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I just enrolled in Finishing School again. Thinking about the last time I did this and the sexy instructor that found me out, blackmailing me for sexual favors to keep my secret had my dick hard and my hands shaking as I filled out the application and paid my fees. I will never forget how exciting it was to go to all the classes, learning how a proper lady acts, sits, and even speaks. I never felt so pretty and feminine in all my life. No one knew that I wasn’t exactly like them. And then came the time for graduation and the big coming out ball. We were all paired with and instructor who would help us pick the perfect ball gown with all the accessories. Our instructor would handle everything including our hair and makeup. It was our chance to have a total make over and be pampered before our big night. It was time for my fitting and my instructor was in the dressing room with me. The gown she picked for me was exquisite and just looking at it and imagining how it would feel on me had me so excited that my dick would not stay tucked between my legs like it should. As soon as she saw it her jaw hit the floor. I was devastated thinking that there would be no ball for me. But to my surprise, without a word, she dropped to the floor and took my massive member in her mouth eagerly sucking it until I exploded a full load of golden sperm in her mouth. She blackmailed me with sex right up to and including the night of the ball. In fact she called me for several months after the class was over wanting to see me. Leaving the building and remembering my first experience I wondered what this time would hold and I couldn’t wait to find out!
A night at the club when the Queens are putting on a show is never dull. The atmosphere is electric and my dick aches fighting the crack of my ass where it is tucked in deep getting hard while I watch the show. These gorgeous Queens, once little sissy boys, glamorous, confident, in control and giving us all a show that we will never forget. And then she graced the stage. The most beautiful woman I have ever seen, Jessica. Her long dark hair flowing down her back, her big green eyes mesmerizing. I couldn’t take my eyes off her and my dick was not wanting to stay tucked in place. My nipples were so hard that I thought they would bust right out of my tight top. When she finished and left the stage I made it a point to meet her and buy her a drink. She was as enchanting as she was beautiful and I wanted her very badly. Finally the club was closing and I invited her to my apartment for a drink. I was over the moon when she said yes!
My dick was aching to be free and to enjoy this rare treat. Things didn’t go exactly the way I thought they would.
As soon as we were comfortable Jessica confessed. She came home with me because she thought I was a woman in the conventional sense of the word and she needed, wanted, sissy strap-on phone sex humiliation. She wanted me to put on my strap-on and let her suck it while her dick got hard and then she wanted to go in the other room and call me from her cell while I humiliated her on the phone and made her cum. Then she wanted me to join her and fuck her ass raw with my strap-on.
My jaw hit the floor, she was in for a big surprise. Thinking she would be disappointed but knowing she had to know the truth. I took off my skirt and spread my legs, letting my hard cock spring up from where it was tucked in between my legs.
To my surprise, Jessica fell to her knees and eagerly began feasting on my cock, before going into the other room. I gave her everything she wanted and more.
It may not have gone as planned but it was glorious darling, just glorious!
Pride celebrations are going on all over the country. Ours will be here next weekend and I am trying on different outfits for the celebration and for the after parties. I love this silky pink number and the way it reveals all my transgender beauty. There is a special party that I will be attending after the parade and street fair and I have my eyes on an especially hot intersex female. She is very beautiful and every time I see her mouth my cock throbs. Her lips are so sensual. It is rumored that her pussy is normal except her dlit is over sized for a female and undersized for a cock and that her pussy has no opening, like a normal cunt. Despite the problems that her particular problem causes her she refuses to have surgery saying this is the way she was born for a reason. When I hear her talk it makes me so fucking horny and all I want to do is show her that I could please her in so many ways. I am hopping to win her over next weekend and bring her to places she has never been. I have a feeling just pleasing her will drive me wild and make me cum over and over again.
I know what I bring to the table and I know if you pull up a chair you will feast like you have never done before. I let my freak flag fly with all the colors of the rainbow. I know how to satisfy all types of men and women. I can tell by the way you look at me that your mind is racing and you want to cum over for dinner. You find my feminine beauty tantalizing and yet my huge cock has you mesmerized with thoughts of what it would feel like in your mouth. The idea of a soft woman’s touch, gently caressing your body, sending shivers of delight down your spine. the sweet tender kisses that will cover you from head to toe bringing your dick to a throbbing erection is driving you wild. You know I will take my time and give you everything you need before taking your balls into my mouth, licking them gently, caressing your ass with my tongue and gently stroking your cock before sliding it in between my lips and rolling my tongue around the head. You want to explode but I am not going to let you do so just yet. Taking your hand I place it on my breast encouraging you to tease my hard nipples with your touch. As I moan you place your lips on them and begin sucking them into your mouth while letting your hand slide down to my cock now covered in pre-cum. You want to take it into your mouth but your desire to be fucked is taking over your body. I know what you need darling and I lay you on your back in front of me placing your feet on my shoulders with your ass opened and ready for me. I go agonizingly slow at first, careful not to touch your throbbing cock, slowly inching my way into you. When I finally bury myself all the way inside you I place my hand at the base of your cock and as I slowly slide out I slowly slide my hand up your shaft. I feel you bucking towards me, silently begging me to fuck you, writhing under me. The pleasure and passion building to a desire that is on the verge of being uncontrollable. Yet I take my time I want us both to enjoy this. You can’t take it any longer and you throw me down on the bed mounting me and riding my dick like a cowboy rides a Brahma Bull at a rodeo, jerking your dick hard and fast as you ride up and down. Just watching you sends me over the edge and I explode, sending a huge load of warm jizz deep into your tight hot ass. As my reward you get off me and slam your hard cock into me and in just a few strokes you fill me up too. We fall together exhausted and satiated and into a deep sleep.
I have known her for years. Not bad looking, wonderful personality, great sense of humor, very smart and also very gay. She has never dated a boy that I know of. Never kissed a man that I know of. She has always known that she likes women and has never been ashamed to admit it or hidden it in any way. It is one of the things that I admire the most in her. Just as I have always accepted her for who she is, she has done the same for me. So when I started transgender surgery and I was so scared she was always supportive and by my side. I couldn’t ask for a better friend. The other day when she was over for a girls night of dinner and a movie, I had no clue that it would turn out like it did. After the movie she looked at me very seriously and said that she would like to try fucking a dick. She said that real men disgust her and the idea of sleeping with a body covered in hair was not something she could even stomach. My heart sunk, I knew what was coming next and was not sure how to handle it. Sure enough she asked me if I would be willing. Her reasoning was that I was a beautiful woman, soft and sensitive, but since I still had a dick and she knew I used it frequently, why not try it with me. I have always found her attractive in so many ways that my dick had a mind of it’s own and even though my mind was screaming “NO!” My cock was rock hard and very visible. She asked me to teach her how to suck cock, how to handle it like a girl would. In the end she liked it more then she thought she would and I liked it more then I care to admit I did. I guess I will have to wait to see what happens next.
I am not much into football but when he approached me with a bet I decided to take it. No matter what the out come of the game I am going to enjoy every minute of this.
Five thousand dollars is on the table. That would put a big dent in my surgery fund.
Here is the deal. He is into tease and denial, edge play, but he can never find anyone that makes it last long enough to satisfy him. So he is coming over for the Super Bowl game. If I can tease him for the entire game and not make him cum he will give me five thousand dollars. I have to be touching him in some fashion the entire game with the exception of half time. If I can make him last all the way through the game, I get the five thousand.
Now for the side bet. He told me to pick a team, if my team wins then he will fuck me when the game is over and if his team wins then I have to do what ever he wants so that he can finally cum after all that teasing. he won’t tell me what that is.
It doesn’t really matter, either way I win for sure!
So it is game time baby, Sunday is the day!
By the way he let me pick first. I know nothing about who is playing so I picked the team with the prettiest helmet. I picked the silver ones with the red white and blue man on the side. I didn’t like the dark green color and the mean looking bird on the other one.
Do you think I might get fucked for all my effort on top of winning the five thousand?
We met purely by chance. He is a very handsome man and I was instantly attracted to him. We talked for hours. He told me all about his wife and family. I told him all that I could about myself, with out scaring him away. We had been talking for about an hour when he reached over and grabbed my hand. Looking deep into my eyes he told me how easy it was to talk to me and how much it meant to him. I felt the electricity flow and I knew we would see each other again.We left the bar and sat in my car puffing on a joint. Neither of us wanted to leave but it was getting late and he had to get home.
I thought about him all night long and when the phone rang in the morning and I heard his voice I couldn’t help but touch myself while we talked. He asked if we could meet again that evening, same place, same time and of course I said yes.
He walked in with a hand full of roses and a note that told me there was more then roses in the box. The note said “some girls like flowers, some girls like trees” He already knew me well.
I invited him to my place where we could talk, have a bite to eat and enjoy the trees he had bought me. I was so nervous but it felt so right.
We got to my place, I handed him the bong and the weed and took the flowers into the kitchen to put them in a vase. mixing him a drink, I asked him what he would like to eat. I almost dropped his drink when his reply was “YOU!”
How was I going to tell him there was more to me than meets the eye? I didn’t want to scare him away. We sat and began talking again while hitting the bong. He sure gets some dank ass weed. The higher we got the hornier we got.
Finally he leaned over and kissed me and the spark was undeniable. I got on my knees and took his hard cock into my mouth. Sucking it and twirling my tongue around it for all it was worth, not knowing if he would run when it was his turn or not. He exploded in my mouth and took my face in his hands kissing me deeply before pulling away and saying “I know and I don’t care” My mouth fell open, I couldn’t believe it. And then he gently pulled my throbbing dick out and made love to it with his mouth like no one ever has before. 
It is time to put away all the holiday decorations and start this new year. There in the corner of my closet I find this present. The paper it is wrapped in is to die for. I can’t stop laughing as I read the label that says “To: Zetta Love: Santa” Who put this here? Who could be my secret Santa? Who ever it is they sure have a sense of humor. I do the normal shake of the box trying to figure out what is inside. It takes me several minutes to come to the conclusion that I have no fucking clue what it could be. Honestly I am almost scared to open it. Judging from the wrapping it could be anything. Finally I take the box to my couch and sit down to open it. I am very cautious, going so slow and ready for something to jump out at me or something. I don’t know why I expect something to happen. Very gingerly I lift the lid and then I see it and I can’t stop laughing. Really? I have so many crazy friends any one of them could have done this. The little note says “take good care of this and use it wisely” If any one was looking at me at this moment they would think I was slap ass crazy. Laughing hysterically starring into this box. It is a ten inch black strap on. The one thing I don’t need is another dick! Thanks to who ever left this for me, you made my day! 
When I opened the door and saw her big green eyes with the flecks of yellow and that big smile I felt that familiar tingle building in my groin.
In an instant we were in each others arms our tongues dancing around each other. Our hard nipple pressing against each other. Our bodies pressed hard together.
Moving in unison, kissing, groping, ripping each others clothes off we were lost in the moment.
Finally naked we took a minute to enjoy the site of our naked bodies before grabbing each other again. Our bulbous heads rubbing against each other, precum covering our shafts while we ground into each other with desire.
Kissing and grinding until our heavy balls spewed cum all over each others stomach.
Laying together in our silent embrace, words are not needed. It won’t be long and we will be savoring each others bodies again. What a wonderful surprise to have her just show up at my door unannounced, unexpected and uninhibited.