AUTHOR'S NOTE:
The chapters in this series are letters that I'd written to a friend of mine, where she and I role-played a pair of lovers that would never meet in person, and had a lot of fun. Of course, names have been changed for the sake of privacy.
The first entry in this series has no sexual content, as I was first seeking her consent. However, the following three (?) chapters focus primarily on sexual situations and content. My goal was to write some stroke stories for her, and based on the feedback I received, she thoroughly enjoyed them.
Enjoy!
-- M.A.J.
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May 30th, 2021
Dear Alisha,
So, I'm very nearly certain you don't know me, and I have to admit I don't know you. At least, in person, that is. Your friend Mason talks about you from time to time, and I have to say I am curious. You sound like quite the industrious, cheerful, creative lady! He's mentioned to me how you first crossed paths all those years ago, and then later in a band along with your now-ex and a few mutual friends.
It sounds like a lot has changed since then, in both your lives. And sure, this past year has messed with everyone's routine and what they would consider "normal." It's about this sense of normal that I wanted to discuss with you, in fact. Mason and I are fairly close friends, and he does share a great deal with me at times. Earlier this year he and I chatted about what he calls your "not-so-modest proposal," and how it was all at once surprising, pleasant, and a bit uncomfortable for him.
At this point, I think it's important that I mention in this letter that it's about this question that I wanted to share my own personal thoughts. It's important because although he said no, and from what I understand you've since also backed down from that original offer. So if you'd rather not dwell on that situation between the two of you any further, then this letter will be of very little interest to you and you can simply tear it up, forget about it, and move on. It's pretty clear to me that although the various opportunities you first discussed with him might be on his mind (and to be clear, he's discussed it rather vibrantly with me in the past), Mason isn't very interested in discussing it in public. If you prefer we can leave it at that. I'm certain nothing we'd discuss in letters such as this one will jeopardize the height of esteem at which he holds you. It might be a good idea to hold off on discussing our correspondence with him more than absolutely required should you choose to continue reading, and perhaps participate as I will soon suggest.
As long as I've known him he's been the upright sort of fellow, if also rather uptight. There are things to admire when it comes to his character perhaps, but at the same time there are plenty of places where he really doesn't need to be laced so tightly. He might find life just a bit more enjoyable were he to relax his boundaries a little bit. Might you share the same opinion?
I suppose it doesn't matter much whether you and I share the same opinion on a mutual friend, honestly. This discussion is not about him, though it's true you and I share him as a mutual friend. I know he cares for you a great deal, he values your friendship and the fact you're an affectionate woman, and he has shared that he's felt like he let you down in a way when he backed-down from your offer. He's mentioned your attractiveness and various positive qualities and for the life of me I can't imagine why he would think it wise to hold himself back so much.