Trouble and Strife
Chapter One
“I’ve messed up Sis, really badly.”
Shelley was on the telephone to her sister, Marie, in Cornwall.
“What have you done?” asked Marie.
“Well, you do know how much I love Charlie. I don’t know how I’d cope if I ever lost Charlie, I miss him so much that it hurts even when he goes away overnight on one of his business conference things.”
“I know, I don’t why but I do know. But why is loving Charlie a problem. Apart from him being such a wuss.”
“He’s not a wuss,” Shelley shouted, “just because a man is kind and considerate does not make him a wuss. I’ll have you know he pulled a hedgehog out of a lit bonfire last week, he saved it’s life.”
“Fine,” Marie grinned to herself, typical Charlie to rescue a small animal, he probably thought it was cute. “He’s not a wuss, he’s a big brave hero. So what’s the problem?”
“Sex with Steve is amazing.”
Marie stopped grinning. “Say what?”
“Steve, the guy I met when I was out with you and Emma.”
“When?”
“Last time we went out, we went to that wine bar.”
“Shelley, that was before I moved. We’re talking six months ago.”
“I know, but I was desperate for sex and he was hot, so…”
“So you cheated on Charlie. Look I don’t want to make you husband sound like a wuss or anything but…do you not have sex with him?”
Shelley paused for a moment, her love life with her husband was nothing like the sex with Steve but she didn’t know how to explain it without her sister making fun of Charlie.
“We do make love to each other,” she said eventually, “and Charlie is exceedingly kind and gentle. He always makes sure I reach orgasm…eventually. Normally with his tongue after he’s come. He tries really hard.” Shelley heard her sister make a condescending noise but chose to ignore it. “With Steve it’s different. He isn’t at all gentle but he always makes me orgasm before he does. It’s incredible. It’s the best sex I’ve ever had.”
“And now you feel guilty?”
“Oh I felt guilty from day one. It isn’t that.”
“So what is it then?”
“Charlie went to his Mum’s on Sunday. He was supposed to be gone all day so I invited Steve over.”
“You invited your lover into your husband’s bed. Are you mad?”
“Well it’s cheaper than a hotel and like I said, Charlie was meant to be out all day. Only he came back, needed something to mend his Mum’s necklace or something, you know he makes jewellery. Anyway, he walked into the bedroom to get whatever it was and there we were. At it. In bed.”
“What did he do?” asked Marie.
“He just stood there. He went bright red and started to say something but the words never came out. I thought he was going to have a heart attack or something. I tried to explain, but in the end he just walked out of the house and drove off. I sent Steve packing because I wasn’t in the mood after that so, of course, he was pissed off as well. But Charlie was nowhere to be found. He didn’t come back until the next day. I was so worried.”
“So you want to know how to make it up to Charlie?”
“What? Oh no, we’ve made up. I explained to him that I needed sex and that he couldn’t give me what I needed, physically. He was a bit upset at first but I think he understands. I told him that I loved him and I wanted to always be with him, I just needed this sexual relief occasionally and Steve was cheaper than a gigolo.”
“and Charlie accepted that?”
“Like I said, he got upset. But I told him that I was never going to leave him or anything.”
“Shelley, this isn’t a wind up or something, is it?” Marie was beginning to question her sister’s sanity as the conversation went on.
“No, why would it be a wind up?” Shelley sounded genuinely confused.
“Because you’re trying to tell me that Charlie is all right with you having an affair. I mean, I know he’s a wuss and all but a cuckold?”
“He is not a wuss. In fact he did ask what sort of man he’d be if he turned a blind eye to what he’d seen.”
“So he isn’t all right with it. He’ll leave you if you don’t sort this out. Why don’t you get rid of Steve?”
“Because I don’t want to. I want to keep them both, there must be a way.”
“Only if they’re both happy to share.”
“Well, Steve certainly isn’t, he said that he wasn’t prepared to share me with another man. He reckons three in a bed is only okay if two of them are women.”
“There you go then, unless you can convince Charlie to become a girl you’re going to have to give one of them up. You need to decide whether you want great sex or a loving relationship. I don’t think I’d ever say this, but I think you should stick with Charlie. Sex will always get dull eventually but what you and Charlie have is special.” Said Marie, but she might have well stopped after the first thirteen words.
Shelley’s face was a mask of concentration as her sister’s words filtered into the working part of her brain and after a few moments Marie began to wonder if her sister had gone.
“Convince Charlie to become a girl…I could do that. He could be my BFF and Steve could be my sex toy. Marie you’re a genius. Yes, I could make it work.”
Marie was horrified. “Shelley, it was a joke. You can’t turn Charlie into a woman, he’s your husband.”
“Men do it all the time, I’ve seen it on television.”
“Men do what?”
“Turn themselves into women. There was a documentary on tv about these men who wanted to be women and they took hormones and stuff…and they had an operation…and then they were women. Charlie can do that.” Shelley’s voice was becoming excited as plans developed in her head.
“But they wanted to be women and I’m fairly sure that Charlie doesn’t. Not to mention that it isn’t that easy.”
“I’m sure Charlie will want to when I explain it to him. I mean, I’d do it for him if he wanted me to. Thanks Marie, I knew you’d sort me out. You’re the best.”
“But I…” began Marie before the dial tone interrupted her. Shelley had hung up.
For a minute or two she just sat at the table with the receiver in her hand and stared at it.
“Is everything all right love?” asked her husband, Mike, concerned.
“I think my sister has lost her mind.” She said. “She’s gone completely crazy.”
to be continued
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Chapter Two
Charlie had his doubts but he couldn’t deny that Shelley was trying to make amends for her affair. It had been a week since he had agreed to give her a second chance and he had enjoyed waking up to breakfast in bed every morning since. As he sipped at his orange juice he thought back over yesterday’s conversation and the document that he had signed.
Shelley had come into the room clutching two documents and asked if they could talk, naturally Charlie said yes.
“I don’t want to keep saying sorry because you already know it but I can’t stop,” she began, “I just feel so bad about everything I feel the need to apologise every time I see you. I am so glad that you have given me another chance, even though I probably don’t deserve it with what I did. I got to thinking and I decided that I wanted to show me how committed to our marriage I am so I got Jane, my solicitor friend, to draw up a legally binding document that says I promise that I will do everything in my power to save our relationship. Now I am going to sign it in front of you so that you know, would you like to read through it?”
Charlie nodded, slightly confused but pleased that his wife was showing commitment. The document did little to help his confusion with a lot of legal language that he didn’t understand, but he did get the general gist of it and it did clearly state that Shelley would do everything she could to maintain her relationship with him. Folding the document so that the last page, where she would sign, was visible he handed it back.
“Are you sure you want to sign something that binding?” he asked.
“Of course I am,” she replied, “I love you and I want us to be together for the rest of our lives. Signing this doesn’t make any difference as far as I’m concerned because I am fully committed and would do anything with or without an agreement, I just thought it would give you peace of mind.”
As she spoke Shelley signed the document with a flourish and smiled and her husband.
“I’m glad you said that,” said Charlie, “and I want you to know that I’ll do everything I can to make our marriage work as well.”
“Really.” Shelley sounded excited.
“Well, yes. I mean, I guess there must have been reasons for you to turn to…him,” said Charlie, “and at least some of them must have been things that I did or didn’t do. So, I will do my best to make those things right.”
“Charlie, that’s more than I could ever have hoped for. Thankyou.” Shelley paused. “Do you think you could sign an agreement like mine?”
Charlie frowned, his wife looked terribly excited and for some reason it made him feel uncomfortable. Something nagged at him, all of a sudden this didn’t feel quite right, but how could he say no. After all she had just signed one for him, would it show that he wasn’t as devoted as her? He had just told her that he was, could he back out now? He went through the details of the agreement he had just read and couldn’t think of anything that would be a problem to him, maybe…
“Go on then.” He said, making a decision.
“Oh thank you. Would you like to read it first?”
“Is it different to the one you signed?” he asked.
“Jane said there are some differences in language because you’re a man, but there’s nothing major.” Answered Shelley.
“In that case I’m fine. Pass it over.”
With that Charlie signed the document that would shape the rest of his life.
***
The next few weeks went well for Charlie. Shelley was very attentive and was doing everything to make him feel wanted. Even in bed things were starting to improve with the discovery that his nipples were becoming increasingly sensitive. Something that Shelley took a huge advantage of, sucking and playing with them constantly. She had even managed to make him come without touching his dick. Of course, she was a bit unhappy when that happened but he made it up to her with his tongue on her clit. He did such an excellent job that she told him, in a very breathy voice, that he would make a great lesbian.
Even though it was a weird sort of complement, looking back, Charlie felt good about it, he knew that it was his fault their sex life hadn’t been particularly good and that was one of the reasons she’d had her affair. For her to appreciate what he had done meant a lot.
Of course, had he known that she was at that moment in bed with Steve he might not have felt quite so happy.
***
In the afterglow of sex Steve turned to the woman that he loved.
“So, have you got rid of that husband of yours?” he asked her.
Shelley shook her head. “I told you, I can’t. He’s my best friend and I need him.”
“And I told you that I will not share you with another man.” Steve sounded angry but Shelley kissed him on the lips and smiled.
“Don’t worry Lover, you won’t have to.” She said
“What? You just said you weren’t going to get rid of him.” Anger became confusion for Steve, he seemed to spend half of his life in one mode or the other.
“I’m not, he just won’t be a man anymore.”
“I don’t understand.”
“You’ve heard of feminisation haven’t you, making men wear skirts and all that.”
“You’re going to turn him into a sissy?” Steve could hardly believe his ears.
“Oh no, he’s not going to be a sissy. I’m going to make him into a proper girl, she’ll be my BFF and you’ll be my lover. That way everyone will be happy.”
“I’m sorry but he is willing to let you turn him into a girl and you don’t think he’s a sissy? You ever try any of that shit on me Missy and I’ll be out of your life faster than you can say shit.”
“Why on earth would I try to turn you into a girl, I need your cock to be all man all of the time…and for your information Charlie isn’t letting me turn him into a girl. He doesn’t know anything about it. Yet. By the time he does it’ll be too late and then he’ll accept it. You’ll see.”
Steve shook his head and grinned. “You are one fucked up lady, Shelley. Now I think my manly cock is needing a little attention.”
***
It was Monday morning and Charlie had just discovered that his pants drawer was completely empty.
“Shelley, where are my pants?” he shouted.
“In the tumble dryer.” Was the reply.
“What…all of them?”
“Yes, all of them. Somebody around here hasn’t been pulling his weight in the laundry department and left it for me to do. I noticed that you had a huge pile of dirty pants so I scooped them all up and washed them. They should be done by now.”
Feeling a little guilty over his lack of help Charlie walked down the stairs to the utility room and opened the door of the dryer.
“Shelley, they’re still wet.”
His wife appeared in the doorway. “They can’t be, I turned the dryer on before going to bed last night.” She said. Shelley stuck her hand into the drum of the machine and felt the clothes. “How odd?” She shut the door and poked the start button, nothing happened.
“I assume it’s plugged in.” said Charlie helpfully.
“Well it was last night.” Replied Shelley, which it had been. After she had removed the fuse from the plug. “Look, I don’t know what’s wrong with it and I can’t do anything now. You’ll just have to borrow a pair of my pants today and I’ll put some of these on a radiator for tomorrow.”
“I can’t wear yours.” Said Charlie, his face reddening. “What will people say?”
“They won’t say anything because they won’t know.” Responded Shelley with a little bit of anger in her voice. “Maybe if you’d helped more you wouldn’t have a problem. Go and pick out a pair of pants and stop complaining, even you’ll forget you have them on before long and, unless you intend to drop your trousers in public nobody will see a thing.”
A feeling of guilt spread through Charlie replacing the embarrassment. “You’re right, I’m sorry.” He said. “I’ll do more to help in future.”
He went upstairs and opened his wife’s underwear drawer. Inside were several pairs of feminine undergarments in a variety of colours. He instantly dismissed the thongs and anything in bright pink. Then the ones with flowers and two pairs that consisted of nothing but the flimsiest of lace. He was left with a choice between a pale blue pair of high cut satin bikini briefs and a pair of black shorties that were covered in sequins at the front and a mesh back. He was unaware that his wife had carefully removed the standard cotton panties that she wore on a daily basis and picked up the blue pair. He pulled them up his legs and fiddled with his bits trying to get them to sit in a comfortable position. When he was happy he walked over to his own drawers and pulled out a familiar pair of plain black socks that he threw onto the bed. He pulled a shirt out of the wardrobe and a pair of trousers of the back of a chair before sitting on the bed. As he sat he felt his wife’s briefs tug at his penis for a moment before giving up and letting the head pop out above the waistband.
Frowning he stood up again and had another fiddle, making sure that everything was tucked away again. But as soon as soon as he sat it happened again. Grumbling he took them off and walked back to Shelley’s drawers. He grabbed the sequin covered shorties and pulled them on, grimacing as he glimpsed the sequins sparkling in the mirror. He was, however, pleasantly surprised at how much more comfortable they were compared to the briefs. His bits simply fell into a comfortable position and when he sat down they stayed there.
He quickly pulled on his trousers and shirt, fastening everything to hide the sequins from view. As he pulled on his socks he began to relax a little, with his clothes on there really was nothing to suggest that he was wearing anything other than his normal jockey shorts and Shelley’s shorties were probably as comfortable.
Shelley was also proved right as her husband went about his job as an estate agent and forgot all about his unusual under garments. He worked in a small-town branch of a well-established regional company, Richard Sole Agents. Being a small branch there were only three permanent occupants of the shop, Charlie, Beatrice and Simon. The manager of the branch worked in the neighbouring town and only visited once or twice a month meaning that the three agents were allowed to enjoy a more relaxed working environment.
Charlie had enjoyed an exceptionally good day at work, finally closing the sale of a house in his own village that he’d been working on for several weeks. When he got home he had a smile on his face and was more than happy to accept the attention his wife gave him.
Wrapping her arms around her husband’s waist Shelley pulled him into a deep and lingering kiss. Trying to dominate him with her lips she eased her hands to the waist band of his trousers and gently slipped them inside.
“Oh, I’d forgotten you were wearing these,” she said, feigning her surprise.
Charlie’s face went bright red as he remembered for himself. He went to break away from her clasp but she would release him. Instead she grabbed hold of his belt and slid her hands to the front holding her husband firmly in place as she unfastened the buckle and gave the trousers a yank. Accompanied by a squeak from Charlie they fell to his knees and his sequinned underwear was exposed.
Shelley knew that the next few minutes were vitally important, if her husband was to escape her grasp and take the knickers off now her whole plan could fail. Returning her mouth to his she kissed him again and replaced her arms around his waist. This time, though, she allowed her hands to caress his buttocks through the black mesh of his knickers. His stiffening penis pressed into her groin and she smiled inwardly. She squeezed a buttock as she broke the kiss and shifted her mouth to Charlie’s neck. Nibbling as she went she worked herself around her husband until she was able to grasp his penis through the fabric of the undergarment. Sequins dug into her hand but she couldn’t stop, she rubbed his member gently with one hand and his butt with the other as she continued to caress his neck with tongue and teeth.
Charlie was unprepared for such an assault and his breath began to quicken as his body responded to his wife’s touch. His brain screamed at him to get control and slow things down, but it was too little, too late. With a groan he ejaculated into his panties.
Shelley put on a disappointed face while she cheered inside.
“Oh Honey.” She said. “I was…”
“I’m sorry love, that was…” Charlie stumbled over his words as guilt spread through his mind. He knew he wasn’t the most prolific lover in the world but to come before he even had his pants off was not good.
“It’s all right love, maybe we could try again later.” Shelley kept a tone of disappointment in her voice, trying to sound encouraging at the same time. “For some reason seeing you in those panties really turns me on.”
“Really?” Charlie may have been a little surprised but his guilt was the overriding emotion and he wracked his brain for a way to make things right. His mind found its way to the complement Shelley had paid him just a week before and he knew just what he had to do.
He kicked off his shoes, stepped out of his trousers and placed his hands onto his wife’s shoulders, gently pushing her backwards until she sat down on the sofa. Dropping to his knees between her legs, Charlie slowly worked Shelley’s panties down her legs and discarded them before moving his head to her most private place.
It took a bit of gentle nudging and the occasional verbal instruction, but Shelley was quite pleased with the progress her husband was making. Naturally she exaggerated her responses, moaning and groaning far more than her body required and just before she faked an explosive orgasm she spoke.
“Oh Baby, if you were a girl I would seriously consider turning lesbian.”
Sitting together on the couch fifteen minutes later having recovered their breath Charlie looked up at his wife. She had made sure that he was lying with his head in her lap so that she had the dominant position.
“What did you mean?” He asked.
“When?”
“Earlier, you said that if I was a girl you consider becoming a Lesbian. What did you mean?”
“Oh, I err…” Shelley paused as though she was thinking, “I…Well for me sex has always been about cock, as soon as I get horny all I want is to feel a hot cock inside me. I guess that’s one of the reasons I strayed a bit in the past. I mean, don’t take this badly but you didn’t always make it…last. I loved the way you made sure I orgasmed but it wasn’t the same…you know?”
“I never realised.” Answered Charlie meekly.
“Well I wasn’t going to say anything because I love you and that is far more important than sex…and it doesn’t matter anymore anyway. You see I didn’t think about cock once today, what you did with your mouth was so good I didn’t need anything else. I guess what I was saying was that, if something terrible happened and you lost the ability to…you know…then I wouldn’t be worried because you could still keep me happy.”
Charlie wasn’t sure whether to take heart from his wife’s words or to feel insulted but he wasn’t given time to dwell as her hand reached between his legs and began to stroke his penis through the sequins of his knickers. His body responded and his wife smiled.
“Of course, those sexy knickers really help.” She whispered and increased the pressure.
To be continued…
You can find more of this story as well as more shorts and artwork from my books on my website
https://anna-namaus.wixsite.com/mysite
The next morning, wearing a clean and dry pair of jockey shorts, Charlie headed into the office where he was met by knowing looks from Simon and a hug from Beatrice.
Beatrice was three years older than Charlie with a plump figure and an open, welcoming smile that spread all the way into her eyes. In her own way she loved both of the men she worked with but she found neither of them attractive. Preferring to gaze at the parade of young women that walked past the office window every day.
“You’re looking happier today.” She said having freed Charlie from her arms. “Are things starting to improve at home?”
Charlie had told his co-workers all about finding his wife in bed with another man and they had both been incredibly supportive. Simon even offered him a place to stay should he need it. Talking through his problems with his friends had been an immense help and he felt grateful to have them in his life.
“Actually they are. I really think Shelley means to stay faithful now and…” he blushed slightly, “our sex life took a bit of an unexpected turn last night. Which was…interesting.”
“Interesting not good?” asked Simon.
“I think it was good. I mean, Shelley certainly liked it…it was just a bit odd.”
“Odd in what way?”
“I’m not sure I really want to talk about it in detail just yet. Not until I’ve decided for myself.”
His friends’ reaction was stopped as the bell above the shop door jingled to announce the arrival of customers. Charlie turned and smiled at them.
“Good morning, how can I help you?” he said.
Shelley was also at work, as a Financial Modeller she easily matched her husband’s fifty-thousand-pound annual income but today she was doing very little work. After the previous evening's success, she intended to move her plan forwards and that meant doing some research on the internet. Until now Charlie's morning orange juice had been laced with ground up birth control pills but their effects had been minimal. Now was the time for some more potent medication.
Shelley trawled a variety of websites to gather the information she needed before placing a large order with what appeared to be a respected British supplier of transformation products. Some of the items wouldn’t be needed right away but the thought of having them excited her so she bought them anyway. With the order placed she tried to focus back on her work but an image of Charlie in her underwear refused to leave her mind and she couldn’t help but smile. It might take a while but Shelley was going to get the best of both worlds and she felt great.
“Thank you Mrs Mullins. I’ll be round in the morning and we’ll get your house on the market…yes indeed…have a good evening.”
Charlie hung up the phone and turned to smile at Simon. Beatrice was out with a client so the two men were alone in the office.
“If I’m right,” said Charlie, “that’s a one-hundred-and-fifty-thousand-pound house. Should be a nice bit of commission for one of us.”
Simon did not respond as enthusiastically as his friend had hoped.
“Charlie, it was clear from your face that you got laid last night, which is always good, but I got the impression that Shelley got a lot more out of it than you did. Now, I appreciate that you don’t want to go into details but I worry that you’re going to let her walk all over you again.”
“What do you mean, again?”
“You’re a nice guy, mate. Too nice at times if you ask me. We all know that Shelley loves you and you are nuts about her, but sometimes I think that you are so much in love that you let her get away with stuff and she is the sort of person that can’t help take advantage of it.”
“She does not take advantage of me.” Charlie could feel anger rising. “I don’t know why you feel that you can say things like that about my wife but let me tell you something. My wife does nothing that I don’t approve of and she does not take advantage of my good nature.”
“I’m sorry Charlie. I didn’t mean to speak out of turn or anything. You’re my friend and I worry about you. My offer of a place to stay will always be there, Nancy agrees so that’s no problem. I really hope things are as good as you think but just in case they’re not…” he trailed off.
“I know you’re trying to help, Si, but things are all right. Honestly.” The two men sat in silence for a few minutes, not really working but not really resting either. “Simon, have you ever done anything kinky?” asked Charles suddenly, breaking the silence.
“What? Do you mean bondage or dress up?”
“Yes. That sort of thing anyway.”
“I’ve messed about with a few girls in the past. Why?”
“How did it make you feel?”
“Now there’s a question. You know, I’ve always found that the less appealing it sounds the more I end up getting out of it. I suppose you have to push things to really find your limits. There are some things that I could never try though, things like golden showers are just too disgusting…Oh my God, that’s what happened last night…that’s what you didn’t want to talk about.”
“Golden showers, Christ no.”
“Not golden showers. You and Shelley got a little kinky and now you don’t know whether you should feel guilty. Listen, Charlie, I don’t want to know what you did. It isn’t important. All that matters is - did you enjoy it?”
“I think so?”
“You think so? Bloody Hell mate, was the sex good? Did you shoot your load?”
“Yes it was good, maybe a bit too good, if you know what I mean.” Charlie blushed and Simon laughed good naturedly.
“If you both enjoyed it mate then there is nothing wrong with it.” He said. “It’s only wrong when it stops being fun or people get badly hurt.”
That evening Shelley seemed a little bit distant to her husband and he began to wonder if she had not enjoyed their tryst the previous day. If he had known how hard it was for her not to grin and push him into her underwear once again he may have acted differently. But he knew nothing.
“Is something wrong?” he asked when he could bear the silence no longer.
Shelley closed her eyes to compose herself before answering, an act that Charlie misread as trying to build up the courage to say something that he wouldn’t like.
“Is it something to do with last night?” he asked.
Shelley nodded. She had worked out what she was going to say during the day but hadn’t expected Charlie to work out where the conversation was going to go. As she felt her excitement grow she feared that opening her mouth would crack her resolve and let him see her eagerness.
“Did you not enjoy it?” Having spent the day reconciling himself to the reality that he, himself, had enjoyed making love in his wife’s underwear Charlie felt himself saddened at the prospect that his wife had not. That sadness was reflected in his voice and lifted Shelley even higher.
“Of course I enjoyed it,” she said hoping that her tone did not betray her, “I was worried that you hadn’t. I’ve been trying to pluck up the courage to ask if you’d do it again.”
Shelley held her breath and watched her husband’s face closely. Almost immediately the look of fear faded away and was replaced by an almost embarrassed smile.
“Really?” he asked, “I…I did enjoy it. I’m sorry I…you know. Are you sure it isn’t a bit weird though? I mean men shouldn’t wear girl’s knickers, should they?”
“They can wear whatever they want.” Replied Shelley. “Clothes are just clothes. Anything that makes you feel good or look good is fine and anyone who says different is just a small-minded bigot. If you’re interested those clothes made you look really good, really sexy.”
“Do you mean that?” asked Charlie.
“Of course I mean it. I don’t know why they don’t make sexy underwear like that for men. Why is everything comedic with so-called posing pouches? Elephant trunks? Tape measures? It’s a joke.”
“I don’t know.” Shelley was unsure whether Charlie was referring to her claim that he looked sexy in her knickers or whether men’s sexy pants were a joke so she remained quiet and waited for him to proceed. “I know that it felt good when you touched me,” he said eventually, “and to be honest I didn’t mind wearing them during the day, in fact I completely forgot I was wearing them. But this morning…this morning I felt as though I had done something wrong. As though I was a pervert or something.”
“You did nothing wrong.”
“I know that now. I talked to Simon and he said…”
A chill ran through Shelley’s heart. “You told Simon?”
“Yes…well…sort of. I didn’t tell him what we did. I just asked him whether he had ever done anything kinky and he mentioned dressing up. I don’t know what he dressed up as but he said that as long as we both enjoyed it and nobody got hurt then it was good.”
The chill faded and was replaced by an immense feeling of relief. Her husband’s stupid little friend, married to the quietest mouse in all the world, had managed to convince Charlie that he should carry on with her plan in one day when she’d thought it would take weeks. Sometimes things were clearly meant to be.
“Does that mean you’ll do it again?” she asked, “maybe even now?”
“Yes, I think I could do it again.”
Shelley squealed in excitement, real excitement this time, and told her husband to stay where he was while she picked him something to wear. She returned just a few moments later carrying a pair of black lace shorties, one of the pairs that Charlie had ignored the previous day.
He stripped off his trousers and his own underwear before slowly stepping into his wife’s. With a slight blush to his cheeks he pulled the flimsy garment up his legs and settled it around his waist. Shelley wasted no time and grabbed the front of the knickers and with them her husband’s, rapidly hardening, penis. As she began to stroke it she slid her spare hand up his shirt and found a nipple to caress. Placing her lips firmly against his, she kissed him passionately.
Charlie was suddenly feeling overwhelmed and didn’t put up any resistance as Shelley manoeuvred him down to the floor. She knelt between her husband’s legs and began to increase the pressure on his senses. A few minutes later she felt his penis begin to pulse under her hand and smiled briefly before putting on a disappointed pout.
“Oh Honey,” she moaned, “not again. I was really looking forward…”
“I’m sorry,” said Charlie hurriedly, “let me make it up to you.”
He scurried out from under his wife and waited until shifted herself on the couch before taking his place between her legs. He could smell her vagina, a combination of flowery soap and musk, as he got close. He reached out with his tongue and gently ran it up her slit, thankful that his wife kept herself cleanly shaven so that he didn’t need to worry about gagging on unwanted pubic hairs. His tongue touched her clitoris and he paused to give it what he thought was a gentle suck but Shelley disagreed, telling him that it was too hard. He tried again, softer this time and was rewarded with a gentle moan from his wife. Charlie smiled to himself, at least he could keep her happy with his tongue even if his dick was far too sensitive.
This wasn’t a new problem for Charlie, he had always been prone to a bit of premature ejaculation, although the last few weeks were the first time he had repeatedly come before even penetrating his partner. In the past he’d put up with the disappointment in his girlfriend’s voices when the sex had proved to be disappointing for them and he accepted their excuses when they finished the relationship. They always found a reason to leave him that didn’t blame his lack of durability but he knew. He always knew.
Of course, back then he hadn’t known how talented he was with his tongue. Now that he did he was determined never to let an over excited prick ruin his life again. Moving slightly lower, at his wife’s request, he pushed his tongue deep into her vagina, straining as he delved as far in as he could and flicking the end of the tongue around to try and stimulate her further.
Shelley nudged her husband’s head slightly to the side and sighed happily as he stayed where he was placed. After just a couple of days she could already feel a difference in the way that he performed for her and believed that he could become an exceptionally good lover after all. Of course she would still need Steve, a girl has to have a dose of cock to satisfy her deepest needs, but Charlie would be the perfect foil in between times.
She gasped as his tongue flicked effortlessly against her clit and pushed her a bit too close to an orgasm. Shelley wanted to keep a clear head and orgasms had always clouded her judgement so, rather than risk it she began to moan and buck, putting her husband off his game and faking yet another orgasm. Soon, she told herself, soon I will get to go all the way.
“Oh Baby, that was amazing.” Was what she told him before helping him onto the sofa with her.
They lay together until they got hungry with Shelley gently caressing Charlies bum through the lace of his knickers.
To be continued…
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Annaxx
Over the next two weeks, Shelley managed to get Charlie into a pair of panties on eight separate occasions. But he never managed to get his penis into her vagina before ejaculating. Naturally, Shelley played the role of poor, hard done by girlfriend to perfection as she celebrated every small victory and her husband’s ever-growing guilt. It was a Sunday evening, lying in bed together with Charlie's guilt at its highest when Shelley played the next card in her carefully stacked deck.
“Honey,” she said, “I’ve been thinking and I might know why you’re having such a problem staying in control. I think you get over excited because the very act of putting the underwear is too much. Maybe if you wore sexy undies all the time you’ll be able to handle it better and, that way we might actually get to have some real sex.”
“Shelley, you know I’m sorry. It’s not my fault you…” Charlie stopped as his wife’s words sunk in. “Hang on, you think I should wear your knickers all the time?”
“Not mine, I think we’d need to get you some of your own but the theory’s the same.”
“And you think it would put me in control a bit more?”
“I think you would be able to control yourself a bit more, I doubt you’ll be able to control me. In fact, I might be even worse just knowing that you are constantly wearing sexy undies.”
“Really? Don’t you think people will find it a bit weird?”
“What that I find you sexy? Probably.” Shelley grinned. “I’m joking. People won’t find it weird because people won’t know. I’m certainly not going to tell anyone…are you?” Charlie shook his head. “There you go then. To be honest, I don’t care if people do know, it won’t stop you being sexy and it won’t stop me wanting to make love to you.”
“Thanks for that. I suppose I could give it a try. If nobody knows.”
In her head, Shelley cheered loudly, out loud she was a bit more subdued.
“Nobody will know Honey. Just you and me. I’ll pop out to the shops on my lunch break tomorrow and pick some up for you.”
The next day Shelley took an early lunch and headed into town to shop. Her destination was the large Marks and Spencer, she would have preferred to shop at one of the well-known lingerie shops but cost and time restricted her. Inside the store she quickly began taking underwear off the shelves and placing them in a basket. She considered a rack of thongs but decided that they may prove too much for her husband at this early stage and decided to restrict herself to shorties high waisted Brazilians and midi briefs. She did not, however, restrict herself on choice of colour or fabric. Lace, satin and silk all found their way into the basket in a variety of pinks, reds and blacks. Ten pairs she picked out in all, ten pairs of very feminine knickers designed to break a mans will. Just not in the way the designers had intended.
Having paid for her shopping, Shelley got back in her car and headed home as quickly as she dared. On her way to the front door, she stopped to check the rubbish bin and was relieved to see that the bin men had not yet visited. Conscious that they could turn up at any moment, she hurried into the house and upstairs to the bed her and Charlie shared. She pulled out the drawer that he kept for his underwear and tipped its contents onto the bed. The sound of a lorry made her look through the window and she saw the bin lorry in the next street over. Rushing now she emptied the bags of knickers into her husband’s drawer and slammed it into place with one hand as she stuffed his shorts into the now empty bags. A quick check of the bed to make sure she had missed nothing and then ran down the stairs, the bags bumping against the walls and her thighs as she went. She could hear the beep of the lorry reversing into her own cul-de-sac now and flung open the door, a man in an orange hi-vis jacket was just about to take hold of her bin.
“Please wait,” she shouted, running down the path.
The man looked at her and smiled. “Hurry up Love, we haven’t got all day.”
He lifted the lid of the bin as she approached allowing her to drop the bags inside.
“Thank you.” She said rewarding him with a dazzling smile and a peck on the cheek.
That evening Charlie returned home to find a despondent looking Shelley sat on the sofa waiting for him.
“Shelley, what’s wrong?” he asked.
“Oh Charlie, can you forgive me?”
“Forgive you? For what?” For a moment Charlie feared that his wife had strayed back to her former lover and a chill settled on his heart.
“I bought your sexy underwear like I said I would and when I got home I put them in your undies drawer.”
“There’s nothing wrong with that love,” said Charlie, “what else were you supposed to do?”
“That’s not what I did wrong.” Shelley did her best to look miserable, in reality, she felt like laughing out loud at her husband’s horrified face.
“When I saw all those sexy undies next to your boring old shorts and…I’m sorry Love, I couldn’t help myself. I threw them out. I threw all your shorts in the bin.”
Charlie felt a huge feeling of relief at the trivial reason for his wife’s guilt but he was, none the less, aggrieved at her actions.
“You did what? Why? Go and get them back.”
“I tried already. Can’t have been more than ten minutes before I came to my senses and went out to the bin to retrieve them. But I was too late.”
“Too late?”
“It’s Monday Love. The binmen come on a Monday, they were driving off as I came outside. Your pants are gone for good.”
Charlie put his head in his hands wondering what to do. Shelley, of course, was ready with an answer.
“I am sorry Love. We can buy you some new ones if the sexy knickers don’t work…and you’ve still got one pair.”
“Well, I suppose I should be glad to have the new ones. It might stop me backing out from wearing them as well.”
“That’s true,” smiled Shelley, “I really don’t want you to back out on me, the thought of you wearing sexy undies is making me damp already.”
She sent her husband upstairs with strict instructions to get changed and prepared herself to make him come.
Tuesday morning was a bit of an ordeal for Charlie. The last time he had worn lady’s underwear to work it had been a matter of necessity and he had been able to forget all about them. This time he didn’t have that luxury and was acutely aware of the tight satin that seemed to caress his member every time he moved. He found himself constantly tugging up the waistband of his trousers in case one of his colleagues saw the red knickers.
“Are you all right?” asked Beatrice after watching him fidget for half an hour.
“I’m fine. Why?”
“You just seem to be uncomfortable, that’s all.” Said Beatrice. “Are you having problems with your pants?”
Charlie blushed. “Err…no.” Suddenly Charlie was convinced that his friend knew what was hiding under his trousers and had a barely suppressible urge to run. “I just…can’t get comfortable. It’s this chair, yeah, my chair feels wonky or something.”
Beatrice gave him a look to say, “I know you’re lying to me but I’ll let it pass for now.”
She actually said. “God yeah. My chair does that all the time.”
About ten minutes later Charlie was relieved to escape the office and head off to see a client. He was due to show a young couple around a three-bedroom property and found that he was no better with them than he had been in the office. Every time he walked into a room ahead of his clients he was sure they were staring at his butt and could see the outline of his knickers through the fabric of his trousers. As before he couldn’t stop tugging at the waistband of his trousers, worried that they were sliding down far enough to show the top of his undies.
The couple he was showing around began to get uncomfortable with the way their guide was behaving and began to make excuses to leave the house. For Charlie this confirmed that they had seen his knickers and were probably now in their car laughing at him. For more than an hour he sat alone in the empty house, sometimes crying, sometimes defiant, but always wondering if he was making a mistake.
One thing Charlie knew was that he had orgasmed whilst wearing the knickers. He also knew that he had orgasmed far too quickly but was that because he was turned on by the knickers or was it because Shelley had been turned on and he just reacted to her over exuberance. He couldn’t deny that they were comfortable, but the constant worry that people were looking at him all the time was more than he could take.
He was still sat there, on the bottom of the staircase when the front door swung open and Beatrice stepped through the opening.
“Now are you going to tell me what’s wrong?” she asked, showing concern behind her smile.
“I told you, it’s nothing,” replied Charlie, “how did you know I was here?”
“I had a telephone call from the Merridew’s. They were worried about you, said you were acting strangely. According to Mr Merridew you spent most of the time sidling along with your back to the wall whilst tugging at your trousers. Mrs Merridew was quite put out by all regards.”
“Oh God,” Charlie groaned, “Have I lost the sale?”
“Probably. But a sale doesn’t matter, what matters is you and why you are being so weird. Now please don’t tell me everything’s fine because it isn’t and I can’t help you if you won’t talk to me.”
Charlie blushed and took a deep breath before blurting out. “I’m wearing ladies’ underwear.”
Beatrice didn’t miss a beat. “So am I.”
“Yeah, but you’re a lady, you’re supposed to.”
“One, nobody’s called me a lady for years and two, I don’t always.”
“You don’t?” Beatrice had managed to completely confuse her friend and snapped him right out of his misery.
“No, when I’m wearing trousers I much prefer to wear a pair of boxer shorts. Can’t do that when you’re in a skirt, but as I only wear skirts to work it isn’t an issue.”
“I didn’t know that.”
“Well even though it doesn’t bother me I don’t tend to advertise the fact. In the same way I don’t advertise what colour bra I’m wearing.”
“Do you not worry what people will say?”
“Not really. The only people I worry about are my friends and if they have a problem with it then they won’t stay as my friends for very long. Look, Charlie, do you remember when I told you I was a lesbian?” Charlie nodded. “What did you think?”
“I don’t recall thinking anything.” He said. “It didn’t matter to me whether you fancied men or women, we were friends.
“Right, we are friends so what you wear under your trousers means nothing to me. You don’t stop being Charlie just because you wear ladies’ clothes.”
“But what about other people? What about customers? They may not see it that way.”
“They probably won’t see anything. I didn’t see your knickers, I just saw you acting weird. If you’re worried wear black. That way even if they do flash above your trouser line nobody will notice anything.”
“Are you sure?”
“Yes, I’m sure. Now let’s go get a coffee before we head back to the office. Simon’s been worried about you too so I’m sure he won’t mind.”
Charlie stood up slowly.
“Thanks Bea.” He said. “It’s all a bit new to me and I don’t really know what to make of it.
“Come on, we’ll talk about it over coffee at Freddie’s. I’ll race you there.”
Ten minutes later the friends were sat at a small table in Frederico’s Coffee Shop with steaming hot drinks in front of them.
“Do you mind if I ask why you’ve started wearing women’s clothes?” asked Beatrice.
“It was an accident really.” Replied Charlie.
“An accident?”
“The tumble dryer broke with all my clean pants in it so I had nothing to wear. I had to borrow a pair of Shelley’s knickers.”
“Why didn’t you just go commando?”
“I don’t like to. It isn’t comfortable.”
“Fair enough. I assume Shelley’s undies were comfortable. When was this?”
“A few weeks ago. Why?”
“Just that I don’t remember you acting weird before.”
“To be honest I forgot I was wearing them. It didn’t bother me at all that day.”
“But it’s bothering you today. Two questions, why are you still wearing them and why is it bothering you now? I assume you dried your own pants?”
“Yes, I dried my own pants. But when I got home that first night Shelley got really turned on by me in her knickers and we had really good sex.” He blushed again.
“So have you been wearing them a lot since then?”
“Only at home, for sex. Today’s the first time I’ve worn them out of the house.”
“I kind of guessed that. So why now?”
“It’s kind of embarrassing.” Said Charlie looking down at the table and blushing even more. So red that the white table began to reflect a pink hue.
“I won’t laugh.” Said Beatrice kindly. “we’re friends, remember.”
“It doesn’t stop me from being embarrassed,” said Charlie, managing to raise a weak, self-conscious smile, “Shelley was getting a bit fed up with me coming too quickly and suggested that if I wore the knickers all the time I may not get quite as excited by them.”
“It sounds reasonable, but I thought it was Shelley that was turned on by you in knickers.”
“It was at first, but I guess when I discovered how good it could be I got turned on too and now I can’t control myself. I told you it was embarrassing.”
“Maybe a little. But if this makes the two of you happy then it’s a good thing. There is another advantage to all this.”
“There is?”
“Yeah, if you like wearing ladies’ clothes you can come shopping with me. It would be nice to have you around more and I hate buying skirts, maybe you could help.”
“Hey, slow down. It’s only knickers. I don’t wear skirts or anything like that.” Charlie’s smile was stronger now and he had stopped checking to see if his trousers had slipped down.
“A girl can dream can’t she,” grinned Beatrice, “Come on, I suppose we ought to get back to work in case Simon’s been swamped with customers.”
“All right. Thanks Bea. I feel a lot better now.”
“That’s okay…girlfriend.”
Charlie groaned and gave her a gentle shove before walking out of the coffee shop.
To be continued…
If you can’t wait the story is available to read up to chapter twelve in the members area of my website at https://anna-namaus.wixsite.com/mysite