Jizz

First time. [Caption]

Cuckold

My friend posted this on FB. Caption: "My first selfie in a long time. I couldn't quite get the lighting right."

funny

[captioned pic] After the first time...

Cuckold

Futa caption: girl experiences having a penis for the first time

penisenvy, futanari

First time doing a caption, be gentle (with me not her) [Cousin] [Sexting]

xxxcaptions

first time captioning, share your thoughts

Sissyperfection

Trick or Treat! (original) (first time captioning)

Sissyperfection, sissyhypno

first time playing with captions, let me know what you think!

Sissies, Sissyperfection, GoneWildCD, Sissy_humiliation

First time posting, I've got a bunch of these cuckold captions from an old tumblr I got bored with and deleted

cuckoldcaptions

First time anal [f/d][gif]

wincest, Incest_Captions, Incest_Gifs, IncestPorn

A caption I made tonight before our first play date. There was no clean up tonight, but maybe next time

cuckoldcaptions

Wife first time - becoming a cuckold - by request - Send me her pics and I'll caption! Public or private!

Hotwifecaption

It's your own fault (first-time captioning!)

Grossdom_academy

Caption plz first time. Ty

Hotwifecaption

Anyone else like captions? Trying out wickr for the first time: NSFWNightwood

jobuds

Same Time Tomorrow (First Caption) (Long) (Cruel) (Feminization)

Futadomworld, u_A-Great-Disguise

First time being 100% smooth and in panties. Captions or commands are very welcome ;)

SissyInspiration

Long time lurker, first time caption. Open to feedback!

Futadomworld, futanari, CedehsHentai

CEI captions - First Time

CEIcaptions, u_pscico001, u_dopechillhype1723

First-time. German sissy. Send me dick pics, captions, Sissy tasks to do or other stuff to humiliate me. Kik: sissysilviager

sissykik

Could you recommend a caption for me? This was my first time crossdressing

sissycaptions

First time here. Can you caption my slut?

HotwifeCaptionRequest

The first summer of the rest of your lives together [Wholesome][Loving][Romance/True Love][Loyalty][First Times][Older Sister][Part Three][MtG Caption][Convoluted Narrative]

hentaicaptions, HentaiCity, u_KillerSpork117

First time posting here. I enjoyed the captions so I made one for y'all. Hope you like it. NNNNGGHHH!

GOONED, u_KwanJaxon

First time with her

Incest_Captions, xxxcaptions

Your wife has never reached orgasm from penetration alone until her first time with her new bull

NSFW_Caption

[M/M] Are you rushing, or dragon? [Human Male on Anthro Male][Big sub small dom][First time][Friends to lovers][Bi-curious to sex-machine][Artist: BNA_V5][MtG Caption]

yiffcaptions

[OC] First time making a caption and using my own pic, be gentle!

Sissyperfection, sissycaptions, bitchsissies

Your first time will always be more magical with mom than anyone else

Incest_Captions

First time ICmade a caption request.

Grossdom_academy

First time posting here. 39 year old, mom of 2. Enjoy!

NSFW_Caption

First time with captions. Will love feedback.

sissycaptions, Sissyperfection

caption: First Time

BreastExpansion

caption: First Time

BreastExpansion

caption: First Time

BreastExpansion

First time I made a caption request.

Grossdom_academy