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Come Along (X-Post From /R/Keyholdercaptions)

Come Along (X-Post From /R/Keyholdercaptions)

Evaluation

Evaluation

Cross Post From R/Xxxcaptions. Let's Get This Subreddit Going Again!

Cross Post From R/Xxxcaptions. Let's Get This Subreddit Going Again!

Cuckolding Bitch Works The Glory Hole

Cuckolding Bitch Works The Glory Hole

Freshly Cleaned Titnosis

Freshly Cleaned Titnosis

Teasing And Denying Is Hard Work!

Teasing And Denying Is Hard Work!

Cheating Girlfriend Bends The Rules

Cheating Girlfriend Bends The Rules

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Chastity-Enforcing Cocktease

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Sexy Tease And Denial Expert

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Cuckolding Girlfriend

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Evil Cuckolding Wife

Stay Still, Let Me Send My Friend A Pic Of Your Current Cage.

Stay Still, Let Me Send My Friend A Pic Of Your Current Cage.

5K Bet, No Max Limit, No Going Back

5K Bet, No Max Limit, No Going Back

I Hear My Sister Still Hasn't Let You Out Of The Chastity Cage.

I Hear My Sister Still Hasn't Let You Out Of The Chastity Cage.

Are You The Guy Asking If Some Keys Were Handed Into Lost And Found?

Are You The Guy Asking If Some Keys Were Handed Into Lost And Found?

Why Leave Them On The Keyring If You Didn't Want Me To Claim Them?

Why Leave Them On The Keyring If You Didn't Want Me To Claim Them?

Special Birthday Present For A Friend

Special Birthday Present For A Friend

Your Embarrassment Turned Me On More Than I Expected

Your Embarrassment Turned Me On More Than I Expected

I Spoke To Your Sister Today At School Because I Was Planning On Asking You Out.

I Spoke To Your Sister Today At School Because I Was Planning On Asking You Out.

I Might Have Made A Mistake...

I Might Have Made A Mistake...

I Almost Have You Where I Want You

I Almost Have You Where I Want You

She Doesn't Care About Being Fair

She Doesn't Care About Being Fair

We Try Your Chastity Thing (Oc)

We Try Your Chastity Thing (Oc)

Time To Get Serious

Time To Get Serious

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Raw Deal

You Know The Rule (Oc)

You Know The Rule (Oc)

Hey Big Bro, I Want To Hear You Admit To Me What The Keys Are For.

Hey Big Bro, I Want To Hear You Admit To Me What The Keys Are For.

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Oh, You Hadn’t Heard About The Shrinkage? Ouch, Honestly You Can’t Really Afford ...

Tricky Situation You've Got Yourself Into

Tricky Situation You've Got Yourself Into

Your Chastity Isn't Going To Be So Easy Anymore

Your Chastity Isn't Going To Be So Easy Anymore

I Decided To Tell Some Of My Friends About Your Chastity Cage.

I Decided To Tell Some Of My Friends About Your Chastity Cage.

Why Wouldn't You Want My Friends Knowing, Aren't You Proud That You've Given Up Your Orgasms For Me?

Why Wouldn't You Want My Friends Knowing, Aren't You Proud That You've Given Up Your ...

New Girl Recognised My Key

New Girl Recognised My Key

We're Changing The Rules, The Dice Numbers Now Mean Weeks Not Days.

We're Changing The Rules, The Dice Numbers Now Mean Weeks Not Days.

I Need To Go, My Friends Are Waiting, Let's Get You Re-Caged.

I Need To Go, My Friends Are Waiting, Let's Get You Re-Caged.

My Friend Just Told Me That Her Boyfriend Lets Her Keep Him In A Chastity Cage. I Want Us To Do That Too.

My Friend Just Told Me That Her Boyfriend Lets Her Keep Him In A Chastity Cage. I ...

Do You Think You're An Alpha Male Or Something?

Do You Think You're An Alpha Male Or Something?

Spanking To Keep Him In Line

Spanking To Keep Him In Line

On Your Knees

On Your Knees

Decisions, Decisions...

Decisions, Decisions...

Your Sister Was Just Telling Me You Were Fascinated With Chastity Cages Growing Up...

Your Sister Was Just Telling Me You Were Fascinated With Chastity Cages Growing Up...

For Those Of You Who Are Into That

For Those Of You Who Are Into That

I'm A Dominatrix Now

I'm A Dominatrix Now

Don't Worry I'll Convince Your Ex-Girlfriend To Give Me The Keys

Don't Worry I'll Convince Your Ex-Girlfriend To Give Me The Keys

The Doctor Approves

The Doctor Approves

You Thought It Would Be Cool Being The Man Of The House With All Female Roommates.

You Thought It Would Be Cool Being The Man Of The House With All Female Roommates.

I've Decided That This Year There Is Going To Be A Challenge Aspect To Each Of Your Unlocks.

I've Decided That This Year There Is Going To Be A Challenge Aspect To Each Of Your ...

Come On Then Roomie, Show Me This Chastity Cage Thing You've Just Bought.

Come On Then Roomie, Show Me This Chastity Cage Thing You've Just Bought.

Thank Me

Thank Me

Her Toilet Slave

Her Toilet Slave

Thank You..

Thank You..

I Need You Ready (Oc)

I Need You Ready (Oc)

His Balls Are Definitely Getting Bigger Since I Stopped Letting Him Cum.

His Balls Are Definitely Getting Bigger Since I Stopped Letting Him Cum.

Student Owns Professor's Orgasm

Student Owns Professor's Orgasm

You May Want To Rethink Your Request

You May Want To Rethink Your Request

She Wants To Add You To Her Collection

She Wants To Add You To Her Collection

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Anti-Aging Face Cream Regimen

Do You Know What Would Make Me Really Happy? If You Agreed To Cancel Today's Release.

Do You Know What Would Make Me Really Happy? If You Agreed To Cancel Today's Release.

Somehow It Slipped Out That You Agreed To Wear A Chastity Cage For Me.

Somehow It Slipped Out That You Agreed To Wear A Chastity Cage For Me.

Our Threesome Holiday Romance Has Been Fun, But Our Flight Home Is Tomorrow.

Our Threesome Holiday Romance Has Been Fun, But Our Flight Home Is Tomorrow.