What's your favorite sissy outfit?

I have a plain pink dress that I actually got from Hot Topic. It is my current favorite at the moment. I think I am going to order something new soon though
 
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I have a few plaid skirts I like to wear over my diaper. I'm wearing one in my profile pic. Also, I have tennis skirts I like to wear while doing yard work. They are cool and comfortable in hot weather, and dry quickly when I wet myself.
 
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Jbdl said:
View attachment 133838Todays fave, anyhow. New stretch lace top from walmart. The skirt I made, m'self.
I wish I could learn to sew!!! I should start trying!! Love the outfit!! <3
 
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scrtadssy75 said:
I wish I could learn to sew!!! I should start trying!! Love the outfit!! <3
Me too! Next house I live in I'd love to have room for a sewing room, is that about as sissy as it gets?
 
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Hello all,

I have read this thread a number of times and really struggled with how to answer the question posed.

Without getting too deep, it depends why I’m dressing and what my objective is.

Is it to feel like a girl, baby girl, little girl, school girl, teeny or mature? Or, is it to feel the humiliation, emasculation of a male being instructed or forced to wear female clothes of a particular type or age.

Frankly, I love it all, to be a sissy and wanting to be a girl or the feeling of being controlled and made to be feminine.

So, my first outfit to dress as a baby/little girl either to feel like or being made to wear, is this one.

IMG_5442.jpeg

As a school girl or big girl, obviously it would be different but I’d want to be and feel pretty if I wanted to feel like a girl.

But if I wanted to feel more sissyish as a male forced or controlled, my dresses/skirts may be shorter and my maleness more obvious, if that makes sense.

I guess it all goes back to what we feel being a sissy means and I think that’s different for us all. 🤔

Jenny x ❤️
 
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sissygirlpink said:
Hello all,

I have read this thread a number of times and really struggled with how to answer the question posed.

Without getting too deep, it depends why I’m dressing and what my objective is.

Is it to feel like a girl, baby girl, little girl, school girl, teeny or mature? Or, is it to feel the humiliation, emasculation of a male being instructed or forced to wear female clothes of a particular type or age.

Frankly, I love it all, to be a sissy and wanting to be a girl or the feeling of being controlled and made to be feminine.

So, my first outfit to dress as a baby/little girl either to feel like or being made to wear, is this one.

View attachment 134431

As a school girl or big girl, obviously it would be different but I’d want to be and feel pretty if I wanted to feel like a girl.

But if I wanted to feel more sissyish as a male forced or controlled, my dresses/skirts may be shorter and my maleness more obvious, if that makes sense.

I guess it all goes back to what we feel being a sissy means and I think that’s different for us all. 🤔

Jenny x ❤️
I think that about sums it up for many. What a good little girl you are.💄
 
So when I think of a toddler I think of a toddler being pretty gende neutral in most cases. So when I saw these Footed Jamie's I fell in love. Because for me it definitely gave that vibe!!!
 

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LittleMaryJane said:
This is my favourite outfit. Just received it from Little Kink Boutique on Etsy.
🎠💕🎠🧸💕
View attachment 133788
Looks rather incongruous attire in what is fairly obviously a man cave! Thanks for making me smile.
 
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sissybaby34 said:
Sadly not one I own, but found this on line and its perfect.

View attachment 133326
I would love to have this dress!!! it would have to be short enough to show my diapers!!!
 
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Love it!
 
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sissygirlpink said:
Hello all,

I have read this thread a number of times and really struggled with how to answer the question posed.

Without getting too deep, it depends why I’m dressing and what my objective is.

Is it to feel like a girl, baby girl, little girl, school girl, teeny or mature? Or, is it to feel the humiliation, emasculation of a male being instructed or forced to wear female clothes of a particular type or age.

Frankly, I love it all, to be a sissy and wanting to be a girl or the feeling of being controlled and made to be feminine.

So, my first outfit to dress as a baby/little girl either to feel like or being made to wear, is this one.

View attachment 134431

As a school girl or big girl, obviously it would be different but I’d want to be and feel pretty if I wanted to feel like a girl.

But if I wanted to feel more sissyish as a male forced or controlled, my dresses/skirts may be shorter and my maleness more obvious, if that makes sense.

I guess it all goes back to what we feel being a sissy means and I think that’s different for us all. 🤔

Jenny x ❤️
Can't get this picture out of my mind. It pushes all the buttons.
 
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sissygirlpink said:
Hello all,

I have read this thread a number of times and really struggled with how to answer the question posed.

Without getting too deep, it depends why I’m dressing and what my objective is.

Is it to feel like a girl, baby girl, little girl, school girl, teeny or mature? Or, is it to feel the humiliation, emasculation of a male being instructed or forced to wear female clothes of a particular type or age.

Frankly, I love it all, to be a sissy and wanting to be a girl or the feeling of being controlled and made to be feminine.

So, my first outfit to dress as a baby/little girl either to feel like or being made to wear, is this one.

View attachment 134431

As a school girl or big girl, obviously it would be different but I’d want to be and feel pretty if I wanted to feel like a girl.

But if I wanted to feel more sissyish as a male forced or controlled, my dresses/skirts may be shorter and my maleness more obvious, if that makes sense.

I guess it all goes back to what we feel being a sissy means and I think that’s different for us all. 🤔

Jenny x ❤️
Hello all,

Here’s another of my absolute favourites with sissy waterproof padded training panties, with a unicorn appliqué, salmon pink contrasting waist and leg bands.

A lovely pink smockish dress with teddy pocket, oh, I love it so.

How I’d love my female partner to make me wear it, tease and taunt me. Call me a sissy, humiliate me, make gestures with her thumb and finger to make me feel small, threaten to tell everyone I know and emasculate me.

IMG_5660.jpeg

Mary Jane t-bars of course and pink topped thigh socks.

Jenny x ❤️ 👗👙🥿
 
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Working from home today so able to dress in my happy clothes. Sunny outside if I dare go into the garden. Diaper very full after morning wetting
 

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sissybaby34 said:
I get mine from here, they are excellent quality and very good service.

I get mine from the same place. They really are perfect dresses for sissies and so very nice to wear and play in.
 
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I don’t know if bikini panties, a 6 garter A.I.O. Holding up a pair of thigh high stockings is ‘sissy’ or what but I have been wearing figure skating dresses and tights since I was 4 years old and I am now 68. Although I don’t have the body for going out and rollerblading or skating anymore, I do vividly remember being called a sissy often as a boy and young teen. I t never stopped me and my sisters from roller skating at the park. It taught me how to fight pretty well too. When rollerblades came out, I instantly took to them and loved the speed and ease of turning etc because my little skirt would really flutter like crazy against my butt, hips & groin in such an incredible way that it would produce the most powerful exotic erotically sensual sensations that I had to wear a. Pad under the front of my panties. Yes when you combine those nonstop sensations with the incredible adrenaline head and body rushes, I would often get weak in the knees. Oh my goodness but the thrill is beyond compadre. It does not demise with time.
 

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