One of my most interesting jobs when I was an escort
This story is from a bit more than a couple of years ago, when I was working as an escort (No, I'm not working as an escort anymore, you can save some time hahaha). I shared a couple of my experiences, and it seems you liked it, so allow me to share a bit more! I apologize in advance if the story feels a bit too long!
After a bunch of terrible jobs, I began picking my jobs with more head and less desperation, and I published on a "normal" job forum an ad for cleaning up your house in a maiden outfit. I tried to keep it "SFW" as much as possible, but even if you publish an ad for actual cleaning, you will receive tons of weird requests (women in my situation know what I'm talking about).
Of course, I received many messages from dick-in-hand guys who were just looking for what I call "free auto-sexting" (messaging me sharing with me their fantasies and penises without any need from me to even answer). Don't worry, I didn't even pay attention to those. I had enough experience at the time, and I believed in my skills to choose properly and "discover" the real customers.
So there were two who caught my attention - kind, direct, good offers and didn't look like their dick was in their hands. Following the profile picture, I chose the oldest guy first (around 45 or 50).
The deal was the following - I'd clean up the bedroom and the living room, and I'd fold some clothes. Sex was off the menu, and he could not touch me, but he could talk to me and make propositions - but if I rejected any proposition, it couldn't be repeated. I was particularly scared of not being able to say no, as this was, at the time, my weakest point - I could say no once, or twice, and at some point I'd feel in danger, and I'd """convinced""" myself to say "yes" before the situation could get worse. I was adamant on this point. I made it clear that, the first time he insisted on something, I'd kindly pick up my things and leave.
Anyway, small piece of advice - Before doing any type of escort-like job, send your location to a friend/group of friends, no matter how "small" or "safe" the job might look like.
Finally, we decided to meet the next day, and I arrived wearing a normal outfit - I switched to the maid outfit as soon as I was let in, and before talking much more he paid the amount we had discussed, and a bit extra. Good start!
He offered me a coffee, and I kindly offered to make it for him! He laughed, and allowed me to get to work.
While making the coffee, we had some small talk and I could see his erection. However, not once was he pushy, or aggressive, or made any sexual advances. And, fuck, that was turning me on. If you're curious, I tried to avoid any small talk which could feel too personal - I didn't know if he was married or had children, and I didn't want to know. I didn't want to explain anything regarding my situation, or location, or reasons for being an escort. We talked about our favorite foods, if we preferred mountain or sea, our favorite books... The more impersonal the talk was, and the kinder he was, the hornier I was getting.
So, after I made the coffee and cleaned up the kitchen a bit, we moved to the living room, and before getting to work I asked him if he wanted to be more comfortable. He was slightly surprised (positively) and asked me if that was okay to me... Instead of answering, I approached him and undress him (completely) myself. He had a huge erection - decent size, straight as an arrow, beautiful pink tip, 100% shaved.
I smiled, asked him to sit on the sofa, and moved away to start with my work. He didn't even try to touch me, making me even hornier. I was having so much fun with this guy - and the conversation was actually interesting, he finally decided to share he was a journalist (focused on politics) and I was even learning hahaha. Never had I ever seen a guy with a huge erection talking about the corruption in the local government!
Anyway, I kept teasing him - bending over in front of him, smiling from time to time, directly looking into his erection and licking my lips... Once, I even sit on top of him for cleaning the coffee table close to the sofa!
He made not a single proposal, little by little he stopped chatting. He just... Let me do. After a bit, I asked him to touch himself. He didn't say a word, but he did.
Once I was done with the cleaning, I was about to ask him to move to the bedroom (only for cleaning, of course), but before doing so I realized he was staring with fire in his eyes to my tiny (tiny) thong - so I removed it.... And he came all over himself. One of the biggest cumshots I've ever seen.
In the end, he paid me like x3 of what we had initially discussed, and I said my goodbyes with a small kiss on his lips!
