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Sissy Cuck Humiliation @cuckhumiliation

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Sissy cuck with a tiny little dicklet. I'm just over an inch soft, and right at three inches fully erect. Almost all my sexual experiences have involved the sentence "are you in yet?" I've learned to accept it, and even crave the humiliation of having my inadequacy ridiculed by others. This blog is mostly a collection of captioned pics of the things I daydream about now. All I ask is that you treat me like the panty-wearing sissy that I am. chas19839 at gmail - Sissy Cuck Humiliation (@cuckhumiliation)
Its going to be a long afternoon for sissy @cuckhumiliation

It’s going to be a long afternoon for sissy.

Im on a drawing kick @cuckhumiliation

I’m on a drawing kick :)

Be a good sissy and maybe this thanksgiving uncle @cuckhumiliation

Be a good sissy, and maybe this Thanksgiving Uncle Jerry won’t have to spank your sissy ass in front of everyone.

Take your punishment little bitch @cuckhumiliation

Take your punishment little bitch.

Punishment time for sissy @cuckhumiliation

Punishment time for sissy.

Dommevee you have been waiting for this for a @cuckhumiliation


you have been waiting for this for a LONG time. And now I am finally ready. Bend over the bed, sissy SLUT. I am going to give you a thrusting like you have never felt before. And then you will suck the dildo after I am done. Take it down the back of your throat like I can take your cock down the back of mine. Understood?

sexy as hell - sign me up

This is definitely the most adorable sissy @cuckhumiliation
This is definitely the most adorable sissy submission I’ve received.

Hello, i love your blog!, recently my girl left me because i am not big enough and after a few days told me to dress as a girl if i ever wanted to see her again, it turns out it was a plan of her love rto humiliate me, anyway i started to enjoy the thought of humiliation very much and found your blog, i havent taken the step to be kept in chastity yet, but i think if i find the right mistress that might be the case.

Slutpetra bigblackniggadick @cuckhumiliation




Ungh! Get that cock back inside me!

This is how it feels to be a white woman and have a this view


I know hat view

dear god this makes me feel so useless

Reader submission looks like a good job of @cuckhumiliation

Reader submission. Looks like a good job of shaving, although the way you’re squeezing out of the cage looks….painful?

Yoursissynightmare i will breed your girl and @cuckhumiliation


I will breed your girl, and you will kneel and thank me.

Yoursissynightmare im going to punish your @cuckhumiliation


I’m going to punish your useless little nuts, and you’re going to cry like a girl. Fantasy’s over; time to find out what being a sissy really feels like.

Having a great time at the beach going to have a @cuckhumiliation

Having a great time at the beach. Going to have a big credit card bill for you to pay off. House better be in perfect shape when we get back.

Sissycuckmaids most nights for sissy @cuckhumiliation


Most nights for sissy.

Reader submission very cute little sissyneed a @cuckhumiliation

Reader submission. Very cute little sissy…need a keyholder? ;)

Sinisterboss when you are done eating my cum @cuckhumiliation


When you are done eating My cum, make Me a drink while I lay in bed with your wife and get better acquainted… and you can get used to seeing Me around boi. She has asked Me to move in and run your lives from now on. Doesn’t that make your little clit hard?

Castration clinic poor castrated white sissy @cuckhumiliation


Poor castrated white sissy, having to serve a Black’s pleasure.

I guess chastity isn’t necessary if your owner decides to have your little nuts removed. Yikes!!

Yogahotwife heading out for afternoondelight @cuckhumiliation


Heading out for #afternoondelight with a new #bull while #cuckold hubby takes care of the kids. New pics soon!

This kind of stuff gets me at a deep level so much more than the purely sexual stuff…it must be such a mind fuck for hubby to be relegated to a purely domestic role while his wife is out with her bull.

Heres the one i have its bulky and heavy and @cuckhumiliation

Here’s the one I have. It’s bulky and heavy, and the spikes are just too long and sharp. I think if I tried to do everyday things like jogging or even moving quickly during household chores it would cause real gashes.

Still, it’s such an elegant and simple solution compared to most chastity devices. I think there’s a lot of potential, but it’s just not practical or safe right now.

I just wore my little spiked chastity collar @cuckhumiliation

I just wore my little spiked chastity collar, which of course left some nasty little welts. I’m really surprised someone hasn’t made a lighter version meant for long-term wear instead of a pure torture device. This one is far too heavy to be practically worn all the time.

If you could create one with slightly less sharp spikes out of a light plastic, it could be a really good, secure and simple long-term solution for a lot of sissy owners. No real headache - just lock it on, and sissy has to learn to focus on her work and also learn not to get erections and keep her little clitty soft.

Sorry, rambling now :)

Reader submission yeah hold the position while @cuckhumiliation

[reader submission]

Yeah, hold the position while I smack those useless balls, pathetic little sissy!

If you really want to teach your wimp a lesson it @cuckhumiliation

If you really want to teach your wimp a lesson it won’t forget…

Sarisstg its been a while since i wore my maid @cuckhumiliation


It’s been a while since I wore my maid outfit. So many job opportunities for someone like me! Secretary, maid, porn star, and… trophy wife? If you can consider that a job :P

Mmm…so glad I found this cutie. Making my morning :)

Mistresstrixie69 if i so much as hear your @cuckhumiliation


If I so much as hear your breathe I will whack those girlie cummie filled sissy ovaries so hard that you will beg me to cut them off!


Servantniagara theres nothing wrong with @cuckhumiliation


There’s nothing wrong with beating your husband to work longer hours as long as you marry a submissive beta male who’ll thank you for it.

spank me

Themasterofpetticoats been locked like this for @cuckhumiliation


Been locked like this for an hour !

Good ball spanking position.

Sissycuckmaids sissies have always been stupid @cuckhumiliation


Sissies have always been stupid little things that need a lot of correction.

Not necessarily on the bucket list but yeahi @cuckhumiliation

Not necessarily on the bucket list, but yeah…I would probably make a pretty good prison bitch.

Reader submission cute ass i would definitely @cuckhumiliation

Reader submission (cute ass - I would definitely hit that!)

I’m a 30 year old sissy in Albany NY region seeking dominant males to fuck and/or masters and mistresses to be pimped and forced to fuck and make me to seek permanent feminization.  I’m into everything from mild to wild but only play safe.  I like gagging on cocks and getting fucked doggiestyle.  I like sex in motel rooms.  I like getting gaped and fisted.  Getting bound and plugged and caged.  Like getting bound in public and public flashing and sex.  If you share some interests, KIK me at sissyfaggotries.  

Master has you lift your little maid skirt and @cuckhumiliation

Master has you lift your little maid skirt and demonstrate to your coworkers he invited over how your chastity device works.