Jizz

My biggest caption album to date! 50 gifs for you all, as always feedback and thoughts are encouraged baby dolls x

Sissies

Dated Technology [caption in comments]

freeuse

Ultimate Dating App (TG caption by Themadqueen)

opentgcaptions

Dutch sissy. Make me so cockdrunk that I will finally take the next step by going on a date. Send me all your captions, hypnos and cocks. -Kelly_sissyNL

sissykik

Promised date (TG caption by awruk88)

opentgcaptions

Date night with mom [m/s][gif]

Incest_Captions, Incest_Gifs, wincest

After the date (Caption in comments)

freeuse

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

cuckoldcaptions

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

Why would a model ever date you? [wholesome] [it cos the 3.4" u packin] [jk Im sure you have a huge dick] [unless ur one of the, like, 3 sissies who read these captions, in which, u got a tiny dick, slut.] [catering to the masses] [#contentcreator]

xxxcaptions

Chastity Fantasy: Caption 112. And to think your mom always told you to date a go-getter girl!

keyholdercaptions

[F/d] Dating Rule

DaughterTraining, Incest_Captions

Dating

amvcaps_captions

[B/S]No need for dates

wincest, Incest_Captions

Caption my wife enjoying her date

HotwifeCaptionRequest

Wife getting ready for her date - caption please

HotwifeCaptionRequest, Candaulism

Tinder Date caption

bodyswap

Caption what you think i should say to hubby about my date tonight kik crypticjinx

HotwifeCaptionRequest, NSFW_Tributes, CheatingCaptions, nsfwCaptionRequest

[M/S] First Date

Incest_Captions, MomSonIncest

She came to you after every date with him

NSFW_Caption, xxxcaptions, IncestGifs, nicecest, pornID

She's still her ex' fuckmeat, even if she's dating you now

snapcaps, cuckoldcaptions, Captionned_Sluts

Girlfriend's tinder date

xxxcaptions, Captionned_Sluts, NSFW_Caption, kinkycaps, Porncaption, cuckoldcaptions

[F/d, M] Rules For Dating

DaughterTraining, Incest_Captions, IncestCreampies, taboocaptions

Caption Sorry Todays an unsafe day so Ill make your little cock splurt like this instead. date serious girl on momentgirl.com - SNAPCHAT : eliselouvat69

hentainursinghandjobs

Challenging the Champion and her Houndoom Artist Pollenoxide Captions Erelzen. date serious girl on momentgirl.com - SNAPCHAT : eliselouvat69

PokeSluts

[F/d] Date Night

DaughterTraining, Incest_Captions, taboocaptions

Long distance dating

xxxcaptions, taboocaptions, Captionned_Sluts, NSFW_Caption, kinkycaps, Porncaption, Incest_Captions, Familygame, Mom_Incest_Captions

Poolside Training. First 10 registered at MAKE FAST DATE.com (makefastdate.com) get my 10 GB of nudes for free !

NSFW_Caption

One lucky loser~ [degradation][tit focus][premature ejaculation][public][on a date][watermark captions][prejac]

hentaicaptions, u_lexkyuse, Prematurefetish, HentaiPrematureOrgasm

The pneumatic Lane Weldon having the rare croquet-induced orgasm. The caption says 1982, but the picture dates from the late '60s or early '70s

OldSchoolCoolNSFW

Mom helping Daughter Prepare For Dating

Incest_Captions