Jizz

I did a series of captions a while back about the Institute of Chastity Training. Anybody interested in more?

keyholdercaptions, orgasmcontrol

caption [m]e - PMs welcome... Leave my mailbox full for when I get back from training

ladybonersgw

Snapchat caption says it all really. If anyone cares I'm listening to Crazy Train ?

gonewild

[Caption] Healslut Training

HealSluts

More training captions

Sissyperfection

A captions in tribute to mttts and his well trained pet slut.

Hotwife

Kinda lost my sissy self recently, help me out, send me sissy captions and train me! (kik: @bubblesissi)

sissykik

The newest addition to his harem. [slave] [this girl was trained by the character from my other slave trainer captions lol]

xxxcaptions

Sissy Training by a Dominant Wife (Caption)

MissBratPerversions, fetishgifs, SissyHubbies, sissycaptions

Chastity Fantasy: Caption 125. Is this what they call "dry training"?

keyholdercaptions

Training her ass for me, caption this! make her a slut to train from!

Sissies, FemBoys, sissypersonals

Thicc virgin sissy looking for a daddy, UK preferred. Looking for someone who will humiliate and bully me into sending you nudes. Give me tasks and orders. Also looking for a long-term daddy to train me! Send a caption to get to the top of my inbox! [kik:

sissykik

Thicc virgin sissy looking for a daddy, UK preferred. Looking for someone who will humiliate and bully me into sending you nudes. Give me tasks and orders. Also looking for a long-terhm daddy to train me! Send a caption to get to the top of my inbox! [kik

sissykik

Thicc virgin sissy looking for an alpha daddy, UK preferred. Looking for someone who will humiliate and bully me into sending you nudes. Give me tasks and orders. Also looking for a long-term daddy to train me! Send a caption to get to the top of my inbox

sissykik

New Sissy looking for Mistress or Fellow Sissy to help train me Online. Ive been watching sissy videos and captions for about a year and just got my first sissy clothes. I need someone with more experience to train me. KiK - ElliseBe

sissypersonals

[F/d] Drivers Training

DaughterTraining, Incest_Captions

Salve training apprentice. [dystopian] [the laws of the universe demand a dark caption for every 5 cute ones]

xxxcaptions

OC caption. Make sure to train your ass for anything!

bitchsissies, u_patricia_1b

[B/S] Training

ShraksWincestHut, wincest, Incest_Gifs, Incest_Captions

Anal Training! [Chastity Choice Captions]

chastitychoice, keyholdercaptions, u_A-Great-Disguise

[D/D] training

wincest, Incest_Captions, u_Alice_Atlas

How to train your dog [blowjob] [training] [discipline] [public] PM FOR DISCORD (has far more captions with far less rules attached to them)

hentaicaptions

Hard to train a dog [sister] [foot fetish] [femdom] (PM FOR DISCORD INVITE, over a 100 captions with far fewer rules to stop me)

hentaicaptions

Moving on With your Maid [Maid] [training] (PM FOR DISCORD INVITE, soon at 200 captions with far fewer rules to stop me)

hentaicaptions

[M/F] Beating the heat on the midnight train going nowhere in particular [Human on Anthro] [Human'd] [In Heat] ["Public" Sex] [MtG Caption] [Artist:Wolfy-Nail] [OC owned by Icee]

yiffcaptions, u_KillerSpork117

25m - sissy captions have got me dressing in my gfs panties! Looking for a dominant m/f to control and train this sissy. Spacey555

Sissykik2

Fuck the brain out of me please! Little tgirl, 22yo, Europe. Looking for my bully. I’m into humiliation, training me with sissy captions, sharing kinks and fantasies, exposing me. Kik elliensfw

sissypersonals

Poolside Training

xxxcaptions, taboocaptions, Captionned_Sluts, NSFW_Caption, kinkycaps, Porncaption, WeirdCaptions, Hotwifecaption, HotwifeXXXCaptions, HotwifeCaptioning, FreeuseCaptions, CuckoldPregnancy, cuckoldcaptions

The Train Ride strangers public train office girl invitation teasing grinding artistDanbooru caption. I'm looking for a partner, follow the instructions on datingfindlove.com to contact me!

DrawnMILF

Poolside Training. First 10 registered at MAKE FAST DATE.com (makefastdate.com) get my 10 GB of nudes for free !

NSFW_Caption

Chastity Fantasy: Caption 177. Special training weekend at the chastity maintainance center.

keyholdercaptions, u_A-Great-Disguise

Trained daughter

Incest_Captions

Office party training

UnfilteredCaptions, NSFW_Caption

[B/S] well trained brother

Naughty_Captions

I am looking for Submissive Smooth Sissy Sluts to Train and humiliate also into exposure and captions kik @ sccorcco43

Sissykik2, Sissies, sissydressing

Foreign transfer athlete [school] [coach] [tricked] [training] (+300 Captions can be found on my pinned reddit posts or just pm me)

hentaicaptions