Wife Seeks Help In Training Her Submissive Husband!

CHAPTER TWENTY-TWO.

Upstairs, in the TV/TS room, Liz was about to begin a role play scenario. She had met up with Sasha and Helen… and Helen’s submissive husband Pippa. They had decided to use the two submissive husbands for their own enjoyment, and so Pippa and Charlie became the lead roles!

Helen was lounging on the sofa idly, but she looked up when Liz escorted Charlie in.

"I think you know Helen, Charlie," she said smiling, "Helen, this is Charlie, the guy I told you about."

"Oh," said Helen, getting up and winking, "You're the dress-up guy."

"Remember you agreed to dress up for me," Liz said, "Well, Helen's going to help you get ready. I'll leave you in her capable hands."

Helen took Charlie by the hand. Charlie could feel his cock grow hard and a wet patch of pre-cum grow on his trousers as at the touch and closeness of the beautiful blonde.

In the bedroom, the clothes Liz wanted Charlie to dress in were laid out on the bed, and Charlie's eyes widened in surprise when he saw them.

At a quarter past eight the doorbell rang again.

On the doorstep, Pippa stood waiting as nervously as Charlie had some fifteen minutes earlier.

Like Charlie, he had made an effort with his appearance, and felt slightly more confident about the evening ahead with his dream woman.

Confidence that was only damaged slightly by the arrival of Liz opening the door to let him in, looking sexier than ever.

Liz took him by the hand and led him upstairs towards an empty bedroom.

"Remember you promised to dress up?" Liz said.

Pippa nodded eagerly, keen to play a part in Liz's sex games to be able to get into his dream girl's knickers.

"Sasha will help you out," Liz continued, as Pippa saw Liz's friend Sasha sitting on the bed in the room.

This made Pippa quite excited, although a little skinny and flat chested; Sasha was a tall, slender, blonde bombshell.

Pippa felt his cock tugging at his trousers at the thought of Sasha dressing him up and then getting involved in a threesome with her and Liz.

Pippa didn't know how it had happened, but his dreams and fantasies were suddenly coming true and he felt keen to exploit it.

However, when Liz left him with Sasha and he walked into the bedroom, Pippa was shocked to see the clothes that Liz wanted him to dress up in... They were laid out on the bed for him to change into.

Laid out on the bed in front of him was a red lingerie set, with a bra, panties, stockings, a garter, and a red dress with a short skirt and low-cut neckline.

Pippa looked confused for a moment, and then realized that this sexy ensemble was probably what Helen would be wearing.

He turned to Helen and smiled.

"What will I be wearing then?" he said.

Helen smiled back pleasantly and said in a voice that was equally pleasant although with a harder, patronising edge to it:

"That's your outfit there on the bed."

He gulped and began to panic, what had he gotten himself into?

At that moment Liz swayed into the room.

"Ah, I see you've found your outfit, what do you think?" she purred sexily.

He began to stutter and panic.

"I… I'm sorry Liz, but this really isn't what I wanted to do."

Liz smiled and spoke in a calm, soothing, coaxing voice that he desperately wanted to respond to.

"Come on, Pippa, you never know, you might like it. Besides, it's the only way you'll ever get what you want," she winked as if to indicate that meant her self, "and nobody but Helen and I will ever know anyway."

Liz's gentle coaxing calmed him down as he began to realize she was right.

There was nothing that he wanted more than to get into Liz's knickers, and he began to realize that if that meant also wearing them then maybe that would be ok with him.

He realized that he'd basically have done anything for Liz right then, so after a pause to consider, he said:

"OK, I'll do it."

Liz smiled reassuringly.

"Great, don't worry, Helen will help you to become the perfect woman. I'll leave you with her."

Liz left and closed the door behind her, leaving him alone in the room with just Helen and the lingerie.

Helen smiled at him.

"Now, let's get you undressed first," she said.

Shyly and reluctantly, he stripped from his trousers and shirt.

Although he often desired to strip off in front of a beautiful girl in his fantasies.

Pippa wasn't entirely comfortable with his small, slight, hairless body.

However Helen smiled reassuringly at him, assuring him that his small body could be far more convincingly feminine.

Although his body was virtually hairless, Helen told Pippa to have a shower in the adjoining en-suite bathroom, cleaning his body and shaving it totally clean and smooth.

Although he'd always felt hairless, Pippa now took pleasure in how silky smooth he had become.

After drying himself off, Pippa wrapped himself in a towel and rejoined Helen in the bedroom.

Helen ran her hand up his smooth, clean shaven legs and nodded her approval.

Pippa felt his cock twitch in anticipation at Helen's light touch on his legs.

Dropping the towel, Pippa slipped into the dark red satin panties that felt so sensual on his arse and cock, while Helen helped him into the matching dark red bra that she filled with two large silicone falsies.

Dressed in the underwear, with his skin smooth and hairless, Pippa felt more feminine already.

He didn't want to admit it but the sensual satin underwear was beginning to make him a little aroused.

Meanwhile, Charlie was also shocked at the outfit laid out for him in the other bedroom.

There was a black lace basque, and a long black dress that was slit right up the side.

Like Charlie, Pippa was suddenly a little unsure about this.

He looked over at Liz who had come back in and was standing next to him, she nodded to him reassuringly.

"You know Charlie," she purred, "It might be fun. Haven't you ever wondered what it would be like to be a girl? Besides, only I and Sasha will know… and it'll get you to enjoy my threesome."

Faced with all these arguments, Charlie decided he didn't really have anything to lose by dressing as a girl.

He had to admit he was curious and at that point he would have readily done even more if it got him his dream girl.

So Charlie, under Sasha's direction, stripped and showered, shaving his body totally hairless, and came back into the room, concealing his modesty with a towel.

Despite his athleticism, Charlie had been with very few women, he was embarrassed to be naked in front of them because of the size of his cock. Sasha reassured him that in this case it was good as he could conceal his true identity far easier.

"It's not much of a cock," she admitted, "but it'll make an excellent clit."

Helen had now attached Charlie's garter, and slid the dark red silk stockings sensually up Charlie's smooth legs. Charlie was now truly getting into it and he was now beginning to struggle to hide his arousal at the sexy underwear. Charlie now became Simona!

Helen's fingers were running over his body as he lifted his arms, and she slipped the little dark red dress over his head, so that it fell around him.

Although looking down, Simona could mostly see the outline of a sexy woman, there was an unsightly bulge at the front of the dress.

Simona could feel the knickers slightly stained and wet by a small patch of pre-cum.

Helen noticed this too and shook her head.

"We can't have that," she said, reaching down and grabbing his cock through the material of his dress and panties.

Simona felt like his cock was about to explode, as Helen ducked under his dress and pulled his knickers down to his stocking clad knees. Helen took Simona's whole cock in her mouth and quickly and efficiently sucked him off.

It wasn't long before Simona felt his knees buckle and his cock twitch and shoot his wad into Helen's mouth. Helen efficiently swallowed all his cum so as not to stain his outfit and, without comment, took Simona over to the make-up table. She did not allow him to see his reflection just yet.

Simona, however was delighted by the joy of Helen's blowjob and found himself almost as pleased that, as he sat down, he could smooth the skirt of his dress in a perfectly feminine way with no tell-tale bulge.

Meanwhile, Pippa became Chloe, and was now dressed in the black lace basque which was, like Simona's, filled with silicone falsies, and the long black dress, the slit up the side ran all the way up his long legs, which, now shaved, looked perfectly smooth, sexy and feminine.

He sat down on the bed as Sasha applied heavy make-up to enhance the femininity of his androgynous features while at the same time she styled his long, dark hair into sexy dark curls that framed perfectly his well made-up face.

When Sasha had finally finished and he was allowed to see his reflection in the full length mirror.

Chloe was unsure if there even was a mirror.

Staring back at him, completely unrecognisable as the River Falls basketball star, was a tall, slender, sexy girl with dark curls and a black dress slit up the side to reveal her long legs.

Sasha took him by the hand again and led him back down to the living room, this time much slower as Chloe was now learning to walk in the three inch heels of his black stiletto sandals.

"Now, there are just a couple more things," Sasha told him as he sat down on the sofa, remembering to cross his legs in a feminine way, causing the dress to fall away and reveal the full length of his smooth long legs up to his hips:

"I've got to leave now. Liz will be in here in a few minutes with the other girl. The other girl doesn't know you're not a guy so you have to play along and be a girl called Chloe, OK?"

This surprised Chloe a little as he'd assumed the threesome was going to be with Sasha and Liz, however by now he wasn't particularly bothered about being with another girl instead.

"Good luck."

Sasha leant over and kissed his cheek so as not to stain the dark lipstick on his lips and left the room.

As Liz led Simona down the stairs he was equally surprised to find out that Helen was not going to be the other girl.

He now felt confident and happy, dressed as a girl.

His outfit had been topped off with pointy red heels and a blonde Marilyn Monroe wig with sluttish scarlet lipstick and heavy blush.

"Remember, the other girl doesn't know that your not one too," Liz was telling him, "So you'll have to play along as a girl called Simona."

Coming into the living room, Simona was introduced to the other girl.

Chloe, every bit as stunning as Helen, and all his worries went away, knowing it was going to be a great evening.

Simona sat down beside Chloe and Liz left the living room to bring them drinks.

Chloe smiled nervously at him, she'd probably never done anything like this either. Simona smiled back reassuringly at her.

Attempting to speak in a high, feminine voice, Simona tried to reassure Chloe; he placed his hand, given a scarlet manicure to look more feminine, on her knee.

Her legs were crossed protectively, but this just allowed the slit up the side of her black dress to open and show off this long leg that Simona liked the touch of.

"Don't worry," he tried to assure her, "I'm a little nervous about all this too."

Chloe smiled back more confidently.

Simona noticed happily that she didn't put up any objection to his hand on her knee.

"Thanks," she replied in a sensual, throaty voice, "It'll be good to have you being there."

Simona was surprised that Chloe rested her hand, painted in a similar way to his, on his and kept it there.

When Liz came back in with a glass of wine each Simona and Chloe were already seated much closer together, with Simona's stocking clad legs pressed against Chloe's bare ones.

The closeness of this contact made Simona's cock begin to twitch again.

Chloe didn't seem to notice as she began to sip her wine in a demure and ladylike way, trying not to smudge her lipstick.

Simona tried to copy her in a similar style.

Feeling a little light headed from the wine, Simona felt a little more confident around Chloe.

He moved a little closer, moving his hand up her smooth, soft thigh.

Liz noticed this and said to Chloe:

"Why don't you kiss her? You can see how bad she wants it."

On hearing Liz's encouragement, and feeling the wine going to his head, Chloe looked across at the other girl, Simona.

She was a sexy, buxom, little blonde and Liz was right, she had been coming on to him.

Her hand rested gently and felt arousing on his shaved smooth thigh, worryingly close to his panty clad cock.

Placing his hand on her bare shoulder, Chloe leant over and placed a kiss on Simona's lips.

It was a wet, lipstick filled kiss and Chloe felt Simona open his lips with her tongue and began to explore the inside of his mouth.

Her left hand continued to feel his thigh while the right lingered over his false breast.

Chloe could feel his arousal growing and, for once, was glad that his cock was too small to betray him.

As they broke from the kiss, Chloe saw Liz was now standing over them:

"Why don't we get onto the bed?" she said and winked.

Taking Chloe by one hand and Simona by the other, she lead them up to a king-size double bed, next to a wall with an enormous wardrobe whose doors were mirrors.

By now Chloe was beginning to forget all his fantasies about Liz as he began to see her as more of a go between. What he desperately wanted now was to be involved in a girl on girl relationship with the little blonde Simona.

On entering the bedroom Simona only had one thing on his mind, and it wasn't Liz, there was something about the tall, mysterious brunette that was really turning him on.

Grabbing Chloe by the back of her long black curls, Simona decided to take control of the situation, pulling Chloe's lips to her and passionately kissing her again.

Simona found his hands running down the back of her dress to her pert arse as he pressed Chloe's body against his, desperately hoping Chloe wouldn't see the bulge that was growing in his satin panties.

Still kissing Chloe, Simona unzipped Chloe's dress and allowed it to fall to the floor as they broke from the kiss, leaving Chloe in just a sexy black lace basque and stiletto sandals that showed the full length of her gorgeous legs. Simona licked his lipstick covered lips in anticipation and Chloe smiled to see it.

Simona could do little to stop Chloe as she helped him pull his red dress over his head. His emotions were becoming confused, he desperately wanted this gorgeous dark girl, but he didn't want to reveal his true self, he didn't know how Chloe would react to it.

However now he no longer had a choice, as he cast away the dress to reveal his small, feminine figure in just the dark red lingerie, his bulging member was obvious inside his knickers.

"Sorry," he said, looking into Chloe's eyes as he pulled the panties aside to release his firm, hard cock.

Chloe paused for a moment and then, licking her lips, seemed to make up her mind about something and, to Simona's joy, dropped to her knees in front of him. As Simona pulled her sensual dark red knickers aside to reveal a hard, erect cock springing free, Chloe had realized that Liz had set him up.

However by now he was utterly enthralled with Simona, and, with the wine rushing to his head and his increasing joy in womanhood, he began to act totally on impulse, doing as he knew Chloe would do.

Dropping to his knees he began to lick around the head of Simona's throbbing cock, drawing a string of pre-cum from her cock into his mouth as he had seen in porn movies he licked his lips, savouring the surprisingly good taste.

Looking in the mirrors, Chloe could see what looked like a gorgeous girl on her knees sucking off another sexy girl and this turned him on any more. He knew that there was no turning back now and he enthusiastically, if a little inexpertly, began to take Simona's cock into his mouth and suck on it as he felt his own arousal ever growing.

The groans of pleasure his sucking was giving Simona just spurred him on further. As a guy he'd never been able to give a girl such pleasure, suddenly Chloe felt he was where he wanted.

Chloe's cocksucking may not have been as skilled as Helen's earlier, but Simona was utterly enthralled with her, and was even more turned on by the reflection of them that he could see in the wardrobe mirror.

It didn't take long of Chloe's eager cock sucking to send Simona over the edge and completely forgetting about Liz as his knees buckled once again and an orgasm shook through him as he spurted his load into Chloe's mouth. Although Chloe appeared eager to swallow, her inexperienced mouth could only take in a couple of mouthfuls and Simona was experiencing one of the greatest orgasms of his life as he withdrew from Chloe's mouth and continued to squirt his warm, sticky cum all over her face and chest and into her hair.

Finally Chloe, face stained in cum, stood up and kissed Simona again, the mixed taste of wine, lipstick and his own cum was heavenly to Simona and her eagerly stuck his tongue into her mouth in an attempt to enjoy the taste of more of his juices before licking her face clean. As she stepped away from the kiss, still dressed in her black lace lingerie with her make-up smudged and cum in her hair, Chloe began to look a little bashful again.

"I've got a confession to make," she said shyly in her throaty sensual voice as she pulled her own underwear aside to reveal an erect cock, much smaller than Simona's but a cock none the less, and Simona realized Liz must have set them both up.

However, by now Simona was fully enthralled in the experience and fully infatuated with Chloe, so much so that he didn't care at all about her having a cock, she seemed to deal alright with his after all.

"That's alright," he smiled reassuringly, pulling her back against him and kissing her once again as he felt his cock becoming hard once again.

He reached down to Chloe's tiny girl-cock and began to rub it, jerking it off.

Chloe felt a shudder of pleasure run through his body and moans escape his girly lipstick covered lips as Simona began to stroke his little girl-cock while she still kissed him and licked her cum from off his face.

Suddenly Chloe realized what he really wanted from Simona, what he knew would make him a true girl, something he knew now he wanted deeply. As Simona bent down to lick her cum from his chest, Chloe leant over and whispered sensually into her ear.

"I want you to fuck me Simona. I want you to fuck my pussy like the little sluttish girl I am."

Simona was becoming really turned on by the close attention of Chloe and the joy of rubbing her little girly cock, but he couldn't prepare himself from the joyful arousal as Chloe leant over and whispered in his ear that she wanted him to fuck her. He needed no more than a second to think about it.

Although somewhere inside him he knew Chloe was as much a guy as he was and he knew he'd never had sexual feelings for another guy, he also knew that Chloe was a gorgeous sensual girl, just the kind that Simona was desperate to fuck and he was delighted by the offer as his cock twitched in agreement.

Chloe knelt on her hands and knees and pulled her underwear aside to give Simona access to her tight arse. Simona touched the head of his cock, now fully erect once more, against the rim of Chloe's anus and he felt a shudder run through Chloe's body. Slowly, Simona began to force his cock into Chloe's tight arse, but the vice-like grip of Chloe's arse made it hard for him. At one point Chloe cried out and Simona offered to stop.

"Don't stop Simona," Chloe replied, "I need you inside me, I want you to be the one to take my cherry, I'm a slut, fuck me hard like I deserve."

Simona didn't need any further invitation to fuck Chloe's tight virgin arse, the tight grip as he pulled his cock out and thrust it back in was stimulating him like now pussy ever could as he heard Chloe's cries of pleasure he knew she was enjoying it just as much.

Looking in the mirror at the sight of a sexy buxom blonde fucking the arse of a leggy brunette. Simona couldn't help but feel totally aroused.

Chloe was in heaven as Simona slid her hard, large cock in and out of his tight virgin arse, it was the greatest stimulation he'd ever had and he wondered how he'd managed to live so long as a guy, when deep down his desire had truly been to be fucked like a girl.

At moments Chloe thought he was going to pass out from the extreme pleasure of it as his cock was already as firm and large as it's small size would allow, when Simona reached down and began to jerk him off in time with her arse fucking.

This was far too much for Chloe and he felt his arse tighten around Simona's cock and an orgasm shaking out from his arse through his body as he screamed a girly… "I'm cumming!" and blew his load all over his chest and Simona's hand.

As Chloe's girl-cock began to twitch and cum all over his hand and her arse became even tighter around his cock, Simona too was pushed over the edge and he let out his own loud moan.

Grabbing Chloe's long, dark curls, thrust one last time, deep into her arse causing her to groan again and her ejaculation to continue as he blew his load right up into her arse.

As the two of them collapsed on the floor, still dressed in sexy lingerie but stained in cum, with their make-up smudged, they heard laughter and clapping and looked up to see Liz standing in the door with Helen, Sasha… and Olivia and Clive, all looking and clapping.

They'd been so engrossed in each other that they'd both forgotten these others who now stood there laughing. Helen had even been filming with her video camera, having had no idea her plan could have resulted in so much.