The Hostel

By Amy Redek

Published on Oct 13, 2011

Transgender

I turned up for this first night and found that I was one of six males that dressed as women to sing and dance, after a fashion, in this night club just off Soho. I had managed to buy some female costumes and underwear without Vicky knowing, and with these and my make-up case, entered the dressing room to be confronted by others that had the same predilections that I had found within myself. In that cramped space that was called a dressing room, I saw men transform themselves into women, as I was doing, and them being told it was my first time, was the butt of their jokes, but still, I got help in doing my make-up.

I then found out that we were expected to circulate in the club between turns on the stage, to encourage the punters to buy the inflated priced drinks.

So when I went out after a good ovation, I was pestered by many patrons to sit at their table for a drink and a grope. After being pawed quite a bit, finally accepted the offer of one man and we went back to the cottages. That's the name given to the toilets.

With twenty pounds being shoved into the top of my dress, it was the hem of this that was lifted as I was bent over by the sinks and he shoved his cock up my arse. He pushed and grunted as he fucked me without the use of the condom. Rough and crude as it was, I liked it. A strange man getting turned on by me dressed as a woman and taking me as one, thrilled me, and I gave him his money's worth. He became a regular customer. I eventually got him to use a condom because for an extra tenner, I would also suck him off to finish it.

So for several months, I was a manager of an estate agents during the day, and a transvestite singer and whore at night. Vicky was pleased at the extra money that I was bringing home, not knowing that I was beginning to turn more tricks in an evening.

I became very seductive on the stage and slowly went up on the billing, getting a little bit extra from this, but I was also able to charge more for my body in between my spots on the stage. I was getting the best of both worlds. I found that I liked a male organ either in my mouth or shoved up my rear, and the money I was making from doing something I liked.

At home at the weekends, I was a loving husband to my wife. Giving her a renewed sex life, abstaining during the week as it were, because it was about three in the morning before I got home. Then I had to drag myself to the office and work there during the day and have a couple of hours sleep in the early evening before going off to the club.

It eventually came to the point that I had to give up one or the other. Young and fit as I was, the two jobs began to take their toll, so I came to a crossroad as to which to choose. It wasn't really a contest as I much preferred to dress as a woman and get fucked and paid, as to working in the estate agency.

So, leaving out the extracurricular activities, I told Vicky that I was going to turn professional in my singing. Seeing as how it was affecting my health and the amount of money I was bringing in, she agreed to my leaving the estate agency.

I was now top of the bill at the club, and it must be said, helped draw in more customers to the club than anyone else had done in the past. I was feted on my arrival and much applauded on the stage, and so, my choice of male was more selective. That is until Lord Savage came into the club.

He made it quite clear that he wanted me, but deigned to take me in the club, but wanted me to go back to his place after the show. I managed to turn two tricks before we closed for the night, and that was the first night I didn't go back to Kingston.

He had a car waiting outside, and still in my dress and make-up, joined him. He told me his name was Toby and that he would call me Stella, not wanting to know my real name. His place was a luxurious penthouse in Chelsea that was overlooking the river. I'd never seen an apartment so sumptuous in its furnishings and décor, and the bedroom was the biggest I'd ever seen. It was into that he steered me as soon as we'd got into the apartment and took me in his arms and kissed me.

It was a slow languorous kiss as he slipped the straps off my shoulders so that he could kiss them too. He held me close to him so that I could feel his hardness inside his trousers, to which I put my hand and rubbed him. As my dress fell away from my body, his head followed it down and he nibbled at my erection through the cloth of the panties. He soon pulled them down for me to step out of and he took me fully into his mouth and sucked on me. It was glorious having a Lord kneel down before me and work his mouth on me as I held his head. It wasn't long before I came, and he worked it round in his mouth as he still sucked on me before swallowing it.

He pushed me down onto the bed when he'd finished on me and I watched him undress. His tool was large and he had what looked like some really heavy balls hanging below his erection. He went to the bedside table and got out a condom which he expertly unrolled onto his length before turning to me with a smile on his face. I smiled back and rolled over onto my stomach and up onto my knees as I felt the bed move under his weight as he climbed on behind me.

It was like my first time with Phillip, trembling as I felt one hand hold my hip as I guessed he was guiding himself with the other. Then I felt the end of it probe my entrance and made myself relax as his other hand came onto my other hip. Then holding me firm, he pushed forward and I felt my ring expand to its limit as the head of his cock was pushed inside me. Then the rest of his iron like shaft followed, filling me till his thighs reached my bum.

I could feel the heat and the throbbing of his cock as it pulsated within me, filling me with not only his hot tool, but with a joy of having it there. He took it slowly at first, drawing back till the head started to expand me again, before going forward in its slow passage inside me. All my nerves were quivering as he methodically fucked me, and I loved every minute of it. All too soon he began to move faster, starting to ram his hips up tight to my bum, rocking me on the bed. His sighs became grunts as he approached his climax, and with a growl, held me very tight as he pumped himself out into the condom. I could feel the cock head swell and contract with each burst of semen coming from him.

His hands then slid up my back as he leaned forward onto me and I slowly sank down to lay flat with him still buried inside. I kept flexing my muscle to squeeze him as he lay on top of me.

That was wonderful Stella. So tight and firm,' he breathed into my ear as he regained his breath. It's been a pleasure to service you. You will stay the night, won't you?'

`Yes,' was my muffled reply from the pillow. I wanted him to ream me again before the night was over. We both gave a sigh as he pulled out of me and disposed of the condom. His prick still half erect as he climbed back onto the bed. I could see that he still had some remains of semen coming from the eye of his cock. So I turned and went and took him into my mouth to suck and squeeze out these last drops, smiling with my mouth full up at him. He cuddled me when I'd finished and pulled the covers up over us, me still in my underwear.

It was strange to wake up laying against a warm thigh, and letting my hand wander over it to find a hard piece of flesh instead of the usual muff. I got a tingle inside down at my groin as I grasped it. He gave out a small groan and rolled onto his back as he felt my hand on him. He was even harder that he had been that night, so I went down under the covers to suck on him.

No, no,' he mumbled after a minute or two, pulling at my head. I want you the other way.' So I came up from the covers and turned to the bedside cabinet and found a condom in the drawer. This I got from the packet and went back under and rolled it down over his erection. Then it was with the covers pushed back, I went onto my knees again as he rose up behind me to give a repeat performance. It was a lovely fuck he gave me and I drooled as he came inside me. As I sucked on him again afterwards, he turned on the bed and took me into his mouth. He used his hand as well as his head as he worked on me till I arched my back and came for him to suck and swallow.

We both grinned at each other when we had finished, and then I was able to take my underwear off and go for a shower in his fabulous bathroom. All the fittings were gold and the size of the place was as big as my lounge back in Kingston. As I didn't have any other clothes to wear, I put on a bathrobe while he showered.

He must have had a manservant or maid, because when I got back into the bedroom, there was a table laid with coffee and some covered dishes on a hot plate of a wheeled trolley.

I took the liberty of ordering breakfast for you Stella,' he said as he came out of the bathroom, he too wearing a robe. Just help yourself.' He'd wheeled the trolley over to the small table by the window and sat down and I sat opposite him. It was grand to sit there with the sun coming in through the glass and eat breakfast while looking out and down at the River Thames slowly moving on its way to the sea.

May I use your phone?' I asked when I'd finished eating. I think my wife will be rather anxious about me not returning home last night.'

`Go ahead,' he replied with a little smile. So I went over to the phone and dialled my home number.

Where are you Rene?' was the question as soon as she heard my voice. Are you all right?'

Yes darling.' I said. We had a bit of a party after the show and I didn't want to wake you up to say that it would be better if I stayed the night up here.'

`Will you be coming home now then?'

`I don't see the point. By the time I get home, it would only be for a couple of hours before I had to return, so I might as well stay here in London. Now don't worry, I'll be home tonight.'

`Well okay. It seemed strange to wake up this morning and not find you in bed. I missed you.'

`I missed you too darling. So don't worry. I'll see you tonight.' I put the phone down as Toby came over to the settee where I was sitting and sat down beside me.

`Was she worried?' he asked, his hand on my knee.

`A little, but it's okay,' I answered him, putting my hand on top of his.' Now I've nothing to do till this evening and that's a problem. I can't go travelling to the club in daylight wearing a dress. I've no make-up to do my face. If I had that, I could probably pass muster.'

`Why not spend the day with me here? I've nothing planned and I'll have the car take you to the club in time for your show.'

`Now what could we possibly do here all day?' I mused with a smile on my face.

`Go back to bed?' he smiled, and so he took my hand and we went back to bed. All morning we kissed and stroked each other's body till we became so aroused that he took me again. I enjoyed being fucked by him. By late afternoon, he was exhausted, especially after the last session where I sat him on the stool and sat astride him so that we were face to face with his cock hard up and inside me. We held each other tight as we kissed and rocked on the stool till he came. I did too, having my erection squashed up between us, and I came all up our chests, smearing it in with our mixed sweat.

So after our shower, I put on my underwear and dress, not forgetting my wig as night fell. He had the car waiting downstairs for me as we kissed at the door and made a promise to do this at least once a week.

`I know you make some money in the club on the side, as it were, and I did somewhat monopolise you last night. So here is a little something to make up for lost time, and thank you Stella for a wonderful day and night.' I took the envelope and kissed him before I went down in the lift to the car. On the way to the club, I opened it and counted two hundred pounds. For one night! Well, the day as well.

I managed to pass myself off as a woman to get to the club, having had a shave back at Toby's place. I sat at my place in our cramped dressing room to put on my make-up and began having thoughts about making some more money. The `girls' as they liked to be called, began to start drifting in to take their places to get ready for the night's show. We all used our stage names while in the club so I'll speak of them as how I know them. Pearl sat next to me and she looked very pretty when made up and was quite vivacious with it. I know she too turned tricks when not on the stage, so I included her in my thoughts as we all got ready for the night's show.

I was still formulating them in my mind in the taxi home after the show, having done four tricks that night. Going down on two, the other's having me from behind. He should really have bigger toilets there as it gets so cramped when three of us are all being bent over to be shafted at the same time.

Vicky was still awake when I got home and cuddled up to me when I got into bed.

`I missed you last night,' she said into my shoulder.

I missed you too,' I replied, kissing her hair. It's been giving me a lot of thought lately. This travelling backwards and forwards is really tiring me out, and I was thinking that with the extra money coming in, I should get a small flat or something in London for when I'm working. I wouldn't be so tired then and I would still be home for the weekend.' This wasn't what I had in mind, but it's what I told her. She put up the usual woman's argument. That the man should be at home at night, the children, the shopping etc. Besides, why spend the extra money on a flat. Because I wouldn't be able to earn it if I fell ill through all the travelling and also not spend most of the weekend sleeping, was my answer.

She wanted to make love, but I couldn't get it up I was so drained myself and said that it was tiredness. This I think, swayed her to the idea of a flat.

Jerome, the club's owner, had been pressuring me to change my nights to having two off during the week and do Saturday and Sunday nights instead, when I was really needed. I told him that I was working on my wife to let me do these night's and that it looked a distinct possibility. This kept him off my back for awhile until I could get Pearl sorted out. I found out that she was living in a cramped bed sit south of the river and not much bigger than this dressing room she laughed.

`Pearl. What if we got a flat together, a two bedroom one and shared the cost? I would only be there for five nights a week while you would have the whole week.'

`We still wouldn't be able to afford anything decent with the money we get here,' she countered. I took a deep breath.

`We could if we were to take one of our tricks home with us every night. Well I think one night would be enough to pay half the rent.'

`Do you really think so?' she asked and I could see the germ of the idea taking root.

`Well I had one the other night and the next day and got two hundred pounds for it.'

`Wow. It takes me nearly all week to get that much.'

`Well think about it. If the flat costs four hundred a week, with one trick each it's paid for. Any more would be a bonus. Think about it,' I finished and we went and did our show.

I think Phillip was more genuinely pleased at me being at home at the weekends than Vicky. He'd even gone out and bought one of those collapsible beds and stored it in the garage at the bottom of the garden. In keeping with the neighbourhood, the garages were built to look like miniature houses, with a sloping tiled roof, so it was like a small attic above where the car was parked. It was big enough to stand upright in the middle and it was up here that he put this bed. There was a ladder for access to this little attic and it could be pulled up so that we could go up there and not be disturbed.

I would casually drift over to his place and we would climb up the ladder and he'd pull it up behind us. Then it was just a matter of getting undressed, and before we knew it, holding and kissing each other with our naked bodies pressed together, erections getting squashed between us. He'd even put a thick piece of carpet up there for me to kneel on when I went down on him. He'd even make fun of hanging from the roof struts with his feet off the ground to see how long he could hang there while I sucked on him before he was forced to drop down. Then we would try different positions for him to get stuck inside and fuck me. He really looked forward to the weekends he told me but I still couldn't get to fuck him and had to make do with him taking it in the mouth.

He was disappointed when I told him that I was going to start working at the weekends, but was appeased when he learned that we would still be able to do it together on my days off. Vicky finally accepted that I would be home on Tuesdays and Wednesdays, though this eventually boiled down to only a Tuesday.

It was the next week and while out on the stage doing my act that I saw that Toby had come in to the club. So I stopped at his table when I'd finished and asked him, after sitting down and accepting a drink, if he wanted me for the night and day again. He said that he'd been looking forward to it, so I managed to get through to Vicky to say that I was going to a party and would be staying over for the night.

With Toby there, I only managed to get two clients out to the cottages, both of them wanting to use my lovely mouth. It's funny how so many of them are furtive as you open their fly and pull their erection out into the open. They keep glancing at the door as you take them in and start sucking and then seem to want to rush it, holding your head with two hands as they ram their cock through the back of your throat as quick as they can. It's only by holding the base of their cock tight in your fist that prevents them from doing just that. They all come to the accompaniment of groans of release as you take the surge into your mouth and then try to pull your teeth out as they quickly withdraw to hide their wilting member.

So with the show over, I took my overnight bag with me this time containing make-up and some fresh underwear. We went through the same sequence as last time. Him going down on me as he peeled off my dress before turning me round to fuck me.

Then after breakfast we lounged about in the bedroom and him fucking me three times during the course of the day before it was time for me to go. I did my make-up, and with clean underwear on, I then made my own way to the club. I got a vicarious thrill of actually walking down the road in the high heels that I had mastered walking in, hearing, and feeling, the whisper of nylon underneath my dress as I moved. I had a great hard on when I got to the club after this first parade outside in public dressed as a woman. Trixie was the only girl in the dressing room when I got there and I took off my dress to change. She saw my cock, heavy, large and throbbing and begged me to let her have it. So with a dab of cream from the table, she bent over and let me fuck her. It was great, holding onto her hips as I fucked a man for the first time, getting another thrill as I knew just exactly how and what she was getting. I came with great gusto and enjoyment and had to put on a robe to go to the toilets to wash as I hadn't used a condom, such had been the haste to do it.

Trixie had been so thrilled that she threw her arms about me when I returned, asking if we could do it again later. I managed to fend her off before the others arrived, promising that we would do it again at a later date. I could see the disappointment on her face when Pearl announced later that she and I were going flat hunting to move in together. Trixie's face fell at this, and I felt sorry for her as she wasn't all that pretty but she made up for that in style.

If two could move into a flat, why not three? When it came down to it, the place that Pearl and I both liked, was a four bedroom flat just off Wardour Street, just a short walk from the club. The rent was high but it was perfect. Ground floor and had two bathrooms. The agent had shown us around it and gushed over what a bargain it was, and we said that we would let him know later in the day.

I had gone dressed as the man I was, while Pearl was dressed as a female. She was petite and attractive enough to get away with it in broad daylight. Besides, it looked better that we posed as a couple looking at the housing market. We went and sat in a pub to talk it over.

But the rent's too high,' she protested over her gin and tonic while I drank beer. We'd have to fuck every night of the week just to pay for it. Nothing left over for food either.'

`Not if four of us were to share it,' I said, thinking of Trixie. I was pretty sure that I could get her to agree to move in on the promise that I would personally service her at odd times. I know it would mean finding one of the other girls to come in with us, but it was a distinct possibility that one of the other three would agree.

Let's take a chance on it,' I said, telling Pearl of Trixie. Let's give it a couple of months and I'm sure we could swing it.' So after a couple of more drinks, we agreed and went and signed the lease. We approached Trixie that night and she quickly said yes, even though her share of the rent was far more than she was paying at the moment. It was the fact that we would be running a male whorehouse that appealed to her more than anything, plus the promise that she would get to have me at least once a week, without charge of course. Before we knew it, Fiona was our fourth member. She liked the idea as Trixie had told her and wanted in.

So it was settled that he four of us would have a room each and pool all monies to pay rent, services and food etc. Having saved some of my money, unbeknown to Vicky, I agreed to bankroll the furnishing of the place, to take the money back over a period of time from our earnings. So next day was a shopping spree as each girl could furnish her own room, within monetary reason, to suit their taste.

I spent a thousand pounds that day, give or take a pound or two, and we had the stuff delivered a couple of days later. Meanwhile, the four of us had mucked in on the painting and such like before it arrived, so when, within a week, the place shone like a new pin. I missed one night there that I spent with Toby, getting the same fee as it were each time, and it looked like we had come to see this as a permanent arrangement. I did like the breakfast I got there each time, apart from the sex which I too enjoyed and got paid for.

So it was now up to the girls to hook a client for the night when we eventually moved into our new flat. It only needed one to pay for their quarter of the rent. Three of us got one for the first night when we let it be known what was available, with breakfast thrown in. It was poor Trixie who couldn't score that first night, but I let her have me as a consolation, and she wasn't a bad fucker at that.

She did eventually get two on successive nights so she was happy by being able to pay her rent and subscribe to the furniture fund as I called it. Most of us scored each night, finding a client who was prepared to cough up one hundred pounds for what was left of the night and the rest of the following day.

Jerome, when he learned of this, didn't object because it was bringing in more people to the club and spending a lot of money at his inflated prices and we began to get more clients than we could handle.

Next: Chapter 3


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