But that was later, for I'd made my phone call and had set up an interview with Samantha for the following day. I took care in having a good bath with scents and powdering myself afterwards, though not too much and dressing carefully and seeing that my make-up was perfect before I sallied forth to try and get onto her books.
Hello,' said this bright woman who I put at about thirty years of age, as I walked into the agencies office at the appointed time. My name is Samantha and you must be Jackie Trent,' she said as she offered her hand which I shook. `Let's go into my office.' I smiled at the girl behind the desk where we'd met and guessed that she was the secretary as I followed Samantha into a small cramped room that boasted only a desk, two chairs and a telephone apart from a filing cabinet against one wall and two photos on the opposite one. One was of a good looking man and the other of two children.
My father and my two children,' she said, seeing that I had stopped to look at them. He helped me start this business.'
`He looks a nice man,' I said.
`Yes. In more ways than most. The other picture is of his grandchildren.' I got the vibes from this statement that the husband wasn't to be mentioned and so didn't say any more but sat down in the chair that faced her small desk.
`Now before we go into any detail let me say this up front. We here provide a service in being an escort agency. We charge all our clients one hundred pounds an evening for the escort they have and that person receives seventy pounds for the five hours, that being seven in the evening till midnight.
Now if the client wishes the company of the escort for longer after midnight, that is up to the escort to dictate the terms. We have no knowledge of what goes on after this time and do not wish to know for we are not a brothel organisation. We just supply the escort. What happens afterwards is of no concern to us. Is this quite clear?'
`Yes,' I said.
`You have been favourably recommended by a good client and we will take that as read. Have you done this sort of thing before?'
Well after a fashion. I've entertained many men in my time for I used to be a singer until an unfortunate occurrence which has since curtailed my singing career. I know how to behave when with a man and how far to go, if,' I added hastily, if he would wish to go further as you say after midnight.'
`Well you dress well and have beautiful eyes so I think you might do well with us. We have an extensive wardrobe in the next room for we record every dress worn when out with a client so that you never turn up on duty with one that you have been out with him before. Though we do charge ten pounds a night per dress to cover the wear, tear and cleaning. We currently have twelve females and three men on our books and are always looking out for more recruitments such as yourself because the demand is greater than our supply,' she finished with a smile. This I wiped off in no short order.
`But, ah, er, which category do you put me into?' I asked, giving her a sweet smile.
`With the women of course. You are rather beautiful and would in time be much in demand by our male clients,' she said.
`But would those men be happy enough to be going out with another man dressed as a woman?'
I don't...Oh My God!' she stammered out. You don't mean to say...'
`Yes. I'm a transvestite, and before you blow a gasket, there are many men out there that would be proud to have me on their arm knowing that it is a man that they are with and to be able to...well, let's say, that is what would happen after midnight.'
`I...I...I just don't know what to say to this. No. It's outrageous, you coming in here posing as a woman and letting me believe you were one,' she spluttered.
`I'm very sorry if I've upset you for that was the least of my intentions. I've have just come here in good faith to ask to be employed as an escort, and believe me, there are many men out there in the world that would just love the charade of being out with a supposable female when they are then cocking a snoot at their friends by knowing exactly what's under this dress. If you, as female, and don't get me wrong in saying this, but if you can be fooled into believing that I'm a woman, think of how your male clients that I am offered to will respond. I can guarantee that I'll have as many requests once it is known that you also have people such as me on your books, you'll finish up hiring more of my type of person.' There! I'd made my spiel and the ball was now in her court though I still crossed my fingers.
Though I realised later that I could have set up my own escort agency that only supplied transvestites and would have made a lot of money but then I would have been out with the clients most of time and not seen to the office side of things.
Well I don't know,' Samantha said pensively as she looked now very critically at me, but you certainly fooled me.'
`How do you answer the phone? Do you say after the title that you have men and women available for escort duties? Why not add, and male transvestites. Believe me, it might shock some but I think you'd be surprised at the response to the latter. To be rather blunt, there are many men out there that would like the opportunity to be able to satisfy a deep buried urge to have sex with a member of their own sex, especially if the person is dressed up as a woman.' Still she looked dubious and fiddled with a pen at the desk and I now crossed my legs as well in the hope that she would take the chance on me.
She did!
Okay,' she said slowly, We'll give it a try but I don't hold out much hope. Give me all your details on this form and you will have to be examined by our doctor every six months, er, I think you can understand why?'
Certainly,' I said. When can I start?'
`As soon as the doctor can say that you are, er, ah, clean. Er, this is part of the contract that you see him every six months, failure to do so results in you being taken off the books.'
`I understand that. Can you make me the appointment now?'
`The secretary will do that and if all is well, I'll, er, add what you suggested when I talk to my clients.'
With that, I was in, not expecting any problems with the doctor who the secretary fixed the appointment for that afternoon. Boy, was he in for a shock and he was when he saw me enter as a woman and when my dress was off to see a man.
Oh, ah, er, well, I was expected to examine a woman,' he said all of a fluster. Coming from the agency.'
`Don't you examine the men as well from there?' I asked.
`Yes, but they normally come wearing trousers or a suit, not in a dress,' he replied.
`So what do you examine? The body or the clothes?' I asked with a sweet smile.
`The body of course!'
`Well, here's the body. Just pass me fit and I can then start work.'
I was passed fit and clean of any discernable diseases and I went home and fretted. Would she add the rider that she also had a transvestite on her books or chicken out and not say a word and then tell me that nobody wanted me. I got pissed that night thinking that that would be the case and it would be another career move that failed. She had my mobile number and I made sure that it was fully charged, but it didn't ring.
I was in limbo. Oh why did this have to happen to me. Sally would have jumped at the chance of fucking me and I liked to think that Bambi would have too, but they were working in the club. Bert was back inside and after the remarks from Daniel, I don't think he would get his cock out for me. So I spent a miserable night alone again with the only solace left to me and that was my own right hand to give me relief and let me sleep.
All of the next day I fretted and literally pounced on the mobile phone when it rang to find that it was Samantha.
`I don't know if you're a witch or have some kind of magic but I have a client that is interested in having you as an escort contrary to my expectations. Are you available tonight from seven o'clock?'
Yes,' I said, my heart thumping inside my chest. Where and when?' She gave me all the details and so I got myself ready for the appointed time and went and met the man who wanted a transvestite as his date for the evening. By the fact that he'd wanted someone like me told me that I was onto a winner.
What I didn't know was that Samantha already had a transvestite on her books and the reason she had taken me on was because she had been getting enquiries about such as me and that the other person whose name was David, or was really known at the agency as Davinia. She had started about three months before me and wasn't able to cope with the demands that Samantha had been getting, so I was taken on to catch the overflow as it were. But back to my first escort job.
It was for a function at the Dorchester Hotel where he was staying and I had to meet him in the bar at seven o'clock. There were quite a few people in the bar and so I went up to the bar and asked the barman if he knew which gentleman was a Mr Childers.
`Ah yes. He said he was expecting someone. He's the gentleman at the end.' I thanked him and moved down the bar.
`Mr Childers?' I asked of the man indicated who looked to be about fifty years of age, greying slightly at the temples, clean shaven and wearing a rather expensive suit. His face was unremarkable except he had a nice smile and white teeth and his eyes crinkled up with the smile.
`Ah, Miss Trent, it's a pleasure to meet you,' he said offering me his hand. I shook it.
`It's a pleasure to meet you and the name is Jackie,' I said smiling back at him as his eyes moved up and down as if looking for a flaw.
`And mine's Robert, and I must say you look lovely.'
`Thank you sir,' giving him a short curtsey.
`What would you like to drink, the show doesn't start till eight?' I told him and he got that and another one for himself and led me over to a small table where we sat down.
`I've used Samantha's agency a few times but this was the first time that she said she had someone like you and it intrigued me and I must say that you have stunned me. You look flawless and really beautiful,' he said as he put his hand on mine, 'so much so that I'm not going to beat around the bush. Would you stay the night with me tonight?'
I'm on escort duty till midnight,' I said, but after that, the times my own.'
`Would you then, after midnight? I'll pay you two hundred pounds and throw in breakfast too.' Now that wasn't a bad offer for him to get what he wants, me to get what I want and get paid that much, well I couldn't refuse and accepted his offer. I had a six pack of condoms in my bag and hoped that we'd get to use half of them at least, he looked capable enough.
We had another drink and made small talk until it was time for dinner and we went into one of the banqueting halls where there must have been at least three hundred people milling about finding seats at the numerous tables there. We sat down at one and introductions were made and we had an excellent meal and when the coffee was being served, the speeches began. This was the boring bit of how the industry had flourished over the past year and then came some awards and I was getting fidgety and Robert noticed this and whispered in my ear that he was bored too and would I like to go up to his room instead of waiting till all this finished. I looked at his wristwatch.
`But it's only eleven o'clock,' I whispered back.
`I'll add another fifty if we go now,' he whispered back. Well I was all for that and said to him out loud that I was getting a headache which gave him the excuse to make our apologies to the others at the table and he pulled out the chair for me and we said good night and left the hall.
He took my hand as we waited for the lift and he held it right up to the door of his room and only let go so that he could unlock the door. He ushered me inside and shut the door behind him and only turned on the bathroom light which left the main part of the room in shadow but still enough light for us to see each other.
He pulled me into his arms and kissed me with his mouth open and I felt his tongue push forward and so I opened mine and sucked on his tongue and then let him suck on mine as we stood with our mouths glued to each other. His body was pressing up against mine and I could feel that he was hard and began to undo his belt first and slipped my hand inside and grasped his erection. He gave out a groan as my fingers curled round it and quickly released me to take off his jacket and tie while I still held onto him. His shirt was soon off and I pulled his trousers down to free his throbbing piece of meat and went down onto my knees and took him into my mouth and gave him a few chews before sucking and licking the head of his cock.
`Not too much Jackie,' he said in a hoarse voice as he pulled himself back out. He got his feet free from his trousers and looked at me as I hadn't as yet moved. 'Oh, yes, of course,' he stammered and went to his jacket and pulled out his wallet and counted out two hundred and fifty pounds and gave it to me. I thanked him and put the money in my bag and then took off my dress as he sat down on the edge of the bed to watch me.
I had turned so that he saw my back first, black bra, black stocking held up by the same coloured suspender belt, the cheeks of my bum being framed by these accessories.
I can't tell from this angle for you have the waist, hips and legs of a female,' he said and I looked over my shoulder at him and smiled and then turned round for him to see that I was indeed a male and had an erection to prove it. Lovely,' he breathed, `Absolutely lovely.' His eyes were gleaming as he beckoned me closer and when close enough, took hold of my cock and gave it a rub before taking me into his mouth. I didn't stop him as he had to me but held his head in between my hands and let him carry on as I gently face fucked him, coming in his mouth which he swallowed with ease. He hadn't bothered to hold the base of my prick whilst he was sucking but kept on rubbing his hands up and down the cheeks of my bum. It had been a long time for me since I'd had another man suck on my cock and take it all down. It certainly relieved the ache in my balls.
Now it's my turn,' he said. I've been thinking about this ever since I phoned the agency.' I went and got the condoms out of my bag and quickly unwrapped one and went down onto my knees and gave his trembling cock a kiss and a quick suck before rolling the condom down over the head and down the shaft. I also had a tube of cream in my bag just in case I met one of those monster men but as Robert was of an average size in that department, I didn't need any.
I got onto the bed and went into my favourite position. On my knees and leaning forward on my elbows so that I could lay the side of my face on the covers. By getting as much of my upper chest on the bed and bending my body downwards, made my arse stick right up in the air. This was an invitation to any erect cock and I felt the bed move as Robert got on and had his hands run once again over the cheeks of my bum before I felt the head of his prick probe the entrance to my cave.
It was lovely to have the head widen me enough for it to slip inside and then feel it pass the portals and be followed by the thickening shaft to fill the void within me.
`That's just great Robert,' I said with a gasp which was for his benefit for I took him in quite easily, as his thighs pressed up to my bum. I felt his cock throbbing and waited for him to begin and start to scratch the itch I now had inside and gave out a gurgle as he began to move and fuck me. How glorious it was to have a cock once again reaming me and giving me as much pleasure as the owner was getting from doing so.
But like all men, he didn't last two minutes before he was gripping my hips hard and battering away at my backside in short sharp jerks as he came.
That was nice and tight,' he said panting when he came to a full stop, his cock still pulsating inside me and then I gave out that little cry when he pulled out. I quickly turned round and pulled off the condom and took his still wet and hard cock into my mouth to suck out the residue of his sperm. I think he liked this extra touch and stroked my hair as I sucked on him. That was really great,' he said after he'd flopped down onto the bed, lying on his back. I moved into his arms and told him that he had the strength of a young man which pleased him and begged him to rise up soon and have me again. This took over an hour of me sucking and playing with his balls as well as his limp dick. I certainly worked hard for the money I had been paid.
It was well over an hour before, like Lazarus, he rose up from the dead and fucked me again, lasting nearly twice as long this time. Instead of him going down on me this time, he stayed with his cock up my arse and jerked me off, making my load shoot out onto the bed covers.
After the cleaning up process, we got into bed properly for me to cuddle up to him and we drifted off to sleep. He fucked me again in the morning and while I had a shower, he ordered breakfast to be sent up to the room. I only put on my underwear to sit down and eat which I think pleased him and after the meal, put on my dress, gave him a kiss and thanked him for such a wonderful night. I also got him to promise to ring the agency the next time he was down in London so that we could have a repeat performance.
I took a taxi home well satisfied with what I'd been paid and having had a cock at the same time and couldn't wait for my next job. Meanwhile, I went and signed off from the employment exchange and waited at home for the phone to ring. It was three days before I got the call from Samantha and this, as I found out later, was because Davinia had already been booked out. It was two months before I learned of her existence but there weren't any sour grapes because she had been there first and clients had got round to asking for her by name, as they did with me after they'd once had the chance to fuck me.
I had a nice surprise one morning to find that I'd received a postcard. All that was written on it was my name and address so it could only have been from Eddie and it had a Spanish stamp on it. On the other side it had four small pictures with the word Murcia in the middle. They were different scenes being Mazarron, Bolneuvo, Porte de Mazarron and La Azohia. This last name had a faint line drawn underneath it which told me where he was though I had to look the places up in my atlas to find them. This only showed Mazarron but the other places must have been quite near to this town. It was nice to know that he was now somewhere safe.
So after three months of being with the agency, I was going out and being treated to dinner and fucked nearly every night of the week. It was around this time that I eventually bumped into Davinia in the agency wardrobe where we were both looking for a dress to wear for our night's date. We introduced ourselves and had a laugh for she had taken me for a real woman though I'm pleased to say that I knew it was her straight away. She just didn't have the aplomb that I had acquired over the years and wasn't as good looking as me. We also laughed when we discussed the clients we'd been out with and found that we had quite often shared the same one, though I'm pleased to say I had more of her left overs than she had of mine.
I also met some of the other's that were employed by Samantha. There was Ralph. A big young black man that was every inch the perfect gentleman and was always requested but, he admitted sadly, that they were always women that were twice his age and nowhere as good looking as me.
Violet was a good laugh, a very effervescing young girl that also was in great demand but had to take second place to Magenta. Another young thing that even I envied for her luxuriant head of hair that went with her name. She eventually got married and became lady Bentley, but still continued to work on at the agency.
It was whispered that her husband was a confirmed homosexual.
( Ed. Read the books Magenta, Lady Bentley and The Countess of Lark for her story.)
My twenty first birthday was fast approaching and I got Sally to agree to take the night off and spend the day celebrating with me for I'd already told Samantha well in advance that I wouldn't be available that night. We didn't celebrate it as I had planned for I received a phone call four days before the event.
`Mr. Trent?' the male voice asked.
No. It's Miss Trent. Jackie Trent,' I replied. Who's calling?'
`You don't know me but I'm the vicar of your home village. I've bad news I'm afraid. Your Aunt Julia passed away in her sleep the day before yesterday.'
`Oh dear God,' I said, tears springing to my eyes.
`She's with him now. She didn't suffer. She knew she was going and because of this I would look in every day. I'm sorry to break this news over the phone but we've only just found your telephone number among her papers. That is, me and her solicitor.'
`I'd better come down to make the arrangements,' I said, not seeing my reflection in the mirror in the hall where my phone was, for the tears blurring my eyes. I'm sure he could tell that I was crying.
`There's no need to rush down here for everything is in hand. She herself had already made arrangements with the undertakers and the funeral will take place on Wednesday.'
My birthday!
`Can't you change the date?' I asked.
`No. Everything has been set in motion and the people of the village have been told.'
Okay,' I said dully, I'll be down there that morning. Thank you for letting me know.'
What a happy birthday that was going to be, burying your aunt on the very day you reach twenty one. I phoned Sally when I was more composed and she gave me her condolences and said that she wouldn't let me down and would come with me to the funeral and then we could spend the night somewhere to celebrated my belated birthday. Which I read to mean that she would fuck me as much as she could in appeasement. Well I expected it anyway, but didn't say this as I thanked her.
I went out and bought a black dress that was suitable for the funeral but one that could also be used for my agency work too. Do you know that for the life of me I cannot remember the next three men I went out with on my escort duties. I know I was nicely fucked by all three, but how, where and what else we did, I just cannot bring those men up in my mind.
I was late getting home, well, the early hours of the morning and went to bed and when I woke up wished myself a happy but miserable birthday. I'd never felt so down in my life, except when I had finally realised I'd been knifed in the throat and couldn't sing anymore. That was how low I felt on that morning which should have been one of my happiest. I wasn't even dressed when Sally called round and she only had coffee while I picked at the breakfast I'd made for myself. I then had my shower and got dressed and unconsciously dressed as I normally did in my underwear and dress.
`Don't they know you as a man?' She asked me and I looked at her dressed as I was in female attire.
`I'll tell them that I was always a tomboy as they knew me but I was really a girl. What about you?'
`No one's going to pay any attention to me, besides, I've changed quite a bit since we left the village. They won't remember me, but with you it will be different.'
`Well I've got an answer for that,' I said, an excuse which I found I had to use later in the day.
We left my flat and took a taxi to the station and then another local taxi when we arrived to take us to my late aunt's home. It brought back both happy and sad memories, the latter being most predominate of when I knocked my uncle out of the window for him to fall to his death. It was this that had brought her out of the invalid state that she had been in for the past few years prior. Whether she knew of his proclivities or not, I never found out, but with his passing, she came back to life, but now she was gone and the place seemed strange without seeing her around the place.