Jizz

Are You Ready?

keyholdercaptions, xxxcaptions, Sissyperfection, PeggingCaptions

Can't promise

PeggingCaptions, xxxcaptions, Pegging

I bet you make an adorable sound when fucked with a strapon

PeggingCaptions, Pegging

You're no good at fucking me

keyholdercaptions, PeggingCaptions

A Big Change (x-post from /r/femdomcaptions)

PeggingCaptions, femdomcaptions

lick my pussy if you can

PeggingCaptions, Pegging, xxxcaptions, tbloppornposter

spooning

PeggingCaptions, u_pbza10

"Because I love you so much...." [Femdom][Pegging]

xxxcaptions, PeggingCaptions

you know you want it

PeggingCaptions, u_triskelxco

the way to a man's heart

PeggingCaptions, StraightPegging

Punishment for Laziness (x-post from /r/Spanktai)

BDSM_Artwork, Spanktai, femdomcaptions, PeggingCaptions, Sissyperfection, sissycaptions

Relationship goals

PeggingCaptions, watermelon_bubblegum

Can't wait

PeggingCaptions, watermelon_bubblegum

Housing Nightmare

PeggingCaptions, u_triskelxco

No Closer

keyholdercaptions, PeggingCaptions, xxxcaptions

Happy Locktober!

keyholdercaptions, xxxcaptions, PeggingCaptions

Reward

keyholdercaptions, femdomcaptions, xxxcaptions, PeggingCaptions

Workout

PeggingCaptions, HiddenStrapon

Something Bigger

femdomcaptions, PeggingCaptions

Do you agree?

PeggingCaptions, u_marriedpantyslut

Birthday surprise

PeggingCaptions, Pegging, u_pbza10, u_HornyDaddy24-7

Black Strapon Mistress Hard Pegging Sissy Guys Ass

Pegging, pegging_unkinked, PeggingCaptions

So ... Can you wait ?

KinkyCaptions, xxxcaptions, femdomcaptions, PeggingCaptions, u_triskelxco

Excited

femdomcaptions, PeggingCaptions

[Sissy] She'll be doing all the fucking from now on.

hentaichastity, femdomcaptions, PeggingCaptions, keyholdercaptions, PeggingArt

Do you accept the terms?

keyholdercaptions, femdomcaptions, sissykik, u_hotwife4hubby95, PeggingCaptions, u_Mrwassatt97, KinkyFinland, u_thepalepuppet

50-50 chance

keyholdercaptions, femdomcaptions, PeggingCaptions, PeggingArt

You provide her so much amusement on release day.

keyholdercaptions, femdomcaptions, PeggingCaptions

Currently at a shade of light pink, this slave isn't even close.

femdomcaptions, PeggingCaptions, u_triskelxco

No doubt

Pegging, u_Riles45, PeggingCaptions, u_Oldman1999

I would cum instantly in my cage if she said that to me

Pegging, PeggingCaptions, u_Riles45

This is a true statement

Pegging, u_jennifercd69, PeggingCaptions

And i was told your husband was a bully...

Pegging, girlswearingstrapons, PeggingCaptions, u_triskelxco

It is past midnight....

pegging_unkinked, Pegging, PeggingCaptions, u_UtBiGuy89, xxxcaptions

Just Married! [Bride] [Femdom] [Pegging] [Rough]

xxxcaptions, PeggingCaptions, u_pitchardg

That precious moment of anticipation...

Pegging, PeggingCaptions, girlswearingstrapons

For those of you in FLR-type relationships, this will be familiar

Pegging, PeggingCaptions

New plan for tonight

FemdomTexts, keyholdercaptions, PeggingCaptions

Sometimes she gets the urge

FemdomTexts, PeggingCaptions, xxxcaptions, DirtySocialMedia, AmateurGoneWildPlus, OnlyfansXXX, u_SoNasty01, u_littlesissyboii

She has the right to call you a slut now.

FemdomTexts, PeggingCaptions

A big surprise for you

FemdomTexts, PeggingCaptions

Can someone caption this

PeggingCaptions, taboocaptions

It's Done

penectomy, castration, PeggingCaptions, CastrationCaptions

They want to see me use it on you

keyholdercaptions, PeggingCaptions, u_mywifemygoddess

Get sucking sissy slut...

sissycaptions, PeggingCaptions, u_Koklick, u_Madelinesecretsissy

I know that we made a detailed agreement, but...

keyholdercaptions, PeggingCaptions, u_thepalepuppet

Somehow it slipped out that you agreed to wear a chastity cage for me.

keyholdercaptions, femdomcaptions, PeggingCaptions

I almost have you where I want you (OC)

FemdomHumiliation, keyholdercaptions, sissycaptions, u_CoilsBitch, femdomcaptions, PeggingCaptions, xxxcaptions, DaughterCuck, originalchastity, u_triskelxco

To be honest, you've only got yourself to blame.

keyholdercaptions, femdomcaptions, PeggingCaptions, u_onemanstory

Every Day (OC) #0012

u_CoilsBitch, gentlefemdom, keyholdercaptions, femdomcaptions, FemdomHumiliation, xxxcaptions, cuckoldcaptions, CuckqueanCaptions, CheatingCaptions, PeggingCaptions, originalchastity

You thought it would be cool being the man of the house with all female roommates.

keyholdercaptions, femdomcaptions, HumiliationCaptions, SmallDickHumiliation, PeggingCaptions, u_Just_Bisexual24, u_Ilovedomina, u_A-Great-Disguise

Color Coordinated (OC) #0025

u_CoilsBitch, Sissyperfection, sissycaptions, PeggingCaptions, xxxcaptions, FemdomHumiliation, femdomcaptions, keyholdercaptions, gentlefemdom, originalchastity

Seems fair to me (OC) #0029

u_CoilsBitch, Sissyperfection, sissycaptions, PeggingCaptions, cuckoldcaptions, xxxcaptions, FemdomHumiliation, femdomcaptions, keyholdercaptions, u_Sissiboi95, originalchastity, uDominate_My_Dms

I never said I would unlock you (OC)

keyholdercaptions, femdomcaptions, FemdomHumiliation, xxxcaptions, PeggingCaptions, sissycaptions, Sissyperfection, u_CoilsBitch, u_patricia_1b, originalchastity

Why would I let you? (OC)

keyholdercaptions, femdomcaptions, FemdomHumiliation, xxxcaptions, PeggingCaptions, u_CoilsBitch

You will be on the floor #0047

originalchastity, u_CoilsBitch, CEIcaptions, femdomcaptions, HumiliationCaptions, keyholdercaptions, PeggingCaptions, xxxcaptions, u_patricia_1b

it's very simple - Sasha Gray #0048

originalchastity, u_CoilsBitch, femdomcaptions, HumiliationCaptions, keyholdercaptions, PeggingCaptions, sissycaptions, Sissyperfection, xxxcaptions, u_WhichWaysOut

Hey Babe, I've been meaning to ask you...

keyholdercaptions, femdomcaptions, PeggingCaptions

I started telling some of my friends that I keep you in a chastity cage. Although that's not the big news...

femdomcaptions, HumiliationCaptions, keyholdercaptions, PeggingCaptions

Todd's Tutoring Gig [Femdom] [Pegging] [Rough]

xxxcaptions, u_pitchardg, PeggingCaptions