First Caption

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LIVE

accessibledeedadee: ointoasylum: harry potter [part 2] | text posts First image is of a young H

krissiincurls:bobbie99999:A sissy boy’s first bra krissiincurls captioned art - 10/15/21 - Jen

exhibitionistatheart: The first time I posted this I captioned it “Wish you were here.”T

..the first strokes must set the right pace

intofemdomjourney: intofemdomjourney:Stupid! This was my first attempt of creating a Captioned pictu

Submission first boy..

Sissy what was the first dress you ever wore? ^-^ ~ Christie Luv

fezzesareqool: The captioned adventures of Doctor Who (1/12?)

After the first day at sissy school You can see the full size here,sissykiss.com/image/first

hotwife115: My wife made her first captioned pic today and sent it to me while I was at work. This i

This is my first captioned picture, did I go too far or not far enough?

captionedforeskinpics3: Sweet innocent taking delight in her FIRST FORESKIN.

captionedgoddess:..upstairs boy On some Fridays, these are the first words to come out of my Wife th

itsybitsysissy: ItsyBitsySissy presents:Sissy Captioners World Championship 2016The first of it&rsqu

hotwifecapsnchallenges: First screenshot from video submission!! Thank you! I enjoyed captioning thi

captionlover: First time Wife got picked-up like that.

littlecanadianwhiteboi:First of hopefully many captions! Send me an ask or message if you’ve got any

Fiona’s first date was not going the way she’d expected. He’d disappeared off to get some ‘things to

Liz wasn’t sure how she got accepted into college in the first place.  Her grades in high school wer

Practice does make perfect.  I can see it now: “The first pregnant esports champion is…

avengetheangels:Captain America: The First Avenger Trivia Click gifs for more trivia in captions

My first original post this year… Are you all still sticking to your pussy-free commitment?

pyroluminescence:I’ve seen the first image go around with captions about how this is what L most lik

My very first sissy gif

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