What was your very first dress up day?

Recover Password?

Entrance

About

The Latest Topics

Forums

Misc

The official time to show up in the chat is 8pm Eastern Time

Anyone can chat at anytime sissy dolls, but this official meeting time will help there to be a lot of people in the chat at once.

FantaSissy Dating

Find your special someone who loves the same things you do! Join over 1.5 million singles!

You can follow
Sissy Kiss on other sites too!

Wanna follow the creator of Sissy Kiss (me ^.~ hehe) Christie Luv? You can here :)

Sissy Kiss\'s Feminization Guide

A real, and complete tutorial to learn everything about how to feminize yourself.

Adult Baby Videos By Jennibellarella! ❤

Corset training with steel boned corsets help a lot in addition with hormones to give us TGirls wonderful curves! Romantasy has been the best place to get corsets in my experience. You can support Sissy Kiss by letting them know you found Romantasy through Sissy Kiss.
~ Christie Luv

Ann who is very experienced in corset training has a great guide for it. You can click here to see it.

PG What was your very first dress up day?

~*Christie Luv*~

Posted on December 11th, 2016 ~ 1:04 am

Posted in

Captioned Piccies

Add A New Image To This Gallery

What was your very first dress up day?, first time, Dolled Up

You can click the image to see the full size

I'd love to know about that very special day when you finally got to be in a pretty girl's outfit.

I had a sister that wanted to dress me up like a dolly at 5. I got soo lucky hehe. ^-^ Although I already knew I relate more with girls, and she may have picked up on that. She dressed me up in a very pretty white wedding flower girl dress made of satin & tulle. She wanted to show me off to mom & dad, but I got too shy. *giggles*

Source: cuckdynasty.tumblr.com

Gallery Images by ~*Christie Luv*~

Display More Images

Last Post

9,267 views

4 posts

::Would you like to advertise at Sissy Kiss? Click here for details!::

These lovely people support all the features in Sissy Kiss to contribute to our community! So it would help so much if you could check them out, and say your from Sissy Kiss. Some even give discounts, or free gifts by mentioning it!

Add your message here..

shamrock

Posted December 12th, 2016 ~ 9:55 pm

well my first day of dresses up it good with my sister help and I when 17 year old at the time and you

HI,,,, I am shamrock & I am a male ,,,, I wear diapers and i love to be bandaged up from head to toe by student female nurses and student female nurses can diaper up like a baby girl too,,,,,,,,, THANK YOU ALL

Quote

Baby Butch

Posted December 13th, 2016 ~ 1:57 am

Mine was long ago when I was about 5. I had no clean laundry after by bath so I was given panties and girls pajamas to wear. That was unusual I was usually put in a diaper before bedtime. I did not mind either one!

http://sissykiss.com/gallery/baby-butchs-gallery/

http://sissykiss.com/Baby-Butch/blog/awards-blog/

*Hugs Baby Butch*

Quote

IntermittentPrincess

Posted December 13th, 2016 ~ 3:17 am

My sister did my make-up and went with me to a scenic (but secluded) spot for a photo shoot. She let me wear a sparkly gold dress. She used my picture in a piece of art she did later. Though akward at times, it was a bonding moment between us.

"You are free to sever the chains of fate that bind you..... " - Legend of Dragoon

Quote

becky08

Posted December 17th, 2016 ~ 4:13 am

I was 8 when my aunt dressed me in my 5 year old couisin's dress, panties and ankle socks and took me home and told my mom she caught me wearing everything.

Quote