8 XXX : emascul

23 little penises from 23 little virgins for your birthday (emasculation fetish)

tumblr.com category @AlexKrunch

I make captions for those of us who like to feel castrated, emasculated, humiliated, helpless, weak. I know you're out there.

imgur.com category @houseofdisgrace

I make captions for those of us who like to feel castrated, emasculated, humiliated, helpless, weak. I know you're out there.

imgur.com category @houseofdisgrace

I make captions for those of us who like to feel castrated, emasculated, humiliated, helpless, weak. I know you're out there.

imgur.com category @houseofdisgrace

The Husband had been emasculated and cuckolded when his defiant uppity wife had the nerve to run for Vice President, without asking his permission first. Under the New Patriarchy he ensures that Madame VP receives a daily beating as she is cleansed of her

tumblr.com category @antifemz

He was so turned on, it didn't even occur to him that the woman was emasculating him

imgur.com category @[deleted]

The Epitome of Emasculation

imgur.com category @LoveThySissy

Gosh i think i just found out im into this fetish. Theres something about being called a fag or gay that turns me on as fuck

imgur.com category @adamchiggia

Are you one of them?

imgur.com category @MichelleD4BBC

Following up to the strip club story

gfycat.com category @Max_D119

Dress Up (x-post: r/SissyCap)

gfycat.com category @wake_winkle_wupmole

But in your deepest heart, you knew someone was gonna do this to you eventually

imgur.com category @[deleted]

All In

imgur.com category @[deleted]

Pussified Beta Faggot

imgur.com category @sissy_sluttish

The Video Title Sums Up My Goal As A MEF

imgur.com category @LoveThySissy

Bullied by my "girlfriend" and her friends, just a story I wrote around one of my pics :)

imgur.com category @sissy_sluttish

Are you ready for your closeup?

imgur.com category @[deleted]

When they recognize you for what you are

imgur.com category @[deleted]

Pretty Much

imgur.com category @LoveThySissy

Hindsight is 20/20

imgur.com category @[deleted]

You always knew you'd step on that slippery slope

imgur.com category @[deleted]

Sissies Bounce (x-post: /r/SissyCap)

gfycat.com category @wake_winkle_wupmole

Mike Adriano is the alpha a lot of us probably fantasize about

imgur.com category @ellisalison

I have a massive male emasculation fetish. This is me, would you say im doing a good job ? :)

imgur.com category @sissy_sluttish

You were destined to go down that road. Just not so fast.

imgur.com category @[deleted]

Wondering if anyone else resonates with this

imgur.com category @agpThrowaway1

This is what you what you really wanted to happen, wasn't it?

imgur.com category @[deleted]

He laughed, she came, you cried

imgur.com category @[deleted]

my wife gave me a pedi, she's starting to realize what all my ex-gfs did and its fun but scary

imgur.com category @bksissyslut

Sissy Caption - Pushed

imgur.com category @nikkijenkins

Assume the position, loser.

imgur.com category @[deleted]

How could you resist his power?

imgur.com category @[deleted]

Sissy Masturbation: Position One

imgur.com category @[deleted]

Not much of a life, is it?

imgur.com category @[deleted]

There's no going back now

imgur.com category @[deleted]

Next time, he's gonna make you wear a blonde wig

imgur.com category @[deleted]

Feminization Caption - A Single Mistake

imgur.com category @nikkijenkins

Whatever you try to achieve as a man, two things are certain: you'll fail utterly, and you'll end up here

imgur.com category @[deleted]

I love the idea of something like this happening to me

gfycat.com category @LoveThySissy

Sissy Caption - First Deposit

tumblr.com category @nikkijenkins

Meme I was referring to

imgur.com category @Max_D119

No matter how hard you pretend, you'll never measure up

imgur.com category @[deleted]

Deep down, you know your "masculinity" is a fraud

imgur.com category @[deleted]

Spoiler Alert: Because it's what you deserve

imgur.com category @[deleted]

TG Caption - Coming Home

imgur.com category @nikkijenkins

After weeks on end of being hounded by the single moms in the gym locker room, Elise reluctantly switched to the men's section. At least over there they would feel too emasculated to harass her. Well... most of them anyway.

imgur.com category @[deleted]

Tea parties are inherently pretty emasculating, but your little sister's friend made sure of it when she suggested making it... "more fun."

imgur.com category @[deleted]

Emasculated for your pleasure

imgur.com category @skeeboi

First time upload & sissygasm after being locked in chastity for 3days, teased with hypno, please call me a sissy and emasculate to keep me motivated!

gfycat.com category @SissyEmilys

Not your typical emasculated gay sissy

imgur.com category @RLitWriter