Your Favorite Shemale fantasy

[DCurious]

I have a few "transormed & trained" fantasies where a beautiful woman gets me to dress as a woman, soon introducing me to sucking cock and ultimatly to full anal.
1. My French teacher (Mr F, also sir Charles in some fantasies)catches me with a big boob porn mag and a gay blowjob mag, later in his office I suck his cock (my first!). I go round to his house (mansion really) to find another teacher Rose, who dresses and trains me to pleasure sir Charles with more skill.
2. Desporate for a job I apply for a secretarial possition. Mrs C soon makes me wear feminine underclothes, soon a buisness trip leads me to sucking off two of her important customers.
Lots of otherrs too, I'll write them out soon.

[randolph]

I like to get up in the morning just before daybreak and fix myself a cup of coffee. I go back to bed cuddle up with a warm blanket and a scarf around my neck so that I am very comfortable. I begin sipping my coffee and slowly wake up. As I sip my coffee I slowly slide my hand down into my pajamas and gently take hold of my cock. The energy that was building up during the night begins to flow into it. I so enjoy feeling of the swelling as my cock fills with energy.
Now it’s time to begin my morning fantasy. I am just waking up in a nice hotel room in San Diego. I turn around and to see a beautiful young women lying beside me. She has beautiful red hair and a classic creamy Irish complexion. I feel delighted and excited by this apparition; it’s more like a dream than a fantasy. I move closer to her and gently kiss her on the cheek; she smiles slightly and continues sleeping. I continue to look at her lovely face; her fine features and full lips are a delight. She is lying on her back and I can see the outline of her body under the covers. Her breasts are lifting the blanket forming two little peaks. As my eyes travel down the outline of her body, I stop short. The blanket is lifted between her legs. There is a quick surge of energy into my cock as I contemplate the implications. Oh my god, is this the girl I have always wanted, the goddess of my dreams?
I slowly got out of bed and went around to the foot of the bed and got under the covers. I gently spread her legs apart and crawled between them. The morning daylight was slightly illuminating her long shapely legs. I began kissing and licking the smooth skin of her thighs as I slowly moved toward the convergence of her thighs. I began to detect her aroma; it was subtle but erotic, sort of like the aroma of cherry blossoms. At last, I could see what I wanted to see, her beautiful female cock lifting the covers. The desire to kiss it and love it was becoming overwhelming. I have never desired something so much. I moved closer and kissed it. She made a little groan and moved her hips slightly. I kissed it again and slowly slid my tongue down the shaft and kissed her balls.
She was now awake and looked under the covers and smiled. I thought I was dreaming, she said. You like my cock, don’t you? Oh yes, I love it, it’s gorgeous, I said. Well, you can love it some more, if you like, she said. She then laid back and spread her lovely thighs further apart so I had full access to her goodies. Her cock was now fully erect as I caressed, licked, sucked and stroked it as I felt that nothing else mattered other than pleasing her. Deep within my mind I began to realize how wonderful the combination of male and female elements in her body are. I want to be part of it. As I held my breath and went deep down her cock all the way to her balls, her hips were quivering and I could feel her pulsing deep down my throat. I realized I want to be her women, my mouth is the vagina for her cocks pleasure. Now she is fully aroused, twisting and squirming as I relentlessly work her throbbing cock.
Damn, the phone is ringing!

[donthemed]

MY shemale fantasy is i have car trouble & a motorcycle pulls up with a person dressed in black leather jacket & leather pants the helmet comes off & its holly marie combs she asks if i need help iask if she can run me home i say iwill pay her she says yes so i get on the bike with her i tell her were to go when we get there i thank her & ask her to come in so i can pay her she follows me in the house i ask how much i owe her she says money wont do i ask what she wants she doesn't say a thing she unzipps her leather pants & pulls out a big cock walks over to me grabs my shoulders pushes me to my knees & says give me a blowjob for your payment so i do it (wish this really happened i lone her) (my first time)

[a9127]

This is something I've always wanted to try. Why do I get the feeling that "Kirsten" and I will be doing this one of these days?

[franalexes]

Originally Posted by a9127

this is something i've always wanted to try. Why do i get the feeling that "kirsten" and i will be doing this one of these days?

not far off the mark. I have similar ideas with a double ended penis pump.

[a9127]

Very busy with work lately. Haven't posted anything in a while. Trying to get ideas for another story and found this...

http://www.pornhub.com/view_video.ph...h57bffcca5195c

Must admit I've never seen anything like this before. Looks dangerous. She's either very light or very careful where she steps. Not for me but if you like cumshots definitely stay with it till the end (or just fast forward) you will be well rewarded...

[ila]

Originally Posted by a9127

Very busy with work lately. Haven't posted anything in a while. Trying to get ideas for another story and found this...

http://www.pornhub.com/view_video.ph...h57bffcca5195c

Must admit I've never seen anything like this before. Looks dangerous. She's either very light or very careful where she steps. Not for me but if you like cumshots definitely stay with it till the end (or just fast forward) you will be well rewarded...

All I can say is OUCH!!! That's not my idea of a pleasurable experience.

[a9127]

Originally Posted by ila

All I can say is OUCH!!! That's not my idea of a pleasurable experience.

No. It's a total turnoff. Besides being potentially harmful. There are worse videos out there including stepping on balls.

I have wondered if they are all fake. You notice he never really gets very hard. And that's a lot of cum! Maybe he just went for days or weeks beforehand? I wouldn't want my partner to do that to me and would never do it to anybody myself. Some are so bad they are funny.

True story: There's one video where 3 girls run across some guys cock and balls. I was laughing hysterically and my wife in the other room asked "What are you laughing at honey?" I did the best I could. I said "Belichick looks so funny in his hoodie." I was watching the AFC Championship game at the time...

Definitely won't be working this idea into my next story...

[a9127]

Can’t believe it’s been almost a year since Kirsten and I first met. I still remember when she walked into the gym that night (“Workout Partner”). June 24th 2016. We have already made arrangements to get married on the “one year” anniversary. We decided on a private ceremony at our home in Zionsville. We have a large entryway which will make the perfect setting. It will be small with just a few of our closest friends.

Afterwards we will head up to Mackinac Island on our Harleys and stay at the Grand Hotel. The island does not allow motor vehicles so we have arranged to have them parked and take the ferry back and forth. We will have to get used to riding another type of “cycle” as only bicycles are allowed. I’m glad I’ve kept up with my cardio.

On the way we will stop in Troy to visit my relatives and stay a couple days. Kirsten also wants to see downtown Detroit. I’ve told her this is probably a bad idea but she would like to see it anyway. We will most definitely leave the bikes at my relatives and use Uber or something.

Tonight we were just lying on the couch watching the NBA finals and started talking about how well things have worked out for us. If you’ve followed our story you know Kirsten is estranged from her family. We have a great sex life. A little on the wild side but the love we feel for each other is something special. She asked me once when we had our first “falling out” if I could “spend like the next 50 years with a 6’ tall blonde ‘tranny’ that is crazy in love with you.” The answer is of course I can’t even begin to imagine my life without her.

Sharing a bottle of Jack, we watched the Cavs get beat again. We both agreed they will probably get swept. She played basketball in high-school and knows a lot more than I do about it. If you remember, football was what I was best at although I was able to dunk. We both agreed Golden State has too much going for them.

With the game over, I ask her what she would like to do. Giving me that “look” she says “Silly… I just wanna fuck my future husband senseless tonight.”

Leaning over she pulls my workout shorts down and buries her head in my lap. My cock has been hard for quite a while and Kirsten is totally uninhibited tonight. She expertly works my cock over with her mouth and tongue taking me in all the way and slowly moving up and down the shaft. God, I want to cum so bad and she knows it. I can hear her giggling even with my cock in her mouth. She knows where my limits are and keeps me on edge. But soon there is no turning back and I literally explode in her mouth. She tries to swallow all of it but gags and laughing about it licks my cock clean. Fuck, her tongue feels so good.

“I love you baby” she says still laughing.

“I love you too” want to go upstairs?

“Yeah.”

We head up to our bedroom. When we reach to top of the stairs Kirsten jumps on me from the front and wraps her long legs tightly around me. As she kisses me I carry her into the bedroom and lay her on the bed. She is wearing very short black workout shorts similar to what she was wearing when we first met. She pulled her t-shirt over her head and threw it aside when we were still downstairs so she’s naked except for her shorts. Her cock is very hard and after pulling down her shorts it’s my turn to go to work on her. She’s not the only one who can suck cock like an expert and soon I have her writhing and screaming, begging me to let her come. She has grabbed my head and wrapped her long legs around me. I’m not going anywhere, not that I want to, so I continue to drive her wild. Soon she cums and I’m able to swallow almost all of it. Then I lick up what’s left.

For a long time afterward we just lie there together. We talk about our wedding and what it will be like to grow old together. She says “I don’t think we’ll ever grow old. I can’t imagine my life without you Andy. I hope you don’t mind me saying this but I hope that when we are old and life is shitty we somehow die together. I want to be with you whenever that happens.”

“A lot of couples die within hours of each other Kirsten. Maybe that will happen with us. I couldn’t live without you either.”

“No I mean I hope we die together. I don’t mean suicide, I just want to be with you when it happens. I’ve never really believed in God although I think there’s something beyond this. If not, then I want my last moment to be with you baby.”

Continuing, you say “Do you remember the night we did it on my motorcycle? We could have been killed. I wasn’t afraid. And I could tell you weren’t either. I guess having you fuck me one last time is how I’d like to leave this earth. You have made my life wonderful, Andy.”

“Yeah, I understand what you mean. But I think that will be a long time from now.”

“Sorry for being so morbid Andy. I didn’t mean it like that. I just love you so much.”

“No, I know exactly what you mean Kirsten. I love you.”

It’s been awhile and we are both beginning to recover. Kirsten looks over at me and says “You know what I’m thinking?”

“You want to watch the highlights of the game on ESPN?” I say laughing.

“No silly, I want you to fuck me. I don’t care what you do to me. I want you so bad, Andy. I was thinking we could get killed in Detroit and I’d be thinking shit, why didn’t we fuck each other more when we had the chance? If I wasn’t drunk, I’d have you tie me up downstairs. But I don’t think I’d make it.”

“I’ve got an idea Kirsten. But it’s something we’ve never done before.”

“What is it, honey?”

“Let me ride YOU this time. Just lie there baby. I’ll take care of everything.”

“You mean you’re gonna let me fuck you in the ass?”

“Well since you said it like that… Yeah.”

“Wow baby. You’re still a ‘virgin’ that way. That is SO special to me! I don’t know what to say. Do you know what you’re doing?”

“You’ve ridden me countless times Kirsten and, well, I kind of figured you would help.”

Giggling you say “Sure Andy. I still don’t know what to say. This is really awesome. You better get some of that stuff. Let me help you get ready then you can lower yourself onto me. I love this, baby.”

As Kirsten goes to work I realize how great it feels. I’m very excited and my cock shows it.

“I dunno Andy, maybe you should save yourself for our wedding night” you say giggling. Then “Fuck, you are so tight! It may hurt a little at first. Just try to relax.”

Facing her I gradually lower myself down onto her cock. She helps guide it in and at first it’s a little painful but then she’s inside me. I think about how this is what she feels when I fuck her and that makes me super turned on. What a thing to share with the person you love.

“You’re doing fine sweetie. Now remember you are the one in control. Just move your ass up and down on me, you’ve seen me do it to you God knows how many times. Just do the same thing.”

Slowly I ride her cock. She responds instantly and I can feel the pressure on my prostate. I’ve only ever felt that when I’ve fingered myself or stuck something up there while jacking off. But there’s no comparison to this.

I discover that I can play with her nipples which she loves and it doesn’t take very long before we are both getting close to orgasm. She has been stroking my cock as well and I feel like I’m going to come at any second. I can also tell she is about to cum. Kirsten just smiles at me. Soon we reach the point of no return and she cums inside me as I shoot my load all over her tummy and breasts. God was that for real? It’s hard for me to describe. Knowing that was her inside me. Feeling her warm cum. I collapse on top of her and she takes me in her arms. Holding me she says “I love you baby.”

“I love you too.”

After we separate, we lie next to each other. She gently touches my face and says “That was awesome Andy. You did great. I mean it.”

Totally exhausted, we eventually drift off to sleep. I’m not sure I’ve ever felt closer to you Kirsten.

Copyright © 2017 AMS

[Ghost123]

I do boiler repairs in domestic property. Always had a fantasy for a ladyboy to open the door dressed in latex for her to say "i didnt call you to fix my boiler"

[a9127]

Originally posted Jan. 01, 1997. By Anonymous.

"One night my lover and I were talking and somehow the subject of castration came up. I mentioned I was turned on and intrigued by the idea of being castrated. She revealed that she had a long held secret desire to castrate me. In fact we were both highly excited by the idea. I agreed that she could castrate me someday. Later she left the room for a few minutes and returned with a box of stuff she had gathered together. She then told me to get undressed. I asked her what she had planned. She told me she was going to castrate me. While I undressed she went into the bathroom to get some towels. She put them on the bed and instructed me to lay down on them. Next I allowed her to tie my hands and feet to the bed. As I lie there she arranged things on her bed side table. Feeling a nervous excitement I looked over and saw the items that she had taken out of the box. Included was a brand new Xacto knife still in its packaging. A wave of fear came over me. Just a little while ago we were talking about a subject that excited both of us and now, less than two hours latter, here I am in imminent danger of losing my testicles. Excuse me I said I think I have had a change of mind. Could we hold off on this for now. No she said as she bent down to plug in a small soldering iron. I had agreed to it and she had fantasized about castrating me for years and she was going to do it now. I feel a damp cold on my scrotum as she washes it with soap and water, then alcohol which leaves a lingering burning sensation and finally iodine solution. My testicles tingle with a sense of their impending doom. As I try to reason with her she tells me to shut up. My heart races with excitement and dread as she opens the Xacto knife. I wince in pain as she pulls the bottom of my scrotum with one hand and slices it off with the knife. I feel faint and funny as she secures and burns through the cord of first my little (right) and then my big (left) testicle with the soldering iron. The air is filled with the smoke and smell of burned flesh. Hold still she commands as she places a few dabs of super glue and band-aids to hold the cut ends of my empty scrotum together. She leaves the room but quickly returns. Now I again feel cold as she puts an ice bag against my groin. How does it feel to be a eunuch she asks? It hurts like hell I answer. I keep ice on my wound for the rest of that night and take some advil for the pain. I also take some antibiotics we have in our medicine chest. Apart from walking a little funny for a few days I heel without any trouble. Folks, I would not recommend that you try this at home. It was a very painful and a rather bloody experience. I am told that I was lucky to have not come down with a major life threatening infection. My sexual desire went from a very high level to non existent. I suffered from hot and cold flashes and mood swings. (To this day I often have phantom testicular pain and sometimes feel the bottom, missing, part of my scrotum is being pinched.) I finally went to my doctor who was alarmed at hearing my story. Since then I have been receiving testosterone injections. My lover keeps my testicles pickled in a jar. She says it is her proof of what a castrating bitch she really is. She says she loves being serviced by her personal eunuch, and, since I started the testosterone therapy, for her sex has never been better."

[DannyBoy1]

My fantasy is simply be on my knees and have a young slim petite ts-girl stand over me as i worship her cock then i'll go face down ass up and let her fuck me doggy style and when i'm more experienced i'd love to on my knees back to back with a bottom female and have about 10 girls stand around us as we take turns worshipping their cocks then me and the girl get spit roasted and gang banged side by side and loads of cum in our mouth to spit back and fourth and play with.

[a9127]

Originally Posted by a9127

Originally posted Jan. 01, 1997. By Anonymous.

My wife reads my stories. She said the "castration" one was "dumb" (even though it wasn't mine ) and says she can imagine me as a teenager giggling over it. She thinks I should do more with "Cindy" if I ever decide to write another one. She also liked the "Halloween" story and the one about me tying up a girl in class. She knows I would do something like that.

[no1000]

You guys have some good imaginations. I'm pretty simple. I just like fucking a shemale and stroking her missionary style while I'm standing on the edge of the bed or desk and vice versa.

Also, making out while fucking is so fucking hot! I love being passionate.

In addition I love it when they are a bit dominant and shove my face to their crotch and make it choke on their ladystick to the point where my eyes start watering. Mmmmm

I love eating ass too.

Shit...I love it all

[a9127]

To be kidnapped and taken to a warehouse downtown by at least a dozen shemales. They take turns fucking my 300 pound fat ass while I’m forced to service the others. That is my most favorite fantasy.

[a9127]

Originally Posted by a9127

To be kidnapped and taken to a warehouse downtown by at least a dozen shemales. They take turns fucking my 300 pound fat ass while I’m forced to service the others. That is my most favorite fantasy.

That was really dumb. Look for something much better soon.