Sissy Cumpilation

Ask me anything   Submit   Pictures and Captions of Sissies being diapered, feminized, and humiliated in all sorts of ways!

All pictures have been found across the internet. None of these are my own. Any copyright infringement is purely unintentional, and images will be removed if a problem arises. If you are under 18 please leave and DO NOT follow this blog. This blog is NSFW.

"Okay wittle sissy! It’s time for your training! Yes yes…now quit your whining, pull your wittle diaper down, and rock back and forth on your wittle dildo until you’ve soaked your pampers!"
Caption Request for lil-vyx

"Okay wittle sissy! It’s time for your training! Yes yes…now quit your whining, pull your wittle diaper down, and rock back and forth on your wittle dildo until you’ve soaked your pampers!"

Caption Request for lil-vyx

— 21 hours ago with 24 notes
#lil-vyx  #caption request 
The only way i can masturbate nowadays is to finger myself like a little girl…

The only way i can masturbate nowadays is to finger myself like a little girl…

(Source: temchik3000, via chastityforlife)

— 22 hours ago with 208 notes
Girls Love Deepthroat | Play Porn Games - Play Flash Sex Games Online →

For all you little sissies who want to practice their blowjobs! I made him cum 7 times until i was covered in cum and my mascara was running all over the place!

— 23 hours ago with 2 notes
severin4wanda:

femdommed:

"Even now in heaven there were angels carrying savage weapons"

Beg Peg Beg Peg Beg Peg…

I love the reins

severin4wanda:

femdommed:

"Even now in heaven there were angels carrying savage weapons"

Beg Peg Beg Peg Beg Peg…

I love the reins

(Source: pleasebruiseme, via begforsomepegging)

— 1 day ago with 406 notes
swrredhead:

Deeper boy, get down on it deeper, can keep those cheeks spread.  I want to see my strapon sliding in and out of that ass, see you getting violated by my cock for a change.  You naughty boy, come on, get right on it and tell me how good it feels to be my bitch whore boy.

swrredhead:

Deeper boy, get down on it deeper, can keep those cheeks spread.  I want to see my strapon sliding in and out of that ass, see you getting violated by my cock for a change.  You naughty boy, come on, get right on it and tell me how good it feels to be my bitch whore boy.

(via lockedcockforher)

— 1 day ago with 218 notes

lustomic:

Sissy Slut Secretary… another day at the office! #sissyslut http://www.videos4sale.com/store/18765

— 1 week ago with 40 notes

lustomic:

What else would happen when sissy sluts go to jail? www.lustomic.com

— 1 week ago with 90 notes

lustomic:

Help, My Husband Is A Sissy! Video available exclusively at www.lustomic.com

— 1 week ago with 137 notes