You wake up in the king-sized bed we shared that night. Nothing happened. It never has. However, instead of waking up next to me you find a letter sitting on the pillow on which my head should have rested. The white elegant envelope has your name written on it. When you turn it around to open it you see it has been sealed with red wax and the seal of my service: the letter M written in cursive. Montgomery Companion Service is the full title. You open it and begin to read.

“Good Morning Eva,

I’m sorry that you have to wake up without me this morning. I know this is not the arrangement we had but I will explain to you why I didn’t stay to watch your beautiful face wake up. The first time we met I was taken aback by what I encountered. I drove to the address you provided me and couldn’t believe my eyes when my car had to stop in front of your gate. Your driveway that leads to your villa is longer and wider than some of my other clients’ houses. When I left my car to climb up the stone stairs I expected to be underdressed in my simple black dress with matching shoes and purse. I had a golden necklace with a tiny heart around my neck. My dark hair with natural soft curls reaches my breasts. My full breasts that I had augmented almost ten years ago. My skin appears slightly tan from my Native American heritage. I am proud of my body and keep it in shape with regular exercising. I don’t even know why I’m writing this down. I mean you saw me that evening. You also saw my reaction when you opened the door.

A beautiful woman that was wearing a pajama with kittens on it was standing in front of me. You know how it is hard to break the ice when you meet someone knew? Yeah, that did it. I giggled like an idiot and greeted you. The first words I ever said to you were: “Hi, I’m Annabelle and you have a cute pajama!” And you answered: “Hi, I’m Eva and you will get one too!” I remember as if it was just yesterday and still can’t stop smiling. You grabbed my hand and took me inside. Your decor impressed me. Classy and yet fun. However, to be honest I wasn’t looking at your decor that much. Turns out your butt looks amazing in your kitten pajamas. Not that I haven’t told you that often enough already. You brought me into your living room to the large couch in front of the fireplace. Three similar pajamas were lying there. I took the one with the giraffes on it. By the way, thank you for the giraffe headband you gave me when I came over the second time. This was one of the most a.. (The ink here is smudged because of a wet spot that looks like a tear landed here) ..fts someone has ever given me.

I believe at this point it is not necessary to tell you the details of each of our meetings. After all, there were many over the course of the last ten weeks. What was a weekly evening at the start turned into two and then three per week. I told you that I couldn’t visit that often, that I had other clients I had to attend to. However, your persistence and financial prowess swiftly made me reconsider. I still can’t believe that I speak about the business side of my service this openly with you. One thing I haven’t told you is that I realized a few weeks back that I didn’t visit you that often because of the income but rather because of you. We’ve talked at length about your past and mine. What we’ve gone through to get where we are now. On some level, we’re quite alike. Driven by desire and our dreams. Even though the paths we took are extremely different. From the first day, I admired you. When we met for the third time I didn’t feel like I was on the job. And in the seventh week, I realized that I didn’t consider you a client anymore but rather a friend. From that point on I declined any meetings with other potential clients. Today I realized this is more than a friendship for me. I told you about the first rule of my business, right? Don’t ever develop feelings for your client. And until now I never did. I knew the boundaries. They were the ones that I set for myself and my business. At the same time, I can’t be blind to what I feel for you.

After ten amazing weeks, I can honestly say that I, Annabelle Montgomery, have fallen in love with you, Eva.

I know that I shouldn’t have written a letter to tell you this but I couldn’t bring myself to talk to you. I was, no, I am afraid of how you’ll react. I’ve left you a bundle of things on the bench at the end of your bed. You’ll find the money you’ve paid me for our evenings, all of it. Your giraffe pajama and the headband. And a card with my private phone number on it.

If you think that there is something between us you want to explore please give me a call. Otherwise, I think it will be best for us to not be in contact anymore. I know I’m destroying the arrangement we had but ultimately, I can’t hurt myself every time I come over and look into your eyes wanting more than just having a lovely evening with a friend.

Please, take your time to consider.

Love, your little giraffe Annabelle”

You turn to the bench at the end of your bed and see that everything was there just like Annabelle said it would be.

Hello potential penpals,

first of all: Thank you for reading this far.

I know the end of my prompt basically jumps into the start of the RP but we certainly do not have to start right away. For example, we can play out the different meetings, which is why I didn’t say anything about them in the letter. Overall, it was just a way of setting up the scene and the experience that Annabelle had with Eva. I will explain a little further what I'm looking for and just want to make something clear: This is all just an idea and many things are up for discussion and we can change the details together if you'd like that!

This is a fantasy of mine which I’d like to play out with you! I will be playing Annabelle Montgomery, a woman which is around my age. She is working in the escort industry since she was 18 years old. She was hired by a upper-class escort agency that offers different services to women. It was a job that she really liked. Meeting new people, doing some fun stuff and some naughty stuff. She was able to travel the world with clients from time to time. When she decided she wanted to move away from New York she received a generous offer her employer. She could take five girls with her and open up her own agency. She took the chance and opened Montgomery Companion Services. She did that and had some amazing years with her agency. However, all of this get turned around when she meets Eva, played by you.

I like to play using the appearance of celebs, porn stars, Instagram models, and the like. I have a few ideas for my character. I also have a few possible lookalikes in mind for Eva (or a name of your choosing!). But I don't want to hinder your imagination and will only send you pictures if you want me to (for both or just one character).

Here is my DPP Profile and my Kinklist

As a finishing note, I’m looking for a long-term roleplay and I’m in the CET time zone (Central European Time). I won't be able to respond that often or in rapid succession, at least not regularly. I try to manage a message per day but sometimes work gets in the way of that. I prefer longer messages with up to 2 to 5 paragraphs, depending on where we are in a scene. As far as roleplaying platforms go we can use Reddit messages or Discord. Recently, I found that Discord is a superior platform and if you're up for it I'm happy to use it.

As a side note: If you see another prompt on my profile which appeals to you, don't be shy to ask about it!

I’m looking forward to hearing from you!