Jizz

(F) caption this for me, would you?

gonewild

I made this so you can masturbate to a caption that doesn't include animals, cheating, cross-dressing, hypnosis, shit, or urine. Remember to clean up your semen afterwards. [Maid Costume] [Female Perspective]

xxxcaptions

I can never think of a clever caption.. you guys make me nervous

ladybonersgw

I found this lovely outfit in r/guitar with the caption "This is how you really pick the G-string."

CandidFashionPolice

I couldn't decide between the captions, "#MessyHairDontCare" and "Damn, my titties look good" therefore you get them both.

ladybonersgw

Be the Change You Want to Be. Make Captions! [straight mind-control]

xxxcaptions

Tried Captioning Myself! Hope You Gurls Like it :)

Sissyperfection

How would you caption this body??

gonewildcurvy

This Saturday's upcoming caption. The kind of body you dream about... ~MistressStella.com

sissyhypno

First caption. Let me know if you'd like more.

sissyhypno

Couldn't find the original, so I hope you like incest captions as much as I do

thick_hentai

So, you wanted captioned gifs? How about a real people one

Futadomworld

(F) How about you caption it this time? ?

BigBoobsGW

What do you guys think these girls originally captioned this?

feet, 077throwaway

When she sends this captioned "cum home soon I need you"

rearpussy, ass, PerfectPussies

What would you caption this picture with?

PetiteGoneWild

I wish I had a witty caption but I really just wanna know what you think

AsiansGoneWild

kik crypticjinx if you wanna caption more

cuckoldcaptions

No caption, but here is my butt since you asked for it ? (f)

gonewild

On your first date, and you were already getting read like a book. [i just noticed a typo in the caption fuck] [confident hot girl]

xxxcaptions

She's doing her best to make you happy. [blowjob] [I just realised, like 40% of my captions are blowjobs.] [Fuck.] [I'd love to use more creative photos, but i cant heccin find em ay]

xxxcaptions

Chastity Fantasy: Caption 103. I don't know, is there anything you can do for her?

keyholdercaptions

Chastity Fantasy: Caption 118. Nice to know they care so much about you. Ingrown hairs really are a bitch though..

keyholdercaptions, u_TheRopeIsForMyBoat

What would you caption this?

bigtiddygothgf, altgonewild, ghostnipples, DraculaBiscuits, Stacked, voluptuous, u_milkchocolatefiend

Chastity Fantasy: Caption 124. She didn't have any ill intentions. Surely you'll be able to contain yourself?

keyholdercaptions

I'll start reposting some captions from my old tumblr account - I hope they'll help sissifying you :P

Sissyperfection

Sometimes you need to break a few eggs... [or girls] [idk how to tag this one ay] [i feel like this picture could use a whole story, not just a caption]

xxxcaptions

Mina wants you to achieve your goals [encouragement] [no caption] [non porn]

positive_feminization

Chastity Fantasy: Caption 138. All I want for christmas.. is you..

keyholdercaptions

Chastity Fantasy: Caption 162. She thinks she can take 'em. What about you?

keyholdercaptions

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

keyholdercaptions, u_thepalepuppet

My first captions - Let me know if you want to see more xx

keyholdercaptions, u_A-Great-Disguise

instead of coming up with a caption i’d rather be coming on you [f]

gonewild

[F] In an alternate reality where the Shadow Queen won, you are a male chosen to attend to certain special needs of her, specifically involving her boobs [Breast Focus][Implied Paizuri][Mindcontrol][Femdom][On-Model Paper Mario TTYD][Caption Contest Entry

hentaicaptions

Another request fulfilled - feel free to PM me if there's a photo you want captioned.

ResistYourOrgasm

Couldn't think of a caption, but I hope you like it anyway:)

AsiansGoneWild

quirky caption that will make you open my photo and want to fuck me

BBW

This is why you don't let philosophy students make captions

keyholdercaptions, femdomcaptions

When you post your sissy body online, it's inevitable that people will caption your pics and share them! [OC REAL SISSY]

bitchsissies

First caption, I hope you all like it!

keyholdercaptions

Chastity Choice Caption! Comment below what options you chose!

chastitychoice

No caption, I just thought you guys would like the pic ?

burstingout, cleavage, mycleavage

Dominating your sisters just like he does to you. [Gif/Caption]

bangmybully

A serious thank you as this is my 100th caption!

GOONED, PornIsCheating

How would you caption this? ? Let's brainstorm! ?

RealGirls, nsfw_gifs

another useless caption just to direct you to my big perky titties?

BustyPetite, SchoolgirlsXXX, collegesluts, Nudes, u_olya_bumblebee

Tried to think of a witty caption, but I couldn't. I still wanted to show you this nude anyway though ?

RealGirls

Wish I had a witty caption for this pic, but honestly I just think I look hot and wanted to show you ✨

RealGirls

Absolutely babe, he said that he will leave my brother alone if you do. [Snapchat Caption] [Younger brother's bully]

bangmybully

Well, would you get mad at your wife over it? [Snapchat Caption] [Younger Brother] [Cock Size Comparison]

BrotherCucker

Just wanted to show you my boobs, don't have a witty caption for it today :p

RealGirls

My first true Bimbofication morph/caption. I hope you like it!

bimbofication, u_Agarunez

I'm sure my nephew and his friends will all love it, but why exactly are you a naked easter bunny babe? [Nephew/Uncle's Girlfriend] [Snapchat Caption]

BrotherCucker

Maybe we can even shower together again for old time's sake? Or do you have something else in mind? [Sister/Younger Brother] [Snapchat Caption]

FamilyCaption

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

keyholdercaptions

Couldn’t come up with a vey catch caption today so I just hope you enjoy this simple nude and hopefully my smile can brighten your day

gonewildcolor

Wait, do you actually want them to keep getting even bigger!? [Snapchat Caption]

BreastExpansion

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

keyholdercaptions

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

femdomcaptions

[Request] Since a lot of you guys enjoyed my other post, here's what I look like under those shorts. Caption me for my cuck of a boyfriend?

cuckoldcaptions, u_GangbeatsFR