My First Day As A Private Escort

Hello everyone and welcome back to my first blog post in 65445648 years. Excuse my incredibly long hiatus. I made a great escape out of Melbourne at the start of the year while I had a chance and I’m incredibly grateful I did because look where we are again. I’m honestly not even surprised. Anyway, let’s move onto a more fun topic- my first day on the job! 
Let’s rewind back to four and a half years ago. Firstly, I’ll preface by saying that before I worked as an escort, I was a Sugar Baby for about a month so I wasn’t totally new to the idea of ‘trading goods’, so to speak. The reason I transitioned is a whole ‘nother blog post but in short:

I found Sugar Babying to be very vague with a lot of unclear boundaries. Escorting is more black and white- he knows what he's getting and so do I.

After a bit of Google Searching, I emailed an agency. I decided to use an agency as opposed to working privately because this was a whole new world to me, so the guidance the agency provided was essential.

The agency got back to me within a few hours and offered me a job interview that night!

They told me to bring in a set of lingerie, dress and heels. I assume that means unless I was a total troll, I was going to be hired? Having gone through numerous tedious job interviews in my life, some of which take weeks or even months, I didn’t expect to be offered a job that day. Shocking.

That night I rolled up to the office, which was a very discrete space inside a corporate building. I wonder if any of the other workers suspected what was going on? Probably.

After phoning the admin of my arrival, a security guard was sent down to let me in. The admin greeted me and asked me a series of basic questions. She gave me the run down on things I need to know, a handful of condoms and I was then told to make myself comfy in the waiting area. I was sitting in the waiting room thinking ‘what the fuck have I just signed up to? Should I leave?’ I was so nervous that I was half hoping nobody would book me.

The admin lady called me into the office. She handed me a slip of paper with the location, price and booking length, then told me the driver was waiting downstairs. I jumped into the car.

“Crown Metropol”, I shyly told him. He knew I was a fresh face and offered me some friendly banter to cool my nerves.

I reached the lobby and I waited nervously for the client. My eyes were darting around at every guy in the room. A few would make eye contact with me and I thought ‘ah!’. But nope, they were just casually checking me out. I mean, I did look pretty cute.

Finally my client recognised me and we took an awkwardly silent elevator ride to his room.

He was a nice guy. Stout kiwi family man on a business trip. A pretty stock standard client, from what I’d read in novels. The only catch was I was his first ever escort. Great. So neither of us know what we are doing. Not to mention, I was very sexually inexperienced prior to escorting. At least he had no expectations, which took the pressure off. I bluffed my was through it pretty well. The last 20 minutes were spent chatting, and I ended up really enjoying this man’s company. He seemed grateful for mine.

I smiled and thought 'Hell yeah! I can do this'.

I called the agent to let them know I had finished and they sent the driver to collect me. I noticed that he wasn’t taking me back to the office.

‘Where are we going?’ I asked.

‘Your next booking,’ he casually replied.

What? I thought I was done. I had made enough money to pay my rent that week (which would have normally taken me a full day at my ‘civvy’ job). I was ready to go home. Anyway, I thought ‘what the heck’, I was actually enjoying the thrill of not knowing who I would get. He dropped me off and I met my next client, who actually became my Saturday night regular for the next few months.

He was a wealthy wine merchant. He would book me for at least four hours every Saturday. Sometimes longer. As a student, this was enough to cover all my expenses so I had ample time to focus on my studies. Why had I not started this sooner?

We would drink quality wine and have quality banter. I was surprised by how little sex was involved in many of my bookings. Obviously that’s a part of it, but most men are actually just wanting companionship. After all, if its only about the orgasm- it’s a hella lot cheaper to wank!

It was the connections with my clients like these that drew me to this industry. To lighten someone's day after a week of hard work and stress. I loved listening to people's stories. People who I would have otherwise not met otherwise.

I came home that night and tipped my money onto my bed. It was pretty exciting. Most escorts have a first big purchase with their new found richness. Mine was dual suspension mountain bike. Unfortunately I only stayed with the agency for only about two weeks for reasons I’ll explain later. I kept seeing the wine merchant for another few months. I then left the industry for a lover of two years before resurfacing as Jasmine Gray.