TW: Emotional Loss, Natural Death (Original Characters)
If you think you might struggle with the trigger warnings mentioned, please feel free to avoid the section between the leaves
As I looked around our apartment for one last time, I thought back to all the good times Miles and I shared there over the last few years. After we finished university 6 years ago, we bought a three-bedroom apartment together in the heart of the city in a modern new build complex. We fell in love with it because the ‘guest’ bedroom had its own suite and was located right next to the front door making it perfect if either of us wanted to host any clients. We were able to divide our personal and professional space and ensure privacy for each other if one of us was working.
Neither of us often did calls at home, but it paid to be as flexible as possible in our line of work. So much had changed since I was at university; I’d fully embraced my bisexuality, although I hadn’t yet come out to my family or anyone back home in Kent, and working for both men as well as women had given me some amazing opportunities to try new things that my clients requested that I definitely wouldn’t have considered before I became an escort. It was early on in my career that I learned I enjoyed pleasing my partners, making me especially popular with my clients as it meant I’d focus my efforts on fulfilling their desires to the best of my abilities.
While Dorothy was the first of my clients to introduce me to a little Dom/sub roleplay, she certainly wasn’t the last to expand my experiences into kink. It was odd the first time a client asked me to be dominant instead of submissive, being submissive just came naturally to me as it felt like an extension of giving the client exactly what they wanted.
When I was first asked to dominate a client, it was a complete switch in my thinking from doing what the client told me to telling the client what to do. Of course, they gave me some idea of what they were looking for, but it left the events a lot more open for me to try and interpret my client’s wishes. That first time the client seemed to be satisfied when they left, but I had found it incredibly awkward to take over the control in that way. I’d dominated a few times since then, but being submissive came much more naturally to me and my clients really enjoyed how easily I took to being controlled.
One client, a slender guy called Nathan, he’d really expanded my experience of being dominated more than any other. Our sessions would always start in the same way; As soon as I walked in and we’d dealt with the money, he would order me to strip while he watched and then get into what he called the ‘present position’ where I was down on my knees with my hands behind my back. He’d then circle around me to inspect me before ordering me to crawl into another room.
After that, it would depend on what mood he was in. Sometimes, he would get me to go on all fours so he could use me as a footrest, or he might get me to strip off his shoes and socks so that I could suck on his toes and worship his large size 10 feet, which I was worried about when he first told me but they actually tasted pretty good.
The first time he bent me over his knee to spank me though, that’s when I knew I was born to be submissive. It was like electric shocks ran from the point his palm connected with my ass to radiate all throughout my body in a way that was both painful and pleasurable at the same time.
Nathan was the first client who didn’t care, or even want, me to get off during our sessions. He took great pleasure in sending me home horny and needy for more. When I got home that night, I was so desperate for release that Miles and I fucked for the first time without another client being with us. It wasn’t anything romantic, it was more animalistic, two guys fucking the cum out of each other and releasing all of our pent-up frustrations.
It was the first of many nights that either I or Miles would come home in need of release and we’d help each other out. It was always hot and horny, and it was never awkward afterwards. In our job, we knew that sex was just sex, and we knew not to get attached to our clients. But knowing it, and doing it, were two different things.
It was hard when Nathan’s bookings started to slow down and eventually stopped altogether. There’s a unique bond of trust between a Master and his sub that transcends the normal escort/client relationship and with what followed just a day later, it felt like it was time for a change.
Dorothy had remained a loyal and regular client of mine right from the start. Most of the time our meets would be for dinner and a catch-up, we’d grown to be very close friends over the years. Occasionally, she’d book me for a more sexual session, always saying that “even us old birds need a good rogering sometimes.” And I valued each and every time that we spent together. So when, the day after Nathan told me he would no longer require my services, I got a letter from her solicitor informing me she had passed away in her sleep, I just felt lost.
I was asked to attend the reading of her will, which was a shock in itself, but what was the most surprising was that I was the only one that had been asked to attend. Once I was seated the solicitor handed me a handwritten letter.
My dearest David,
Thank you so much for making an old girl so happy in her final years. I have loved every minute of the time we shared together and cherished your company more than you could ever possibly know.
After my Edgar passed on, I never thought I would find happiness or joy again, but despite our age difference you always made me feel like a teenager again, just as he used to.
I hope you know you meant so much more to me than just a companion, I felt you truly cared what I had to say and listened even when I rambled on about my youth.
I have no family left of my own except for you, my precious boy. I hope you will be lucky enough to find someone who will make every day worth waking up and that you live every day to the fullest as I always have. It’s been a good life and I’m so very happy that you were a part of it.
Be happy David, and please don’t make a fuss when my fuddy-duddy lawyer tells you what I’ve left you.
All my love,
Dorothy x
I don’t know when I started crying, the solicitor told me something once I finished reading the letter but I didn’t really take it in. Everything after that was a bit hazy, I remember getting home and Miles holding me as I cried. Mourning the loss of not only Dorothy, but also Nathan too. Miles had warned me when I first started this job not to get too attached, and normally I was pretty good at that, but Dorothy was not just my client, she was my friend too.
Besides Miles and our apartment, there wasn’t anything really tying me to Glasgow, so after a couple of days I decided to do something that was long overdue. With the money Dorothy left me I decided it was time to go home.
It only took a couple of weeks to pack up my life in Glasgow, and after one last fuck for the road last night with Miles, today was the day I set off on my next adventure.
Discover more from Jamie Alexander
Subscribe to get the latest posts sent to your email.