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Found an old picture of my sissy self someone captioned. I love...

sissytink:veronicatv31:Sissy life.Captioned photo of me,...

cuckoldhotwifecaptions:mrmrsnextdoor:hotwifeoc:Captioned...

I need this captioned with “you dense motherfucker”

ladyhistory:Even more captioned adventures of George...

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thekinkysoncaptions:Captioned by TheKinkySon.

driflloon:beauty @ louis vuitton resort 2018 (images captioned)

hotwifeoc:Captioned by: Hotwifeoc.Tumblr.com THANKS FOR 30K...

I know how to motivate my wife to get down the gym: captioned...

hotwifeoc:Captioned by hotwifeoc.tumblr.com

hotwifeoc:Captioned by: Hotwifeoc.tumblr.com Merry Christmas!

sissyboy2k15:atruesubmissive:Captioned for sissyboy2k15I...

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hotwifeoc:Captioned by: Hotwifeoc.tumblr.comExactly!!

hotwifeoc:Captioned by: Hotwifeoc.tumblr.com@robpower1

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ladyhistory:The captioned adventures of George Washington...

nastywiccan:thekinkysoncaptions:Captioned by TheKinkySon.Man...

sissycdchrissy:I love finding my pics being captioned

m3rryg4m:Good job Bob. A captioned jerk-off-instruction gifset...

my-futa-captions:Captioned another picture of yours truly ;)

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laceey15:It’d be hot if someone captioned this picture of me

hotwifeoc:Captioned by: Hotwifeoc.tumblr.com another...

driflloon:faces @altuzarra fw18 (images captioned)

ladyhistory:The Frustrated Captioned Adventures of George...

ladyhistory:Yet another installment of the Captioned Adventures...

cheshidoodles:reposting my unsold adopts! each are captioned...

hutchj:palmsofgranate:Y’all whoever captioned this

sissygirlj:Lovelies! I’ve been captioned!!!

dillybob69:Photo found on the web. Captioned by ME

sissydiapercaptions:Photo found on the web. Captioned by ME4...

Whoever captioned this is my hero

captionederotica:Captioned Erotica

kochei:Did someone say captioned adventures of Napoléon...

megadarkcollectorchaosstuff:Nine captioned desktops (16X9)...

Captioned by TheKinkySon.

The lovely @cumcoveredashley. Captioned by TheKinkySon.

littlesissyslutcaptions:Hundreds of Original Sissy Captioned...

atasteoftheorient:Another set of captioned pictures by the...

hotwifeoc:Captioned by: Hotwifeoc.tumblr.comoh yes

photosobscura:Vintage press photo captioned “A sour honor....

mikeyharp:hotwifeoc:Captioned by: Hotwifeoc.tumblr.comFuk...

silverbadbear:dadandsonworld:Storied Captioned Photos |...

driflloon:go-sees 2016 (images captioned)

Captioned by: Hotwifeoc.tumblr.com

Fan asked about something like this :) Captioned by:...

Captioned by: http://hotwifeoc.tumblr.com

tjennig:Captioned submissionphoto of the lovely sissy katy who...

jacketjack:found via @cantstopstrokingnow and captioned for your...

sissymaidbitchformistress:I have been captioned!

hotwifeoc:Fan asked about something like this :) Captioned by:...

tjennig:captioned submissionphoto of britneyrears

tjennig:captioned submissionphoto of lucyminx, i do believe...

tjennig:captioned submissionphoto of : sissygeena

tjennig:Captioned submissionPhoto of the-kinkycouple

futanari-fakes:It’s been a long time since I captioned...

Such a great captioned pic!

sissyforhose:A captioned photo a day keeps the masculinity at...

sapphicbagel:[ID: a captioned screenshot of pam from the...

cuckoldcreampiecleanup:Here’s a sneak peek of a captioned...

tjennig:Captioned submissionphoto of the lovely sissy kendra...

pornsexualprincessesbitch:betapiggy:Some of my old captioned...

floccinaucinihilipilificationa:This captioned “A tomb sculpture...

ladyhistory:The Captioned Family!Adventures of George...

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capti0nking:Follow for more captioned pics!Picture submitted...

floccinaucinihilipilificationa:This captioned “A tomb...

plasticxocean:I captioned this ‘don’t be offended by the lack...

More moms/sisters/daughters onsite - inzest captioned

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cursedimagesinyourface:I saw this captioned somewhere as “truth...

labelspoon:round 1 of d&d npcs, all captioned!! the title of...

jadenvargen:frederick doodles… captioned

hotwifeoc:Captioned by: Hotwifeoc.tumblr.com37.000 sinful...

zarrysquad:alternative captioned “yes im stil engaged haha u...

daisy-nylon:Some captioned my picture ;)

onaniacaptions:GIRLZ RULE: Fingertip control.Captioned by...

@playfacial captioned my wife!

wotitis:Well captioned - thank you XxX

kastitybimbosissy:OMG! EXPOSED!! sissy kastity in a captioned...

ignatiusweeks:[Images are individually captioned, click...

photosobscura:1958 press photo captioned “Tiny, 8-month-old...

driflloon:beauty @acne ss19 (images captioned)

siders-le64e6l97:More on site bro - captioned

eatingfireflies:i’ve seen so many posts that captioned this ‘yosuke, they’re

expozingmygf:To get your pictures captioned, send me a message...

ohlookashinysquirrel:eatingfireflies:i’ve seen so many posts that captioned this ‘y

driflloon:beauty @ miu miu resort 2018 (images captioned)

lamb892:tjennig:Captioned submissionphoto of the lovely...

the-faerie-circle:misha collins denver con 2018 op captioned...

jhaftstrokes-pornstarselfies:She captioned this, “Just b4...

Captioned! #702

brotherofahotsister:hornyson22:Captioned by...

stillsecretsissy:tjennig:tjennig:captioned...

Two random screenshots I edited and captioned that don’t really...

photosobscura:Captioned on back, “Some hi stepper huh?“

shelbylesbiangurl:I captioned this one.Being your full time...

simmer-until:simmer-until:Permanent Orgasm DenialOh my god. I saw a captioned picture today by...

lilah-the-tease:hotwifeoc:Captioned by:...

driflloon:faces @ tome ss19 (images captioned)

hotwifeoc:Captioned by: Hotwifeoc.tumblr.com Merry Christmas -...

Naughty Captioned Pics

dillybob69:Photo from the TWITTER of ABDLINSA. Captioned by ME

sissydiapercaptions:Photo found on the web. Captioned by ME

driflloon:faces : 2018 (images captioned)

Somebody captioned some of my pictures! :DThanks, Barbara!

Would it be totally lame if I captioned this as “thnks fr...

A few captioned GIFs!

my-sexual-playground:Been told I should post more captioned...

hotwifeoc:Captioned by: Hotwifeoc.tumblr.comYuppp

expozingmygf:Thanks for the submission @tidezinc If you want your pictures captioned send me a...

expozingmygf:If you want your pictures captioned send me a message or submit the picture to me,...

xrayeyesblue:at-her-feet:For my collection of captioned...

jacketjack:found via @brendacdsissy and captioned for your...

dillybob69:Photo from ADULTBABYSOURCE. Captioned by ME

dillybob69:Photo from ABhunnies. Captioned by ME

I’ll never understand why people steal other people’s captioned gifs and pass th

Captioned for the Blind:A wise woman once said, “Fuck this shit” and she lived happily e

onesinnerzerostandards:qq-boi:the pictures are captioned,...

bob0315:Captioned drawings

my-sexual-playground:Captioned another picture of yours truly...

atruesubmissive:Captioned for a follower;p

a picture of me captioned by fatass-smalldick

tjennig:tjennig:captioned submissionphoto of...

dillybob69:Photo from NAPPY-SCHOOL. Captioned by ME

dillybob69:Photo from WELLPADDED. Captioned by ME

driflloon:faces @miu miu ss19 (images captioned)

My wife captioned

mother-son-incest:thekinkysoncaptions:Captioned by...

lockedbygf:celibatehubby:I love reblogs of my captioned...

hotwifeoc:Captioned by: Hotwifeoc.tumblr.comWhat happens when...

dillybob69:Photos from AdultBabySource. Captioned by ME

celibatehubby:I love reblogs of my captioned pics….. (even...

momsnode:More moms/sisters/daughters onsite - inzest captioned

Some time with the Tellermans, captioned…And at the very...

Tellerville spawn. Captioned.

expozingmygf:REBLOG IF YOU (ARE, WANT, OR HAVE A HOTWIFE) If you want your pictures captioned send..

hornyson22:Captioned by @brotherofahotsister

embulalia:i would have captioned this post something like “hey...

dripslut:ifyou want one of your pictures captioned Message...

sissydiapercaptions:Photo from ADULTBABYSOURCE. Captioned by ME

hotwifeoc:Part 1 Captioned by: Hotwifeoc.tumblr.com

ronqueesha:@catastrotaffy did a screenshot earlier captioned...

expozingmygf:Thanks for the anonymous submissionIf you want your sexual confession captioned onto...

cruelladyholdsawhip:A few captioned GIFs!

dillybob69:Photo from WELLPADDED.CO.UK. Captioned by ME

expozingmygf:To get your pictures captioned send me a message or submit them, please note your...

sissydiapercaptions:Photo from DIAPERSCHOOL. Captioned by ME

silverhawk:me when i see a cat on google images with a warrior cat named captioned underneath it

A pic of me captioned by @depravityaddicted

janiefrenchq1950:beckycheaply:laybylin:I love this captioned...

dadandsonworld:Check out my tags!Storied Captioned Photos |...

jadenvargen:frederick doodles… captioned

beautifulmars:Captioned Image Spotlight (7 February 2019): Wind...

court-ni:It’s so true!DM me if you have a request for a captioned image!

nlightenwarrior:Life vs. Tumblr. Life isn’t a string of erotically captioned photos or gifs. Life...

Captioned Femdom Situations

Sissy Captioned Animated Pics Femdom Feminization

katblaque:My latest episode of #TrueTea is now captioned!!...

tchalamet on Instagram stories: shared a post by zendaya (captioned “Dune”) | 15.04.2020

bluepoo's disgusting, captioned, hentai alterations

ladyhistory:The Etc. Captioned Adventures of George...

Added some captioned versions of the “Little Astronauts” on...

CAPTIONED FORESKIN PICS!

turbovickii:[ID: a captioned screenshot of pam from the office,...

Cuckold Magazine Captioned Pics

geopsych:This is a crop from that photo I captioned Rural yesterday. I love this old farm and its...

#ArchivesWildlifeThis 1938 photograph is captioned, “The...

socialmaya:[ID:A computer-generated image of COVID-19 cells captioned:(Top text): “nice...

mistmistly:REDRAW of that thing I drew last winter and captioned with Real Friends lyrics lol (i...

turbovickii:[ID: a captioned screenshot of pam from the...

Captioned Cheating/Incest/Breeding

Captioned Goddess Images

Captioned Videos

arcane-offerings:Emblem numbered 16 and captioned...

kehleryn:these were for @omizing and are also captioned shhh

emmeetslawschool:soistesimmerunserlicht:*breathing intensifies* shoulda captioned the fruit...

Captioned Femdom e-Motions

Porn Pics Captioned

I accidentally captioned this ‘Lasagna’ in Twitter...

captioned wives

mylordshesacactus:[id: Kronk, grinning with smug confidence, captioned “Oh, yeah. It’s all coming...

Captioned Moment

Captioned FLR Situations

*Captioned Incest*

Can I get the full captioned gif of Alex yelling at the ref for scientific reasons please thanks

Captioned Fantasies

driflloon:beauty @ dior hc fw17 (images captioned)

One of my followers captioned this pic of me. I think it’s...

Jerk Off to Captioned Pics

my captioned fantasies

Captioned Family Fun (Warning: Implied Incest)

Captioned Femdom Humiliation

Captioned Femdom Classics

heelfetish:sissygurlholly:hehehe someone captioned my...

Think you have a good idea how these pics could be captioned? Join my bullied cuckold caption...

Captioned Cartoons/3D

This captioned “A tomb sculpture from 550-577 CE, China” but I’m...

nothingidputbeforeyou:Jared’s internal monologue captioned.I...

Captioned Gifs Galore.

lesbeauan:[Image Description: A photo captioned “Some somatic...

greseadraws:On ig i captioned the last post??? with an idea...

anythingfeline:Photos by jsutcℓfifePhotos are captioned.Two sleeping male lions, that may or may not

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[Gifset. First image shows singer Ana Tijoux smacking a fist against a flat palm, captioned “♫

librarycards:[id: a trans pride flag-themed face mask, captioned as ‘transmasc’]

this is today’s google doodle, captioned “Juno reaches Jupiter” and all I can

ladyhistory:Even more captioned adventures of George Washington.PART I | PART II | PART III | PART I

ladyhistory:The Captioned Adventures of George Washington - Independence Day Edition #2PART I | PART

dillybob69: Photo from ABhunnies. Captioned by ME

diaperhumiliationfantasy: dillybob69: Photo from ADULTBABYSOURCE.COM. Captioned by ME nice caption!G

littlesissyslutcaptions: Requested by @supersweetsissyHundreds of Original Sissy Captioned gifs!Orig

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Art by ruaidri. Feel free to send in pics youd like to see captioned (anthro/furry only please)

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selfsuck: Submitted By: Todd Captioned: Myself. I can go all the way down it’s just hard to get the

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sissygirlj: Lovelies! I’ve been captioned!!!

pamperedfate: sissydiapercaptions: Photo from the web. Captioned by ME His mother? Mother-in-law? W

tjennig: Captioned submission of sissy jamie maid, you can see more of her at sissyjamiemaid

partiesfor: That’s me! I love seeing my posts captioned, but plz credit me Xx

sissyrachelhtx: sissy4bbc4life-2: tiffaniexdressersworld: OMG this captioned photo is so very true!

babygirls-sweetsurrender: GIF from @twistedthoughtsofmine - captioned by BGSS.

dailybabecock:Captioned pic by alpha-cuck dailybabecock.tumblr.com/archive

verysissycaptions: Read the rest on my Patreon account. 8 other sexy sissy parts to this captioned s

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the-ungentle-gentleman: babygirls-sweetsurrender:GIF from @twistedthoughtsofmine - captioned by BGS

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ladyamps: babygirls-sweetsurrender: GIF from @twistedthoughtsofmine - captioned by BGSS. Oh YES!!!

hotwifeoc: Captioned by: hotwifeoc.tumblr.com

mariecutielove: My first captioned gif!

kochei:Did someone say captioned adventures of Napoléon Bonaparte[[thanks to ladyhistory for

jenniesissy: Another delightful captioned image from ‘Christeen’ .. smoothslicknshiny.blog

overwhelmed-by-eroticism: Captioned this submission… gotta love a nude beach!

krissiincurls: krissiincurls captioned photo - 9/21/21 - Celebrate the last day of summer in a cute

mysissyworldx: High School Sissy Adventures Part 1 Like and reblog if you want more Captioned by My

dillybob69: Photo from PINTREST. Captioned by ME

auntiesuz: tjennig: Captioned submission of sissy jamie maid, you can see more of her at sis

tjennig: Captioned submission photo of the lovely sissy kendra who you can find at youngsissyboy.tu

sissydiapercaptions: Photo from ILUVDIAPERS2. Captioned by ME

cuckoldandmore: captioned one of my own pictures. please share it on your blog! cuckoldhotw

goon4porn:Pics that she knows have been captioned. I bet she is looking over every single like and c

pussyfreejackoffaddict:goon4porn: She knows her pics are being captioned by goon pervs and she doesn

Pic i just took and captioned

worship-teens: Goon for brats that own you. Submit crush to be cum faked or captioned.

publicpeerelief: Love this, found captioned as “caught my girlfriend pants down, midstream peeing i

Hmm… I love that the character in this captioned photo has needs. I think it would be really

dadandsonworld:Storied Captioned Photos | Celeb Dads | Daddy Celeb Fakes| Daddy Vids | Ask Me Anythi

hotwifeoc: Captioned by: Hotwifeoc.tumblr.com

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Daddy Dave captioned me

Love being captioned

scoobied:[ ID: A drawing captioned in all caps “Things you don’t need to feel guilty for

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thefingerfuckingfemalefury:diane-jefferson:Perfect captioningThis is how she should be captioned whe

ladyhistory:Even more captioned adventures of George Washington.PART I | PART II | PART III | PART I

kitfisto:wish i captioned this pic

ilovemybrowngirl:[Piece by Sangeetha Thanapal; excerpt posted by laohus on instagram, who captioned

ladyhistory:The Captioned Family!Adventures of George Washington.(Part I | Part II | Part III)

jenniesissy: An absolutely wonderful tip - and a captioned image destined to become a classic.

lizdexia:wickedstepmother:Television Theme Music as Captioned by NetflixMissing the ultimate:

ladyhistory:The Captioned Family!Adventures of George Washington.(Part I | Part II | Part III)

ladyhistory:Even more captioned adventures of George Washington.PART I | PART II | PART III | PART I

rainabloom: Can I please stop grading now? Please? My professor screen captioned a comment on my p

ladyhistory:The Captioned Family!Adventures of George Washington.(Part I | Part II | Part III)

ladyhistory:More this-is-getting-out-of-hand Captioned Adventures of George WashingtonPART I | PART

life-of-a-latin-student:Captioned Classics - music edition[Nero] - [Captioned text posts] - [Caption

osln:dailyexo:Sehun - 150506 KMIX Grand OpeningCredit: Hwaho. (KMIX新店開幕)when u get captioned as the

69pepper: tenortwentywhen: I captioned twenty from the internet.9. Like a Young Sophie Turner She&rs

coolthingoftheday:TOP TEN COOLEST SEA SLUGSNote: I have captioned the pictures for those of you who

driflloon: faces @ tome ss19 (images captioned)

sissyfagamanda: captioned a few submissions

sissyfagamanda: captioned a few submissions

ladyhistory: The Return of the Captioned Adventures of George Washington PART I | PART II | PART III

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Reblog if you do too!Hundreds of Original Sissy Captioned gifs!Original che

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs! Original cheating and cuckold c

mycurioussoul: ndblkpmp: littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs! Ori

littlesissyslutcaptions: Hundreds of Original Sissy Captioned gifs!Original cheating and cuckold cap

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