The Willing Cuckold

Linda thought she may have found the man she was looking for. Sam was a true tireless stallion and had some experience of BDSM with a previous partner. After some initial reservations he started showing, to Linda’s delight, signs that he might enjoy dominating her husband with her.

The possibility of being exposed and submissive to his wife’s lovers was something that Chris dreaded and, when Linda announced that Sam would come to visit her, she saw on his face and in his eyes, a truly, deep and indelible despair; a mixture of terror and discouragement and imploration and resignation; all of which excited her enormously!

Later that same day Linda was coming to the end of her inspection of her sissy maid’s housework and had, so far, found no faults. But just when he thought he was in the clear Chris’s hopes were dashed. They were in the ensuite bathroom and Linda was using a small compact mirror to examine the underside of the toilet rim while her husband stood to attention in his sissy maid uniform.

‘Oh dear, sissy,’ Linda sighed. ‘What’s this? A spec of dirt in my toilet bowl. Come and see!’

When he looked Chris was sure the spec of dirt was on the mirror not the toilet but he knew better by now than to correct his wife. He was long overdue for relief, had even dared to hope that, if he worked extra hard on his housework… ‘

‘Oh well,’ his wife sighed. ‘I suppose I should add more time to your chastity, but the excitement of my lover’s upcoming visit has put me in a good mood. So, rather than cancelling your release we’ll just make sure that the circumstances of your relief are appropriate.’

With that Linda reached up under her skirt, pulled down her panties and sat on the toilet to pee. Rather than flushing the toilet she ordered her husband to go and fetch her some rubber washing up gloves. On his eager return she told him to remove his own sissy panties and drop to his knees, then had him insert his head into the toilet bowl, wrapping his arms around it and linking his hands together. Sitting herself down on his back, facing his feet she snapped on the gloves as she spoke, ‘I think this is as good a time as any to get a few things straight. Sam has no desire to enter into a conventional relationship or replace you as my husband. However, the idea of cuckolding you and helping me to dominate, humiliate and frustrate does appeal to him.’

Linda reached forward and between Chris’s legs to pull back his chastity cage, insert the key she kept on her necklace and unlock it. As his cock sprang immediately to life, she pulled it back between his legs and began short slow strokes that made him groan with desperate need into the piss smelling toilet bowl.

‘He wants you to know that, if you agree for him to become my regular lover, he will be fucking me any time he likes, any way he likes and anywhere he likes with his huge black cock, stretching my pussy way beyond anything you’ve ever been able to do. He said you need to understand that I will belong to him and that he will make sure my unfaithful married pussy is constantly full to the brim and dripping with his cum.’

After using her free rubber gloved hand to spank pipsqueaks buttocks several times, she then grabbed his swollen sensitive balls, kneading them as she pumped his bursting erection. ‘So, make your mind up husband darling,’ she demanded. ‘Are you sure that’s what you want, for your sweet little wife to be owned by another man?’

‘Yes!’ Chris moaned, on the verge of cumming for the first time in weeks.

‘Say it properly,’ Linda demanded as she paused the movement of her hands, knowing that her poor husband would say anything to persuade her to move her hands again.

‘Yes, please,’ the helpless sissy gasped. ‘I want you to belong to him. I want him to fill you with his cum whenever he likes, please!’ he cried with his face just millimetres from his wife’s piss and toilet water.

‘Good gurl,’ Linda smiled as she jerked him roughly, once, twice, three times then, timing it perfectly, just as he felt the spunk boil from his blue balls to race along the inside of his cock, she closed her grip tight, essentially blocking her sissy husband’s orgasm, laughing at the sound of his desperate cries for mercy echoing around the toilet bowl.

‘When you can complete a few simple housework chores without careless faults I might consider allowing you a full orgasm,’ Linda scolded him. ‘Until then you’ll be treated like the naughty sissy maid you are!’

On Thursday, Sam’s arrival day, Linda had her maid take the day off work and, from 6:00 in the morning, she used it to polish the house to perfection from the attic to the kitchen, and to prepare dinner.

When he brought breakfast to her in bed at 9:00 am his appearance excited her incredibly. What a power rush it was to be awakened in bed with a splendid breakfast by a devoted sissy slave who had been working as a servant for hours, just to prepare everything for his Mistress and her lover. The look of her already tired and pleading but, at the same time, adoring sissy husband immediately put Linda in a good mood and she masturbated with her vibrator to a very strong orgasm.

She then wandered around the house before bathing and getting dressed while the sissy continued her work. At around 1pm the sissy had finished the preparation and Linda was ready to go out for lunch with the girls. She locked her maid in the dark cloakroom closet with hands tied behind his back, ankles tied together, on his knees, wrists attached to ankles and a ball gag in his mouth. She looked into his sad and pleading eyes and spat straight in his face.

‘You are a pathetic useless excuse for a man, aren’t you? A miserable subspecies of sissy slave whose only role in the world now is to suffer and be submissive to her Mistress!’ Another spit in the face, followed by several light kicks to his balls and she closed him inside, excited by his sad sighs of despair and his sobs of humiliation but knowing that those sighs were also the result of desperate and frustrated excitement.

She returned home around 4 PM, excited about her bull’s visit but, first, she freed her poor sissy and led him by the ear from his closet. What an exciting and decadent vision! The sissy had a desperate look, totally defeated and subjugated from several hours in bondage and darkness, hours of work in the morning and, not least, the thought of what still awaited him! Yet when she took the gag from him, his thanks and his oaths of love and obedience to his Mistress wife were sincere and amusingly heartfelt!

Seeing him in that state made Linda completely wet and she had to masturbate again. She allowed the sissy to lick her shoes, including the soles, while she lay back on the living room couch and brought herself to a powerful, explosive orgasm. Then, bending him over a stool in the kitchen, she whipped him with a leather belt, for no reason but the fact that she felt like it. She then sent him to find a bowl and bring it to her in the bathroom where she proceeded to fill it with her golden nectar, placing it on the floor for the sissy to drink, after which he thanked her with great sincerely. Finally, she ordered her loving husband, shaking with nerves and excitement, to the spare bedroom to dress for the evening.

On the way to his room, he looked at his Mistress imploringly, terrified of the kind of outfit she would impose on him. Terrified with reason! She had decided on a particularly humiliating outfit, in a splendid pink latex. Despite his worried face she soon had him stripped naked except for the chastity cage and she started dressing him.

First came a pink corset, laced so tight he could hardly breathe, delightful pink frilly latex Panties, with an opening at the front to let the chastity cage pass through and make it evident. Special suspender straps started from the panties to which she hung sheer white nylon stockings. Then the pink and white latex maid uniform with cute, short, puff-ball sleeves and wide latex trim in the shape of hearts.

The dress was elasticated just under the bust, which gave it a typical prissy sissy look. It had a full skirt, which had wide, contrasting latex hearts trim at the hem. The skirt sat on top of a beautiful little underskirt that had layers of folded latex that pushed it up and out, and every layer was trimmed in more latex hearts. On top, a white rubber apron. Everything was so short as to leave the chastity cage partially uncovered. On her feet were a pair of Lady Jane shoes with 100 cm heels in a pink colour, finished on top with pretty pink silk bows.

Then came the bondage: wrist cuffs in shiny pink PVC with a wide lace trim at both ends of the wrist and cute satin bows. At the ankles a sexy pair of wide ankle cuffs in shiny PVC that had an adjustable buckle strap that went under the heel and ensured that the shoes could not be removed. A wide pink leather collar with lace trim at both ends kept her chin up and together with the corset, prevented any disrespectful slouching.

On the maid’s head there was a long blonde wig topped by a cute little pink PVC maid’s cap. Finally, a pair of long false eyelashes, pink nail extensions and heavily applied slutty makeup completed the sissy maid’s devastatingly humiliating uniform.

Linda joined the anklets with a chain of about 20 cm and I did the same with the wristbands, which she then joined to two chains, one around the maid’s waist and the other fixed to her collar. The effect was to restrict the silly gurl to very short mincing steps and a very limited range of hand movements. Throughout the dressing, pipsqueak trembled with despair and tried to beg his Mistress not to impose that type of clothing on her, yet every time that, she shouted at him, ordering him to keep quiet, she saw his chastity cage jump in a desperate erection attempt.

‘Such a wonderful creature my sissy husband is!’ Linda mused.  ‘About to be subjected to the most humiliating experience of his life and yet his body reacts with incredible excitement to the smell and feel of the latex and any insult or cruel gesture from his Mistress!’ Linda found it beautifully exciting!

Seeing himself in the mirror, the sissy sighed, subdued and kept repeating obsessively, ‘Please Mistress no! Not in front of your lover Mistress! Please Mistress!’ But Linda, delighted with the state of her sissy maid, started another mind fuck, which she loved. She told him how ridiculous and pathetic he was dressed that way to wait to serve his Mistress and her lover, how inferior his condition was compared to hers and how much his life was destined only to become more and more harsh and humiliating as hers became more exciting and satisfying.

To every affirmation he answered with a respectful curtsy, a sigh of resignation and a humble, ‘Yes Mistress, thank you Mistress.’

Linda’s excitement was now at fever-pitch and she therefore decided to secure the sissy for the wait and get ready for her lover. She took the pathetic sissy back to the closet and made her kneel. She stuck a large black fake cock with a sucker on the wall and ordered her to hold it in her mouth and to remain so until her return. To the maid’s submissive, ‘Yes Mistress! Thank you, Mistress!’ garbled through a mouth full of plastic cock and with a look full of desperate humiliation, Linda closed the door and went to get ready; not without having first masturbated to her third orgasm of the day.

While she showered, dried and perfumed herself Linda cast her mind back to an earlier stage in their journey together. Chris had asked if he could do some housework wearing a French Maid’s outfit that he had bought Linda for Valentine’s Day a couple of years previously. It was far too small for him and she could not help laughing out loud when he presented himself to her in the lounge where she sat reading a magazine and sipping a glass of chilled white wine.

‘I’ve finished cleaning the bathroom,’ he reported.

After composing herself, Linda stood, the heels she was wearing making her almost as tall as her husband, and slapped his face.

‘I will tell you when you’re are finished wimp!’ she had yelled before spitting in his face. Chris loved it when she bullied and mistreated him during their ‘Mistress Games’, as they called them, but she had never gone that far. At first, she was worried what Chris’s reaction might be, but his expression of delighted shock proved to her she needn’t be. What really surprised her though, was her own reaction. Seeing her husband in such a ridiculously humiliating outfit and dominating him so forcefully gave her an unexpectedly powerful rush.

‘Follow me upstairs wimp!’ She ordered him. ‘And you’d better not be staring at my ass! It’s way beyond the reach of a wimp like you!’

‘Yes Mistress, I… I mean no Mistress, I wasn’t.’ It was the first time he’d called her Mistress and she liked it.

‘Why?’ Linda stopped on the stairs and turned to look down at him as he stood on a lower step. ‘Don’t you like my ass? Isn’t it sexy enough for you?’

‘Yes Mistress, of course it is! It’s stunningly beautiful!’

‘Far too good for a pathetic sissy who gets off on wearing his wife’s clothes, wouldn’t you say?’ Before he could answer she spit in his face again. ‘Follow wimp!’

In the bedroom Linda retrieved her favourite vibrator from her bedside cabinet and lay down on the bed.

‘Stand at the side of the bed and watch what you can’t have sissy Chrissy,’ she taunted as she lifted her skirt and applied the buzzing wand to her pantied crotch. ‘I’ve decided you will not be cumming today. You can watch me cum instead. What do you say?’

‘Thank you, Mistress,’ Chris breathed as he watched his previously shy wife bring herself to the edge of orgasm. He knew she masturbated but she had always refused his requests to let him watch.

‘Curtsy for me,’ Linda moaned.

‘What?’

‘You heard me,’ Linda yelled. ‘And it’s excuse me Mistress… not ‘what!’ ‘

‘Sorry Mistress.’

His first attempt was clumsy and awkward so she made him try again.

‘Again! Keep doing it. Keep curtsying like a little sissy maid while I show you why I don’t need you for sex anymore wimp!’

Watching her husband in a French Maid’s outfit curtsy repeatedly, staring wide eyed with longing at her was a revelation. Previously she had just gone along with the domination games to please her husband. Now, for the first time, she was beginning to see what was in it for her.

‘Get your eyes down maid! Ooooohhhhhhh!’ she moaned as she came harder than she ever had in her life up to that point.

In honour of her prospective boyfriend’s visit Linda wore a pair of black mules with a 15 cm heel and 5 cm platform, black lace underwear with suspenders, silk stockings and a black leather dress short enough to reveal the tops of those stockings. Her long shiny chestnut brown hair and sexy but tasteful and sophisticated makeup were the finishing touches. By the time she was ready it was 6pm and the bell rang, Sam had arrived.

As soon as they met, they hugged and kissed with passion and desire and, rubbing against him, Linda felt his erection through his jeans. He held her in his arms and, with one hand, squeezed her bottom, getting more and more excited, just as she was. He gave Linda a beautiful bouquet of red roses and asked her where her sissy husband was. Amused, she took him to the closet and together they opened it.

At the sight of the pathetic sissy on his knees, Sam started laughing out loud telling Linda what a nasty and terribly exciting little bitch she was to treat her devoted pipsqueak of a husband like that! Then, laughing, they brought out the poor slave sissy, trembling and desperate.

Sam slapped him for not paying him homage immediately and the slave, with real tears in his eyes, prostrated himself to kiss the shoes of the man who was about to fuck his wife! A terribly humiliating thing for Chris but a hugely exciting thing for his wife!

Linda was not satisfied with the humiliation of her slave though and demanded that he lick Sam’s shoes devotedly and thank him profusely for being his wife’s lover, for being a real man unlike him and for satisfying his wife in ways he could only dream of. Finally, as an afterthought she had her sissy husband thank her lover for re-naming him ‘pipsqueak’

When she heard her husband say, between sobs of humiliation, ‘Thank you Master Sam for allowing this pathetic sissy the honour of licking your shoes, for being such a wonderful lover for my Mistress and for naming me pipsqueak,’ she had to take Sam and drag him to the bedroom immediately!

From the stairs, she ordered her maid to prepare dinner for two and to put his bowl with yesterday’s leftovers on the floor near the dining table. Now beyond all humiliation, the sissy replied, ‘Yes Mistress,’ and started into the kitchen while Sam and Linda bounded up to the bedroom!

Linda was a virgin when she married Chris and had never had a real man like Sam inside her. She loved cumming on her husband’s tongue but often wished she could cum while he was inside her. Dominating the sissy always made her cum hard too but, after so long she really just needed a good fucking!

She had two orgasms practically simultaneously because while she was just coming down from the first one, she had the vision of her sissy husband in the kitchen alone, humiliated and desperate, whereupon she immediately had another orgasm! So, they continued until, eventually, Sam reached a very strong orgasm of his own which caused another one in Linda too! Satisfied for the moment, she removed Sam’s condom and loosely tied the end, retaining his copious load.

When they went down to the dining room Linda and her young lover were greeted by her maid with a curtsy. Dinner was served and, between courses, Linda announced to the sissy that Sam had a surprise for him, whereupon she emptied the condom onto the pathetic leftovers from the day before that made up the sissy’s dinner. With a desperate sigh of humiliation pipsqueak saw what his wife was doing and, resigned, humbly thanked her lover.

The lovers then watched laughing at the sissy as, between sobs of disgust and humiliation, he had to eat up to the last crumb and thank his superiors. Sam and Linda continued their splendid dinner served to perfection by their sissy maid, who they totally ignored except for giving her orders. Once they had finished dinner, they retired to the living room, where Linda ordered the sissy to join them. Here the real fun started!

Sam and Linda started kissing and touching each other on the sofa, while the once proud husband had to kneel at their feet to lick their shoes. They laughed and commented on the absolute power that they could exercise on their poor slave, destined as she was to a life of total submission and frustration in the face of the total pleasure that they drew from dominating her!

Then Linda decided it was time to get serious. Ordering pipsqueak to the garage, Linda looped a rope over a wooden beam, instructed the sissy to lie on the floor on her back and tied one end of the rope to her ankles before enlisting the help of her strong, handsome lover to pull the other end of the rope raising pipsqueak’s legs upwards, so that only her head and shoulders touched the ground. Then Linda positioned herself behind the wimp with the cane in her hand.

Sam sat on a stool at pipsqueak’s head and placed his shoes on her face. Then Linda ordered the slave to lick the soles of her lover’s shoes with devotion while she started hitting his sissy’s butt with increasing ardour as her excitement grew! She didn’t know how many blows she gave him, certainly not less than thirty and, judging by the implorations of the sissy, they were very strong blows. Then, they untied the sissy and took it to the bedroom where they made it kneel while they started fucking again.

After cumming for the first time in the missionary position, while her husband licked her feet, Linda turned onto her front to get fucked doggy style and had the sissy placed with his head under her pubis to watch helplessly as another man rammed his huge cock into his wife’s unfaithful, dripping wet pussy. After she enjoyed two more sensational orgasms, Linda felt her lover stiffen, dig his strong fingers into her hips and bellow like a bull as he came inside her. By prior agreement there was no condom this time so she made the sissy beg Sam for permission to first lick clean his cock before then swallowing his wife’s cream pie.

This was pipsqueak’s first time with another man’s cock in his mouth but many hours of conditioning, threats and promises of reward had combined to produce in him an obedience that greatly excited his wife. Unfortunately it was too hesitant for Sam, ‘Suck it faggot!’ he yelled at pipsqueak as he grabbed the back of his head and forced his manhood into the back of the sissy maid’s throat causing him to gag.

‘I’m sorry babe,’ Linda interrupted, making pipsqueak think she was intervening on his behalf until she continued, ‘She hasn’t had any practice with the real thing, you’re her first.’

‘Well, she’d better fucking learn fast!’ was Sam’s answer.

Sam and Linda rested a little while the sissy, defeated by fatigue, humiliation and frustration, sighed desperately on her knees at the foot of the bed.

By now the lovers were both exhausted but Linda took her pansy husband into the bathroom where she reassured him that she was proud of him for swallowing his silly male pride and being so obedient to her and her lover. Then, ordering him onto his back in the shower stall, she used him as a toilet, crouching over his prone form to piss into his wide-open mouth.

Before she went to sleep in her lover’s arms, Linda sent her sissy maid to clean the kitchen and ordered her to wake Sam up at 7:00 AM the next morning with a blowjob. The sight of his defeated, humiliated expression as he curtsied and wished them both goodnight stirred such feelings of power and desire in Linda that she had to reach once more for her lover’s cock, coaxing it to life one last time as she kissed him deeply and begged him to fuck her unfaithful pussy again.

The next morning, Linda saw her sissy husband waking up Sam, as ordered, at 07:00 AM. The sight of his duvet-covered head bobbing up and down as he worshiped her lover’s cock was hilarious. Lying in bed snogging her handsome lover as her sissy maid husband licked and sucked her lover’s cock was an incredibly erotic experience she would not soon forget. It had been worth every minute of the hours of ‘prior persuasion’ she had subjected pipsqueak to in anticipation of them reaching this milestone in his sissyfication. There could be no going back from here. She had a lover and her husband had sucked his cock! He’d done it for her, to prove his love, to prove he really did want to be her sissy maid! Wow! She certainly hadn’t seen that coming when they got married twenty years before!

She doubted if her lover would soon forget the experience either as she watched him thrusting his hips and using one hand on the back of the sissy’s head to force himself further into pipsqueak’s mouth and down his throat, groaning into Linda’s mouth as he hosed the wimp’s tonsils with his thick, potent seed.