World's Hottest T-Girl - Part 11
Maddie and Sandy
My Senior year was pretty hectic. I was focusing more on academics because I wanted to graduate with honors and I was also tutoring some underclassmen who needed help. One of these was a Junior named Sandy. Sandy was an attractive girl with a great body. Every time I worked with her, my cock would get hard under the desk. She knew I was a tgirl and eventually started asking questions about it. I didn't mind sharing, but the questions eventually turned to sex and specifically to my preferences. She finally confessed that she was bisexual and very attracted to me. Needless to say, the tutoring stopped immediately and the sex began. During that first night, I fucked all of her holes and she came at least four times.
Throughout my Senior year, I continued to have sex with Sandy. Every time she expressed a new fantasy, I made it come true. When I told her about my father-son double anal session, she begged me to help her try it. I invited a hot guy named Randy over and within minutes we were both buried in her hot ass. She loved it, but mentioned that she would have loved it even more with a cock in her mouth. The following week I invited Randy again and he brought his friend Jack. Sandy finally got her wish and we even added a dildo in her pussy. She was truly insatiable. I wanted to try double anal too, but their cocks were so big, I thought better of it. Randy was about 7 inches and Jack was about 6.5 inches and they were both very thick. I fucked both of them and they both rode my ass hard, each giving me a couple of tasty loads.
Through Jack, I met another tgirl named Maddie, who worked at a local club. Maddie was so feminine it was hard to believe that she was a tgirl, until I finally got a look at her cock. I had not seen a cock like this since Bobby moved away. It is almost 10 inches long and gets hard as a rock. We instantly became best friends and began a sexual relationship that is still going strong today. Together we have had some amazing sexual adventures, but I'll cover those in more detail later.
My house had become the epicenter of trisexuality in South Florida. Almost every night Sandy, Maddie, and one or two horny guys would join me in a myriad of sexual configurations. One guy described my house as Disneyworld, except with better rides. He certainly rode me enough times.
One night, a guy named Phil was in from out of town and came over with one of our regular guys. Phil lived in Atlanta and told us about a sex club that he had started there. The members were all men, except for a couple of tgirls. He said that they had weekly parties at his place and would love to have Maddie and I join them the following Saturday night. Maddie already had plans, but I eagerly accepted. I flew in on Friday and spent the night with Phil. We slept together and had great sex, but little did I know what was in store for the next night.
The typical attendance at the parties was about seven people, but this night was different. They were initiating a new member and 10 members showed up, including Phil and one tgirl. Phil asked if I was ready to go through the initiation ceremony and I asked what was involved. He told me that new members had to offer their ass and mouth to every member that was in attendance and swallow one load of cum from every member. I almost came just thinking about it.
Not wanting to waste time, I stripped immediately and got down on all fours. In seconds, everyone undressed and a guy with a thick eight incher was sliding up my butt. He was a sensitive lover and caressed my tits as he slowly moved in and out of my red-hot asshole. The sensation was incredible as he nibbled my neck and slowly, steadily gave my ass the stroking it craved. Finally, he was ready to shoot and I stripped the condom from his cock and buried his cock down my throat as I licked his balls. The first two shots of cum almost went through the back of my head. Then I pulled back and took the rest on my tongue. Instead of swallowing it, I held it in my mouth as the next guy began to insert his six inches of thick cockmeat in my well-lubed ass. When he was ready to cum he added his load to the cum that was still in my mouth. I then opened wide and swallowed every drop.
The tgirl was next to invade my nether regions, flipping me onto my back and sliding her thick seven incher up my hot ass. She was a wonderful lover, sucking my nipples and kissing me deeply to get a taste of her predecessors deposits. She finally reached her limit and sprayed my mouth with a lovely load of hot juice which I happily swallowed.
The rest of the night was a steady stream of hot cocks filling my steamy hole, followed by a tasty deposit in my mouth. Phil was next-to-last and gave me a lovely fucking and a huge load of manjuice. The finale was the most amazing of all. His cock was the biggest I had ever seen. He said it was 11 inches, but I think he was being modest. It was extremely thick as well and it took almost 5 minutes for him to work it all the way in. Fortunately he was sensitive to his lover's needs and started a slow and deliberate fucking motion which caused me to erupt with a huge orgasm. The tgirl was there in a flash to swallow most of it. This sensual screwing went on and on for 20 minutes in three positions, ending with me on top. When he came, I pounced on his cock and swallowed all 11 inches and got every drop of his big load.
After I swallowed the last load, everyone stood around me and applauded. Phil told me that I was now an official member of the club and I could now choose anyone in the group to fuck. I was torn, given the gorgeous group of men who had just taken my sweet hole for a ride. I finally decided to fuck Mr. Bigcock (David) since he had just given me so much pleasure. He graciously accepted and sucked my cock until I got hard again. I put him on his back on a low table and slipped my cock slowly up his surprisingly tight chute. He begged me to give it to him hard so I obliged with a major ass pounding. By the time I came in his mouth, I had pounded that warm moist slot for a good 15 minutes. At that point, I was exhausted, but I was persuaded to try one more encounter. The other tgirl (Andrea) laid on the table and I moved into a sixty nine position with her. Phil moved behind me and slipped his luscious rod up my well-fucked ass. At the same time, Jerry, a gorgeous young guy, slipped his lovestick up Andrea's lovehole. Andrea and I pleasured each other as the guys gave us both something to smile about. It was a great way to wrap up the evening.
Andrea and I slept with Phil that night, but we were too tired to do anything. The next morning we climbed into his gigantic Jacuzzi tub and I let Phil fuck my ass while I sucked Andrea's cock. My ass was still a bit sore from the night before, but it still felt good. After I swallowed both of their hot cumshots. I gave Phil's butt a smooth, steady ride and shot my load on Andrea's face. Andrea and I hit it off so well that she agreed to come back to Miami with me and spend a few days at my place. On the flight back, we got under a blanket in the back of the first class cabin. She slipped a dildo in my ass and gave me a good reaming. I thought that no one had noticed anything, but before we landed, a sexy male flight attendant slipped me a note. It read "Loved the show. I would love to join you for a private performance. I am at the _____ Hotel tonight. Please call me.". As I left the plane, I brushed against him and squeezed the bulge in his pants and winked. I showed the note to Andrea and she was more than willing to join in.
My Love of Public Sex Begins
That night, we called Kyle (not his real name) at his hotel and invited him to join us at a club in SoBe. He eagerly accepted and we met him there. Inside the club, we danced and talked for a while, then moved to a darker, more private area. I surprised Kyle by reaching under the table, unzipping his fly, and stroking his cock. He jumped and spilled his drink in his lap, mostly on his cock. Before he could get a napkin down there to clean it off. I ducked under the table and took his cock deep in my mouth and sucked it clean. He was terrified that we would be caught and couldn't get comfortable enough to cum. I finally got him to relax and then I slipped a condom on him, lifted the back of my skirt, and impaled myself on his rock-hard rod. He was still scared, but I began to squirm on him and his fear turned to lust. Andrea moved around to sit beside us and began to stroke my cock. The top of my cock was sticking up above the tabletop and I began to get concerned that we were being a bit careless. These clubs expect a certain amount of this behavior to go on, but there are limits. About that time, a waiter approached the table to see if we needed more drinks. I tried to pull my cock down, but it was impossible to hide it. As the waiter cleared our previous drinks from the table, he spotted my big cock. Instead of making a scene, he actually reached over and stroked it a couple of times, smiled, and licked his lips. I do love this town.
After that we knew we had carte blanche and we took advantage of it. Andrea went down on me while I continued to ride Kyle's fuckstick. When Kyle told me he was close, I went down on his sweet cock and got my first cum cocktail of the evening. It would not be my last. We decided to adjourn to my place and, as we left the club, I whispered in our waiter's ear "Come by later and I'll show my gratitude." and I gave him the address. He joined us about an hour later and we had a fantastic time. My friend Maddie came by too and we had a respectable orgy. Everybody got a chance to sink their cock in my velvet tunnel and I tasted everyone's cum before we were done. The next two times I went to that club, I managed to get the waiter's cock down my throat and get a sperm cocktail.
When I turned 21, I began to frequent the clubs more often and became bolder about public sex. One night I was at one of the clubs that has a very crowded balcony area and I was standing in a very crowded spot, leaning over the rail watching the hot bodies squirming below, when suddenly I felt a hand on my ass. It was so crowded that I couldn't turn all the way around to see who it was. At first, I thought it was an accident until a voice whispered in my ear "Don't turn around." Then a pair of hands reached under my short skirt and squeezed my ass. If I hadn't harnessed my cock earlier, I would have had a large bulge in the front of my skirt. I spread my legs a bit, to give him better access and he got a finger about an inch up my lovehole. I reached into my purse and pulled out a small bottle of lube and slipped it behind my back. The crowd was so packed that I really had trouble even handing him the lube. He reached under again and inserted a lube-coated finger all the way into my ass. It was so hot. I reached behind me to feel his bulge and was surprised to find that his cock was not only out but was covered with a condom. I had to admire his nerve. Since I couldn't spread my legs very far, I tried to compensate by bending over the rail a bit further. He pressed forward and tried to penetrate me without success. His cock was long enough, but my legs were just not spread enough. The woman to my left began to notice that I was trying to get more room and she glanced over. She actually did a real doubletake and smiled broadly. She pushed her way to the left a bit and smiled again as I spread my legs a few more inches.
That did the trick and my mystery man's cock slid smoothly up my tunnel of lust. In order to avoid attracting attention, he pretended to move with the music, like everyone else on the balcony was doing. The sensation was intense and he was getting harder by the minute. The girl to my left kept glancing over and laughing. She leaned over and asked "How big is it?" I told her that it was hard to tell, but I would guess about 8 or 9 inches. I leaned over and asked her what he looked like and she looked stunned. She said that she assumed we were a couple being kinky. While she and I chatted, he continued to slip me his big schlong. It was surprisingly arousing talking to someone about what I was experiencing as it happened. I asked if she would like to participate and she said yes. I told her to reach over and squeeze his cock as it came out of my honeypot. When she did it, he moaned loudly and began to move faster. In less than a minute he exploded in my ass, filling the condom. He leaned forward, kissed my neck and said "Thank you, Angel.". I leaned forward, trying to catch my breath, then turned to look my lover in the eye. I was stunned to find that he was gone. My new friend to the left said that he just tucked his condom-covered cock in his pants and knifed his way through the crowd. She told me he was a nice looking guy and surprisingly tall for an Asian man. I was shocked to hear that he was Asian. I had no idea. The rest of the night I looked for a tall Asian guy, but never saw one.
Since that time, I have been fucked dozens of times in public places. I started going to Haulover Beach (clothing optional) and got to know some of the lifeguards. The first time I appeared there in the nude, it raised a lot of eyebrows (and a few cocks). Some of the people were rude and disapproving, but my lifeguard friends protected me, especially the two that fucked me at night on the lifeguard stand. Once, I pitched a small tent and a horny young man fucked me senseless as people walked by. After he came in my mouth and on my tits, I let the cum run down my chin and my stomach. I left it there as we came out of the tent and walked along the beach. Guys were falling over themselves trying to get a better look to see whether it was what they thought it was. I made a point of licking it off my chin and then my tits. After that, I couldn't walk 50 feet down the beach without getting hit on. Surprisingly, a lot of couples came on to me after that. I hooked up with a hot couple there and had a lot of sex with them until they were transferred to Greece. She loved watching me fuck him and always 69ed with him while I drilled his ass.
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).