Jizz

Decided to try some friend-to-keyholder captions in this set along with some others

keyholdercaptions, xxxcaptions

Taking my hot wife/keyholder to my high school reunion.

keyholdercaptions

My school girl keyholder

chastity, Femdom

I've gotten a keyholder!

chastity

In honor of Male Chastity Day... The KEYHOLDING Album. Actual chastity keys and how I love to hold them.

femdomgonewild, chastity

Worship your keyholder

keyholdercaptions

Don't be rude to your keyholder

keyholdercaptions

Sailing with your keyholder

keyholdercaptions

Have some toys laid out for my keyholder to use on me later.

Sissies

Sister Keyholder

keyholdercaptions, wincest

Choose Your Keyholder....(Part 2)

keyholdercaptions

All Keyholders Own a Cock

keyholdercaptions

Beware of the drunk, slightly annoyed keyholder

chastity

How my Keyholder told me to sleep

chastity

One month in and my keyholder still has me rocking the landing strip...

chastity

So I’m meeting up with my first keyholder on Friday and I’m pumped.

chastity

I was just informed by my keyholder that she has set a date for my FWB to take my virgin ass

chastity

My flawless domme wants sissyboys and chaste cuckies in need of a keyholder to message her! Kik: redhead_hotwife

chastity

My little Cuckold Dick Locked by my Girlfriend and Keyholder :)

chastity

My Keyholder bought a new cage - First time wearing it

chastity

Amateur fucked by Keyholder

CagedAndFucked, sloppyGW

Entering my 4th week and my Keyholder says that I'll have to wait "a while longer"

chastity

Daughter-Keyholder

keyholdercaptions

Tomorrow my boyfriend is leaving town on business for 10 days so my keyholder [F] just sent me over to his place to get fucked.

chastity

Shouldn't have left that key lying around... [Chastity] [Keyholder] [If my captions start all femdom, but slowly become maledom over time, do you think I could convert a bunch of guys to become doms lol]

xxxcaptions

Day 2. New to kink. Been straining a lot. Starting to think I need a keyholder.

chastity

Just got a new cage. Looking for a keyholder too ;)

chastity

Longest wear is 2 weeks. No keyholder. Cant imagine how long id go with someone else in control...

chastity

Even though it's not Lockvember, my Keyholder has me still locked up?

chastity

Choose your keyholder!

chastitychoice

My keyholder wants to lock me up again

chastity

Designated Keyholder

femalechastity

Your keyholder at a Halloween party

keyholdercaptions

I found this keyholder with a caption on it and thought of you all. I hope you enjoy masturbating to it.

keyholdercaptions

Anxious keyholder

keyholdercaptions

Split-Keyholder Initiative

keyholdercaptions

Wholesome keyholder Eva Elfie

keyholdercaptions, u_A-Great-Disguise

At her Keyholder's Mercy

HelplessHentai, lewdgames

My keyholder milked me last night, then sat on my face and said that during the NNN she gets to cum from my tongue everyday and I get nothing till December...

chastity

New Keyholder Interview (2/4)

keyholdercaptions

New Keyholder Interview (3/4) She rises

keyholdercaptions

New year, new keyholder [mom] [sis] [chastity]

IncestCuckCaptions

You thought you were going on a casual hike with your keyholder

keyholdercaptions

My second attempt at Keyholder Captions ? ... Tell me your thoughts, don't be shy!

LunaticalWitch, keyholdercaptions

I realized a dream today! My keyholder came home at lunch to lock me up in my new ringless device. With the barbell that runs through my dick captured by the device, there's no backing out and my orgasms are truly surrendered.

chastity, EvotionWearables_Club, malechastity

Day 3 of making Keyholder Captions about myself ?

LunaticalWitch, keyholdercaptions

Wishing I had a keyholder!

SissyChastity

4th attempt at making chastity keyholding captions about myself ?

LunaticalWitch, keyholdercaptions, ChastityCaps

I am having so much fun making keyholder captions about myself ?? Such a turn on to think about all the men leaking and drooling reading these ?

LunaticalWitch, keyholdercaptions

I am so turned on thinking about all these scenarios that we could make reality?? (Keyholder Caption about myself part 5.)

LunaticalWitch, keyholdercaptions, femdomcaptions

Chastity Keyholder captions featuring myself. Part 7.

LunaticalWitch, keyholdercaptions, originalchastity, cuckoldcaptions, ChastityCaps

Your reluctant keyholder-wife Kira Kosarin is suddenly kind of into it...

keyholdercaptions

More Chloe Bennet has been requested. So here she is as your keyholder girlfriend wanting to get some quiet sleep.

keyholdercaptions

Your reluctant keyholder girlfriend Emily VanCamp develops a new passion and a sadistic streak.

ChastityCaps

[OC] Turning my keyholder kink into captions, part 11

keyholdercaptions

If you don't want to be in chastity for me, why did you hand me the key in first place? (Turning my keyholder kink into captions part 12)

keyholdercaptions

[OC] I get turned on thinking about you leaking while reading this (Turning my keyholder fetish into captions part 14)

ChastityCaps

[OC] Why should I let you be in the same room when I please myself? Go clean the kitchen and leave me and Teddy alone (Turning my keyholder fetish into captions Part 16)

keyholdercaptions

[OC] Why should I let you be in the same room when I please myself? Go clean the kitchen and leave me and Teddy alone (Turning my keyholder fetish into captions Part 16)

femdomcaptions

[OC] I will only go out if I see you leaking through your cage. (Part 15 - Turning my keyholder fetish into captions)

femdomcaptions