Oh.. Sooo many. Where do I start?
Well I guess the main one at the moment is around the dogging scene.
I would agree to meet a man whilst dressed as a sissy maid late at night down a dark country lane (which I have done a few times). But, after getting into his car, he locks the doors and drives off.
'You're going to have to do everything I tell you to now' he says. 'Otherwise I will leave you miles away from your car with no way of getting back.'
He would drive me to a well utilised dogging area. After parking up, he says 'There are at least 10 men here tonight. Perfect. Now get out of the car Angela.'
We would be noticed by the other men. 'Tonight you are going to be the biggest sissy maid cock slut that this area has ever seen. You are going to suck the cock of any man who wants it Angela. You are going to make sure he ejaculates into your mouth and you are going to swallow it all down after showing me just how much he has loaded into your mouth.
'I will take a picture of you with your lips around his cock, of your open mouth showing his cum and your open mouth after you have swallowed for each person you suck. Should you fail to make just one man cum or fail to swallow, I will drive off and leave you. Is that clear slut?'
Of course, I would have to (and love to) comply....

A really big fantasy of mine is when I go to the doctors and he tells me to take off my pants and he sees my panties, he reaches out and starts to rub my cock and ass. He gets up locks the door and as he turns around he pulls his cock out and tells me to get down and suck him. After a while of sucking he tells me to bend over the table for my prostate check, however rather than using his finger he lubes up his cock and starts to fuck me until he shoots his load inside me pulls my panties up onto me as he is pulling his cock out at the same time. I just stand there in my panties with his cum dripping out of my ass as he is sucking me off until he swallows every drop I have to give.

My biggest fantasy is to go to a local sex club and strip down to just a bra and panty, have an endless line of men taking turns fucking my ass and mouth while cumming all over me from head to crotch while my wife makes a video of it all.

My #1 fantasy would be to have a 3some with a woman and a TS.
My biggest hope is just to find a woman who will accept me as I am, and even help me with my dressing up and share clothes.

Bobbi’s First Cock Fantasy

His wife, a voluptuous size 12, leads me into the large granite and glass block shower. Her pale skin glows in the candlelight and the warm water envelopes the two of us. She finishes washing my hair and begins to make her way down my chest, lingering just a brief moment on my now erect nipples. Her skillful hands tenderly wash my hard cock and then she gently slides a finger up my ass to make sure I’m clean inside and out. Next she shaves my beard and then my entire body so I am now silky smooth and ready to be dressed. Everything is white lace to celebrate my virginity—garter belt and thigh-high stockings, open-front baby doll top, elbow length gloves and crotchless panties with two satin ties in the front that strain to hold in my excitement. After she applies on my dark red lipstick she puts the icing on the cake, Calvin Klein Obsession. “It’s his favorite.” she whispers. We walk past the large, full-length mirror and pause to admire me. “You look beautiful.” she says. “Will he be gentle?” I ask in a low, nervous voice. “He’ll be whatever you want him to be.” she replies. We get to the large hotel bed and I’m laid on my back, stretching from one side to the other. Standing over me, she bends down and gently kisses my lips. As her mouth makes it way down my neck her large breasts brush across my face and I eagerly pull one into my mouth. She bites at my nipple and I suck on hers’ even harder, feeling it become erect against my lips. She climbs onto the bed and straddles my face with her beautifully trimmed pussy. Her mouth goes to my cock as mine goes to her cunt. The smell is intoxicating and the taste is heavenly. I stick my tongue in as far as it will go and am repaid with a gush of her juices. I pull my head back briefly to admire her and notice much of my lipstick is smeared on her thighs. I look down past her belly, see her big tits swaying against my bare stomach and her lips nuzzling at my pantied cock. Smiling, I go back to fucking her with my tongue. She has untied the two satin strings on my panties with her teeth and now has my entire cock in her mouth. She then lightly brushes my boy pussy with her fingertip. I moan approvingly and she pushes a wet finger up my ass—I feel like I’m going to cum right then. Just when I think it can’t get any better—he’s standing there, naked and ready to fuck her from behind. I have the perfect view of his eight-inch shaved cock as it enters her glistening pussy. She immediately begins to drip and my mouth is there to catch every drop. He pulls out and his soaking wet cock is just inches from my face. I open my mouth for him and he enters it. The feeling of him sliding in and out of my lips is like a dream. They squeeze gently against the head as it teasingly enters and retreats over and over again. The rest of my lipstick now is on his cock. He then pushes his dick into her again to reload with more of her juices. Then it’s back to fucking my mouth. Then it’s out and sliding between her ass cheeks. I eagerly lick her ass clean, pausing to flick her hole. She’s now moaning for him to finish her and he lovingly obliges. She’s pushing hard against his cock and pulling hard on mine—both sets of lips working overtime. She finally cums and lays shuddering on top of me. When he pulls out of her my mouth is filled with an abundance of her juices. So much that I can’t swallow it all and it runs down both sides of my face. When I look back for him he’s gone. But not for long as I feel him grab my stockinged feet and gently spread them apart. I can’t see him but can sense he’s ready to pleasure me the way he just did her. I hear her say, “Be gentle, you’re his first.” Without a word he pushes the head of his cock firmly against my virgin hole. It momentarily resists but then yields to his force. I gasp slightly but then he’s in. Oh my God! She sits up so I can see him. Her cunt is still above my face but my eyes are focused on his hips as they push his cock in and out of my no longer virgin ass. She reaches out to grab my feet and hold me open for him. I reach down with both hands and spread my cheeks wide, inviting him to go even deeper. He picks up on my queue and pushes his cock in all the way to his balls. I moan, “Fuck me!” and he starts slamming into me. Banging against my P-spot. Pulling out all the way and then impaling me with his tool. Then he grabs my cock with his hand and starts to jerk it. I yell out, “I’m going to cum!” and he jerks even harder. I shoot hot cum all over my belly and chest and she says, “Good job sweetie.” My head is swirling and I try to catch my breath but he’s fucking me like crazy now. Then all of a sudden he stops, pulls out and shoots his hot cum all over me. My stomach is a lake of cum. He admires his handy work for a moment and then walks away. She lets go of my feet and bends over to lick the cum from my belly. She fills her mouth with his and mine, turns around to kiss me and lets it all flow into my mouth. The combination of her, him and me fills all my senses as I drift off to sleep. She whispers in my ear, “Goodbye beautiful.” The door quietly clicks shut behind them.

Do you like my fantasy? Did you cum when reading it? Maybe post some pics or a vid so we can see ;-)

I still am not out and not passable. so i'm in my hotel room dressed in my black silk and lace panties, black lace bra, black lace garter belt, black nylon stockings with the lace tops, spiked heels, a slik half slip, black, with a short red dress. I have make up on, perfume and some jewelery, and a short blond wig. I'm just lounging around and zoning out when the door bell rings and I forget i am dressed and answer the door. since I'm caught I invite them in all 4 of them. It doesnt take long and I'm on my knees with a big cock in my mouth, i feel the other one starting to slide toward my mouth and I go back and forth between the 2. Before long all 4 are taking turns geting a blow job. They are calling be a dirty little cock whore and I feel them tugging at my panties. I am so turned on. I slide onto the bed and one has his cock in my mouth and one starts to slide his hard cock in my tight hot hole and the other 2 have there cocks in my hands getting jacked off!! I am called a whore, a slut, a cock sucker, sissy and I am so turned on that i am only hoping they all cum at the same time!!! About that time I feel one of them cuming on my face and then one starts to come in my mouth, the other one grabs his cock and tells me to open your mouth you cock sucker and starts to cum in my mouth. Finally the other one cums all over my ass and they tell me I was a nice cock sucker and they wanted to come back and take turns on me, since they all didnt get to fuck me like a whore. Needless to say I met them the next night dressed to fuck like a whore, until they all got to cum in me like the little whore that I am.

also would dwess as prissy pwincess on video chat *blush*

ooo yeth mummy dwesth me ready for daddies mummys uncles and sissy older sisters
nawty nawty ickle gwirlikins suck thumb an hugs teddy and dolly tight as she gets over knee spanking frillys down!!!!

i dream of bieng made into a little girl sissy/baby in frilly lacy pink panties and short princes dresses or baby doll dresses

everytime i try to add my fantasy it doesent post it... arrgh... I give up

A fantasy of mine is while I am in a hotel room wearing nothing but a bra and panty a housekeeping lady walks in and sees me. She continues to come in close the door and as she is taking her shirt off she asks me if I need any services. Before I can answer her she starts to take her pants off and as she does I say yes my cock needs a good sucking and a pussy massage. So she does suck me hard as a brick then gets on the bed lifts her legs high pulls the crotch of her panty to the side and says now fuck me hard and I do. When I cum she gets dressed and goes on to finish her work.