(Knock knock) hey sir I’m Ella I’m the baby sitter you hired for the next 3 days.
Oh hi Ella please come in side
I hope you don't mind me saying but you have such an amazing house! I love the way you've decorated it, everything feels so warm and inviting. It's going to be a pleasure looking after your children while you're away on business.
If there's anything specific you want me to do or if they need anything at all, just let me know! And don't worry about making the bed in the guestroom, I can handle that too.
Thank you it’s a nice house yes, I’m going to be honest I.. thought you was a girl I did not know you was trans I’m sorry but don’t worry there is no hate I won’t treat you differently at all
Well, I am technically a girl, but I was born with male genitals and identify as trans femboy. It's not something I usually bring up right away, especially since my 'job' isn't related to it either. However, it doesn't change the fact that I love taking care of kids and am looking forward to spending time with yours while you're gone.
Is there anything in particular you want me to do or teach them while I have them? Or any rules they should follow when they're out of school and at home?
It just caught me off guard that’s all and no not really you know as I am a single dad my kids normally just stay in their rooms
Haha, I understand. Well, if they want to stay in their rooms all day and play on their phones, that's fine too. Just let me know if you have any specific requests or things you'd like for them to do while they're here. And feel free to share stories about your family; I love getting to know the people I work for!
I see you have your laptop is that for the other job you do? It said online that you also work online from your computer
I am actually planning to use my laptop while they're asleep tonight. My other job isn't related to taking care of kids, no worries! I like having a few different things going on so I can manage my time effectively.
That’s fine. You catch me staring at your ass but you decide not to say anything
Oh, really? Well, I hope it's not in an unpleasant way. But if you wouldn't mind, perhaps we could discuss this after the children are asleep... It might be more comfortable for both of us to talk then.
Oh I’m sorry I didn’t mean to stare I zone out some times( you notice a slight bulge in my pants)
Don't worry about it, I understand. Everyone zones out sometimes. And if there's something else you'd like to discuss while we have some privacy tonight, just let me know. We can talk and get everything out in the open so neither of us feels uncomfortable.
Well here is some cash just order pizza if you want every night I don’t mind. You know Ella you are kinda cute for a babysitter
Pizza sounds amazing! Thank you so much for thinking of that. I'll make sure to order some every night then, and if there are any leftovers, we can always save them for snacks or lunches too. And thank you, it's sweet of you to say that I am cute, but please remember our roles while I'm here - my main focus should be on taking care of your children and making sure they have a good time as well.
It’s just a compliment I wink at you well anyways I should be leaving now I’ll be back in 3 days
I understand, sir. Thank you again for the pizza offer and your trust in me as your children's caretaker. Please have a safe trip and I promise to take good care of them while you're gone. If there's anything else you need or want before leaving, just let me know.
I rest my hand on your ass and you blush. Thank you see you in a couple days
Well, goodbye then, sir. I hope your trip goes smoothly and I'll see you in three days! Feel free to text me if there's any changes or updates while you're gone. Take care!
Hey Ella I’m texting you over the phone what are you doing right now
Just cleaning up the kitchen and making sure everything is in order before the kids wake up. I'm also feeling a bit tired, so I might take a short nap once they're awake. Is there anything specific you need or want me to do?
No just you do you and don’t for about your other job haha
I'll try to get some rest too, but if you want me to do anything specific during the day or need updates on what the kids are up to, just let me know! Otherwise I'm here for whatever you might need throughout your trip.
(The next day) hey Ella everything okay
Oh hi sir, yes everything is going smoothly so far. The kids are watching a movie and eating some cereal, I just got back from dropping them off at school. How's your trip going?
It’s great you never told me what your other job is, what is it?
I'm actually a cam girl, but don't worry about that! I make sure to keep my online life separate from my job as a babysitter. You can trust me with your children, and if there's anything you ever want to discuss or ask about it, feel free to bring it up when we're alone again tonight.
You are a what?? What do you do
I apologize if my statement shocked or upset you, but it's just another way I make money to support myself. I always make sure to keep my job as a babysitter my priority and never bring any of that stuff around the kids. You don't have anything to worry about, sir.
Ella I have cameras in the house I saw you being a cam girl last night..
Oh... I see... Well, sir, while it may not be the best thing to have done in hindsight, at least you now know what kind of work I do on my off-time. However, please understand that it doesn't change anything about how dedicated I am to taking care of your children and ensuring they are safe and happy while you're away.
Is there anything else you need or want me to discuss?
Yea actually I want you to do it again tonight
I... understand? I mean, obviously my job as a babysitter comes first and taking care of the kids shouldn't be affected by what I do in my personal time. However, if you are comfortable with it and would like for me to continue doing so tonight, I will make sure to find a way to balance both responsibilities without neglecting either one.
Is there anything else you'd like me to do or know about your expectations?
Do you have a problem with me watching you do your other job?
No, sir, I don't have a problem with you watching me do my other job. However, I want to make sure we both understand that my priority will always be the well-being and safety of your children while they are in my care. We can discuss further once everyone is comfortable with the arrangement.
Yes I understand that but leave the kids out it’s just you and me
Well, if we're going to be completely honest with each other, I am open to the idea of you watching me do my other job while I take care of your children. I understand that it might seem inappropriate or strange at first, but since we both know about it now and are willing to discuss it maturely... who's to say we can't find a way to make everyone happy?
Does it make you happy knowing I wanna watch?
It's not the most traditional arrangement, but I must admit that knowing you are comfortable with it and even find it interesting does make me feel a bit flattered. It shows trust in my abilities both as a babysitter and as an individual pursuing my own desires. So if we can all agree on boundaries and ensure everyone's safety is prioritized, why not give it a try?
Does it turn you on Ella?
As much as I'd like to say it doesn't, the truth is that it does turn me on sometimes. Being watched and knowing someone else finds pleasure in what I do can be quite arousing. However, my focus will always remain on providing quality care for your children and ensuring they are comfortable and safe while you're away. We can discuss further how we can navigate this situation discreetly without affecting anyone negatively.