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Terry Green
Those damn clients of mine were driving me insane. At age 25 I was a millionaire, at 30 I had $5 million, and now a shade under 40 I had $23.5 million to my name. Yes the tax man had taken large chunks, which always irritated me, in addition to my phone constantly ringing off the hook. Wall Street never sleeps. The famous quote about New York is accurate for the financial district, but boroughs in Brooklyn were quite boring. They might as well be another planet, as being near the bull, made the landscape nothing but skyscrapers, cranes, and a haven for horn honking cab drivers. Why did I pick this area to work? Money. "It's all about the Benjamin's" was my go to phrase, but the long hours, cocaine and booze filled nights had taken a toll. My ex wife left me, not that I blamed her, as I was a workaholic. Thankfully she had only asked for $3 million in our prenup, and now my go to girlfriends were "by the hour." All had fake names from the in call service I used. Candi Lynn, Kitty, Annabelle, and Ginger were my usual selections, as all were Asian transgender women. I had romantic relations with black and white ones, but "Asian magic" was very much true. They were the ones who took my breath away, and considering what I dropped per hour, that only made sense. While I didn't like having to wear a condom while having sex, that was the company's rules, and the escorts insisted that they had to comply. So many times I wanted to breed them holding on their hips, but instead my sperm filled up the condom instead. Still it was good fun, and relieved me of the pressures of headache inducing clients. I often looked out my office window at the New York skyline, dreaming of just calling it a day, and moving to the countryside.
Yet there were clients to be billed, and money to be made. Another year had passed. Finally I decided to refer my clients and their stock portfolios, to a friend of mine that I had attended Princeton with. This proved my other cynical friends theory, that the big fish only helped other big fish, but being a multimillionaire I didn't give a damn. Strictly business, although I did keep my brokers license for Montana. I had gotten that as my "pipe dream," but now I was purchasing 400 acres and a large home about 25 miles east of Missoula. Close enough to the city, but a rural area, where I could focus on working out, fishing, hiking, and getting in some deer hunting. Having grown up in a rural community it made sense, and it only took a few days of wire transfers and settlement paperwork, to land the property of my dreams.
I'll never forget that summers flight from JFK to Missoula. There was of course a connection flight in Chicago, but as I relaxed in first class, my mind wandered off to the moving company. Hopeful they arrived and set up everything to my liking. My intention was simple, and that was to have down time. I might get a few clients in Missoula, as there was a substantial amount of money there, but I decided I would work no more than twenty hours a week. From Thursday to Sunday of every week I'd be off, no matter what the NYSE Or NASDAQ did. Bull or bear market? Who cares, as my track record was successful during both, and a laid back approach would be more enjoyable. Plus my own savings interest and portfolio was doing incredibly, so there were no financial concerns.
The landing at Missoula was a little rough. Those damn small planes. Being 6'4 and 240 pounds of muscle, these were meant for people like me. Walking out on the tarmac, the wind whipped my blonde hair around, stinging my blue eyes. It definitely was colder here, and I was grateful to see the executive driver with the Towncar there. They didn't have the usual Audi or Range Rover SUV's here, but this was a reasonable compromise. My driver Andre was dressed sharply in a suit and tie. "Welcome to Montana Mr. Green, I'm Andre, and ready to take you to your residence."
A lot of people think high income people are assholes. Okay most are. Yet having grown up from humble beginnings, I requested Andre please to keep the partition open. "Did I hear a Tennessee accent?" "Yes sir." "Call me Terry please." Andre smiled and called me that. He told me about growing up in Chattanooga, which wasn't too far from my Knoxville. It was good to reminisce, as we laughed about the heat, the Volunteers at the university football team we rooted for, and of course about whiskey. Andre was a very intelligent man, and this car and three others were his up here. He had done time in the army, and once our created this executive car fleet company. A good businessman who saw an opportunity and jumped at it. My type of man.
The landscape was a polar opposite of New York City. Missoula wasn't that big, and once out, it's rural expanse became stunning in every way. Night was falling, with stars as clear as I'd ever have seen them. About forty five minutes we were at the new house, and my real estate agent earned her commission for a job well done. A spacious Tudor style house, with a large wrap around porch. Pine trees everywhere and views of mountains. Andre had to admit, "this is the best looking house I've seen." He was helpful bringing in some of my luggage, and I saved him time by grabbing the rest. I tipped him my usual $500 to make up for the dicks, who didn't take care of their drivers, and he was profoundly grateful. He gave me his card, and told me "our company will always be ready for you." Seeing his tail lights drive off I was alone. They went further out into the darkness, and I walked into the house to get a beer out to celebrate.
The company had stocked the fridge, freezer, and did a outstanding job furnishing the home. Most of my computer equipment was up, although the green beanie style chair could go. The recliner in the living room was better than advertised. I saw falling asleep in this quite often, and also it being perfect for watching tv, Netflix, or reading books in. Then again I only did that so often, and went downstairs to give the gym a whirl. Sweating on the treadmill, hitting the weights, I worked out hard. The shower felt so good as the beads of water hit my aching triceps and legs. A bolt of hormonal energy got me hard, and I jerked my big eight inches of cock until I saw my sperm rolling circularly following water to the drain.
Tension relieved, I checked the rest of the home. Outstanding! The tank of sea fish was open, and I fed them. Sure enough they didn't hesitate on the pellets, and this was another room to relax in. After exploring a bit more, I finally got a decent yawn in, which meant it was time to crash. That happened and was perhaps the best sleep of years. I don't even remember my head hitting the pillow, as it was just lights out. Dreams were remembered though, as I had my transgender lover Ginger riding me. Her little Asian ass clenched around my cock as we kissed, her sultry perfume filling my nose with her scent and sweat as we fucked like wild animals. Again I had to jerk off, waking up with a gigantic hard on. That was going to be a problem. Sure escort services of every city had traveling sex workers, but transgender ones in Montana were going to be rare. There's always a negative for each positive, but if Missoula's agency I had looked up previously didn't provide for my needs, I could simply schedule and fly one in from another city. From one cockpit to mine.
Every day I found new hiking places, rarely turned my computers on, and lifted weights for hours. Blood pressure dropping, this was a good way to live. My two cars were in the garage, a Range Rover SUV and top of the line Chevy Silverado pickup truck. Both would be handy here soon, as a lot of rural areas, and sooner than later the snow would make its appearance. In New York it got cold, here both vehicles had battery warming stations. I knew that I'd remote start them upstairs, and set their heat to full blast. Being a southerner, who adjusted to New York, this was a far bigger leap than I cared to admit to. Generators were attached to the house, and I had ordered coats that looked appropriate for summiting a K7 mountain. Better to be ready though, as I had been to Alaska on business, and was shocked during my time there what it had felt like.
True to my desires, I was fine with the twenty hour work week. I was still making a couple million a year, and yet was running and lifting to my hearts content. Not many men my age could run 7 minute miles, and over 8 miles or so was very impressive. My sex drive was a source of frustration, and I jerked off regularly to transgender porn. Soon I would have no choice but to call the agency. A few days later I did, and to my surprise, they had a nice looking Asian transgender lady named May. She was 25, 5'5 and 125 pounds with c cup breasts and a small shaved cock. I reserved her for all night Saturday. $500 was chump change compared to the New York rate, but I wanted her to feel comfortable during her stay with me.
The doorbell rang. It was 5 pm. As I answered it, May was at the front porch and her security/driver waved to both of us. That must be a pretty good job, as the newer model BMW took off. I introduced myself, welcomed May in. She looked absolutely stunning in a black blouse with a silver necklace, black skirt, and high heels that made her a little taller. Her eyes, lashes, and pouty lips gave her a innocent look. Those legs were spectacular, and I looked forward to sliding my hands on them, when the time was right. May felt at ease, and joined me at the table, where I had cooked us a dinner of filet mignon, vegetables, and fine wine to pair with it. She had this smile. Also a shy look, but as she drank more wine, I noticed her playing with her long black hair. The buzz and our good chemistry was off the charts, and soon our hands we're together. Her small hands were topped off by well decorated fingernails, she definitely took good care of herself, and that cleavage was making me feeling hot and bothered.
We chatted more, and without noticing, soon we were kissing. She giggled and smiled. She really was feminine. Soon those kisses involved our tongues, and I felt one of her hands grabbing my crotch. Oh my. It had been so long, but my monster cock hadn't skipped a beat, becoming instantly hard and ready to rumble. We went to the bedroom, kissing more, and she took off her blouse to reveal a pink bra. I took her bra off, playing with her nice boobs. Firm with small perky nipples. I sucked her chest, her seductive perfume, and those pink panties below bulging. Soon my pants bulge was rubbing against hers, and after getting her dress off, May kissed me and unbuckled my pants. She also took my shirt off and gasped, as she saw how hung I am.
It felt so electric when her fingers played with the elastic strap on my underwear. What a tease. She soon reached down, pulling my hard penis in her hands, as I moaned with pleasure. It felt so damn good, and she took her panties off, rubbing her cock with mine as we kissed. Soon she was on her knees, licking my shaft, and then taking my penis into the back of her throat. My shoulders and back almost went out of alignment, as her wet mouth and heat enveloped my manhood. May was a pro and she literally slurped, oh yes the noise was incredible as she brought my penis into her mouth for complete control of me. Also she put my cock between her breasts. Felt so good. Amazing. We kissed more and as I felt her boobs and cock up, she slid a condom on my erection. Admittedly I was a little disappointed, but guessing this was international practice nowadays.
Taking her from behind, she had the sweetest peach like ass. Soft shaven legs, nice feet too that were painted with red toenail polish. Her necklace was all she wore as we both were naked, and joined at the hip in a primal mating ritual. Her ass was so tight, May had such a feminine howl when I throttled her deeply. Playing with her balls she moaned, and soon I took her from the side so we could kiss. Playing with her tits and cock, male and female, ying and yang. The best of both worlds. Her soft arms and legs, her fingers on my hairy chest, oh sliding in and out of her rear end was so wonderful. My beyond full cock was pummeling, and I threw her on top of me. Looking into her Asian eyes, she moaned as my sweaty muscular arms grabbed her face as we kissed with vigor. Electrical fuses of sexual prowess lit, she started to breathe heavily. Her eyes closed. Oh yes I felt her cum spray out of her cock all over me.
She turned me on more by putting her fingers on the pools of her cum, and putting it in her mouth. She continued to ride my hardness, and as the room spun, her hands were firmly on my testicles urging my sperm to travel on out. Oh yes she got my sensitive balls, playing with the area below, leading to an epic orgasm and collapse of pleasure for my whole body. We hugged for awhile, showered, and went at it again. By the time her driver was there the next morning, she could barely walk, and I think my big cock was a lot more than she had ever had in that ass. I kissed her, gave her a $1,000 tip, and a dozen Roses to say thank you. She had the warmest smile. Such nice teeth, so feminine, and I'd definitely arrange for her again.
In the coming months I had her over several times, and she was pretty damn good company. Quite cerebral , interesting and also mysterious. Later on I found out she was an agent for Chinese intelligence services. It's a good thing I didn't have any national security secrets, nor did I teach her my business acumen. Yet I sure made her feel the fury. That could describe how the seasons changed. Fall came and left with haste, and soon it was snowing. The cold just seemed to go through you. My investment in the snow removal company was a deft move, although sometimes I'd get out there to acclimate to these conditions. Some snow storms you couldn't see mere inches from you. While the Range Rover was great on trail hopping, I used the Silverado to get around. Got to know some of the locals at the watering holes, and even became involved in a conservation group. Nice people, and some wonderful endeavors in cleaning up Missoula, and also keeping outdoor recreation areas accessible.
Missoula was a college town, and also it had a surprising variety of commercial and industrial interests. The new hot factor, was cloud storage for data. Most of that was in the DC area, but I met a lot of people in this field at bars around the city. Lou's Bar and Grille was a happening place. Again another misperception is that wealthy, eat at those places with little portions, and some wine that couldn't be pronounced. Just like anyone else, I enjoyed succulent ribs, beer, and live music. Every Friday at Saturday night at this establishment, one of the city's oldest, was usually excellent country bands. Most of them were local, although one night a Canadian singer took the house down. So much talent, and all of us at the end of the night, we're sure we saw a star in the making.
March was still cold, and leaving Lou's, I heard commotion in the parking lot. A woman and man yelling. Then the distinctive sound of a slap with her scream. I don't know what the term is, but I will not allow a woman to be beaten up by a man. It hits every bit of my flesh and blood in the wrong way, and makes my Irish temper hotter than any solar flares from the sun. Yes my concealed Smith and Wesson was in my jacket, but as I assessed the situation, I saw the guy with no weapon and a small woman on the ground. He continued yelling at her, with spittle coming out of his mouth. "What the fuck are you looking at?" He had noticed me. I felt my pulse race. With silent calm but internal range I responded "a dead man." He looked at me like I was crazy, as he was just as big as I was. The lady sobbing on the ground said "John enough please!" Big John came towards me. I bladed my body, and sure enough he attempted to hit me in the face, but I ducked and then immediately head butted him with the force of a wrecking ball.
Down on the ground he went. That cracking noise told me I had taken care of business, but then I heard him yell "I'll get you motherfucker!" Angered even more I stepped on his back, then walked on his fingertips, with even more cracking noises and screams of agony from him. He was done, a bloody mess with busted up hands. I stood near him and told him to "get out of here." He complied immediately, running like a wounded cat that lost eight of its nine lives. The lady on the ground looked stunned. She was maybe 30, probably 5 foot tall at the most, and had a bruise near her right eye. She was Asian. Rare for a town that was 95% white. I asked her if she was okay, and she said, "I think. Thank you for helping me."
"Let's get you to the hospital." She said, "no." That she was "fine," and we all know that's a dangerous word from a woman. I helped her up and she couldn't have weighed more than 95 pounds or so. What was she doing with that jerk? Finally she broke down, and I did what felt right, which was to console her. She cried in my arms, and in between her tears and wails of agony, I heard "just so you know I'm not a woman. I'm a man!" At this point who would care as humans are human? I hugged her more and said, "it's okay I'm Terry. Terry Green. Let's see to it that you get somewhere safe." There was more sobbing, and heavy breathing. Admittedly I was watching my six, to make sure that thug beating this fellow human being wasn't around, and knew time and distance, for evasion were the name of the game. Quickly I asked "what's your name?" "Ruby." Then more crying. "Ruby, we can't delay this for our safety, let's go to my truck please," and she cooperated as I got her in the cab.
Driving at fast speed from a unknown situation, I asked Ruby who's head was down, "do you want to go to the police?" "No!" "Hospital?" "No!" Finally getting into a mood of consternation, "`my house?" "Yes, that's ok." Wow Ruby had said three words, we were getting somewhere. Driving fast but in my head laughing that "I love you " was also three words. Images of romance with three words, or in this case who knows. Flying back to the ranch at excess speeds, I wanted to get to more firepower and resources if necessary, because the answer to volatility is strength, resolve, and home turf. No one was following us.
I had to pick Ruby up, to bring her inside. On the couch, door locked, and I brought out tea, water, and a warm wash cloth and aspirin for the swelling. Other than that I didn't know what to do, but be there as a supportive person, to another human being who was suffering. Finally Ruby looked up at me. What pretty Asian eyes despite the bruise, soft lips, and a dainty figure. Deep down I felt embarrassed for thinking this way, but at the same time I was ready to help my fellow human traveler out no matter what.
We are all one human family. All of us suffer on the walk of life. I was lucky despite rural humble beginnings, to learn from a young age, that all people are related no matter what. There was serious racial tensions in Tennessee. Thankfully my parents raised me to judge on character, as MLK had preached. They had been a part of his civil rights movement, and told me stories that made me sad, but also provided nourishment for my soul. They were totally fine with my lifestyle. Dad said it best, "you got good character and treat people well, so what?" Perhaps not poetic, and not musical like southern phrases are, but it delivered a message. Now I had this young lady/guy named Ruby in my living room, with painted red fingernails, lipstick, and nice flowery perfume but upset.
"Thank you, was it Terry?" A daze of confusion hit as apparently I didn't know how to react. "Thank you Terry." Her voice was hypnotic. I got my senses together sitting close by and said "anytime Ruby." Sitting there a few more, she explained that that man didn't believe her that she was transgender, and once he found out, he became aggressive. He started yelling, then out came the slap, and that's apparently where I entered this real life drama. She started to laugh. "You really kicked the crap out of him." I finally did and said, "well, guess he deserved it right?" Although not a fan of violence, men my size were only to defend, not attack people a third our size. Ruby looked up at me. I guessed 22 or 23 years old. "Do you hate me because I'm a man who looks like a lady?" I couldn't stop smiling. Actually started laughing. Ruby looked at me as if I was crazy. Finally it dawned on me she was uncomfortable, and I replied, "nope, I've dated and had wonderful relationships with transgender women. Welcome to my house."
For once Ruby smiled. There was a palatable tension release taking place. Obviously I wasn't going to tell her about my call girl habit, but found out her family had disowned her. She had gone to University of Montana on a foreign exchange student program from South Korea. I smiled as she majored in finance, and was working on her brokerage license. "You're looking at a stockbroker." I laughed as she thought I was some kind of cowboy. Admittedly wearing a leather jacket, western hat, flannel shirt, and a sidearm I could see her vantage point.
We talked all night long. I brought out some wine I had imported from Maryland. She and I finished a couple bottles off, and we both passed out in the living room in the middle of the night. Waking up or something like that, my eyes foggy, and mind in a similar condition. Did I have a strange dream about the events from last night? A cup of coffee with a beautiful dressed transgender woman, in a red nightie she must have found in a closet appeared. "Good morning Terry." "Good morning Ruby." Her smile, small perky breasts, and little cock bulge got my blood pumping. She sat next to me, kissed me on my cheek, and prompted me to drink this coffee. It helped and soon she brought me a delicious breakfast of pancakes and bacon from the coffee. Barefoot and looking very attractive, her long black hair, and some makeup brought out her feminine qualities. I liked how she sashayed from side to side, and admittedly was starting to think with my brain downstairs.
We had another good conversation, and she indicated, "she was happy being here with me." I hadn't realized how lonely I had been. It's one thing to be with another guy or transgender woman, but what matters the most is the intellectual and emotional connection. What a delicious meal. She so kindly massaged my feet in, what she must have learned from Asia. It was so nice being doted on, and her TLC were really therapeutic to a guy who had spent his life on conference calls and making trades of money. Never did it enter my mind that I was lonely, but having Ruby in the house, was a jolt in the arm of life, laughter, and sweet harmony that I hadn't known.
Ruby said she didn't have to go back to her apartment, and I was relieved, as it was like she read my mind. We sat together all day chatting about life, her growing up overseas, and the pains of being transgender and bringing dishonor to her family. I cried with her, holding her close to me. Hours went on and seemed like piano notes of mere seconds, as I finally discovered lunch was needed. Ruby insisted on making it, but I told her to just "relax, and let me take care of it." The steaks and sides came out perfectly, and I brought more of western Maryland's vintage out. We drank and looked in each other's eyes. It was like we had known each other a lifetime. Ruby kissed me. Her lips were so soft, tender, and full of electrical vigor that made me churn down below with pure aggression to just take her.
She didn't resist when I picked her up, and her shaved legs wrapped around me, as we kissed with intensity. Her hands around my neck, my penis hardening with both of our breathing changing, we were on the king sized bed in no time. Kissing, my hands took her top off. Oh she had nice little perky tits. As I sucked her nipples she whimpered in pleasure, and eventually I just took the red silky outfit off, sucking her small shaved penis. All the way in my mouth. Licking her rear end, she got extremely hard, and convulsed with eye rolling and a smile that made me even more aggressive. Soon she was down on my penis, her diminutive fingers wrapped around my monster, that wasn't friendly and going to take care of her one way or the other.
She smiled and our eye contact was viscerally thrilling. I said something that made no sense, there was no translation for what it felt to be in her mouth with that Kimber tongue of hers swirling around my cock head. Our collective nudity was so sexy, and her perfume made me twitchy, and I fingered her to find the tightest ass I'd ever felt up. In and out. She closed her eyes, moaning, and finally I got behind her to start what would be a wonderful experience. Inserting I went in easy. She just kept saying "you're huge, you're huge" in her accented English, and I couldn't believe how my cock squeezed in with no room to spare. So tight, wet with lube, and internal cumming no doubt about it. My whole body had goosebumps, as I started to pump Ruby with purpose.
Soon she was on the end of the bed, shaved legs open, and my penis disappearing into her. Seeing my cock, the very essence of my male hood enter that ass, was visual eye candy. Sounds of clicking, my precum and lube, the scents and pulsating of being together was truly erotic and exotic. Her perky nipples were fun to play with, as we kissed and made love. I felt her penis erupt on my abdomen as we continued to tighten up, to have two become one in the most symphonic of sexual experiences. Music was being made, and her riding me, that long hair on my chest and our eyes searching each other. We were interlocked on one mission, and i howled as a wild animal would, as I blew my DNA inside her at an intense rate. Oh yes I had bred her completely, and now the molecular strands of my essence, were in her like a pearl in a oyster.
Ruby and I became very close, and she moved in with me. Every night she was between my legs, slurping up my penis, and taking my hardness inside her as we both climaxed. We always went at it, but night was our best prime time, and showering with her was pleasant. Once I discovered she liked being cum on her tits I did that to please her, but most of the time she had to be bred. That tight little Asian ass needed to be stretched, and my cock had to be inside her. We took breaks to eat, I also helped her get her stock and broker licenses. My young fiancé is now working with clients, as I oversee the construction of our new jacuzzi. The construction workers can't take their eyes off of her. I don't think any of them know, but it makes me horny, to know their balls are full of sperm for my beloved Ruby. I have it made with the love I didn't know I needed, and always will support my loving and passionate gem as much as I can.