Gender Transformation Fantasies

i have started making this a reality. the reality isn’t so exciting and sexy, it’s kinda petrifying actually. but it’s something i have to do.

my gender transformation fantasy is that i can walk into town and go shopping for whatever i want to buy and i don’t get looks or stares. i can leave the stores with bags of clothes, shoes and boots, accessories and makeup, pop into the salon to have my brows and nails done and then go home and get ready for a girls night out with my friends. maybe wearing something like this...


https://66.media.tumblr.com/c0353cdfa17c05e3cba1442183cc9416/tumblr_pgd2y7NnHM1xydqmdo1_1280.jpg

The thought of being like that some day is amazing!
 
I think it changes with time,or at least for me it is, when I started dressing I was just happy with being dressed. Of course there were preferences, like a garter belt would always trump pantyhose. Panties a stretchy satin material were always my favorites and still are. For a time I was into all sorts for foundation garments, I guess they are nice if you really need a hug, but defiantly semi uncomfortable to wear for any length of time.

At the moment I am fascinated with the costumes that the Lolita Fashion craze is popular for mainly the "Sweet Lolita." I Am really too old to pull it off but one can dream and wished I was born 50 years later. I could really see my self attending some of the Lolita events as a Brolita, a male who wears Lolita outfits. You can google "Brolita" see what I am talking about. And for the most part the Brolita's are not shunned, but welcomed. I think that is what mainly got me interested in the movement, acceptance.

https://i.pinimg.com/736x/96/a4/b7/96a4b7b22813124c162b7c79890ad9aa--harajuku-fashion-kawaii-fashion.jpg
 
I'm a guy. I would love to have sex with a man, but only as a woman. I wouldn't have sex with a man, as a man.
 
I'd love to have vaginal sex once just to see, you know?

I agree. I often fantasize about how it feels to have a nice cock filling you with hot cum. Feeling it throb flowed by that immediate warm wet feeling.
 
I love it when this thread crops up.

It can never happen for me because I look more like the Incredible Hulk than Marilyn Monroe, but if only things had been different all those years ago...
 
Intoxicating!

I dream about waking up a woman... god what a cock-slut I would be! (Because of course the woman I wake up as would be crazy sex hot and fit)

We all dream about waking up a crazy sexy hot and fit woman, lol... some of us just have the right plumbing to start with. And if you did wake up as a woman, you'd realize that none of us think we're crazy sexy hot and fit. There are always flaws (real or perceived).
 
As a sissy, I'm obsessed with the female form and wishing I could be as feminine as possible sexually. Sometimes these desires roam to fantasies of actually being transformed into a beautiful woman, free to perform sexually as her for a night or a lifetime.

I thought of this again when the following image came across my inbox thanks to the crazy sexy online store bettiepagelingerie.com

https://cdn.shopify.com/s/files/1/1463/0422/products/MG_4914smallcrop_fd0c40a9-8243-42f9-bcda-be940d89680d_1024x1024.jpg?v=1497275874

Makes me imagine that I am anonymously gifted a set of red lingerie. Naturally I rush home to some privacy to try it on. As I clip on the beautiful bra, I feel dizzy. When my head clears I'm sitting on the edge of my bed looking down at full breasts weighing heavily in the bra. I figure I'm hallucinating for some reason but my throbbing cock won't let me stop.

There is a wig in the bag which I awkwardly put on my head (not being practiced with wigs) and again, the dizziness overcomes me. When I wake, I sit up and reach up to the wig finding only hair, my own hair but it is long, luscious, gentle to my fingers and brushing my shoulders. I run to the vanity mirror and see it is pure blonde and those breasts are still there.

More hesitantly, I slip the full-fashioned stockings up my legs and this time I stay away as my skin is smoothed and shaped, all my ugly hair vanishing. I'm trembling now but fascinated. How far would this go? The towering high heels? I feel my body shiver again and again. When it calms down, I have curves most women would kill for.

I have to sit on the edge of the bed. What is going on?!? What would happen if I took off the bra? How could I take off a wig that isn't a wig any more? I looked down, grinning to look past my breasts to see my throbbing, dripping cock. Would I lose it?

There were two items left: sheer panties and a red matching garter belt. My stomach was wobbly and my breathing fast as I touched the items. I could tell that the panties needed to go on first to fit properly. I looked around the room and then at myself in a full length mirror.

I was a knockout. I could go to any club and pick up any guy, hell any girl I wanted to fuck all night. But did I want that? Did I want to lose my cock?

Grinning into my image in the mirror, I said out loud, "Hell yeah." I pulled the panties up my body over the stockings. As soon as they slid into place, I could feel how perfectly they fit. I didn't get dizzy this time and I reached my hand down and gasped as I felt the flat front of my panties and then the lips underneath. It took me no time to put on the beautiful garter belt and hook up my stockings.

I had no idea what I would tell my wife, but I grabbed her favorite black fuck-me dress and purse and headed out. I didn't know if this lingerie magic would last forever or an hour but I was going to experience everything I craved as fast as possible!

Lovely. And that picture is adorable. 😍💖
 
Actually, I was thinking about this yesterday before seeing Gemisy's message. I would love to lose all my body hair and be smooth as silk but keep my man's equipment so all options are available.
I love wearing my bra and panties when my wife goes out. I wish when I was younger I had discovered these present sissy feelings?

Ive had the fantasys as long as I remember. I always have fantasies that the curves are right. That I fit cute clothes. I have crossdressed to sorta live out the fantasy. im full time wearing my girls clothes and of course SHOES. In dreams its all done I wake up a woman but with my man parts and a vagina. I would be a lesbian and fuck both.
 
that is the thing

We all dream about waking up a crazy sexy hot and fit woman, lol... some of us just have the right plumbing to start with. And if you did wake up as a woman, you'd realize that none of us think we're crazy sexy hot and fit. There are always flaws (real or perceived).

I can't speak for all guys, but I don't worry about a woman's flaws, unless she is a real b-tch (that is a flaw). As long as a woman is caring, and doesn't demand to much I am not worried about small "flaws"
 
Last Halloween I made it pretty real for me. I went out in full drag except that I still had my facial hair.

I posted about it here:
http://forum.literotica.com/showthread.php?t=1512366.
(Including a couple of pics)

What an experience! I live in a small town so I run into people who saw me dressed at the time. I've noticed a few people who were there who are now much more friendly and interested in me than before, I have seen a slight blush and some coy glances with a couple of people I don't even know mentioning how they remember me from that night.

Polyduce potion? Oh yes, please! I love the attention I get when I'm all girled up.
 
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We all dream about waking up a crazy sexy hot and fit woman, lol... some of us just have the right plumbing to start with. And if you did wake up as a woman, you'd realize that none of us think we're crazy sexy hot and fit. There are always flaws (real or perceived).

psst - I think the idea is to wake up as a man but with a woman's body, preferably under 20yrs old and airbrushed. Close you eyes, hold your breath till you nearly pass out and it can happen :D
 
So, so many. Here's a couple off the top of my head:

-I pass out, and wake up in the back of a limo. In a wedding dress. Next to a man presumably my husband. I realize my bra and panties fit my body snugly. It soon becomes apparent we're just married and heading to a hotel's honeymoon suite. We fuck all night.
-A sexy witch turns me female. She helps me dress as a slut, and we go to a club to hook up.
 
Havent always had this fantasy...but
One is having M2M sex and then after he comes in me it starts transforming me to a hot college age virgin girl...ready to try out the new equipment...
 
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