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Ms. Daphne - When Did You Become a Sissy?
Posted: Sun Sep 30, 2018 4:06 am
by EnchantrixDaphne
I love hearing your paths to becoming a sissy.
When did you first realize you were walking towards feminization and sissy-ness?
http://eroticaudios.com/content/Daphne/ ... eSissy.mp3
Let me know!
Mistress Daphne
Re: Ms. Daphne - When Did You Become a Sissy?
Posted: Sun Sep 30, 2018 9:02 am
by BraLover
Re: Ms. Daphne - When Did You Become a Sissy?
Posted: Sun Sep 30, 2018 9:36 am
by Dena
I've always been a sissy, I didn't start accepting it until I was in my early 20's.
I have 5 older sisters, I shared a bedroom with 2 of them til I was 10. I learned to ride a bike on a girl's bike with the same 2 sisters running beside me until I learned to balance.
It's funny, I discovered the lingerie section of the department store catalogs and was fascinated, not realizing that stuff was all over the house!
When I was 10, I started to explore my cupcake's closet. This was in an old farmhouse in the upper midwest. they had a large walk in closet that was unheated. I think the low temperatures in the winter enhanced the feeling of dressing up for me, like dressing in 3D!
Re: Ms. Daphne - When Did You Become a Sissy?
Posted: Sun Sep 30, 2018 12:41 pm
by EnchantrixCindy
While exploring his secret pleasure in feminine clothing and makeup.
Re: Ms. Daphne - When Did You Become a Sissy?
Posted: Sun Nov 08, 2020 4:25 pm
by Pussyboi_Stuart
I think I have always been a sissy, I just didn't realise it.
I remember at cupcake school I loved playing in the Wendy House with the girls much more than kicking a ball with the boys in the playground.
My aunt would always visit us at Christmas she loved fancy dress and would always bring something over for me to dress up in. One year she forgot, so she took me up into my mums bedroom and dressed me in one of my mums bra's, a pantie girdle and stockings. She took me downstairs and paraded me around in front of my parents and aunts and uncles. I enjoyed it very much and would often dress in mums things after that.
A few times a year I would visit my cousin. I got to stay in his sisters room. She was in her late teens and wore some very sexy outfits. I would stay up all night trying on her things. She began to suspect I was going into her drawers and told her parents. One night my aunt came in and caught me. She was very cross and made me strip off in front of her. I remember getting extremely aroused and she called me a Nancy boy when she saw how hard I was. Sadly that turned out to be the last time I was able to stay over at my cousins.
Later when I got married I would dress in my wife's things but what I really loved was going into my cupcake-in-laws bedroom and wearing her clothes it made me feel so naughty.
I suppose the most sissy thing of all was struggling to get hard with a women. I was always very good at chatting up women, I had the gift of the gab. I even made out I was some sort of stud. Then when it came to bedding one of these women I would often stay completely flaccid. It was embarrassing and humiliating but when I look back at those times I get very aroused.
Re: Ms. Daphne - When Did You Become a Sissy?
Posted: Mon Nov 09, 2020 4:21 pm
by gemsissy
I remember playing dress up with neighborhood girls that involved putting on their undies and dresses. I was cupcake so I knew I enjoyed it but no idea why. When I became sexual, almost immediately I dug into my cupcake's lingerie drawer, first stroking myself with her white nylon panties but then wearing them (even several at once) as I masturbated. I began to have fantasies about being a girl at Prom in a beautiful satin dress, being with a boy, hurrying to have sex in the back of a car, struggling with "my dress" and feeling trapped in my panties and just that anxious and heady arousal was enough to make me cum big. I kept thinking about how the girl feels with sex, so I'd spread my legs as I tugged and moved the panties on me. So I was pretty much a sissy from puberty onward.
The word "sissy" is another story. Took a lot longer for me to learn about the word and then feel comfortable with my interpretation of the word to apply to myself. It might have been after college (and yes I had a stash of panties and more all through college, even when I lived in a dorm room with three other guys).
Happy to share anything you might wish, Ms Daphne.
Re: Ms. Daphne - When Did You Become a Sissy?
Posted: Tue Nov 10, 2020 1:35 am
by Jamie Michelle
Thank you for asking this question, Mistress Daphne! In answer, I realized that I had sissy tendencies when I started crossdressing at age 11 years. I relate how I began crossdressing in my following post:
* Jamie Michelle, "Re: When did you discover you were a sissy?", May 1, 2016,
viewtopic.php?f=3&t=15300#p75860 .
However, *others* apparently realized that I had sissy tendencies long before then, which I detail in my below two consecutive posts (which have the same thread-title as the foregoing even though it's actually a different thread):
* Jamie Michelle, "Re: When did you discover you were a sissy?", June 1, 2018 and June 28, 2018,
viewtopic.php?f=9&t=14504&start=15#p81924 .
And now I'm a grown-up sissy married to my dear husband! Yay!
Re: Ms. Daphne - When Did You Become a Sissy?
Posted: Tue Nov 10, 2020 10:48 am
by EnchantrixDaphne
Love it, Jamie Michelle!
Your process was great!
Re: Ms. Daphne - When Did You Become a Sissy?
Posted: Tue Nov 10, 2020 1:35 pm
by Jamie Michelle
EnchantrixDaphne wrote: ↑Tue Nov 10, 2020 10:48 am
Love it, Jamie Michelle!
Your process was great!
Teehee, Mistress Daphne! It would appear that "Mundane" is not my middle name! Ha!
I love being a sissy-girl so much! Yippee!
Oh, and it's so wonderful seeing you on our excellent Sissy School forum! Mees loves mees some Daphne's! Teehees!