TransPhases – A Most Memorable Date

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 Ankara bayan escort 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 Escort bayan Ankara 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. Bayan escort Ankara 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.