Chapter 58
by
Tyff
What is her game plan?
(Subplot)She plays Charlie like a flute
After sleeping it over and feeling absolutely strange sleeping naked for the first time (excluding any time she may have been too exhausted to put anything after fucking Charlie all night), Cassie had an idea of what she could do and maybe she could get some answers to what was going on with her life now. Cassie was going to be submissive to Charlie since when they role played she remembered that was when he was the most excitable. Cassie also had the advantage of being naked so she may seem submissive but she was the one in control. Cassie grabbed her phone and sent Charlie a text:
Good morning babe!
I have to apologize for jumping to conclusions last night and I am sorry I made you do something you probably didn’t want to do. I am willing to do anything to come back into this relationship. I don’t care about anything else but being by your side again. I hated sleeping alone last night and feeling your warm body next to mine. I’m willing to make this relationship work and trust you completely from this point on. I love you so much and hope to talk about this with you in person.
XOCassie
Cassie fought back the urge to throw up and knew she needed to act as much as the submissive, apologetic girlfriend if she had any chance of figuring what was even going on with her and Naked Ambition overall. Cassie did feel deserving of this punishment since she really didn’t know how many women she had left naked as she was now. Cassie decided a warm shower could at least help with clearing her thoughts and maybe help her get into character better for Charlie. She was getting out of the shower when she heard the ding of her phone. Seems like Charlie was nibbling on the bait but still being cautious. Here was his text:
Cassie~
You are right as I really didn’t want to do that and I apologize that I signed you up out of anger. But please know that despite what you saw it really was for work and making sure these women stay compliant with Naked Ambition. I would love for you to come back but there are going to be some ground rules. The first rule is I will be called Master from now on. I am no longer Charlie to you but only will be referred to as master. Let’s start with seeing if you can agree to this.
Cassie begrudgingly sent a quick text that said:
Yes master!
Charlie seemed more than satisfied with that answer as he further explained more about Cassie’s situation:
Very good! Secondly, you won’t be getting your clothes back. It’s not a problem of me not wanting to but just that there really is no way to get them back once you are signed up for Naked Ambition. I can honestly say I don’t have any idea where the clothes are even at. Not that it matters too much, right ****?
Cassie was not liking be called that but she would endure and get everything she needed. She replied once again:
Yes master!
Charlie must be in heaven now with the fact that he was now practically the one begging for Cassie to come back with his most recent text:
Oh Cassie! Let’s just let bygones be bygones while we kiss and make up. And you can tell me all about your embarrassing journey back to the apartment.
Cassie remembered that she did have to go back to the apartment completely nude and she was going to not enjoy this one bit. She needed to do this to put a stop to Charlie as well as saving other women from sharing her same fate. She replied to him:
Yes master! I will try not to be too embarrassed when heading back home. I’m nervous for so many people to see my pussy, tits and ass like this.
Cassie chuckled at the message and was already building up her story as she grabbed her purse and inevitably headed out the door of the room. She was still embarrassed but she was feeling a bit better knowing she had Charlie wrapped around her finger now.
What does she do next?
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Naked Ambition
Could losing the ability to wear clothes actually be a good thing?
After inadvertently signing herself up to be fully naked at all times by downloading a mysterious app, a young woman must learn to live her day to day life in the nude while searching for a way to regain the ability to wear clothes.
Updated on Nov 25, 2025
by BeckyS
Created on Aug 21, 2023
by BeckyS
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