Gender Transformation Fantasies

Gemsissy

Literotica Guru
Joined
Feb 16, 2017
Posts
835
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!
 
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!

You Go Girl...

Paris.:kiss:
 
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!

So erotic and amazing
 
I would make a ludicrous female. I'm basically a lumberjack build.

Now, however, if I *could* become an attractive, sexy woman, I'd do it in a heartbeat. It would take some sort of magic or alien technology though. :eek:
 
That was an amazing fantasy. Thanks for sharing that. I've had a few transformation fantasies myself. Some permanent & others temporary. They are an erotic delight to explore in fiction. Thanks for sharing! :kiss:
 
I think you should, write a story about this.

I think a lot of people here on Lit might really enjoy reading it. Maybe find yourself a good editor.
 
I often fantasize of bein turned into a beautiful woman when I look at the posts by sultry sandy
 
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!

Yes, very well said <3
 
Personal Fantasy

Actually, my real fantasy would be to be able to transition back and forth from all male to all female and in between. Feeling a real cock plunging into my real pussy and my other holes while my tits are played with would be amazing - and then be able to trade places!!
 
Bump. What's YOUR gender transformation fantasy?

As a teen (waaaay back in the 70's) there weren't too many options for that sort of thing.

I did fantasize about waking up in the hospital after some accident only to find out the docs hadn't been able to salvage the old equipment and put me back together as a girl. Of course being fantasy this worked remarkably well and I was a sexy little trollop :devil:
 
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?
 
As a teen (waaaay back in the 70's) there weren't too many options for that sort of thing.

I did fantasize about waking up in the hospital after some accident only to find out the docs hadn't been able to salvage the old equipment and put me back together as a girl. Of course being fantasy this worked remarkably well and I was a sexy little trollop :devil:

Love it! Hadn't heard that scenario before.
 
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?

lingerie on smooth, hairless skin is UH-MAZING... I'll never go back. Feels so intensely feminine.
 
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