and sprayed his cum up into her. Jim watched the entire show, his own cock straining helplessly in its plastic cage, desperately trying to get erect.

The Lady waited a few minutes after William's orgasm, then clapped her hands softly.

'Let's get moving my dears. Breakfast in five minutes.'

Mandy and William kissed each other passionately and got dressed. He winked at Jim as they headed to the door, and the two men followed Mandy's fabulous rear end as she swayed to the dining room.

xxxxxxxxxxxxxxxxxxxx

The day was bizarrely normal. Working outside on a couple of projects with William, he forgot at times he was even wearing the chastity belt.

Around three-thirty in the afternoon, he headed in to take a quick shower and wash off the sweat before heading to the Lady's office for his four o'clock 'appointment.'

Again, as the hour approached, his cock started to pulse, trying to get hard to no avail. The sight that greeted him when he closed the door didn't help his frustrated arousal.

Lady Connie normally dressed Candy like a demure little girl, but not today. This day, she wore an outfit straight out of a schoolgirl-type porn flick. Thigh-high white stockings rose out of black pumps, their heels at least five inches high. Her tiny, red plaid skirt barely covered her secrets, and she wore a white, short sleeve blouse unbuttoned, held on by a knot between her small breasts.

She managed to look cute, sexy, adorable and scorching hot all at the same time. The effect was devastating.

It only got better-or worse, depending on your viewpoint. Lady Connie didn't say a word-she just sat in her chair, a content expression on her face, as Candy sashayed up to him, continuing her sexpot little girl act.

'Mmm daddy you look so handsome,' she purred, slipping her hands under his shirt. 'You make your little girl so hot!'

She rubbed her slim body against him, her soft little hands caressing his chest.

'Mommy says I need to learn how to give give good head,' she said in her cute, high-pitched voice, and Jim groaned in sweet frustration.

'Please daddy,' she kept going, and if her passion was feigned, she was doing a marvelous acting job, 'please can I be your little blowjob princess? I'm so hungry for you big daddy dick!'

She took one of his hands and guided it under her micro-mini skirt.

'Feel how wet I am daddy?' she asked, and it was true. Her smoothly shaved pussy was dripping.

'That's just from thinking about how good you're going to taste-OOOooohhh!' she gasped as Jim pushed a finger up into her soft, wet pussy.

She moaned and ground her mound against his hand, clutching his arm for balance. Then she grabbed his wrist and brought his slick finger to her lips.

Looking straight into his eyes, she slid the finger into her mouth, licking off her own juices as she sucked it like a little cock. It made Jim's knees tremble.

'Mmmm now I want the real thing,' she giggled, and her hands went to his crotch. She felt the hard plastic through his slacks, and frowned. She tapped it with her fingertip.

'Aww,' she whined, pouting adorably. 'I guess I can't suck you off today!'

Lady Connie spoke for the first time since he had entered the room.

'No pet, you can't. But I'm certain Daddy Jim would like to taste you.'

Keeping up her act, Candy clapped her hands and squealed 'Goody!' like a kid that had just been told she could have ice cream. She strutted over to the couch on her heels, her hips swinging beautifully, and Jim followed, mesmerized.

Candy spun and dropped onto the sofa. She didn't even have to pull up her skirt. It was so short that as soon as she spread her legs, the hem was above her slim hips.

Panting eagerly, Jim fell to his knees and drove his tongue into her wetness. She gasped and bucked her hips, smearing cream all over his face as he ate her hungrily.

He plunged his tongue in and out, pausing only to lick and nibble her stiff little clitty, savoring her soft whimpers of need before thrusting back into her flaming pussy. Candy tangled her fingers in his short hair and squeaked with joy as he brought her to the peak of ecstasy.

'Very nicely done-both of you!' the Lady exclaimed with obvious pleasure as Jim licked gently, bringing the girl down from the heights of her climax.




Lady Connie Ch. 02



At last, he stood up and smiled, sketching a little bow to the Lady.

'Thank you, dear boy,' she said, and air-kissed his sticky cheek.

'Don't forget to dress up for dinner.'

xxxxxxxxxxxxxxxxxxxx

JIM stood in front of the Lady's boudoir, hesitating for a moment before knocking. He'd only been locked in the chastity device for two days, and it already felt like agony. His poor, confused cock constantly strained to harden, only to be thwarted by rigid plastic, and his balls felt like they weighed ten pounds each.

He took a deep breath, steeling himself for more torment. Sure enough, Randi was there, still topless, the teasing clamps dangling from her erect nipples.

Candy took up the hairbrush and positioned herself behind the Lady, nonchalantly brushing her hair as the scene unfolded.

'Dear boy,' Lady Connie said tenderly. 'Poor Randi has been wearing those decorations all day. I'm certain she would appreciate it if you took them off and soothed her aching breasts with some kisses.'

Randi shuddered and looked at him, her eyes nearly glazed with need.

'Yes ma'am,' Jim said, and moved to where the upstairs maid was standing.

Gently, he opened the clamp on her right breast and replaced it with his lips. He licked and suckled softly as the girl whined with pleasure.

After a few moments, he moved to her other breast. He felt her hands on his head as he stroked the throbbing nipple with the flat of his tongue, drawing it deeply into his mouth.

'Hands behind your head pet,' the Lady chastised mildly, and Randi whimpered softly, lacing her fingers at the nape of her neck. The position caused her to stick her fabulous tits out even further for Jim to suck.

He slid a hand between her legs, ready to make the girl cum, but that wasn't part of the Lady's plan either.

'Please don't touch her with your hands dear boy,' she instructed, her voice soft but firm. 'I'm certain you can bring her to a climax solely by pleasuring her breasts.'

Randi let out a tiny moan of frustration and lust, and Jim let his arms dangle at his sides as his mouth roamed over her huge boobs. His tongue fluttered and swirled over each nipple in turn, his own discomfort and frustration forgotten as he concentrated on her pleasure.

Randi panted and moaned, her body shivering, and as her hips started to twitch Jim began to very carefully use his teeth, nibbling and scraping them on her sensitive, hyper-stimulated nipples.

Finally, the girl released a huge, shuddering sigh of bliss. Her knees gave out, and she sat back heavily on the bed. Candy giggled softly as she bounced.

'Ohhhh, fuck,' Randi gasped, 'that's such a cruel way to cum. It's so damn sloooow!'

Lady Connie smiled, her eyes sparkling with amusement.

'But you love it, don't you my pet?'

Randi looked at her adoringly.

'You know I do, my Lady,' she said in a husky voice. She stood on lightly trembling legs and bent to kiss the Lady's cheek, whispering 'thank you.'

Lady Connie stroked her hair with affection. 'Good night sweet one,' she murmured.

Jim leaned down to kiss the Lady's cheek as well, but she pressed her palm softly against his face, catching his eyes with her gaze.

'Just try to remember, my dear boy,' she said gently. 'Your torment, your suffering-they don't matter. The only thing that truly matters is that I'm pleased.'

Her words calmed and soothed him, and he finished the good night ritual, his heart filled with admiration for this wonderful lady.

'Good night ma'am.'

xxxxxxxxxxxxxxxxxxxx

HIS dreams that night were filled with wild, erotic visions of all the things he had done to, and with, the maids since working for Lady Connie, and he woke up panting, his balls throbbing, his cock fighting and failing to stiffen.

Jim took a cool, almost cold shower, and after getting dressed paced around his room, taking deep breaths, trying to steel himself for the day's torments.

It was a rainy, grey day outside, so he and William would be inside helping the maids. At the morning gathering, Lady Connie announced that the day's uniforms for the girls would be 'stockings variation,' and both Mandy and Randi looked at him and giggled.

Jim was treated/teased by another erotic show-Mandy giving William a blowjob that left him weak in the knees-and then after breakfast, when he went to help the downstairs maid with her chores, he discovered what the stockings variation meant and why the girls had giggled.

She was wearing a pair of sky-high stripper platform heels, mostly clear with just a touch of pink, and pink thigh high stockings-and nothing else.

The soft pink made a luscious contrast against her cocoa skin, and the sight made him want to fall to his knees and either worship her lovely body or beg for relief-or maybe both.

Mandy gave him an apologetic smile. 'I know it's rough being teased like this, but these are the Lady's orders.'

He smiled back weakly and kissed the top of her head. 

'I don't hold it against you.'

She giggled again. 'You can't!' she joked.

The teasing, however, was constant. It wasn't just her nudity. The maid took every opportunity to bend over, to show off, to flaunt her prime assets for him.

And as Jim bit back helpless groans of need, and his cock strained against its plastic holder, he realized that, as bizarre as it seemed, he was loving his situation.

William and an equally naked Randi joined them for lunch. Her shoes and stockings were the same as Mandy's, just black where hers were pink. Having both of them together, looking so sexy and desirable, was both delightful and torturous.

As they were cleaning up after eating, Randi looked at him curiously. 'Can I ask you something? I'd really like to know.'

Jim nodded and made a little 'go ahead' motion with his hand.

'Why do you like this? I guess I don't get it. I'm not trying to insult you or anything, but why do you like being locked up and frustrated like this?'

Jim smiled crookedly and gave her an honest answer.

'I don't know.'

Everyone laughed, and he continued.

'Why does anyone really like anything? Some people are into feet, or spanking, or tickling. Some guys like big girls, some prefer little skinny girls, some guys like long hair, some guys like short hair-but I don't think any of them could tell you *why* beyond 'it turns me on' or 'I think it looks better' or something like that.'

There were thoughtful nods of agreement.

'You're right,' William said. 'I don't know why I like most things, just that I do.'

He winked slowly. 'But I gotta admit, I'm glad its not me!'

There was more laughter, and he scooped the naked Mandy up in his arms.

'We'll see you both in-oh an hour or so.'

Mandy squeaked and kicked her feet cutely as the muscular handyman carried her off to his bedroom.

Jim and Randi were alone in the kitchen. She really did have a lovely body, he mused-long legs, nicely curved hips, and of course those incredible breasts-and a very pretty face.

'Ok,' he began, 'now it's my turn to ask you something.'

She looked at him a little warily. 'All right.'

'What-what does Lady Connie get out of all of this? She rarely has visitors, the only time she seems to leave the house is to go shopping with Candy...I don't get it.'

He paused and swallowed. 'I know she doesn't do anything with me or William, sooo-what about you and the other girls?'

Randi's smile was sweet as sunshine. 'The Lady told me once, right after I started working here, how to answer a question like that.'

Jim looked at her and waited.

Randi's smile became a soft laugh. 'She said for me to say-I'm not allowed to say either way.'

He looked a little puzzled, so she explained.

'She meant I'm not supposed to say yes, and I'm not supposed to say no. I wouldn't tell you-I wouldn't tell anybody-either way.'

'I didn't mean to be nosey. I adore the woman, and she makes me curious.'

Randi laughed and ruffled his hair playfully. 'Don't worry about it. Come on, we got a bathroom to clean.'

He gave her a big mock scowl, but followed her dutifully upstairs to go back to work.

xxxxxxxxxxxxxxxxxxxx

CANDY rubbed and ground against him, stark naked, purring and whispering obscenely.

After spending most of the day with curvy Mandy and busty Randi, her slim body was a delightful change of pace. And the combination of her soft, high-pitched voice and dirty talking made his blood boil.

Again her hands found the hard, unyielding plastic of his chastity, and again she acted all disappointed and pouty. But this time Jim didn't wait. Smiling at Lady Connie, he wrapped his arms around the girl's tiny frame, his fingers digging into her cupcake buttocks as he lifted her off the ground.

'No little one, Daddy can't fuck you,' he said as he carried her to the couch. 'But I can do plenty of other things.'

He pushed her legs apart and thrust one, then two fingers deep into her soft wet pussy, pumping her relentlessly. He lowered his mouth and found her clit with his lips and tongue, sucking and licking hard, forcing the squirming girl to orgasm.

Her sweet gasps and moans were as satisfying to him as any climax he had ever felt, and he realized how well his mind and body were responding to the chastity training.

That evening, he got a surprise and a little bit of a break when he went to the Lady's bedroom. Randi wasn't there. It was just the Lady and Candy, already dressed for bed in their nightgowns.

Lady Connie greeted him as he entered, her smile warm and tender.

'My darling boy,' she said with genuine affection, putting both palms on his face. 'I know this is a strain. I'm so proud of you. You're doing so well!'

'Thank you ma'am. It's been both horrible and wonderful.'

Her smile widened. 'Which is exactly the point.'

She dropped her hands and turned her head, and he bent to kiss her cheek. As his lips brushed her skin, she whispered softly.

'Tomorrow.'

He looked at her quizzically, and her eyes sparkled with amusement.

'Good night, dear boy.'

'Good night ma'am.'