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.

"Suck your dildo just like me sissy, k? Watch! Take it all the way down to the balls…no gagging! And make sure you kiss and lick the head after!"

"Suck your dildo just like me sissy, k? Watch! Take it all the way down to the balls…no gagging! And make sure you kiss and lick the head after!"

(Source: 21stcenturyslut, via pottipantsjuli)

— 4 days ago with 1316 notes
#gif  #dildo  #cocksucking  #training 
chien-de-nadya:

when he was my boyfriend …. he fucked me every night …. Now the role reversed …. and"SHE" is my feminized submissive slut … and I fuck "HER" every night !!

chien-de-nadya:

when he was my boyfriend …. he fucked me every night …. Now the role reversed …. and
"SHE" is my feminized submissive slut and I fuck "HER" every night !!

(via pottipantsjuli)

— 4 days ago with 99 notes
#sissy  #handcuffed  #strapon  #gif 

ahumliatedhusband-com:

Once she knows she can make you suck HIM, she know she can make you do anything she wants

(via pottipantsjuli)

— 4 days ago with 75 notes
#forced bi  #gif  #forced cocksucking 
cksissy:

heavyblueballs:

"….oh look! Was that your first ruined orgasm ever?" *giggles*
- “Nnnnngggggggghhhhhhhhhhhh!!…”

If that was your first ruined orgasm, get used to it - she obviously like seeing it!

cksissy:

heavyblueballs:

"….oh look! Was that your first ruined orgasm ever?" *giggles*

- “Nnnnngggggggghhhhhhhhhhhh!!…”

If that was your first ruined orgasm, get used to it - she obviously like seeing it!

(via pottipantsjuli)

— 4 days ago with 368 notes
#gif  #ruined orgasm  #tease and denial 
redbottomhubby:

Be a good boy and I won’t tell your wife you made stinky.

redbottomhubby:

Be a good boy and I won’t tell your wife you made stinky.

(via dl-kc)

— 4 days ago with 16 notes
#diaper change  #caption 
Your wife watched for hours as you hollered on downtown mainstreet that you had gone poo poo, and asked if anyone would change your diaper. Almost everyone laughed, some even came up to see and even checked your diaper, but ran away laughing to their friends as soon as they saw/smelled your mess. Finally a large black woman came up to you and said “lay down honey” and you regretfully obliged.  She proceeded to change your diaper as if you were a two year old in front of the massive crowd of people that had gathered on main street.  You tried to just close your eyes and ignore all the laughs, jeers, and photos being taken.  After she had you all cleaned up, and taped into a fresh diaper, she patted you on the bum and said “there you go sweety”.  You couldn’t thank her enough.  Your task complete, you walked back to your wife triumphantly, who had the biggest smile on her face after the humiliation you just suffered.  But you didn’t care, it had been 10 months since you were last allowed to cum, and finally you were going to be let out of chastity for two whole minutes.

Your wife watched for hours as you hollered on downtown mainstreet that you had gone poo poo, and asked if anyone would change your diaper. Almost everyone laughed, some even came up to see and even checked your diaper, but ran away laughing to their friends as soon as they saw/smelled your mess. Finally a large black woman came up to you and said “lay down honey” and you regretfully obliged.  She proceeded to change your diaper as if you were a two year old in front of the massive crowd of people that had gathered on main street.  You tried to just close your eyes and ignore all the laughs, jeers, and photos being taken.  After she had you all cleaned up, and taped into a fresh diaper, she patted you on the bum and said “there you go sweety”.  You couldn’t thank her enough.  Your task complete, you walked back to your wife triumphantly, who had the biggest smile on her face after the humiliation you just suffered.  But you didn’t care, it had been 10 months since you were last allowed to cum, and finally you were going to be let out of chastity for two whole minutes.

(Source: babydon1983, via dl-kc)

— 4 days ago with 635 notes
#public humiliation  #diaper change  #chastity 

cuckhusb:

chien-de-nadya:

Lets Fuck Him in Chastity
Mistress Sara Diavola and Vanessa Vixon have been teasing slave lance, Sara’s roommate/slave, while keeping his cock locked up in chastity.  They love to make his cock and balls swell against his CB6000.
Now they want to really humiliate him and drive him crazy, so Mistress Sara puts on a big strap-on cock and makes him ride it.  She tells him he might be able to have a prostate orgasm if he tries hard enough.
The two hotties humiliate him for turning into such a sissy, all because he’d do anything to have an orgasm again.
Mistress Sara pounds his ass from behind, while the cruel and ruthless Vanessa rubs his face in her tits.  Just when slave lance thinks he might actually cum through his prostate, they leave him on the sofa with a worn out ass and aching blue balls.

OMG

(via pottipantsjuli)

— 4 days ago with 243 notes
#chastity  #strapon  #dildo  #gif set 
The only way to ease my frustration…

The only way to ease my frustration…

(Source: bertxu, via pottipantsjuli)

— 4 days ago with 1104 notes
#chastity  #gif  #dildo  #cum  #frustration 
 You’re not sure which is worse: pulling down your pants and letting everyone in the bathroom see what your wife made you wear to work today while you use the toilet….or actually using the diaper…

 You’re not sure which is worse: pulling down your pants and letting everyone in the bathroom see what your wife made you wear to work today while you use the toilet….or actually using the diaper…

(Source: bebebribri, via pottipantsjuli)

— 4 days ago with 53 notes
#diaper  #stall  #public humiliation