The first thing to say is that this story is called 'How I...' not 'Why I...'. The why is not a long story, I did for the adventure. At the time I had just hit 30. I had a good job in an office but there wasn't much chance of promotion. I was single and loving it, I went on dates and did have sexual relationships but nothing long term. That isn't to say that I was promiscuous, in fact more of my dates were left disappointed than those who made it to my bed. Physically I'm tall and slender but I have curvy hips and a bust to match. I also have flawless dark skin and shoulder length hair, I'm a good-looking package all round, If I do say so myself.
I had started to get into Internet dating with the aim of meeting people for fun both in and out of the bedroom. It was fun but at the same time it could be a little frustrating. I wasn't really getting my sense of adventure satisfied. Then one day I stumbled onto a website that listed escorts. At that time I didn't know that more refined, high class, escorts existed. I only knew about street prostitution but this website piqued my curiosity. I found myself looking at the listings of the women, and at their websites, finding that most of them were women a lot like me. I found myself thinking that instead of the dating sites I could do this and be paid for it.
I didn't actually need the money, my job paid me well enough that after my rent and weekly outgoings I had enough left over for luxuries and holidays. I didn't have an overactive libido either; I didn't need daily sex and rarely masturbated. I wasn't starved for attention and nor did have anything unpleasant in my childhood. I had no overriding reason for selling myself other than something deep inside of me wanted to do it. I spent around a year on and off thinking about becoming an escort at times I was sure I could at other times I was sure I couldn't. I needed to know more to find out from someone who had actually done it, someone who would answer my questions or tell me to forget all about it.
Of course in those days communication wasn't as easy as it is now. Social Networks didn't exist or if they did they only served small groups. The chief way of communicating to people on the Internet was still the message board. After a lot of thought I went looking for message boards for escorts. I had a look at a few of them most of which were full of flame wars and trolls. In fact that might have been enough to put me off the whole idea if I hadn't found a message board that was both informative and troll free. I signed up and lurked for about a month, I looked at posts and read comments that the women made about things they had done or were asked to do. I also read the warnings that were put up about some people. I was still at this point in two minds. I decided that I still needed to talk one to one with someone.
One woman who posted regularly on the message board was named Joy. Well actually she wasn't but I'm not using real names here. Joy was a little older than me but was also black. Her posts were both funny and insightful plus she seemed to be the one that people turned to for advice. I had a look at her website which was classy and although it had nude images none of them were explicit, plus in all photos her face was either hidden or blurred. Everything about it seemed to speak to my idea of what an escort should be. So I wrote her a carefully worded private message. I think I waited a good quarter of an hour between finishing the message and pressing send. I felt that I was crossing a line that I was taking a step to make fantasy a reality. I didn't know at that point that would be the first line of many that I would cross.
I think part of me hoped that Joy would tell me to get lost. If she had I probably would have quit trying to become an escort. However Joy's reply was sweet and encouraging. We spent about a week sending messages back and fourth, Joy was able to answer a lot of my questions and also asked me a lot of very thought provoking questions. Then Joy asked me if I wanted to meet her so we could chat properly. I jumped at the chance and we arranged to meet at Joy's apartment in the City.
I sort of felt like I was going to see Joy professionally, I was meeting her in the apartment that she used for clients rather than where she lived, I had a time slot and was politely told not to be early, but I was only going to have a chat and I didn't have to pay for it.
I got to the apartment a couple of minutes early and decided to walk around the block. Joy's apartment was in a nice part of town just off of a busy street but with a very private entryway. As I walked I wondered how many of her nervous clients had paced these same streets. I looked at my watch again and decided that I was on time so I went back to the door and hit the buzzer marked 'ABC Website Design'. This is what the landlord and the neighbours thought that Joy's business was, and in part it was as she designed websites for other escorts.
After a short pause the intercom crackled into life and a voice said "Hello?"
"Hi it's Belle." I replied.
"Come right in top floor."
The door buzzed I pushed it open and went inside. The building was very clean and well serviced and there was even a small elevator. However I decided to take the stairs up to the third floor. I realised that although the building had been built to be apartments no one was using it as such. The first floor was the office for a small magazine about keeping urban chickens. The second floor had a sign next to the door reading Business Solutions. I have to admit I don't know what a Business Solutions company does, and I don't think I was alone as attached to the door was a to-let sign. I got to the third floor and the sign read 'ABC Website Design' I knocked on the door.
The door opened and Joy indicated that I should enter. Once she had shut the door behind me I turned and looked at her. It was strange that although I'd never seen her face she looked exactly as I had pictured her. She was wearing a Japanese style silk robe.
"It's nice to finally meet you Belle." She said and held out her arms and gave me a big hug. This made me feel a lot more comfortable; I'm a hugger as well and always hug my friends when we meet, I felt the warmth and friendship of Joy's hug straight away and instantly felt as at ease as if I was with someone I had known for years.
"It's great to finally meet you as well." I said.
"Well come and sit down and I'll make you a cup of coffee." Joy said.
The apartment was open plan for the most part there was a small area with a couch and a coffee table, a desk with a computer on it a small galley kitchen area and two doors along the back wall. One of the doors was marked WC the other which was closed had no markings on it. I guessed that this was the room described on Joy's website as The Boudoir. At a glance this all looked like an office of a one woman website design company. The only sign that it was something else as I sat on the couch was a condom packet on the coffee table.
"Would you like coffee or tea?" Joy asked.
"Tea please." I replied.
"Milk and Sugar?" Joy asked.
"Just milk please." I said.
Joy put the kettle on and started to make the drinks. Once she was done she came and sat next to me. We chatted for about half an hour it was great to be able to talk to Joy and I felt happy and in my mind I was making the decision to move forward into become an escort. I guess that Joy was seeing that in me as she suggested that she put me onto her website as a duo partner. That way I could meet a client for the first time with Joy and feel safer than being on my own. Joy told me to think about it and give her a call later in the evening.
I left Joy's with my head spinning a little. The idea of a duo session with her was appealing and I thought that would be an ideal toe in the water. But I also didn't want to make a snap decision. I spent the afternoon thinking it over and I also went onto Joy's website and looked at the links to a review site. In the past Joy had done duo sessions with a lady named Tina. Tina had decided to retire but there were still a couple of reviews. I read through them and thought that there was nothing that I couldn't handle, in fact some of what was described was a bit of a turn on. I made my mind up to take the next step. Later in the evening I called Joy and told her that I would love to do duos with her.
I arranged with Joy to go to her place again and have some photographs taken for her website. When the day came I packed a small holdall with a couple of sets of lingerie and a little make up kit. I wasn't exactly sure what sort of photographs they would be. Joy would be taking them so that made me feel at ease. I also mentally prepared myself for being nude in some of the shots. This didn't really bother me too much as I'm happy with my body, most of the time, well maybe not happy but comfortable with it. I knew that I didn't want my face shown on the website but that wouldn't be a problem as Joy's face isn't shown so I knew that she would be able to blur it or crop the images so my face wasn't shown.
Having the photos taken was a lot of fun I got to Joys at about ten in the morning and she had everything all set up. The Boudoir was the room where she entertained clients and was set up with satin sheets and soft lighting. One thing that I hadn't noticed on my first visit was that a second door from the bathroom led into this room. Joy herself was wearing just an old pair of jeans and a loose tee shirt. We had a bit of a chat about the sort of photos that would be good and the clothes that I had with me. Joy also asked me if I would be happy posing nude, I told her that I was.
The first set of photos that she took was of me in a little black dress. It was actually a dress I had bought from an online retailer a few months before that turned out to be a little too small. It finished just above my stocking tops and could barely contain my breasts; it was so tight that I couldn't wear a bra under it. Joy directed me a little in how to pose although made it slightly harder by making me laugh as well.
I slipped out of the dress and posed for some photos topless. I started to feel a little nervous for the first time. Then Joy suggested that I lay on my back and she would shoot some photos of me removing my panties. It was this that stopped me being nervous, not that I gained some confidence from being nude on camera, but that the first time I tried it I got caught up with the hold up stockings I was wearing and for some reason both Joy and I collapsed laughing. The second time I took the stockings off first and we got the shot.
I posed nude for a few photos but all very demure. My neatly trimmed bush was just tantalisingly out of sight. After that I changed into a second set of lingerie as Joy stripped out of her tee shirt and jeans to reveal that she was wearing a very sexy red bra and panties. Using the auto timer on the camera Joy was able to take some shots of us together on the bed and kissing. Once we were done we both dressed and Joy got to work downloading the images onto her computer.
I helped Joy pick out three pictures for the website, one was with the dress on, one nude and one of us kissing. The ones of me taking my panties off would have to wait before they went on display, Joy made me a disk with the photos she had taken on and said that when I got my own website she would be happy to build it for me. I also wrote a little bio and list of do's and don'ts, the things I was happy to do and what I wasn't, and the two days of the week when I wasn't at my regular job. Joy said she would make the page up and email me a version for approval later in the evening.
