A silly little sissy must have all the tools she needs in her purse to take on the big bad world.
![Ooh!](https://www.sissify.com/wp-content/uploads/2015/01/redtape.gif)
![princess kittycupcakes](https://www.sissify.com/wp-content/uploads/2018/10/1845_0-15319500-1536566849_20180727_082946-263x350.jpg)
Schedule of a princess
When kitty is off at work, the Maid never comes out. However, When the kitty is at home.... The week ...
![Truth](https://www.sissify.com/wp-content/uploads/2021/01/truth-233x350.jpeg)
The truth will set you free
sarahjane and he.r Superior have been married for more than 38 years now. She has been sissy’s true north since ...
![Resolutions](https://www.sissify.com/wp-content/uploads/formidable/20/resolutions-271x350.jpg)
getting real and having girlie fun
To Madame Stewart & The House (curtsey & kneel) After careful consideraton & consultation with her Superior, tara is happy ...
![sissy quiz](https://www.sissify.com/wp-content/uploads/2020/02/bimbo-330x350.jpg)
sissification: manliness in the death row
This sissy katiaflorika feels he.rself pleased to have been accepted inside the House, where s.he is committed to behave properly ...
![Resolutions?](https://www.sissify.com/wp-content/uploads/2015/01/resolutions-featured-350x181.jpg)
A Limp Resolution
This sissy’s New Years’ Resolution is to be a limp clitty sissy at all times! she has decided upon this ...
![transsexual](https://www.sissify.com/wp-content/uploads/2008/09/truthabouttranny-350x181.jpg)
Put Your Big Girl Panties On, We Need To Talk…
This girl felt like there was never a "right time to have the talk", but more like picking a time ...
![A Secret Sissy Stevie Nicks Ballad](https://www.sissify.com/wp-content/uploads/formidable/20/ss1-1-350x263.jpg)
A Secret Sissy Stevie Nicks Ballad
To the Superiors Of The House *curtsey* Thank You for this assignment. This assignment taught saucy tara many things and ...
![secrets](https://www.sissify.com/wp-content/uploads/2017/12/secrets-peter-thiel-zero-to-one-startups1-350x321.jpg)
Afraid to admit my true self
curtsey, sissy is tucked, plugged and pantied sis has always felt feminine and worn panties under her male attire. One ...
![Happy with new life](https://www.sissify.com/wp-content/uploads/2017/05/jonna-232x350.jpg)
Happy with new life
Dear Madame Stewart and House Superiors This is linked to sissy jonna's previous Assignment Report and meaning is to open, ...
![Mistress](https://www.sissify.com/wp-content/uploads/2015/06/2516852-350x263.jpg)
Good life today
sissy jonna wrote her Assignment report few years back, how s.he came out at home. In sissy life it is ...
![Sissy Bikini](https://www.sissify.com/wp-content/uploads/formidable/20/Sissy-Bikini-1.jpg)
polka dot bikini
trixie loves to wear her polka dot bikini. she has several others that she wears as well. Maybe this year ...
![beach sissy](https://www.sissify.com/wp-content/uploads/formidable/20/IMG_20200801_123308-263x350.jpg)
A beachy weekend!
A few weeks ago, my girl friend who knows about my sissy side came back to visit me. Same as ...
![kaori](https://www.sissify.com/wp-content/uploads/formidable/20/IMG_1599-e1595271390336-257x350.jpg)
The First Trip outside with her heel and her Feminity.
(Curtsy) Thank you once again for the House that did give the chance to Kaori to execute her dream. Walking ...
![marilyn](https://www.sissify.com/wp-content/uploads/2010/05/marilyn-featured-350x181.jpg)
The Journey to submissive femininity
why does one want to become the ultimate icon of femininity and submission? it all started when i was 14 ...
![A sissy serves her Superior](https://www.sissify.com/wp-content/uploads/2016/02/Taylor-Says-Till-Death-Pump-350x279.jpg)
Getting over one’s self
This girl has learned the essential requirement to be of value as a submissive pet to one's Superior is the ...
![secrets](https://www.sissify.com/wp-content/uploads/2017/12/secrets-peter-thiel-zero-to-one-startups1-350x321.jpg)
Figuring It Out
The Secret Sissy Assignment has given this explorer a lot to consider. It is greatly helpful in many of the ...
![So you want to tell Her?](https://www.sissify.com/wp-content/uploads/2014/11/tellher-350x181.jpg)
A secret revealed
This slut finds that she is once again reporting on an Assignment that is not complete - indeed, it may ...
![enslaved by her panties](https://www.sissify.com/wp-content/uploads/2018/08/enslaved-panties-featured-233x350.jpg)
mental panties and imaginary frills
This sissy's Superior does not allow h.er to dress in front of h.er - but She does expect kindra to ...
![emma](https://www.sissify.com/wp-content/uploads/formidable/20/received_1450983645079591-1-263x350.jpeg)
Feminization weekend
sissy emma had a friend of her visiting over for the past few days and spent a wonderful weekend with ...
![a little less secret than before](https://www.sissify.com/wp-content/uploads/formidable/20/20200130_184303-350x350.jpg)
a little less secret than before
This humble sissy respectfully bows to the Superiors of the House of Sissify who give of their precious time to ...
![secrets](https://www.sissify.com/wp-content/uploads/2017/12/secrets-peter-thiel-zero-to-one-startups1-350x321.jpg)
Secrets, secrets, are a little fun…
This sissy is so thankful for the guidance and support a place like this provides to help continuously push mental ...
![Happily Domme and sissy](https://www.sissify.com/wp-content/uploads/2015/05/Mistress-W-Full-284x350.jpg)
Happily Domme and sissy
Dear Madame Stewart and House Superiors, -curtsy- When sissy first joined the House, it was to fulfill an unmet need ...
![Tell her!](https://www.sissify.com/wp-content/uploads/2015/03/tell-her-350x263.jpg)
cuckold
Dear Superiors, Tonight, sissy made huge progress in one of the most ultimate in submissive yet persuasive discussions with sissy’s ...
![alexandra](https://www.sissify.com/wp-content/uploads/2020/02/file_5e580f9ed982e_thumb-263x350.jpg)
Secret sissy Wants to Tell Her But…
This sissy thanks Madame Stewart, the Staff and her sisters for all of the guidance she has been blessed with ...
![Angel Devil](https://www.sissify.com/wp-content/uploads/2017/06/Angel_Devil_72-277x350.jpg)
Dealing with Devilish Details
sissy has gone out dressed several times now, and has become aware that the Devil is in the Details when ...
![So you want to tell Her?](https://www.sissify.com/wp-content/uploads/2014/11/tellher-350x181.jpg)
sissy came out as a sissy!
Dear Madame Stewart and House Superiors, -curtsy- sissy is so thrilled to be writing this! sissy had no idea that ...
![Almost New Years!](https://www.sissify.com/wp-content/uploads/2014/10/newyearsgirl.png)
Happy House of Sissify New Year!
Dear Mistress, Your sissy just renewed her tuition at the House for another year and took a moment to reflect ...
![spanked bottom](https://www.sissify.com/wp-content/uploads/formidable/20/36B018EE-5E53-4631-8870-831619989E2E-350x210.jpeg)
sissy josie has learned another valuable lesson
*curtsey* Good day Madame Stewart and Staff . Again sissy josiemaid has learned another valuable lesson on Respect. sissy josie ...
![princess kittycupcakes](https://www.sissify.com/wp-content/uploads/2018/10/1845_0-15319500-1536566849_20180727_082946-263x350.jpg)
Walking in Vancouver
Vancouver Pride Weekend After months of planning, this sissy thought s.he was going to be trapped out in the great ...
![secrets](https://www.sissify.com/wp-content/uploads/2017/12/secrets-peter-thiel-zero-to-one-startups1-350x321.jpg)
The acceptance of a secret sissy
This report is written after the inspiring words of Madame Stewart: “How can anyone love me for who I am, ...
![secrets](https://www.sissify.com/wp-content/uploads/2017/12/secrets-peter-thiel-zero-to-one-startups1-350x321.jpg)
No longer a 100% Secret Sissy
Moving on from being a secret sissy. This sissy still has a long way to go, but s.he wants to ...
![etiquette](https://www.sissify.com/wp-content/uploads/2018/09/etiquette-image-350x350.jpg)
Prim and Proper
ellie has now understood what s.he must do to properly be the best sissy s.he can be. s.he is fully ...
![Caught with Aunties panties!](https://www.sissify.com/wp-content/uploads/2016/02/aunties-panties-featured-350x181.jpg)
Resolution: Clearing out the underwear drawer
Dear Superiors and sisters, this is misti her first report on the Resolution assignment. She first wrote this assignment in ...
![sissyWalk](https://www.sissify.com/wp-content/uploads/2017/11/heels-walking-350x208.gif)
Stepping Out of the Hotel Room
This girl has been a crossdresser since as long as she can remember. she was no more than four the ...
![Will you be able to find a real Mistress?](https://www.sissify.com/wp-content/uploads/2014/11/realmistress-350x181.jpg)
Anticipating Mistress’s Needs/Wants
This sissy lives a life of 24/7 submission. It is a life in which Mistress has all the power and ...
![rosebud](https://www.sissify.com/wp-content/uploads/2019/04/1534035216-64-350x233.jpg)
A World of Possibilities
rosebud has significant limitations in becoming more Feminine. But most importantly, rosebud’s Wife is very conventional in sexual matters. Discovery ...
![secrets](https://www.sissify.com/wp-content/uploads/2017/12/secrets-peter-thiel-zero-to-one-startups1-350x321.jpg)
Still a Secret Sissy
While writing this, this sissy confesses that she is a Secret Sissy and that everything sissy she has done is ...
![sissy enlightenment](https://www.sissify.com/wp-content/uploads/formidable/20/Made-bed-263x350.jpg)
sissy enlightenment
It is a fact that all Women are superior to men. This sissy realized this a long time ago, having ...
![sexy trucker](https://www.sissify.com/wp-content/uploads/2019/02/1994316-bigthumbnail-350x219.jpg)
secret sissy trucker
(curtsy) Greetings to all of this sissies wonderful Superiors! caren has been living the life of a secret sissy for ...
![resolution](https://www.sissify.com/wp-content/uploads/formidable/20/sissy-1-350x240.jpg)
The resolution to change
(curtsy) Thank you for the House to allow this sissy to express and work on herself. kaori is happy to ...