It was Saturday morning, and Simon hadn't slept very well. As he had expected, his penis had woken him up early as it experienced its morning glory, although he did sense that his truculent organ was slowly learning that nocturnal erections serve no purpose other than to cause pain. What was troubling Simon more today was having been told that Sarah's neighbour, Claire, would be coming around to give him fashion and make-up advice.
Sure enough, at 9 AM, the doorbell rang. Simon was in the middle of chores, but a shout from Sarah sent him scurrying to the front door. He opened it, and Claire was looking as bubbly as she had done a week earlier.
"Morning, sweetie," she announced. She stepped forward, gave him a peck on the cheek, and then brushed past him, not waiting for an invitation to enter.
Simon followed Claire into the lounge, which demonstrated that Claire was no stranger to Sarah's house and its layout. Sarah stood up, and the pair of them affectionately hugged and kissed one another.
Claire then turned to face Simon. "So you're looking for some advice, sweetie." Simon couldn't tell if this was a question or a statement—either way, it was not his decision.
"Yes, that's right, Claire," replied Sarah on his behalf. "He--sorry, she--wants to look more female and behave in a more feminine way." Nothing could be further from the truth as far as Simon was concerned, but he stood there like a rabbit startled by headlights.
"Yeah, I understand, Sarah. Absolutely!" replied Claire, in a worryingly enthusiastic manner. Turning to Simon, she continued, "This is your lucky day, sweetie. This term I did a module at college on male-to-female transitioning, and it was fascinating--absolutely fascinating. So much so, I decided I wanted to specialise in helping men become women, or at least pass themselves off as women. It's so amazing that fate has brought us together, sweetie."
Simon was stunned but remained silent, instead returning a small, albeit embarrassed, smile. He didn't know what he could say or, indeed, how much Claire knew about his unwillingness to be transitioned.
"Sit down, Claire, please," said Sarah, and the pair sat side-by-side on the sofa with Simon standing in front of them. He was dressed casually, in jeans, a plain red T-shirt, red ankle socks, trainers, a bra, and knickers. Despite it being what Ms Deacon, his boss, might call a tomboy outfit, he still felt conspicuously female standing in front of these two cis girls.
"Let's have a good look at you, sweetie. Give me a twirl ... slooooowly! Wow, that's so good. There's a lot of promise here, Sarah. I couldn't ask for better starting material," she gushed. "Take your trainers off, sweetie, and then your jeans and T-shirt."
Simon looked aghast at Sarah, who, for the first time, seemed out of her comfort zone. She was not expecting this request. "Does she have to?" she asked Claire, "It'll be very embarrassing for her."
"Yeah, of course she must! We were taught at college that you have to start from the inside and work outward. If he wants to be a girl, he can't afford to be shy with other girls." Her tone was assertive, belying her young years.
"I suppose not," confirmed Sarah, but sounding uncomfortable. It seemed to Simon that Sarah may have miscalculated Claire's keenness for her advisory role. He had no choice but to strip, and Claire watched with a smile as he did so.
Dressed now just in his pink knickers, his white bra (with fillers, of course) and his red socks, he felt his face flush, as did Sarah's. "Another slow swirl, sweetie," commanded Claire.
He circled through three-sixty degrees, coming to rest facing the two girls again. "He's got a slim figure, Sarah, and what long legs he has. What's more, it's fantastic that he's keeping himself hairless, because a lot of wannabes try to avoid that. It's all a promising start. And that underwear fits him like a treat, so he's wearing the right sizes. But it's hardly glamorous, so he needs something better--something that makes him feel sexy and... hang on, I can't work out what he's got under his knickers."
"It's nothing," replied Sarah, dismissively.
"Well, it must be something, because I can see an outline!"
"Oh, that! It's just something to stop him, er, becoming, er, ... too manly," answered Sarah, who had now gone bright red.
"I need to see what it is," replied Claire in a very determined and no-nonsense tone, adding, as an afterthought, "Please!"
Reluctantly, Sarah gave Simon a nod of the head, and, equally reluctantly, he slid his panties down to his knees, revealing his chastity cage. This was humiliating but, at the same time exciting, and he was aware--painfully aware--that his penis was swelling, which only served to fuel his humiliation.
Turning to Sarah, Claire blurted out, "That's a chastity cage! What's going on here?"
"It's just to stop his penis from becoming erect and spoiling the outline," answered Sarah.
Claire shook her head. "No! A man who wants to transition doesn't need one of those, Sarah. Until he's had his bits removed, he will push his testicles up inside and use a gaffe to push down his penis, which creates a natural-looking mound of Venus. He wouldn't become aroused. It's only crossdressers who become aroused when dressed as females." Claire had paid attention at college, although both Simon and Sarah suspected she must have also done extra-curricular background reading on this topic. "You're not being truthful with me, are you?" she asked Sarah, sternly.
For once, Sarah was speechless. She had assumed Claire would waltz into their lives and simply humiliate Simon by providing advice on fashion, make-up, jewellery, hairstyles, etc. Never in a million years did she expect this young thing to take control in the way she had.
Seeing she was not going to get a reply from Sarah, Claire turned to Simon. "What have you got to say for yourself, sweetie?" she asked.
Now Simon had gone red. He stuttered, "Well, Miss ... er, sorry, Claire ..."
"What!? You called me Miss!"
Sarah glared at Simon and if he could have gone a deeper shade of red, he would have done so. He didn't have time to explain himself before Claire continued. "I know what's going on here! You're in a submissive relationship, aren't you, sweetie? Sarah is your mistress, and she controls you--your sex life, what you wear, everything. Tell me I'm wrong! I dare you."
Claire had wisdom beyond her years. Simon didn't know what to say, but Sarah realised they had no choice but to come clean. "Yes, Claire, that's right. Sorry, I should have been more open with you. I'm sorry we've wasted your time."
"Good grief, you've not wasted my time! I find this thrilling and I want to be part of it. This is so exciting! Absolutely!" She was effervescent with excitement.
Sarah and Simon looked at one another in amazement. Claire laughed, explaining, "In my first year at college, I had a boyfriend who wanted to wear my knickers. Or, more accurately, he wanted me to force him to wear them. He used to go to college with them on under his jeans and I found it a turn-on, knowing he was doing that because I'd made him. But there were some days when he didn't want to wear them and it didn't take a genius to work out that this was after we'd made love. He needed to be rationed! So I did some research and found that the answer was for him to wear a chastity cage." She glanced at them both to see if they were following what she was saying.
"You see--well, you know, I'm sure--that men become more compliant and submissive when their cocks are locked up. I put this to my boyfriend and he agreed. I suggested we buy a cage, and that I keep the key. At first, he was over the moon with the idea but then backed down. I was extremely disappointed, and we split up a little while later. Whilst I had a few boyfriends since, I've not met one who wanted to be submissive. I feel I've missed out!"
The smile on her face spoke volumes about her enthusiasm. "You can see how thrilled I am to come across a proper submissive, in real life!" Claire paused, and her expression changed. "Sorry, Sarah, you must be thinking I want to steal your boyfriend. That's not what I meant. But I want to help and be a witness. I'm getting damp just thinking about it! Wow! I can't believe I've found a true submissive."
The conversation now seemed to be purely between Claire and Sarah, leaving Simon standing there stark naked and being ignored.
Simon looked at Sarah and could tell that she was coming around to the idea of having someone with whom she could confide the most intimate of information about their relationship--possibly more so than she could with Emma.
Sarah turned to Simon and sealed the deal. "Simone, get down on your knees and put your hands flat on the top of your head. Your thighs need to be vertical." She had spoken assertively, and in a way that brooked no argument, so Simon instantly complied with the order. "Oh, gosh!" screeched Claire, "this is so invigorating. He's so obedient! Sorry, I need to go home for half an hour to do, er, you know what!"
She stood up to leave, but Sarah intervened. "No! Please sit down. Simone will relieve you. His tongue is very good."
"What? He's your boyfriend--or do I mean, she's your girlfriend? I can't impose like that. And I'm sure you don't want him--her--perving another woman."
"Consider it payment for all the invaluable advice I'm sure you're going to give. And she won't see you naked. Wait here." With that, Sarah ran upstairs.
Claire stared at Simon open-eyed. "Oh gosh, sweetie! I hope you're as good with your tongue as your mistress says you are. Otherwise, I'm going to have to put you over my knees!" Simon felt a shiver of fear, coupled with excitement. Once more, his brain was completely muddled. Fortunately for him, he didn't need to reply before Sarah returned with handcuffs and a blindfold.
Obligingly, Simon positioned his hands behind his back without being told, waiting for the cuffs to be applied. He looked at Claire sitting on the sofa in front of him. She was wearing a short black skirt over black tights. He imagined what she would look like partially naked, but knew he wouldn't be allowed to see. Sure enough, seconds later, Sarah attached his blindfold before asking Claire to pull up her skirt and remove her tights and panties.