Crossdressing orgins

[LindsayGurl]

Just wanted to hear everyone's start to crossdressing.

For me I was very young. My sister's panties were on the bathroom floor. I made the choice to slip on her purple panties because of how soft they were.

It only ramped up from there. Any time a pair of dirty panties were in the hamper I would put them on. As I got older I would go to shower right after my mom or sister did, and I could put on their freshly moistened panties. I loved feeling their wet patch against me. I would often smell them, sometimes suck on them while I dug deeper in the hamper for a pair to wear while I did.

Once I started being home alone, it was amazing. I would raid my mom and sister's panty drawers, found their stockings/hoes and wear them. I especially loved wearing their heels. My sister had some wigs she would wear. So I would of course put those on too.They also had so many skirts and tanks/sexy dresses plus night gowns. I would often sneak a few pairs of panties and clothes in my room so I could wear them at night.

I graduated to wearing their makeup and perfume. And would shower to wash it off before anyone got home. By the time I was 18 I had found some of their toys and would play with them. Even went as far as wearing their dirty pads sometimes. Or using a fresh tampon to wear inside of me with the string dangling out of their dirty worn thong. I would masturbate thinking of my sister's boy friends fucking me and calling me her name.

I can vividly remember my favorite panties, stocking, heels bras, bathing suits, skirts, tops, dresses, night gowns.

I still love to dress up (obviously) but I wish I could find the exact clothes and shoes of theirs that I would wear to recreate the experience.

 

[Stclad66]

Hello LindsayGurl. Like you I found my mom’s panties in the hamper in the bathroom. They were just white cotton granny panties but they felt so good when I slipped them on. I loved them so much I couldn’t wait until I could do it again

 

[CD_Chelsey]

Wow, that's quite a story. Some of it I find a little disturbing, but who am I to judge?

I don't really remember when I started; I was very young. There was a family up the road that would babysit me; their youngest daughter was about 4 years older than me, and she was mostly who babysat me. I used to dress up in her old clothes, but I stopped at some point around 1st or 2nd grade.

In 4th grade, I went into a boarding school, and for a time I was cut off from my parents (not an easy time for me). I had to be hosted by various boarding school employees during vacations, and one of them was an unmarried woman. She didn't think to pack a change of clothes for me, so she lent me some of hers. I decided to act like a girl, since I was wearing girls' clothes. That might have been the last time

As a teenager, I would hang out with my former babysitter, now as a friend, and I had definitely considered it, and even explored her clothes with my hands, but I didn't actually try anything on. I've always wanted to do it again, but I haven't dared to do it, even when I worked in a clothing store and had unbelievable access.

I've imagined being a girl, sometimes sexually, sometimes socially, sometimes just wondering what I would look like. And sometimes I've imagined myself as something in between; it's hard to imagine a different set of organs than the ones I was born with, but I always wonder how things would be different, how I would be different.

 

[LindsayGurl]

Oh my. Sounds so hot! Granny panties or whatever. They are still panties. I would often wear my mom's granny panties. I actually like the feeling of them over my ass. But must admit my sister's G strings felt much sexier between my cheeks.

Did your mom leave a nice wet patch, or a nice crusty patch for you to feel. I miss it so much wearing my mom's and sisters panties.

I specifically remember from my mom's collection a dark green pair of granny panties, and these super flexible cotton black and white thongs. Fucking loved those. My sister however had so many. A pair of blue and one that was peach colored, sort of the mesh material. But may favorites from her drawer were these Calvin Clien G strings. She had a white pair, black, light pink, and hot pink. They had to be nylon and cotton or something, they felt so good on my clitty. Also a blue lacy g string. And a bright green lacy g string. Honestly the list goes on. And I am willing to share more. . . If I must lol.

 

[LindsayGurl]

Wow, that's quite a story. Some of it I find a little disturbing, but who am I to judge?

I don't really remember when I started; I was very young. There was a family up the road that would babysit me; their youngest daughter was about 4 years older than me, and she was mostly who babysat me. I used to dress up in her old clothes, but I stopped at some point around 1st or 2nd grade.

In 4th grade, I went into a boarding school, and for a time I was cut off from my parents (not an easy time for me). I had to be hosted by various boarding school employees during vacations, and one of them was an unmarried woman. She didn't think to pack a change of clothes for me, so she lent me some of hers. I decided to act like a girl, since I was wearing girls' clothes. That might have been the last time

As a teenager, I would hang out with my former babysitter, now as a friend, and I had definitely considered it, and even explored her clothes with my hands, but I didn't actually try anything on. I've always wanted to do it again, but I haven't dared to do it, even when I worked in a clothing store and had unbelievable access.

I've imagined being a girl, sometimes sexually, sometimes socially, sometimes just wondering what I would look like. And sometimes I've imagined myself as something in between; it's hard to imagine a different set of organs than the ones I was born with, but I always wonder how things would be different, how I would be different.

Totally get the disturbing part lol. I just have always wanted to be a girl I believe. Like I love women, and my wife. We have great sex. But, and this sounds crazy, I am jealous of their periods. I want to be in heat once a month. But also more jealous at all the sexy revealing clothing they get to wear. If I was an actual girl I would be the biggest slut ever. I understand wanting 1000 outfits and 1000 shoes and 1000 panties and 10000 different make up products. I would never want to dress the same, besides my shoes. I would want to look like a new slut everyday of the week. And I would pretty much wear heels all the time, all day every day.

Probably gonna make it more disturbing. But I could never decide if I liked the wet or dry panties more. I also loved the crispness of a dirty pair dried out. I would also rub my little clitty on their patches knowing I was excited about their wet or dry pussy juice. I fucking loved their dirty panties and I miss them.

I don't understand how women aren't dripping wet wearing heals. As soon as my feet are strapped in or pushed in to mules. . . All I can think about is pleasing cock.

 

[CD_Chelsey]

Lol, but you're still thinking like a guy. I think that most girls consider it undesirable to be a "slut". They usually prefer "cute" things. Also, getting 'knocked up' by random guys is problematic for girls, socially, financially, physically, and emotionally... not to mention the way girls are taught to relate to their sexuality is usually very different from guys.

 

[LindsayGurl]

Lol, but you're still thinking like a guy. I think that most girls consider it undesirable to be a "slut". They usually prefer "cute" things. Also, getting 'knocked up' by random guys is problematic for girls, socially, financially, physically, and emotionally... not to mention the way girls are taught to relate to their sexuality is usually very different from guys.

Oh no I totally understand that. But it is why some men love sissy/CD girls. We have the mindstate of wanting to please all the time. But I fantasize about being a slut girl is more what I meant. Like if I could keep my mind and transform into a girl for a week I would want to go get fucked by as many men as possible. Then transform back into a man.

And possibly have a button to transform for another week on command hehe.

 

[drobert44]

Just wanted to hear everyone's start to crossdressing.

For me I was very young. My sister's panties were on the bathroom floor. I made the choice to slip on her purple panties because of how soft they were.

It only ramped up from there. Any time a pair of dirty panties were in the hamper I would put them on. As I got older I would go to shower right after my mom or sister did, and I could put on their freshly moistened panties. I loved feeling their wet patch against me. I would often smell them, sometimes suck on them while I dug deeper in the hamper for a pair to wear while I did.

Once I started being home alone, it was amazing. I would raid my mom and sister's panty drawers, found their stockings/hoes and wear them. I especially loved wearing their heels. My sister had some wigs she would wear. So I would of course put those on too.They also had so many skirts and tanks/sexy dresses plus night gowns. I would often sneak a few pairs of panties and clothes in my room so I could wear them at night.

I graduated to wearing their makeup and perfume. And would shower to wash it off before anyone got home. By the time I was 18 I had found some of their toys and would play with them. Even went as far as wearing their dirty pads sometimes. Or using a fresh tampon to wear inside of me with the string dangling out of their dirty worn thong. I would masturbate thinking of my sister's boy friends fucking me and calling me her name.

I can vividly remember my favorite panties, stocking, heels bras, bathing suits, skirts, tops, dresses, night gowns.

I still love to dress up (obviously) but I wish I could find the exact clothes and shoes of theirs that I would wear to recreate the experience.

I started by fucking sissies….love it!

 

[remington123691]

I found a pair of worn panty hose in my mom's closet so I tried them on...instant hard on! Now I mostly just wear panties but I have tried on some of my wifes clothes!

 

[drobert44]

I found a pair of worn panty hose in my mom's closet so I tried them on...instant hard on! Now I mostly just wear panties but I have tried on some of my wifes clothes!

Hard or soft…..full of cum!

 

[Tom599]

Just wanted to hear everyone's start to crossdressing.

For me I was very young. My sister's panties were on the bathroom floor. I made the choice to slip on her purple panties because of how soft they were.

It only ramped up from there. Any time a pair of dirty panties were in the hamper I would put them on. As I got older I would go to shower right after my mom or sister did, and I could put on their freshly moistened panties. I loved feeling their wet patch against me. I would often smell them, sometimes suck on them while I dug deeper in the hamper for a pair to wear while I did.

Once I started being home alone, it was amazing. I would raid my mom and sister's panty drawers, found their stockings/hoes and wear them. I especially loved wearing their heels. My sister had some wigs she would wear. So I would of course put those on too.They also had so many skirts and tanks/sexy dresses plus night gowns. I would often sneak a few pairs of panties and clothes in my room so I could wear them at night.

I graduated to wearing their makeup and perfume. And would shower to wash it off before anyone got home. By the time I was 18 I had found some of their toys and would play with them. Even went as far as wearing their dirty pads sometimes. Or using a fresh tampon to wear inside of me with the string dangling out of their dirty worn thong. I would masturbate thinking of my sister's boy friends fucking me and calling me her name.

I can vividly remember my favorite panties, stocking, heels bras, bathing suits, skirts, tops, dresses, night gowns.

I still love to dress up (obviously) but I wish I could find the exact clothes and shoes of theirs that I would wear to recreate the experience.

Lovely love to have been there to share

 

[Tom599]

Totally get the disturbing part lol. I just have always wanted to be a girl I believe. Like I love women, and my wife. We have great sex. But, and this sounds crazy, I am jealous of their periods. I want to be in heat once a month. But also more jealous at all the sexy revealing clothing they get to wear. If I was an actual girl I would be the biggest slut ever. I understand wanting 1000 outfits and 1000 shoes and 1000 panties and 10000 different make up products. I would never want to dress the same, besides my shoes. I would want to look like a new slut everyday of the week. And I would pretty much wear heels all the time, all day every day.

Probably gonna make it more disturbing. But I could never decide if I liked the wet or dry panties more. I also loved the crispness of a dirty pair dried out. I would also rub my little clitty on their patches knowing I was excited about their wet or dry pussy juice. I fucking loved their dirty panties and I miss them.

I don't understand how women aren't dripping wet wearing heals. As soon as my feet are strapped in or pushed in to mules. . . All I can think about is pleasing cock.

Such a beautiful experience