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Chapter 9 by Nicegent42 Nicegent42

What's next?

Video message and dinner

Back at Victoria’s apartment she helped Aiden put away all his new clothes, humming softly as she did, thinking how she wouldn’t mind boring one of the dresses for a date night herself. Seeing the melancholy look on Amber’s face, she hip bumped her disguised ex-husband causing him to stumble losing his balance in the white heels, falling to the bed. “Don’t look so glum Amber, you will get more clothes soon.” Victoria smirked as she looked down at the redhead pushing her jaw forward clenching her teeth. With the lip filler the girl looked like she was giving an angry pout to her. The white dress was pulled up with the girls legs spread wide, the rapid shallow breaths from the corset and then finally the blinking of those long lashes just made it look like the girl laying there was horny and ready for some afternoon sex.

“Wait, do not move!” Victoria said, pulling out her phone and pointing the camera at Aiden, wanting to capture the moment.

“I said don't move! Now do that thing with your jaw again and the heavy breathing. Yeah, that’s it! Now say, thinking of you and touch your breasts.” she said before clicking the record option on her phone.

“Mmm…” Aiden closed his eyes, moving one of his hands to a fake tit. The thing felt way too real to his hand. With not being able to feel the touch, if he closed his eyes he could pretend he was touching someone else. “Thinking of you.”

“I did it, now why did you have me do it?” Aiden said, still sitting up on the bed with his legs apart. Why did I even do it? He mentally questioned himself, knowing it didn’t matter if he said no, she would have gotten her way anyhow. When they were married she had never been like this, so controlling and demanding. He understood her wanting to humiliate him, but he figured she should have had her fill of that by now. The answer came quickly when she turned on the tv hanging on the wall. He watched as she did something on her phone before a short video was streamed to the television.

“Oh god..! No! Please tell me you are not going to...” His attention was pulled to his new phone as it chimed from an alert. Please no, please no, please no! Aiden mentally begged as he fished out the device from his purse. The question on his lips forgotten as he went to check if it was a reality. Pulling it out he saw what he dreaded, his ex-wife just sent that to the waiter from earlier that day and the man had responded right away.

Collin: God I just can’t wait till tonight to do this!

Aiden held his breath, expecting to send a gif of a sex act or worse another picture of his dick. He knew girls got dick pics, but the one he had gotten was one too many. The seconds ticked by, no follow up message came, so he clicked the power button on the phone to turn off the screen, tossing the device to the side. He pursed his thick lips together, blowing out some air as he tried to calm himself down. Breath in, breath out, he told himself before finally sighing in relief.

Shifting on the bed, Aiden sat back up, pressing his legs together. He didn’t want to sit like that, for his entire life he had sat with his legs apart, but that was before he wore a pair of lacy white panties that would be seen because he was wearing a dress.“Was that really necessary? You are going to make the boy think I’m going to sleep with him... wait you aren’t going to make me do that cause I’m not doing that Vicki!”

Instead of a reply of a no like he wanted to hear she only laughed for a few seconds. The silence that hung between the two after the laugh made his heart beat faster. “I am not going to make my best friend Amber do anything. She will just be going on a date with someone she finds attractive and that she has been flirty with all day. On the date I expect she will be acting like her normal flirty self. Anything else that happens is between the two of you. I wouldn’t sleep with someone on the first date, but you do you girl. Now I think we need to pull up some tests for the GED and see how you do.”

Getting up from the bed he moved over to the small desk in the corner next to the closet, right below where the tv hung, opening his laptop. Aiden started to look up what she wanted. The long nails had turned his smooth typing into chicken pecking as he typed in, GED practice test. Seeing all the results he added in a comma adding in the name of his home state, New York, not sure if different states had different tests. He wouldn’t be doing any of this if his tormentor, the woman he loved, hadn't been standing right there.

The entire high school equivalence test idea had him feeling low. He was a highly educated man, and the idea that he would even need to take a practice test for this felt embarrassing. A practice test meant she thought he really could fail. Not something he would consider a possibility till she brought it up and the vague memories of things discussed back in highschool. He didn’t remember the formulas for geometry, or the dates of anything from history… other than part of the song about Columbus in fourteen ninety two he sailed the ocean blue. It gave him pause and a spike of doubt. It would be truly embarrassing to fail a test with his level of education, but his train of thought was interrupted a second time by another alert on his phone. Victoria had been looking over her ex’s shoulder, but when the phone alerted she picked it up from the bed where it had been left, handing it over.

Taking the phone, Aiden turned the screen back on. Seeing a text from Collin he swallowed the frog in his throat, before opening it up to see a video waiting for him. “Looks like he sent you a video in response to your own!” Aiden grimace at Vicki’s words, his eyes not leaving the phone. Hesitantly he clicked play, before tossing the thing back over to the bed, acting like the phone was a snake that was trying to bite him.“OH GOD!” he shouted in his normal voice.

Picking the phone, Victoria held it up in one hand, her other formed into a fist that she pressed to her hip. She glared at the feminized man sitting at the small desk, every inch of him looked like a sexy woman, but that voice did not fit the image at all. “Careful with your voice Amber, it sounds like you have a cold. No more warnings.” She opened her eyes a little more as she tilted her head town towards him to kick up her glare a notch before her attention went back to the phone in her hand. Hitting play Victoria watched the video play out in full. It showed a dick fully erect with a hand wrapped around rubbing it, the hand moving up and down the shaft. Collin was jerking off, but in front of him was a computer tablet that played a video of its own on a loop. The video showed Amber dressed all in white, with her legs spread wide apart, revealing her panties as she laid back on her bed telling Collin she was thinking of him, while massaging one of her breasts. The video itself was two seconds less than a minute with it ending with an explosive finish as globs of cum landing on the image of the buxom redhead.

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“Oh, that is good Amber. You really turned the boy on! No one has ever sent me a cum tribute before.” Victoria narrowed her eyes as she thought for a second. “I don’t think I would want that, but for you… I’m sure it has you all worked up.”

“It's disgusting... and you know it!” Victoria sat down on the bed, handing the phone back over to him. She leaned forward, elbows on her knees so she could rest her head on the back of her clasped hands. “Watch it fully Amber, in fact watch it twice.” His eyes darted between the blonde woman looking at him intently and back to the phone a few times before hitting play on the video that had caused him to toss the device a few moments ago when he saw him jerking off. He hadn’t even noticed what Collin was jerking off too before and cumming on with how he reacted.

“Amber you just had your first cum tribute, you should feel flattered. You do feel flattered don’t you?”

“Well, I’m not! That isn’t the kind of shit that turns me on!”

“You are not playing your role very well... tell you what. I will help you.” she said, reaching out, taking the phone from his hands. Typing in a reply to the man that had felt so bold. She could have sent the reply on her own phone, but having Aiden watch her do it on the phone she bought for him felt more like a power play. The kind of thing he used to do when he would never answer her phone calls, calling her back after. She had told him that it bothered her, but he had just gaslit her saying he was a busy man, it wasn’t intentional, but she had known otherwise.

Amber: That was so hot! How about in a few hours we have a zoom call. I just would love to see that live!

Collin: Talk to you in a few hours then babe!

Victoria set the video Collin sent to repeat on the tv in the room. “Amber my dear, the story is you are a divorced woman and we have set up a specific personality for you.”

“We?” Aiden interjected.

Victoria ignored him. “Partially because the overly girly thing will play well into you not getting caught.” She added emphasis on the last word, looking at him with a hard look before continuing. “And secondly so I can have a little payback. After everything you did, for how long you did it, you think I deserve some payback don’t you? Without it I don’t see how we can move forward.”

Looking away from the woman, Aiden looked at his hand that looked so feminine with the long glossy nails. He moved that hand and the other down to his bare legs, rubbing them up and down, trying to work some warmth into them. The apartment AC had been low and his freshly hairfree legs felt so cold. “Yeah, I guess, but like this? I’m a man and…”

“No, you are Amber Lynn Aurum, a divorced woman that feels empowered to be in control and free with her sexualty. So for now you are going to hold off on studying, you can do that and you're girly studying tomorrow. For now you are going to lay back on your pillows, untuck yourself and rub one out to this video.”

“NO FUCKING WAY, THIS IS TO FAR!” he said, verbally drawing a line in the sand that faded quickly as he felt a slap across his face. “You will not raise your voice to me. You will not curse at all. Let alone at me.” Aiden touched his hand to his now hot cheek, sure there was a mark from her explosive ****, while he listened to her. She wasn’t yelling, her words were firm, like she was leaving no room to question them. Like one might use to explain to a child what the rules were for the house after they had caused a problem.

“If you feel the need to curse, then you can say things like oh fudge or oh sugar. You my dear will be doing what I say when I say it, if I tell you to call this Collin boy over so you can suck him off as I watch you will do it. What I say goes, my direction is your action. I’m not going to have you invite the nice and…” Victoria looked up at the tv, pausing to watch it for two strokes of his hand. “And gifted boy over.” Her voice shifted to a whisper. “I’m not saying that, but what choice do you really have if I did?”

“Do I make myself clear Amber?” He held his hand to his cheek, tears in his eyes more from the surprise of the strike and emotional damage than the physical pain he nodded.

“Good, then remove the tucking tape, and pleasure yourself to the video. I want to hear you moaning and calling out his name and no I’m not recording it, I’m not even going to watch, but I will keep an ear out. I’m going to go start dinner and I’m leaving your door open.” she said walking from the room with the video still playing. Aiden watched her go, then shifted his eyes to the screen just as the white fluid flew into the air onto the video of himself all dolled up.

After hours of being uncomfortable from the tucking tape Aiden was a little happy to pull it off and feel his groin have freedom once more, just not for the reason he was doing it. If he could only do so for his sore feet trapped in the white heels and get freed from the corset things would be much better. The video itself didn’t do anything for him as far as arousal went, a barrier he was all too glad existed in his mind, but he also didn’t want Vicki to come back into the room and get mad at him again. He did have the option of just leaving.

An option that felt incredibly tempting with everything she had him do, how she made him look and the prospect of an immediate future like this. To follow through he would have to get help from Max, the only other person he could turn too. “I should have tried Max before I tried Vicki... She is helping me, but the cost is my manhood.”

Getting up he looked through the drawers he and Vicki just filled with his new clothes. Pulling out an orange blouse that had a plunging neckline covered in a mesh lace that he was sure would only make men look harder to see through it, looking at the thing he wished he could just put on a regular T-shirt. It was then that he realized his old stuff was gone, not that he could go back to looking normal now in them. The nails, waxing, eyelashes, hair and lip plumper were not just going to go away quickly.All of the temporary changes were going to have him play out this role to one degree or another even if he just up and left. In the job she was trying to get for him he would need to be the fictional Amber Lynn Aurum so he could move on and forget this sad part of his life. So back he went to the bed strutting in the heels. Sitting down in the bed he pulled his feet up,pulling up the hem of white little dress before looking back to the video playing on the tv once more.

He didn’t want to look at the dick, to the younger man who was literally jerking off to a video of him but he thought of the porn he normally watched. You could always see a man’s dick in them, so maybe this wasn’t so different he told himself, trying to convince himself any part of this had a shred of normalcy. He just needed to focus on the girl in the pornographic video, pay attention to the hot redheaded girl… to himself.

He already knew how hot he looked and the little video Vicki made was enticing. So Aiden watched, lightly playing with his own member trying to think of Amber as another person. A big breasted redhead with lips he would love to use, she laid there in her bed, legs apart, just waiting for someone to come by and give it to her. Hell she was wearing her heels in bed, a sign she was ready to go even if she wasn’t playing with her chest, saying she was thinking of a man.

Glancing down at his breast while leaning back on the pillows he couldn’t see his member past the impressive breasts, so he leaned a little forward in order to see the red nailed fingers wrapped around his now hardening cock. The more he watched the red tipped fingers the more he got into it, the visual stimulation adding to the physical but he also all too sadly knew what the goal was so he pulled his eyes away from the sight of the pale breasts, and woman’s hand wrapped around his did and back to the screen. Aiden focused again on Amber, he told himself it was her fingers around him, it was her trying to get him to cum. He imagined her voice was for him, the thoughts slowly started to build up as he gently slid the tips of the nails along his shaft, letting out a groan of pleasure. He wanted to cry out Amber's name but instead said “Oh, Collin! Yes... Collin right there.” The name was wrong, but he kept up the pace as he started to jerk off. Pushing himself till his cum shot into the air. It wasn’t a powerful orgasm, but it was nice to have some release after turning himself on all day every time he looked in the mirror.

After orgasiming while watching himself, Aiden slipped his panties back on, leaving the tuck kit off and then went to wash his hands. He kept trying to tell himself what he was jerking off too and definitely what he wasn’t doing jerking off to, when he also considered how Vicki had never come in the room to check on him in any way. He could have just pretended, called out the man's name without touching himself. Aiden wasn’t sure what would have happened if she did come to check on him and he wasn't’ doing as she said, but it didn’t matter, because she didn’t check on him. It was an aggravating thought to him.

Coming back into the bedroom Aiden sat on the edge of the bed before pulling off each of his heels. The tiny buckles were harder than he thought it would be, but with his new nails everything he did seemed to be more difficult. Heck just bending down was difficult with the corset. Flexing his feet on the carpet to release some tension he then leaned back on the pile of pillows kicking each of his feet up he felt the cool air of the apartment rush across them. He pursed his lips together, they felt so foreign to him, something he guessed he would get used to in time. He stood up briefly to grab his laptop and pull it over back over to the bed with him so he could lay down and cover his legs with the comforter. The little bit of doubt about the test still lingered and he didn’t have anything better to do, so he once more went to pull up a practice test.

The hardest parts were some of the high school math questions. Sure multiplication was easy, but who remembered the pythagorean theorem, or how to get the volume of something. These were not things needed in everyday life or ever in his life up to this point, so he literally had no idea how to even start getting the answer to questions like that. Or simplifying fractions, what was even the point?

Tapping away on his laptop Aiden had tried attacking the problems a different way. He looked at the different options for answers and tried to see if he could come up with that specific answer. Finding the right answer wasn’t important to him, it was a stupid test, he just didn’t want to look stupid in front of Vicki. Aiden had been plugging away for little over an hour when he heard Vicki’s voice call him from the kitchen. Getting up he didn’t bother to put the painful shoes back on or pay attention that the skirt of his dress had a small bulge in front.

Heading out of the bedroom he saw her placing some plates on the table when she turned and looked at him. “Nope, no way. Put your shoes back on and retuck... That dress will not hide that type of thing. Off you go, shoo.” So off he went back to the room to do as she not asked, but commanded. Both tasks proved difficult with the nails for the heels and the corset for tucking. Pushing his balls back up into his body felt so weird and having his dick pressed between his legs wasn’t much better. Without the tuck kit he could feel the soft lace material on his member and if he hadn’t just relieved himself tucking would have been a much bigger problem. Soon enough he was back at the table sitting down like he was trained to earlier, one leg over the other at the knee.

“You look lovely Amber; your walk is improving and I’m happy we didn’t have another argument like we did in your room. I do really hate fighting with my best friend.” Victoria said committing to the act.

“I fer sure like, hate having a fight with you too Vicki, and this dinner looks so…” Aiden paused to think of a girly enough word to keep the pretty woman sitting across from him happy. “Yummy.” Looking down at the small tuna fish salad. “Just the thing to like, watch my weight too!” The false chipperness felt like he was taking sandpaper to his own male ego, but it was something he was going to have to get used to.

“Do you like, think we can take the corset off after dinner, don’t want to overdo it on the first day ya know. The lady at the store did say work up to ten hours, so we can just like, work up to it.” Aiden had hope in his voice, thinking maybe if he asked while staying in character she would help.

“Hmmm, she did say that, but you aren’t a half measures type of girl. So I will help you take it off before bed, no need for you to sleep in it tonight we can save that for day two. If it was me waist training I would agree, but you are trying to look just right in a short amount of time. You are up for it right Amber?”

“Like you know me Vicki, whatever it takes to look my best!” So much for hope he told himself as he stabbed a piece of tuna and some leafy greens, noticing he hadn’t been given any dressing to go along with the rabbit food.

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