Working as escorts for the better part of twenty years has proven to have many advantages for Allie and myself. A couple of decades have gone by since we turned our last trick, but back then, we were insatiable and always horny. For us, the whore business was the right business, and thankfully, business was always good.

A good part of our success, I think, was because back in the 1970's and 80's, we were t-girls at a time when there just weren't many t-girls around yet. We were fortunate to have begun our unique lifestyle in the company of wealthy men, who paid us quite handsomely for the services we provided.

I've written quite a lot about how that all came about, so there's no need to retell it here. Suffice to say that we found our niche in life by selling our sex to rich men, and in the process, we became rich ourselves.

Our clients could easily afford the most expensive girls in the business, but those girls didn't have male genitalia like we did. The bisexual customers we catered to were into cock and tight assholes, and they needed strict secrecy. Back then, men of their social stature had to maintain a certain image.

They couldn't afford to let anyone know that they secretly they craved cock as much as they craved fine women. Allie and I were seen in public as fine, sophisticated women with bodies built for sex. But in private, we were dirty little trannies.

Looking back at the hundreds, maybe even thousands, of dates I worked during my career, quite a few will always stand out in my memory as special. You'd be amazed at the lengths people with unlimited wealth will go to in order to have something no one else has. They're always searching for that 'one-of-a-kind' experience or material possession.

One of those special dates that comes to mind occurred back around 1980, I believe. We'd been taking female hormones almost five years, and with the help of a few cosmetic medical procedures, we had developed the sexiest bodies around. The high society ladies we often mingled with never had a clue that we were packing heat between our legs.

Norm set up this particular date for me with one of his very wealthy friends in Chicago. Norm had a lot of rich friends all over the world, and he was kinda like our pimp for out-of-town dates, except that he never took a cut from the money we were paid. Norm had more money than he knew what to do with, so pimping us out to his rich friends was more like a recreational hobby to him. He loved us three girls and just wanted to help us succeed.

Norm was the first man I ever dated, and I was in love with him until the day he died. He taught me so many things, but the most important lesson he taught me was to always think of myself as being rich. He always said he wanted me, Allie, and Dani to be millionaires one day. We weren't millionaires yet in 1980, but we were well on our way.

At first, I questioned Norm as to why he was sending me on this date instead of Dani, because Chicago was her territory. I accepted the assignment after Norm assured me that Dani was getting her share of lucrative dates, and this particular client wanted a girl with a nice cock.

Dani, by this time, was well known for her small dick, and had become quite popular with several of our clients' bisexual wives. Back when we first met Dani, my wife Rosy taught her a technique to angle her small penis downward when she fucked to stimulate a woman's clitoris more than her pussy.

Her female clients loved the orgasms they got from Dani rubbing her tiny shaft into their clits, while hardly penetrating them at all. She could seemingly do it for hours if requested, but most of her women couldn't stand it anymore after three or four orgasms. Rosy always laughed about it and said she created a monster every time Dani fucked her like that.

Dani was such a sexual novelty with the ladies, she even had one rich woman who hired her once a month, just to be fucked by her tiny little dicklette. Like I said earlier, rich people are always searching for that 'one-of-a-kind' experience.

Anyway, during our chat, Norm said the client was very specific on what I was to wear. I wondered why he also wanted to know my clothing sizes, but then again, I was used to clients demanding unusual requests. Rich people are used to getting anything they want.

I flew into Chicago on the airline ticket the client bought for me. I was met at the airport and  chauffeured by limousine to a plush hotel where a room had been reserved for me to spend the night.

I spent the entire next day preparing myself for the date in the usual manner. I took a long, hot bath after a thorough cleansing of my anal cunt to make sure it was fresh for the occasion. Fragrant body oils and perfumes came next, the wonderful scents that had become so much a part of my life.

Every time I oil-up my skin, I'm so glad that Allie and I had all our hair removed by electrolysis. It was a long, painful process, but well worth it. Besides saving all the time and mess of shaving before every date, being hairless whores made us more desirable to our clients. 

I spent well over an hour on my makeup, tediously striving to get every detail just right. Since the client had already gone through considerable expense on me before the date had even started, I figured I would be expected to meet the highest standards.

Before I started to get dressed, I stuck an enema tube up my rear and squirted in some lube. I had no idea how much I was going to be used when I got there, so I took precautions. I didn't want to be reamed with a dry ass.

According to my dressing instructions, I put on red lace panties and bra, with thigh-high black nylon stockings that made me feel oh, so horny. My body had responded exceptionally well to five years on hormones, so my breasts always fit snugly in my B-cup bras.

I was, and still am, quite proud of the way my breasts had ripened into plump, soft peaches, juicy and tender from all the hormones. I've always been a big believer in meditation, and there's no way to prove this, but shortly after I started taking estrogen, I meditated every day on my new body. I especially focused on my tits. It took four years to do it, but lo and behold, my little peaches grew into modest, but shapely B-cups capped with luscious nipples.

My nipples always look puffy and protrude from my areolas way more than most women I've seen. And when I get sexually excited, oh man, do they ever stick out. It's like I have two hard-ons. Men find them erotic as hell to look at, and they've been one my trademarks through the years.

Allie did the surgery, because her tits never developed as fully as mine did. Her C-cup tits look absolutely gorgeous on her, but Rosy and I both agreed that my natural boobs, although smaller than I'd like, fit my body better and feature my sexy nipples so much better.

I slipped on a short black leather skirt, specifically purchased for this date. It was the first time I'd worn leather, and I just loved the scent of it, as well as the way it accentuated my perfect ass and feminine legs.

Of course, it was required that I wear black patent leather, five-inch heels, certainly not designed for comfortable walking. I always hated wearing heels, but I had to admit, they made me look so damn hot, and made my desire for sex that much stronger.

I took a moment to admire my favorite diamond navel ornament dangling an inch below my belly ring before I put on a black silk blouse. Silver, one-inch earring hoops with matching necklace and bracelet finished everything off. Everything about me just screamed 'high-priced-whore', and I loved it, because that's exactly what I was.

During the forty-five-minute limousine ride out of the city, I could only wonder what it must be like to have the money this man apparently had. He was renting me for a twelve-hour, two thousand dollar date, in addition to what it was costing him to fly me here and put me up in an expensive hotel.

The only thing I knew besides the way I was told to be dressed, was that his wife was going to be involved. It always felt a little strange to have sex with a woman other than Rosy or Carla. Our wives knew and accepted, even before we were married, that whatever me and Allie did on our dates, we did it for money more than pleasure. They knew it was our job and the client's satisfaction was always the top priority.

My daydreams were interrupted when the limousine stopped in front of a huge set of steel gates. The driver punched a code into the keypad and the gates opened up to a richly landscaped garden that sat in front of what I considered a large mansion.

The driver opened the door for me and accompanied me to front door, and even rang the doorbell for me. The lady of the house opened the door and the driver returned to the limo as I thanked him.

As I entered the lavishly furnished front room, I was suddenly overwhelmed by the woman's beauty. Her years had definitely taken their toll, but she was obviously the perfect trophy wife in her prime. Though I guessed her age to be maybe around fifty, she still had a finely sculpted female figure, which I immediately desired.

She was taller than I would have expected, and her walk was stronger than most women of her social standing. Her long, auburn hair reflected all the richness and splendor of the mansion in which she dwelled. She introduced herself to me with a long, deep kiss as she grabbed my ass, immediately reminding me why I was there.

She handed me an envelope, which was customary to pay the lady before the fun begins. I put it my purse as she walked me straight to the bedroom. I couldn't help but notice her delicious ass in the peach-colored silk kimono she was wearing. She stood me by the bed and kissed me again before excusing herself to get her husband.

She brought him in shortly, and he merely said "hello" from the far side of the room. Little did I know then, but that would be the only word he would speak to me. He sat in a chair by the door, so I didn't have much time to check him out.

At first glance, he looked like an athletic man, handsome and well groomed. Probably in his fifties like his wife, they both looked like they'd taken advantage of cosmetic medical procedures to hold back the sands of time.

The way she immediately swooped in on me, I knew that I was there for her pleasure, not his. Starting with kisses on my neck, she unbuttoned my blouse and removed it, along with my bra, so she could suck on my delicious nipples, which were now the size of pencil erasers extending from my dark areolas. She held my arms back for the moment and wouldn't let me touch her.

All I could do was just stand there and feel the blood rushing through my veins and my cock beginning grow. She unzipped my skirt and I remember hearing it fall to my feet. She pulled my panties down and started sucking my cock like she had known me all my life. She seemed to know all my sensitive spots and replicated all of my wife Rosy's favorite moves when she sucks me.

During this time, her husband just sat in the chair, rubbing himself through his pants. She stood back up and slipped out her kimono, revealing a body any woman would be proud to have. She was naked under the kimono, as I had suspected when I was admiring her ass.

She took my panties and rubbed them into her wet pussy, then held them to my face and kissed me as we both licked the wetness she had put on them. She again rubbed them into herself as she took them over to her husband.

She knelt down in front of him and unzipped his trousers. She pulled out a truly beautiful cock, and wrapped my panties around it. She licked his cock a few times sucked it a tiny bit before returning back to me.

We kissed as we stood by the bed and she finally let me feel her soft skin. Then she laid me on the bed and sucked my cock again, while straddling my face to let me taste her sweet, wet pussy. We must have done that for twenty minutes before she got up and pulled a dildo out of the nightstand drawer and shoved it immediately up my ass. I was so glad I had pre-lubed myself at the hotel.

I could no longer touch her as she gorged herself on my cock and worked the dildo into my ass. She kept gliding her tongue up and down my shaft and under my balls to where the dildo was vibrating away inside of me.

I remember thinking that I couldn't believe I was getting paid for this, because right from the start, I was the one being serviced, not either one of them. I wasn't sure I could hold back my cum much longer when she squeezed my cock hard and pulled the dildo out of me.

She laid herself beside me and quietly talked with me for a while. She told me a friend had told her about this female escort with a cock in Chicago that she and her husband had hired one night. When she told me about her small cock, I knew she was talking about Dani.

She told me about how thrilled she was when her husband talked to Norm about it, and found out girls like us came in larger sizes. She then told me how much she loved my belly ornament and how she admired the tattoo covering my left arm. When I told her the tattoo was covering a burn scar from a childhood accident, she expressed her sorrow for me and told me she never would have guessed I had a scar.

Now that we had gotten acquainted a little bit, I returned her favors and kissed and sucked my way down her graceful body. Like most of the older women I had serviced in the past, her breasts had lost a lot of the firmness of a younger woman, but I had grown to love this mature quality. To me, it seemed to add a touch of grace to their whole persona.

She had already removed my shoes and stockings, so we were feeling our skin together with no barriers. I ate her pussy good until she had bucked her way through two orgasms. I then lay back down alongside her, and she sat back up and straddled me.

She slowly slid my cock inside her sopping wet pussy and told me to push the dildo up her butt. As I guided the dildo into her ass, she leaned down to kiss me and bit my lip more than a few times.

She was going wild and I almost forgot that her husband was still sitting across the room, just watching us. As soon as she came a third time from being fucked, she got off the bed and had me kneel in front of her. I sucked her clit and fingered her deep inside, then I stood up and she guided me back inside her as her husband got up and left the room.

We fucked standing up for a while, then she turned around and bent over across the bed. I fucked her ass until she came again, and I remember filling her ass with cum before collapsing next to her. As we lay there recovering, I found myself amazed at the whole situation. I was being paid two thousand dollars to have this much fun with such a beautiful woman. I simply loved being a whore.

We went to the bathroom and took a shower together, washing each other's body and kissing and nibbling our tits every so often. After the shower she brought me back to the bedroom, where a bag full of clothes had been placed on the bed for me, including fresh lingerie and a beautiful silk kimono to match hers.

We redid our makeup together and then helped each other into our matching kimonos. We walked to a dining room, where we were served dinner and drank a whole bottle of wine. Throughout the entire dinner, her husband sat at the far end of the table and never spoke a word. It was a little eery as he watched us chatting, with her scootching so close to me we almost sat in the same chair.

As the dinner was coming to an end, she started doing things to me that made it clear that she intended for me to become the dessert.

She had been rubbing my cock with the silk kimono I was wearing as we ate, so I was already very hard. She then began talking dirty to me using very filthy words that surprised even me. I thought I'd heard it all until I heard the filth coming out of her mouth. And she was doing it in front of the servant as he cleared the table.

She had the servant stand at her husband's side and told me I was to go over and suck his cock. He was a good-looking black man, and since I wasn't getting any cock from her husband, I was happy to oblige. I pulled his cock from his pants and began sucking him only inches from her husband.

I was just getting into it when she came up from behind me with a strap-on and shoved it up my ass. She made me her bitch, and she told me I was, using the most vulgar language I had ever heard.

I was in heaven through all of this, getting it from both ends, and she was also jacking my cock with the kimono bunched up around my chest. When his cum flooded down my throat, I could hear her cumming from behind me and that was all I could take. I came for the second time that day.

The servant then zipped up his spent cock up and left the room. She kneeled in front of her husband and sucked him off while I licked her ass and pussy from behind. I could tell when he came because she began to cum at the same time, and this time she squirted, all over my face.

He nonchalantly got up and left the room, clutching my red panties. We returned to the bedroom with me wishing he would join us. I would have loved to be fucked by his gorgeous cock.

We both undressed and got into bed. We were both spent and we knew it. I was ready to go to sleep, but she was not my lover; she was my client. I stayed awake because I was being paid to be her toy.  We continued to caress and suck at each other, and I was happy to lie there for her when she wanted to suck my cock another half hour.

My cock wasn't all that impressive, compared to the magnificent specimen her husband was sporting. Before I started my transition, I had a good eight inches when fully erect. But five years on estrogen had robbed me of at least two inches. It was a small price to pay, considering how happy I now was in my female form.

I think she got off on my cock just because it was attached to me, a girl with a feminine body and natural, feminine tits. As she sucked me, she put her pussy back into my face and I licked her the best I could, given how tired I was at that point.

She must have been as tired as me, because when we woke up in the morning, we were still entangled in the same sixty-nine position from last night. I would have slept longer if she hadn't started sucking my cock. Our time together was growing short, and she was determined to get every last ounce of sex out of me that she could.

She came up to kiss me, and I started sucking her delicious tits, when I felt her reach around and guide the dildo into my ass again. I couldn't believe she was ready for another round. She convinced me moments later when her tongue invaded my mouth.

As soon as she got me hard, she guided my cock into her moist pussy and started talking dirty again. It wasn't long before she decided she'd rather have me fuck her in the ass and fill it with my cum. She told me to take the dildo out of my ass and put it in her pussy.

I lifted her legs to my shoulders and slowly slipped my lubed cock into her ass while I worked the vibrator in and out of her pussy. I was into her ass deep, and felt the vibrations of the dildo on my cock.

That's when I realized her husband was back in the chair watching us, again jacking himself with my red panties. I was wishing he would come over to me and fuck my ass with that beautiful cock. I couldn't think about it long, because at the moment, his wife was keeping me very occupied.

I was rubbing her breasts and she was rubbing mine, still talking dirty the whole time. She was begging me to fill her ass with my cum, and told me if I did, I would get to taste her husband's cum again.

I fucked her with everything I had left in me as filthy words kept spewing out of her dirty mouth. Her husband was jacking himself hard and I heard him let out a primeval grunt when he came into my red lace panties. Watching his wife going into a frantic orgasm when I filled her ass with cum is what triggered him.

Nearly spent, she rolled me over to sit on my face. I could hardly move, being smothered in her juices along with my cum dripping from her ass. I had no choice but to lick her pussy again, but it was more like me just sticking my tongue out as she rubbed pussy across it.

I don't know how she came again, but she did, and then got up and got the panties from her husband. She brought them over to me and I licked the cum off of them, while she fingered herself and watched me play with her husband's creamy cum.

Her husband had already left the room when I finished eating his cum off my panties. She knew I was nearly exhausted, even though we'd only been awake a little more than an hour. She laid me down with a pillow under my head and told me to lie still while she made love to my cock and my tits.

Then she snuggled me with female warmth until the servant from the night before brought us a tray of fruit, coffee, and tea.

She had him put the tray on the nightstand and told him to show me how he appreciated what I did for him the night before. He pulled his cock out and I jumped at another opportunity to pleasure his eight-inch black cock.

I sucked him again like I did the night before. I knew he was itching to fuck me, because it didn't take long at all to get him good and hard. I really wanted him so I took one last look at his cock, glistening with my spit. I turned around and got on my knees and elbows, offering my ass to him like any horny whore would do in the presence of a cock like his.

I ate her pussy for the last time as he fucked me from behind for at least fifteen minutes. After she'd poked me with that vibrating dildo all night, it felt so damn good to have real male flesh in me at last. In a state of total bliss, I collapsed onto her body when his cum spurted inside me.

He quickly zipped himself and left the room. She then held me in her arms for the longest time, telling me how happy I had made her on her birthday. That's when I realized why her husband never joined us.

This was her birthday, and I was the present he gave her. How sweet he was to let her have me all to herself while he was content to jack off as he watched her have her fun.

We lay there for about an hour as she kissed and caressed me until I was able to regain enough strength to share the fruit tray with her. I was feeling quite a bit better after eating some fruit and drinking two cups of coffee.

She took me in the shower and made me stand still while she washed me from head to toe. I held her head when she couldn't resist sucking my cock one more time. I was way beyond having the ability to get hard again, but I loved having her suck my limp dick just the same.

She dried and brushed my hair for me, and at times, I felt like I was her daughter. We giggled with each other as we did our makeup together. She then dressed me in new clothes she had bought for me and put the clothes I wore when I arrived in my suitcase.

We went into the living room and chatted until it was time for me to go. She gave me another envelope and I put it in my purse. She told me her husband was keeping my red lace panties.

She said that they were both very happy with me, and hoped to have me back again with her husband joining us in bed. The driver was now at the door and carried my bags to the limousine.

The next thing I knew we were parked in the loading zone at the airport. The driver woke me gently with a soft toned, "ma'am". When I stepped out of the limo, I realized how sore my ass was, but it was sore in a good way.

I went through the motions inside the airport and somehow made it to my seat on the plane. As I was flying home, I took the second envelope she gave me out of my purse. There was another two thousand dollars and a sweet note from her...

Jill...

Words cannot express the joy you gave me last night and this morning. When I first heard about trans girls with male genitalia, I just knew I had to have one. I'm so glad my first experience with a trans girl was with you. I hope to see you again, but if that doesn't come to pass, please know that I will always treasure the memory of you in my heart.

I know I had you more than the twelve hours we had agreed to, and I worked you hard while you were here. So the additional two-thousand dollars is a tip for your extra time and because you were twice as good as advertised. We will let Norm know how satisfied we are with your performance.

Love, Ellie

I swear I almost started to cry when I read her note. I spent all that time with her, and didn't even know her name until I read it on her note. I hoped that maybe I would get to see her again. I closed my eyes and fantasized about spending another night with her. Only this time, her husband would join us in bed.

I conjured up an erotic scene, where the two them were sharing me. I was on my back, with Ellie pushing her sopping wet pussy into my face, and her husband's beautiful cock buried balls-deep in my ass. I felt my cock getting hard just thinking about it.

I never did see her again, but that didn't bother me. One thing I learned about whoring early on, was to never get emotionally attached to anyone. It was touching to read her note. I could tell the words she wrote came from her heart and I'm sure she felt love for me in that moment.

I also knew that tomorrow, I would just be another rent-girl to her. She would probably brag to her high-class friends about the 'chick-with-a-dick'  birthday present her husband gave her. Another 'one-of-a-kind' experience rich people like her are always searching for.

Hopefully a few of her rich friends might want to experience a trans girl for themselves. At two thousand dollars a pop, I would be most happy to give them each their own personal, 'one-of-a-kind' t-girl experience.

The captain's announcement of our approach to the Des Moines area was music to my ears. I would soon be home again, relaxing in our Jacuzzi with Rosy, Allie, and Carla.

It had been a really fun date. I was sore and exhausted, but I couldn't remember being happier. I was expecting to come home with two thousand dollars, but I was such a good whore for her that I had four thousand in my purse.

I knew that this date would for sure always be one of my all-time favorites. I still have that kimono to this day.