Jizz

First time! I want to be sexy! How about some encouragement!

GoneWildCD, Sissies

My first one. Should I post more? PM's encouraged.

GoneWildCD, Sissies

Sometimes your true sissy just needs encouragement!

Sissyperfection

I want to encourage all you scared new sissies out there, don't be afraid...

sissyhypno

Sissy Encouragement - a new hypno

sissyhypno

Pms encouraged! ;)

FemBoys, Sissies

Who is this? She does a great sissy encouragement clip.

sissyhypno

Lift up my leather skirt and do whatever you want to me (dirty PMs encouraged!)

GoneWildCD, Sissies

thanks for the encouragement! do you like my schoolgirl skirt?

GoneWildCD, Sissies

Shy wannabe sissy boi wants encouragement and needs more [x-post r/sissypersonals]

GaybrosGoneWild

Sissy needs encouragement and humiliation while stuck unable to dress at parents :( Kik- Sissy_Sammie

sissykik

Smooth sissy stretching out my boypussy with my new dildo. Come a day give me some words of encouragement, Daddy.

sissykik

sissy wants to be a good girl and watch hypno and suck cock. looking for someone to encourage me!

sissykik

New chubby CD looking for men, women and sissies for advice, encouragement, dirty talk, pic swapping, or whatever!

sissykik

Sissy needs encouragement to take cock kik: lbddd

sissykik

24 Sissy for Daddy online/NY - Encourage my feminization and keep me in my place!

sissypersonals

Newsih to this, seeking other sissies, CDs, and doms to connect with and for encouragement. kik is kellykahne

sissykik, GoneWildCD

24 Sissy from Finland looking for encouragement to go suck cocks at gloryhole. Kik:darken130

sissykik

UK BBC for sissy to encourage my BBC

BBCsissies

Turn me to be your little sissy princess daddy! Encourage me to be as cute and fem as possible. Kik quadquatro

jobuds

Femboy Sissy About to Shower and Toy my Boihole. Need a Dirty Daddy to Hekp Encourage Me. Captions and Fantasies are my Favs! Kik @janeycastle

sissykik

New Sissy looking for encouragement and regular online training KiK - ElliseBe

sissykik

35/sissy/NYC looking for friend to encourage (and benefit from) my ever-escalating feminization+embarrassment (see comment inside)

sissypersonals

25 Sissy out in Las Vegas, NV still on the lookout for a mommy or daddy that wants to help train and/or dominate me. Always open for chat with other sissies too, especially ones that will encourage me to be good even without a key holder.

sissypersonals

New sissy | 24 | London | seeking to be trained and encouraged to go further, potentially all the way

sissypersonals

New sissy | 24 | London | seeking to be trained and encouraged to go further, irl or online

sissypersonals

I Want To Be A Sissy Slut Like Natalie Mars. Can You Help Encourage This Femboy to Destroy This Sissypussy? @janeycastle

sissykik

Sissy looking for other Sissy's to train up and encourage, Kik ladiesman199716

sissykik

32/sissy - I'm looking for a guy to play the role of a good friend. I'll send you pics and tell you all my fantasies. You'll collect all of it. You'll encourage and approve and ask for more. You'll tease me about my moans and faces at awkward times. You'l

sissypersonals

Hey daddy here looking to encourage a sissy to take an outdoor photoshoot that I direct ♥️ hmu $

sissypersonals

Sissys need encouragement ? or training ? kik @ uvithehelpful

Sissykik2

Aspiring sissy, looking for encouragement, DM me if you think I have what is needed ^_^

indianSissies

Aspiring sissy 27/India, looking for encouragement, DM me if you want a bite *winks*

sissypersonals

28 (mtf4 all) trans w/sissy fetish looking for an encouraging hand and or friends in oklahoma city or online. Kik me, my kik is the same username as reddit. Can it believe that my clit has never been locked?!

sissypersonals

[22 Sissy online] I need an older dominant man to encourage my transition long term - kik: w3rtboi

sissypersonals

I would love positive encouragement to transition ??

GoneWildTrans, Sissies, Sissykik2

Looking for a sissy to share our sissy experiences and encourage each other! Kik me Kaitlynnrose42

Sissykik2