Jizz

Classroom Induction (Sissification) (Oral) (Males betraying males)

Futadomworld, u_A-Great-Disguise

Glass Floor

keyholdercaptions, u_TheRopeIsForMyBoat, u_A-Great-Disguise

The Masquerade Orgies [Futa on Male, Incest, Secret Sex Society, Implied Yaoi Gangbang]

hentaicaptions, u_A-Great-Disguise

Foot Booli [Feet], [Degredation], [Cum Countdown]

hentaicaptions, u_A-Great-Disguise

Pledge Week [Gay] [Drugs]

xxxcaptions, u_A-Great-Disguise

Would you be able to get the real reward? [Feet, Femdom]

hentaicaptions, u_A-Great-Disguise

Internet Censorship SOP [trap] [humiliation] [femdom] [CFNM]

hentaicaptions, babyf00lscollection, u_A-Great-Disguise

All this just to kiss her ass... [Feet]

Grossdom_academy, u_A-Great-Disguise

The worst and the best day of his life

xxxcaptions, HumiliationCaptions, u_A-Great-Disguise

White cocks are superior to your tiny Asian rice-dick. It's time you embraced your natural role as a cleanup cuck for White breeders.

betabate, raceplay, AsianCuckoldCaptions, cuckoldcaptions, xxxcaptions, WMAF_Cucking_AM, jobuds, u_A-Great-Disguise

alpha male chastity privilege

keyholdercaptions, u_A-Great-Disguise

My Friend just told me that her boyfriend lets her keep him in a chastity cage. I want us to do that too.

keyholdercaptions, femdomcaptions, u_A-Great-Disguise

Showing you to her friend was a very bad idea.

keyholdercaptions, u_A-Great-Disguise

Friends...

keyholdercaptions, u_A-Great-Disguise

Anal Training! [Chastity Choice Captions]

chastitychoice, keyholdercaptions, u_A-Great-Disguise

Fir the best experience play along. What did you end up with?

keyholdercaptions, u_A-Great-Disguise

Track teammates offer to help

SmallDickHumiliation, keyholdercaptions, femdomcaptions, PenisShinking, u_Yato1337, u_Just_Bisexual24, u_conchadesupadre, u_A-Great-Disguise

It's a long drop down, and you're gonna fall all the way. [Sweat][Armpits][Feet][Scat Threat][Cuck Threat]

Grossdom_academy, u_A-Great-Disguise, hentai_meangirls

I was really horny when I woke up, but since your still asleep and I could hear your roommate was awake, I popped into his room instead...

keyholdercaptions, cuckoldcaptions, femdomcaptions, HumiliationCaptions, u_A-Great-Disguise

Happy Happy Happy (pt5/5)

keyholdercaptions, u_A-Great-Disguise

ChastiMatch finally reopening

keyholdercaptions, u_TheRopeIsForMyBoat, u_A-Great-Disguise

Guess who's back posting? [feet] [sockgag] [chastity]

Grossdom_academy, u_A-Great-Disguise

KeyChoice: Summer Break

keyholdercaptions, u_A-Great-Disguise

We Can't Make It Any Bigger But....

keyholdercaptions, cuckhumiliation, cuckoldcaptions, u_A-Great-Disguise

BFF generously offers to shrink your dick [3/?]

keyholdercaptions, u_A-Great-Disguise

Day 1

keyholdercaptions, u_elizabethsissybottom, u_A-Great-Disguise

This is what happens when you don't answer the doorbell at 1am.

Sissyperfection, sissycaptions, u_A-Great-Disguise

Lucky Pet

keyholdercaptions, u_A-Great-Disguise

Two happy endings--both for her!

keyholdercaptions, u_A-Great-Disguise

They'd do it anyway so your sister's offer is just the icing

NSFW_Caption, CheatingCaptions, CruelCaptions, xxxcaptions, bangmybully, u_darkrp197, u_AXEL2601, Comicporn89, u_A-Great-Disguise, u_pitchardg

Elf Slave

sissycaptions, Sissy_humiliation, ForcedFeminization, Sissyperfection, xxxcaptions, u_azazel1170, u_darlarosycheeks, u_dmxnap, hentai, u_A-Great-Disguise

You've never touched parts of your gf that your best friend has...

xxxcaptions, cuckoldcaptions, u_nimblybimbly436, u_A-Great-Disguise

Tinder bio (3/4)

HeStoleMyGirl, xxxcaptions, CheatingCaptions, cuckoldcaptions, u_crotchpuncher69, u_GangbeatsFR, u_A-Great-Disguise

KeyChoice: Summer Break II

keyholdercaptions, u_A-Great-Disguise

Powerless without your key

keyholdercaptions, u_A-Great-Disguise

Embedded [Fart][Cuck][Chastity][Forced Bi][Objectification]

Grossdom_academy, u_A-Great-Disguise

Had she been planning this from the start?

NSFW_Caption, CheatingCaptions, cuckoldcaptions, Porncaption, xxxcaptions, u_LazyBuddah2, u_pitchardg, u_kinkyIRcouple, u_A-Great-Disguise

Chastity Fantasy: Caption 178. The faces of the new chastity ad campaign.

keyholdercaptions, u_A-Great-Disguise, u_rubbermaiditaly

Thank me

keyholdercaptions, cuckoldcaptions, u_A-Great-Disguise

Put to use by your Pornstar Keyholder

keyholdercaptions, u_A-Great-Disguise

Toilet Training - Alt Version in Comments [Self-wetting][Piss][Chastity][CBT][Humiliation]

Grossdom_academy, u_A-Great-Disguise

Feeling utterly inadequate...

ChastityCaps, keyholdercaptions, u_A-Great-Disguise, u_crotchpuncher69