Invasion of the Tgirls
In the late 90's, SoBe became the hip place to be and gays and bisexuals began arriving in droves. Tgirl films were becoming very popular and many American and Brazilian tgirls found a comfortable, accepting environment in SoBe. I came on the scene at a time when gorgeous tgirls were on every corner. Needless to say, I got to know many of the girls from the sex-film industry. While I hated the people that used them for money, I loved spending time with the girls. Most were only trying to make money for their hormones and the inevitable sex change operation. Many of them supplemented their film income with money made as a prostitute. I felt bad for them, because their reasons were so different from most male and female prostitutes. They couldn't keep jobs because they couldn't identify themselves as females under the law. Their medical expenses were not covered by insurance. As someone who was financially independent and not interested in going through a sex change, I had never considered the problems they faced.
The ones who were moving toward a sex change did not appear to be attracted to other tgirls and didn't seem to enjoy sex very much, but the ones who liked being a tgirl were generally insatiable sex hounds. The Brazilian girls were the wildest and they could really take an ass pounding. Brazil is the center of the cosmetic surgery universe and, despite the macho culture, tgirls are more accepted there than they are in most parts of America. It was not at all unusual for a guy to take a tgirl to dinner in a restaurant in Rio. After hearing so much about it, I decided to see for myself.
I went to Rio at Carnival along with Maddie and one of the Brazilian tgirls. Her name is Doni, but she uses a different name in the movies. She is a tall sexy girl with a large cock, a pretty face, and gorgeous breasts. She loves to top and bottom in he films and looks great doing it. She took us to a beach party the first night, where everyone wore masks and very little else. What little they were wearing came off shortly after sunset, but the masks remained and the sex began. Initially, it was relatively normal, with men fucking women and the occasional gay or Lesbian pairing. There were several tgirls there and we started pairing off. Doni, Maddie, and I got a hot threeway going with Doni fucking me as Maddie slid her giant rod up Doni's hot ass. Eventually, the "straight" people gathered to watch and a couple of guys asked if they could join us. We eagerly agreed and began coupling in various configurations.
After that, the dam broke and everyone was fucking everyone that they bumped into. I fucked men, women, and tgirls in every combination and was mounted a dozen times. Some guys just wanted to slide their cock in for a few strokes and some wanted to feed me their hot load. My favorite part was when two guys laid on their backs and positioned their bodies so that their cocks were sticking up together. I straddled them and slid down on both cocks at once. Just to make it more interesting, the wife of one of the men managed to straddle him and impale her ass on my hard dick. Finally, Maddie stuck her giant pole in my mouth and began to face fuck me. The sensation in my love chute was so strong that I had trouble concentrating on the lovely girl who was riding my cock like a maniac. She was rubbing her clit and squealing as she continued to push back forcing every inch of me up her vise-like asshole. I usually last forever before I come, but she was so tight and energetic that I just exploded, filling the condom with hot juice. She leapt off me and jerked the condom off. She sucked my balls dry and cleaned my cock. Then she swallowed the contents of the condom. What a hot slut she was! As she swallowed my cum, Maddie filled my mouth with one of her trademark huge cumshots. Shortly after, one of the guys in my ass filled his condom with creamy cum. I pulled his condom off and shared it with the hot babe. When her husband was ready to cum, he shot a little in her mouth and the remainder in mine.
I invited others to share their cum with me and it turned into an oral gangbang. Every time a guy got close, he slid his shaft between my hot, moist lips and I swallowed every inch and every drop that followed. I lost count of the cocks I sucked, but Maddie said it was over twenty. It's a good thing I got a lot of exercise that night, because 20 orgasms are equal to 720 calories of protein. Next to Phil's party, that was the most I had been fucked in one evening and definitely the most cocks I had either fucked or sucked. Before we left, several guys and tgirls laid me on the sand and shot their loads all over my body. Then they licked up every drop. I shot about a gallon of cum in the mouth of a tgirl who was licking my cock.
When they finished, I went into the ocean to clean up a bit. One of the tgirls came with me and I let her fuck my tits and feed me her cum. At that point, I was exhausted and I pulled Maddie and Doni off of each other and we went back to our villa. On the way, Doni fucked Maddie in the back seat. And I thought I couldn't get enough.
Celebrity Lovers Let me start by saying that I would never identify a lover or do anything to jeopardize someone's career. When SoBe became a hot spot, a lot of American and foreign celebrities either bought homes there or visited regularly. A lot of those celebrities are either gay or bisexual. The availability of tgirls was a major attraction. My first celebrity encounter was a total surprise. I have never been starstruck and I don't get weak in the knees at the sight of a hot movie star. I was with some friends at a club, when another member of the party arrived with a well-known Hollywood hunk in tow (we'll call him Fred). This guy was married to a gorgeous star and had a long history of dating hot looking women. He also had children. The minute he laid eyes on me he began coming on strong. He was sexy and charming, but I was sure he did not know that I was a tgirl. He finally said that he would like for me to join him and a friend at his suite. I assumed that it was the girl that he arrived with (not his wife), so I reluctantly agreed. Before we left, I asked if he knew about my special circumstances. He said that one of the others at the club had told him. When we left, the girl did not join us. Instead, a hot looking stud that I didn't know came with us. His name was Jeff. We rode in the back of Fred's limo and things got started quickly. As we sipped champagne in the limo, each guy sucked on one of my nipples. Eventually, Jeff worked his way down to my cock and began to give me a hot blowjob. Meanwhile, Fred slipped his impressive cock out and fed it to me. Before anyone came, we arrived at the hotel, pulled ourselves together and moved the party to Fred's suite. It was a huge suite with many rooms, and an unusually large bed. We piled in and began a wild night of fucking and sucking. My favorite part was fucking this movie star stud up his tight ass while Jeff gave my ass a lovely dose of cockmeat. We finally passed out around 4AM, with Fred's cock still buried in my ass.
The next morning I awoke with Fred's limp cock still resting against my butt and Jeff's cock in my hand. I started to get up when I noticed that we were not alone. A gorgeous woman, in a very expensive dress was at the foot of the bed watching me and I jumped, waking Jeff, but not Fred. "Hi Mary", Jeff said and rolled back over. Mary (not her real name) said "Jeff, aren't you going to introduce me to your friend?" Jeff said "Tess, meet Mary, Mary meet Tess." and rolled back over again. I suddenly realized that she was Fred's movie star wife, and that she was not upset by what she was seeing. She immediately undressed and asked if I liked girls too. Before I knew it, she was sucking my cock back to life. I shifted around to 69 with her and woke Fred in the process. He smiled and said "Hi honey. I see you met Tess." With that he slipped on a fresh condom and slipped his hot cock slowly up my ass.
We found a great rhythm and I eventually shot a load in Mary's mouth. I warned her but she never backed off, taking every drop. I continued eating her sweet pussy and she went through three orgasms while Fred continued to pump my shapely butt. When he got close, I slid his silky shaft in my mouth and moved my lips slowly down his shaft until I had every inch. Then I began to lick his balls. Mary shocked me when she moved behind him and stuck her tongue in his ass. That put him over the top and he sprayed my tonsils and tongue with steaming jizz. Mary wanted a taste so I let some run down my chin and she licked it off.
We rested a bit, then I lubed Jeff up and slid my cock up his tight ass, waking him suddenly. I didn't realize that Jeff had never been fucked before. I offered to stop, but he told me to leave it, but go slow. He was a real trooper as I gave him a slow, smooth fucking. He became a fan very quickly, despite the pain of his first anal invasion. After I came, Fred fucked him too.
We spent the whole day in bed, except for a lunch break which was delivered by room service. Even during lunch, Mary was horny. She had asked for a whole zucchini and then sat in her chair pumping her pussy with it, then feeding pieces of the cuntjuice-covered cylinder to all of us at the table.
I have to admit that I was intrigued by her beauty and distracted by memories of her movies and the various scenes that came to mind as I engaged her in lusty interaction. She is a stunning lady and even more beautiful than she appears onscreen.
After lunch we had more sex and I was exhausted when I left that evening. It was an illuminating day and it wasn't long before I realized how incestuous the Holloywood scene really is. About three days after this encounter, I got a call from a Hollywood agent, asking if I would be available for a date with one of his clients. The client was a well-known action star who was frequently linked with very attractive starlets. I told the agent that his client could reach me at one of the local clubs and forgot all about it. That Friday night, I was at the club when I noticed a big hubbub at the entrance to the club. A couple of minutes later, one of the waiters told me that _____ was in the club and was looking for me. This guy was quite the muscle-bound star and not known for his stunning intellect.. I was actually ambivalent about meeting him and did not respond initially. Eventually he tracked me down and asked if he could talk to me privately. I agreed and we moved to a private area. He apologized for the "star treatment" and said that he was a bisexual who had to keep up appearances for the sake of his career. He had heard about my session with Fred and Mary, who were frequent sexual partners and wanted to meet me.
I appreciated his honesty and was attracted to him despite my disdain for his macho bullshit films. He was very charming and somewhat shy at the same time. I asked what he liked to do and he said that he really just wanted to be fucked and to swallow my cum. I took him back to my place and asked Maddie to join us. That night we took turns fucking "Mr. Macho" and draining our cockjuice in his slutty mouth.
This encounter led to more encounters with Hollywood stars, most of which would be household names to John Q. Public. The one thing I learned was that these people were desperate to take a walk on the wild side. They were so tired of living up to their image that they would do anything to live out their fantasies with a hot shemale like me. Some of them were probably not even bisexual. They were just desperate to try something new.
During that time, I had sex with three Oscar winners, two Emmy winners, and two Grammy winners. I fucked three of them and was fucked by the rest. They were all concerned about their image and will remain anonymous as far as I am concerned. Eventually, I managed to avoid further contact with the Hollywood crowd and was happy to be out of that scene.
My Political Connections
During the insanity of the 2000 presidential elections, a lot of political operatives came to Florida to ensure that their side got a fair shake. Most of those guys focused their attention on Tallahassee and the incredibly biased actions of Ms. Hughes and her band of Republican stooges.
Some of these guys came to Miami to monitor the activities of the recount squads, an activity that was incredibly tedious and boring. By the time these guys finished a day's work, they were ready to unwind. I bumped into a couple of these guys at a SoBe club and spent almost two hours listening to their tales of how they were screwing the opposition.
The two guys I met were mid-level operatives who had aspirations of living in Washington and being influential lobbyists. I got tired of the boring recap of their activities and told them so. I began to make my exit when one of them begged me to stay. In his intoxicated state, he described his desire to have sex with me and swallow my cum. Given that he was a major hunk, I decided to see this through. His friend was in shock but joined us at my place.
By now, you have probably guessed that I love a man's cock. I love everything about them - the way they look, feel, taste, and smell. I love they way they feel in my hand, my ass, between my tits, and especially sliding down my throat and spewing jets of hot cum. In my sexually active history, I had seen dicks of every shape, color, and size imaginable, or so I thought.
That night I experienced the most amazing cock I have ever laid lips on. Mr. Stud Politico (Hunter) and his buddy Cam joined me at my place and I immediately went for their cocks. When I pulled down Hunter's Calvins, I was speechless. His cock was a respectable length, soft and grew to an impressive seven inches as it hardened. The amazing part was the thickness. It was as thick as a Coke can. I tried, in vain, to get it in my mouth, but couldn't get past the tip. I wanted to suck it so badly, but simply couldn't make it. He was so horny to be fucked, but I just had to get that thing up my ass. I lubed my butt with a ton of lube and finally got a big condom on him.
His friend was mesmerized by the sight of me straining to get that monster up my ass. It took ten minutes to work it in all the way and I was gasping for air as I began to move slowly up and down on it. It hurt a lot, but felt so intensely hot at the same time. After a few minutes, the pain subsided and I began a slow rhythm milking the giant pole that had my ass stretched beyond all reasonable limits.
At this point, Cam regained his senses and managed to get his sexy lovelog balls-deep in my mouth. It was all I could do to suck him with the intense sensation going on up my hot ass. Then Cam got adventurous and repositioned us so that Hunter was reaming me doggie style. The he moved behind Hunter, slipped on a condom and slid his hot dick up Hunter's tight ass. Hunter was so aroused, he began to pound me even faster, finally moaning that he was going to cum. I swung around, slipped the condom off his monstrous meat and slipped the tip in my mouth as he began to squirt massive amounts of jizz on my tongue. The quantity was amazing. It just kept coming and coming, filling my mouth and running down my chin. It was, by far the most cum I had ever taken in one orgasm. Before I could swallow, Cam stuck his cock in my face again and I took it all the way down, coating it with Hunter's jizz. Then Cam began to shoot his steaming load and I swallowed every drop. Then I sucked all of Hunter's sperm off his cock and licked his balls clean too. Cam licked some of their combined cum off my chin and tits.
Even after several minutes, my ass was still terribly distended, something I had never experienced, even with the biggest cocks that had fucked me. I finally got around to fucking Hunter's pussy ass and fed him a nice load and by this time my ass had tightened up again. Hunter wanted another go at it, but I just couldn't do it. Cam surprised both of us by volunteering to ride Hunter's giant fireplug. It took us almost twenty minutes to loosen Cam up enough to take it and even after he got all of it, he couldn't take it. He rode it briefly, then I took it out and licked it until I got another load in my mouth. This time it was a more normal load, but really big for a second shot. I kissed Cam and shared it with him.
If you or someone you know has been with Tess, please email me at twonight@excite.com and tell me about it. I am very interested to compare your account with her journal entries.
Check out my fiction stories too (The Awakening, Black Dorm, Star Cruiser, and Olympiad), and my own true story (Shocking Encounter).