8 XXX : captioned

Chastity Fantasy: Caption 106. No need to be shy now? It's not like anybody really cares anyways...

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 163. When will you learn to stay away from these bets?

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 70. I'd help her stretch.

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 82. Katy's challenge.

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 157c. The app (part 3)

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 89. She'll be down in an hour. Or Maybe two.

imgur.com category @wellhowaboutmaybe

Me again! Some more captioned GIFs!

imgur.com category @NeverCum21

Chastity Fantasy: Caption 165. Don't get too cocky..!

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 99. A measly prince albert couldn't possibly too much to ask? Unless...

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 93. I, for one, do love me some chokers.

imgur.com category @wellhowaboutmaybe

Can't think of a good caption? lol [F] 21

imgur.com category @janethevirgin11

See caption

imgur.com category @NotApostolate

Chastity Fantasy: Caption 73. Needless to say she'll go to bed hungry.

imgur.com category @wellhowaboutmaybe

School of belts caption image

imgur.com category @lucasliso

Chastity Fantasy: Caption 78. How long can it possibly take to clean a chastity belt?

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 87. She might turn back into daddy's sweet little girl, yet.

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 83. Lea's cheap plastic chastity belt.

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 94. Justin is such a Jerk.

imgur.com category @wellhowaboutmaybe

Chastity Fantasy: Caption 84. Isn't it a bit late to start her regimen?

imgur.com category @wellhowaboutmaybe

Ghost chastity caption

imgur.com category @lucasliso

Chastity Fantasy: Caption 92. If he really loves you, he'll understand.

imgur.com category @wellhowaboutmaybe

Mistress Anette - Agonizing orgasm captioned

gfycat.com category @Merxxxx

Mistress Anette - Teasing ’til he cums captioned

gfycat.com category @Merxxxx

Huge squirting - Cruel Anettes Fetish Store (captioned)

gfycat.com category @Merxxxx

She had a Fun night [F][Caption][Non-Animated]

imgur.com category @GENStevenson

Lace Girlfriend [F][Caption][Non-Animated]

imgur.com category @GENStevenson

See caption

imgur.com category @NotApostolate

a caption about ass

gfycat.com category @superepicthrowaway

A caption I made for a demimond23 pic.

imgur.com category @fish_nets

I don't even know what to caption this. So just look at my tits!

gfycat.com category @justasimpleguyidk

I made an album! Please look at the captions, they took hours. (F)

imgur.com category @PrincessDicklicker

Boudica & Anabelle: Explorers. [My caption and OCs, drawn by Snap]

imgur.com category @BF65

Boudica & Anabelle: Jungle Peril [My OCs and caption, drawn by Snap]

imgur.com category @BF65

Some assorted expansion captions written by AI

imgur.com category @qwer3597

You get a snap from your bully with caption "your sis loves doing what i tell her to do...tonight the highscool basketball team is gonna ruin her and we'll live stream it. "

gfycat.com category @Disambiguous1

She was a good girl in a healthy monogamous relationship...and then she started reading captions and feeling tingly.

gfycat.com category @Crippled_commenter

[OC] Moment of Truth -captioned

imgur.com category @1stGarden

Feed me cock and melt my brain with hypno and captions

imgur.com category @Uselesssissycumdump

I got used hard last night. Looking for humiliation and captioning~ Kik InnoTheFox

imgur.com category @InnoTheFox

Nina Mercedez and her secret beauty lotion (with music, captions and silliness)

gfycat.com category @Max_D119

Last 50 of a 100 images I've censored. Not all captions are mine. I made some. I've made them beta and Sissy safe.

imgur.com category @Blue_Collar_Chastity

First 50 of 100 images I've censored. Not all captions are mine. I made some. I've made them beta/Sissy safe.

imgur.com category @Blue_Collar_Chastity

A few censored and captioned pics

imgur.com category @throaway123443211234

Made me think of a WXHLUYP caption

gfycat.com category @emanymton53

Transformation Caption - Fine Print

imgur.com category @nikkijenkins

Sissy Caption - Cheaters Always Cheat

imgur.com category @nikkijenkins

Forced Feminization Caption - An Easy Decision

imgur.com category @nikkijenkins

Crossdressing Caption - Trust and Respect

imgur.com category @nikkijenkins

TG Caption - A Moment of Weakness

imgur.com category @nikkijenkins

Transformation Caption - Bad Decisions

imgur.com category @nikkijenkins