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Chapter 7
by Nicegent42
what next?
Just a little bit tighter
They had just entered the shopping mall itself. Aiden was hearing his white high heels click on the tile and feeling the strain on his feet from the simple task. “Vicki, can we sit down for a bit? My feet and legs are killing me in these things.” Looking over at her new roommate, Victoria lowered her gaze to look the red headed vixen up and down.
“No, I don’t think so Amber. You have to get used to wearing shoes like that, it is all you will be wearing when you are at the office. If you don’t practice you will make a mistake. Think about when you used to go to the gym, you had that same feeling as your body grows acclimated. Practice makes perfect my dear and later you will be practicing with a book on your head, I think. Of course you are the type of girl that always loves to wear heels. I like them too, but wearing nothing but heels? No, that is all you.” Victoria could just barely contain a snicker, thinking about her two timing ex-husband mincing around in high heels all the time.
“Now let’s get going, we don't have to get you a full wardrobe today, as you fit in most of my things and it will be more fun to come to the mall to shop with you more often. It will be nice to have a new female friend to do things with. How about it, would you like to repair some of the damage you did to our relationship with being my girlfriend?”
A small pout formed on Aiden’s face, his bottom lip quivered slightly giving him a look cute enough to melt the heart of any man. He nodded at the idea of getting closer to his ex-wife even if he had to do so as a female. Once he got his career back under control maybe they could move forward together if he put in the effort now. “Oh Vicki, I would just love to be friends with you and go shopping and umm stuff.” It felt like every time he opened his mouth to be in character, he lost a piece of himself to Amber. Not only were others emasculating him, but he was doing it to himself too.
“Wonderful dear, then I think we should start with something to help you get closer to an hourglass figure.” Victoria turned and walked away at a brisk pace knowing it would **** Aiden to put a little pep in his step to keep up.
It wasn’t long before Aiden was standing between Victoria and a saleswoman without his white dress, as they fit him with an under bust steel boned white corset. The humiliation he felt from being exposed in his womanly underthings was only matched by this store worker not realizing he was a man, but he knew it would be worse if she actually saw through the disguise. Those feelings were quickly washed away as they tightening the new **** device. With every pull of the string air was being pushed from him, he let out a quiet and breathy. “Tight...” but felt the laces pull again from the store clerk. “Almost there Amber.” She gave one last tug before tying the constraining device closed.
“It feels bad at first, but in time you are going to love the side effects of waist training. Before you know it you will love the tightness and support and will just be beside yourself with joy when you see what it does for your figure. I started doing it myself when I started working here a year ago, and I just love it.” The clerk smiled walking a slow circle around the grimacing red-haired customer she was helping.
“A few tips for you both with waist training. Start off with wearing it for eight hours a day, the goal is to get up to ten. Eventually you will want to sleep in it, but not as tight as you would during the day. Though at the start only wear it for naps, as it does take some getting used to, and for the proper support and comfort put a pillow under you, I promise it does wonders. Today I have you with this under bust and one longline over bust in black. Do you want to wear that one out?'' The store clerk saw Amber vigorously shaking her head, but it was Victoria that spoke up.
“Amber, look in the mirror and tell me that isn’t a sight you like to see on a woman.” knowing the answer she wanted to hear, but being unwilling to give it life he only picked up his white dress and put it on, adjusting the belt to the new fitting. He did look in the mirror and he wished he didn’t. Aiden had to admit that it was a sight he would love to see, if only it wasn’t him.
“I knew you liked it, even if you were ****.” Victoria moved up behind him and wrapped one arm around the now smaller waist. “Amber, I’m so happy you weren’t around when I was married. If Aiden ever saw you, he would have fucked your brains out, and I would have hated to lose my best friend and my husband all at once, but now it is just you and me.” The comment hurt and looking in the mirror he knew it was not a lie, he would have wanted to fuck the girl in the mirror… He did want to fuck the girl adn the fact he was turning himself on was not a mental journey he wanted to go on. The feeling in his secured manhood told him he needed to look away from his own reflection or risk ripping free of the tuck kit thing that was holding him in place.
“I would never do that to my best friend.” He tried to say it sweetly to his ex-wife, who only smirked, still with her arm around his waist, her hand pressing gently on his stomach, holding him in place in front of the mirror.
“Like you ever passed up a cock to suck Amber.” his pale face turned red once more, his eyes shifting to the ground, looking away in embarrassment. How could he even reply to something like that.
The clerk rang up the purchases trying not to giggle at the comment or joke of the woman being a slut, but men were praised for getting women, so maybe the shy girl was just doing her own version of woman empowerment while owning her own beauty. She slipped a card into the bag and said “I gave you a coupon for fifteen percent off the next purchase, you will want more than two or maybe you will need a smaller one before you know it.”
Leaving the store Victoria led the two of them over to a bench, sitting down in front of a fountain that had a decent collection of coins people had thrown in. Happy to be off his heeled feet Aiden let out a continent sigh as he sat down, but Victoria shook her head. “Amber no, that is no way for a lady to sit. You need to smooth your skirt out as you sit and then cross your legs at the knee. Try it again, in fact try five more times. Around the third time Aiden heard a notification sound from the little white purse he had been carrying around, but wasn’t allowed to look at his phone until he was done.
When he was able to sit on the bench, he had to sit on the edge, back straight, that part easier with the supportive vice wrapped around him, he reached into the purse and remembered the only phone that was in there was the new one. Opening it up he saw he had a text message, having no clue who would even have the number.
Opening it up his heavy eye lashed eyes went wide; he was seeing a message chain from a number he didn’t know but in it showed he had sent a photo of himself in his underwear wearing the corset with what appeared to be a sexy pout on his red lips.
Amber: Thanks for your number, I loved the attention you gave me. You liked my dress before, what do you think of me without it?
Collin: Wow, Amber you sure know how to turn a guy on. You are so sexy, the things I would do to you if I could.
Amber: Oh stop, a cute strong man like yourself must get plenty of attention. No way am I turning you on.
Collin: Amber I’m still at work and had to run to the bathroom, this is what you are doing to me.
The last message, the one Aiden had just heard was a picture of the young waiter's dick fully erect. Aiden’s mouth slowly dropped open; this was the first time someone had ever sent him a dick pic.
“Amber sweetie, I’m sure you want it in your mouth but best to close it before you drool on your dress.” Snapping his mouth shut he looked at his ex-wife. “What... How, why?”
With a happy, lilting laugh Victoria scooted closer so she could look down at the image on the phone. “I want you to think of my ex-husband when he worked at his office, was he the only one taking advantage of women there?” Victoria paused for a second, raising her eyebrow.
“No, he was not, he was just the only one to get caught. You are going to have to learn to deal with these sorts of things, and with some random boy is the best way to practice. We are going to arrange a little date between the two of you and as to your question of how. Well, I can see what happens on your phone, and send messages for you.” Looking down at the picture of the dick Aiden let out a whimper before she continued.
“You don’t have to of course, we can go back to my place right now, take all of this off and shave your head. You will be free to leave in your little car, of course we already sent off notification you would not be returning to your apartment. It has not even been a full day, so I’m sure you can still get in... Though I don’t think the apartment complex will be very open to the idea of someone that owes them money coming back and staying.”
Aiden tried to take a deep breath, the corset restructuring much of his effort. “If you think this is best, I will do it…” he said with much ****. “Good, now type what I say.” She could of course keep sending messages to the young man herself for Amber, but controlling the man that caused her so much pain was euphoric.
Amber: Mmmm too bad I’m not still there. Can you imagine my fingers helping you with that… that not so little problem. Can you cum thinking of me, Collin baby?”
Collin: God yes! I wish you were here. I would cum for you, on you or in you, you are so hot! What are you doing tonight?
Amber: Baby, after seeing what you are packing, I wish I could say yes, but I’m busy. :(
Amber: Think you could hold out till Monday night? I need a reason to celebrate and what you showed me is the perfect way to do that.
Collin: I can hold out for a few days, but damn it will be hard doing so, just like I am now from thinking of you.
Amber: Hard Mmmm, I like that. Tonight, I want you to send me a photo or better a video of you cumming for me, cum onto a picture of me baby. Can you do that for me?
Collin: You want to see me cum for you? I like it.
Amber: Good then, you finish up in the bathroom Collin, and we will talk later baby.
“That was horrible, why do you want him to do that!” Aiden said, shoving the phone back into the purse.
“It is called a cum tribute, and I don’t want to see that, my best friend Amber does. She is a bit of a slut and you can’t seem to stay in character for longer than a few minutes, so until you can do it on your own. I will be guiding you and if you don’t want it to get worse, then pull your own weight… Speaking of your weight, we will have to get that down a little more. Your new corset will help, but we will have to do more. Now we have had a long enough break, we need to get you some of your own panties and bras, some workout clothes, an outfit for your first date and some heels.” Victoria paused for a second, pursing her lips as she considered what else to pick up.
“That and a few pieces of costume jewelry should do it for today, I think. Then we can go home and practice more so you can act like your true self Amber. Oh! And you need to start studying for your GED test. Can't have my ditzy friend go out and celebrate if she can’t even pass a high school proficiency test.
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Now a working woman
Setting the stage
Cheating man ends up to work as a woman by his ex-wife.
- Tags
- crossdress, crossdressing, feminization
Updated on Sep 27, 2021
by Redrover5890
Created on Mar 10, 2021
by Nicegent42
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