8 XXX : masochistic emasculation fetishism

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

Crossdressing Caption - Women's Studies

imgur.com category @nikkijenkins

This absolutely is how you will end up

imgur.com category @[deleted]

What's going to happen to you and the reason why

imgur.com category @[deleted]

Dick Shrinking: How To

imgur.com category @[deleted]

Sissy Anxiteties...

imgur.com category @RLitWriter

TG Caption - An Easy Choice

imgur.com category @nikkijenkins

Forced Sissy Caption - A Long Night

imgur.com category @nikkijenkins

You can't hide from her

imgur.com category @[deleted]

It's better to be a sexy woman than a weak man

imgur.com category @[deleted]

That feeling when even the ads know your fetish

imgur.com category @ComplimentAwesomePPL

Not your typical emasculated gay sissy

imgur.com category @RLitWriter