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Here's Some Photos I've Taken Over Time Of Me In Chastity. Oh And Can You Tell I Love Jockstraps?

Here's Some Photos I've Taken Over Time Of Me In Chastity. Oh And Can You Tell I ...

First Time In Chastity - 24 Hours In.

First Time In Chastity - 24 Hours In.

Wanna Unlock My Chastity Belt [F]?

Wanna Unlock My Chastity Belt [F]?

Any Time She Goes She Will Be In Chastity. I Would Add Her To My Harem

Any Time She Goes She Will Be In Chastity. I Would Add Her To My Harem

My First Time In Chastity

My First Time In Chastity

Day 3, Shower Time~

Day 3, Shower Time~

Trying Chastity Cage For First Time

Trying Chastity Cage For First Time

My Partner Decided It Was Time To Lock Up My Tiny Dick In A Chastity Cage. (X-Post /Chastity)

My Partner Decided It Was Time To Lock Up My Tiny Dick In A Chastity Cage. (X-Post ...

Need Some First Time Help

Need Some First Time Help

First Time Post.

First Time Post.

Since You All Loved My Last Caged Orgasm! (I'll Get A Better Angle And Bigger Dildo Next Time

Since You All Loved My Last Caged Orgasm! (I'll Get A Better Angle And Bigger Dildo ...

Mommy And Daddy Are Away So It’s Time To Play ☺️

Mommy And Daddy Are Away So It’s Time To Play ☺️

You Can't Tell In The Photo, But I Gave Myself A Creampie For This Shot. Better Luck Capturing It Next Time, Perhaps?

You Can't Tell In The Photo, But I Gave Myself A Creampie For This Shot. Better Luck ...

Taking Chance For The First Time

Taking Chance For The First Time

The Front This Time :)

The Front This Time :)

First Time Locked Up. 2 Hours For Every Upvote.

First Time Locked Up. 2 Hours For Every Upvote.

Love My Cage Time.

Love My Cage Time.

Familiar With Chastity, New To Sissification. First Time Poster. Am I Doing This Right?

Familiar With Chastity, New To Sissification. First Time Poster. Am I Doing This ...

Got Sissied Up For The First Time With My Cage On And Took Some Pics!

Got Sissied Up For The First Time With My Cage On And Took Some Pics!

First Time Posting, Should I Do It More?

First Time Posting, Should I Do It More?

Crazy To Think My First Time With Dick Inside My Hurt And I Thought I’d Never Want It. Now I Crave It And I’m Making This Face. I’d Like To Thank My Cage For That. :)

Crazy To Think My First Time With Dick Inside My Hurt And I Thought I’d Never Want ...

First Time Using My First Dildo! Love It Soo Much!

First Time Using My First Dildo! Love It Soo Much!

Lost My Virginity Today Wearing This. Daddy Came In My Ass Then Locked Me Back Up After I Sucked Him Off For A Long Time.

Lost My Virginity Today Wearing This. Daddy Came In My Ass Then Locked Me Back Up ...

First Time In Chastity, You Can Tell I’m A Bit Excited!

First Time In Chastity, You Can Tell I’m A Bit Excited!

Is It Worth Going Back To? It Always Felt Really Good And Also Really Fulfilling But I'd Always End Up Stopping Because It Seemed Like Too Much Work Or Wasn't Worth My Time. Also, I'm New To This Sub Hello Everone! (Pic Is A Few Months Old)

Is It Worth Going Back To? It Always Felt Really Good And Also Really Fulfilling ...

[Handsfree] I Cum Twice In Less Than 30Sec(1St Time I Cum On My Dildo &Amp;Amp;Amp; 2Nd Time After I Insert The Semen In My Ass)

[Handsfree] I Cum Twice In Less Than 30Sec(1St Time I Cum On My Dildo &Amp;Amp;Amp; ...

Cant Wait To Spend Some Time Locked Up Agian!

Cant Wait To Spend Some Time Locked Up Agian!

Gave A Blowjob For The First Time Yesterday And I Loved Every Second

Gave A Blowjob For The First Time Yesterday And I Loved Every Second

Finally Time To Play

Finally Time To Play

Milking Time!

Milking Time!

Tea Time

Tea Time

After My Week Of Chastity And Obedience Goddess Decided I Deserved Some Release. Although Having Been Ruined So Many Times In A Single Day I Think By The End She Found It More Pleasurable And Rewarding Than I Did.

After My Week Of Chastity And Obedience Goddess Decided I Deserved Some Release. ...

Goddess Is Kindly Spent Even More Time Preparing Me For Slavecon. Hours Spent Worshipping Her Is A Joy And A Privilege But After A Day In Chastity With Her Divine Ass In My Face My Piggy Balls Are Really Starting To Churn...

Goddess Is Kindly Spent Even More Time Preparing Me For Slavecon. Hours Spent Worshipping ...

Today I Put A Wild Pig In Chastity For The First Time. He Needed To Be Restrained For My Safety.

Today I Put A Wild Pig In Chastity For The First Time. He Needed To Be Restrained ...

The Only Time I'm Allowed To Be Out Of Chastity

The Only Time I'm Allowed To Be Out Of Chastity

I Fucked Myself For The First Time While Caged Earlier!

I Fucked Myself For The First Time While Caged Earlier!

First Time!!!!

First Time!!!!

First Time Showing My Face While Being Caged And Fucked

First Time Showing My Face While Being Caged And Fucked

Fun Play Time

Fun Play Time

When You Start Needing Long Deep Thrusts On A Bbc, It's Time To Compete For A Real Cock

When You Start Needing Long Deep Thrusts On A Bbc, It's Time To Compete For A Real ...

Enjoying Some Me Time

Enjoying Some Me Time

First Time!

First Time!

Bondage Chastity Brandynette - First Time I Tie Myself A Cage. Sissygasm Is Awesome And The Balls Cool Down Fast!

Bondage Chastity Brandynette - First Time I Tie Myself A Cage. Sissygasm Is Awesome ...

Chastity Lynn - Hard Times

Chastity Lynn - Hard Times

No Nut November - Day 17 - This Time She Order A Better Chastity, But It Will Be Too Late... [Fellatrix]

No Nut November - Day 17 - This Time She Order A Better Chastity, But It Will Be ...

This Looks Like A Fun Time!

This Looks Like A Fun Time!

First Time Locked!

First Time Locked!

Holy Trainer V3 Came While I Was At Lunch Today. Wife Wasted No Time Swapping My Cages.

Holy Trainer V3 Came While I Was At Lunch Today. Wife Wasted No Time Swapping My ...

I'm Loving Being Locked Up At Her Will For The First Time

I'm Loving Being Locked Up At Her Will For The First Time

Couldn't Find A Proper Chastity App To Track My Time Locked, So I Created A Quick One. I Hope To Stay Above The 50% Mark At The End Of The Year

Couldn't Find A Proper Chastity App To Track My Time Locked, So I Created A Quick ...

Think It's Time To Get A Smaller Cage

Think It's Time To Get A Smaller Cage

First Metal Cage: Is It Ok For The Tip To Poke Through Like That All Time?

First Metal Cage: Is It Ok For The Tip To Poke Through Like That All Time?

Break Time

Break Time

First Time Upload &Amp;Amp;Amp; Sissygasm After Being Locked In Chastity For 3Days, Teased With Hypno, Please Call Me A Sissy And Emasculate To Keep Me Motivated!

First Time Upload &Amp;Amp;Amp; Sissygasm After Being Locked In Chastity For 3Days, ...

The Other Thing I'm Very Good At. Since I Do It All The Time.

The Other Thing I'm Very Good At. Since I Do It All The Time.

Fjrst Time Posting (Pt. 2)

Fjrst Time Posting (Pt. 2)

First Time Posting (Pt. 1)

First Time Posting (Pt. 1)

It's Time To Open My Slave Sissy Bitch Riley Fuckhole Up Real Good

It's Time To Open My Slave Sissy Bitch Riley Fuckhole Up Real Good

Taking [M]Y M/F Elliott Past His Massive Coronial Ridge For The First Time. I Have Never Had Another Toy Make Me Quiver Before Just By Inserting It.

Taking [M]Y M/F Elliott Past His Massive Coronial Ridge For The First Time. I Have ...

Fox [F22] Wrist Deep In Bear [M29] For The Second Time Tonight

Fox [F22] Wrist Deep In Bear [M29] For The Second Time Tonight