Videos

01:00

Goon mix 6

Pervgooncreeper 7.6K

00:36

Goon mix 6

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00:32

Goon collection - Videos

Pervgooncreeper 33.2K

00:13

Goon mix 5

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01:00

Goon mix 5

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01:21

Caption Incest Sissy stuff

santas_lap 66K

01:56

Bnwo

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00:18

sissy caption

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01:00

Cuckold captions and some sissy pics

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01:34

Goon mix 4

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00:38

Goon again 3

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00:08

Goon mix 3 - Aspects of findom

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Galleries

Sissy Captions-From my Tumblr page 0 Videos • 56 Images

Sissy captions 0 Videos • 11 Images

Sissy captions 0 Videos • 10 Images

Sissy captions 0 Videos • 9 Images

sissy captions 0 Videos • 85 Images

Sissy captions 0 Videos • 10 Images

WTF?

Uncle Dick-Dont-Fit

anonymous 617

How To Fuck Like White Trash

anonymous 1307

His Dick Wasn't Big Enough

anonymous 298

You Fucked My Pussy Up

anonymous 407

Chef Boyardee Jizzes Upon Contact

anonymous 1424

Massive Creampie

anonymous 1142

Sissy Captions

2,816 Uploads · 2,022 Members · 139 Forum Posts · 1,599,404 Visitors

Group for purpose of sharing sissy caption images including sissy, crossdress, transformation, bodyswap and bodysuit. Please just be respectful, were all here for the same reason.

Sissy Training

13,601 Uploads · 4,098 Members · 127 Forum Posts · 1,540,389 Visitors

A stockpile of sissy training videos and captions

Sissy Boy Fuck Toy

553 Uploads · 262 Members · 8 Forum Posts · 187,768 Visitors

Captioned SISSY,TRAN,FAG,SHEMALE and CROSS DRESSER Pix.

Pegging Captions

536 Uploads · 375 Members · 1 Forum Posts · 157,197 Visitors

Captions of Men being fucked by women with dildos. All Female pegging male captions are allowed, so Sissy fucked by woman, femdom, marriage role reversal, etc all at play.

Censored Porn For Sissies

321 Uploads · 42 Members · 2 Forum Posts · 79,958 Visitors

A place for sissies to "enjoy" pics and vids of sexy celebrities and porn stars etc. without actually seeing the naughty bits which should be reserved for REAL men! Only non-nude/clothed and/or edited and/or censored (ex:blurred, pixeled, bubbled, black bars,cropped, handbras) are permitted here. No exceptions! Sissy porn (ex:babecock) and pics with captions are encouraged too but not required. Have fun loooozers :)

Local sissy support

3,604 Uploads · 526 Members · 40 Forum Posts · 202,952 Visitors

A group for sissies, bimbos, and their admirers to post vids, pics and captions and maybe even get together in hopes of helping sissies please real men

Sissy__Time (:

805 Uploads · 133 Members · 0 Forum Posts · 25,553 Visitors

Sissy, shemale, gurl, boipussy, femdom, trap, transgender, tranny captions and best pics!!!!

Board Posts

-2

Anonymous

@confessions

04 Nov 2025 10:04PM

• 128 views • 0 attachments

[ − ] thread [ 2 replies ]

Hi, ladies and gentlemen, please comment whether you enjoy this confession or whether it repulses you.

Just got back from visiting my plug and he generously offered me 25% off if I stroked his cock and sucked his balls until he got off. I appreciated the offer so I did just that after we passed a glass cock back and forth and got ourselves spun the fuck out. Now I'm back home, blowing clouds, and stroking to sissy caption galleries here on motherless like a good little sissy slut.

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Anonymous

@guys

15 Dec 2024 12:17AM

• 141 views • 1 attachment

[ − ] thread [ 0 replies ]

Sydney sissy caption slut
fucking Asian sissy bitch raw

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Anonymous

@guys

15 Dec 2024 12:25AM

• 0 views • 1 attachment

[ − ] thread [ 0 replies ]

Sydney sissy caption slut

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-1

Anonymous

@requests

05 Nov 2022 9:14PM

• 0 views • 0 attachments

[ − ] thread [ 0 replies ]

Does anyone have a collection of sissy captions (gifs, images or videos) that mentions something along the lines like "multiple loads" "for hours" etc?

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eluna_84

View posts View profile

@requests

21 Feb 2023 9:27AM

• 306 views • 1 attachment

[ − ] thread [ 6 replies ]

I want to be in sissy, trainer etc caption, is there a chance ?

Woman inside, crossdressing, feminizing

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Anonymous

@requests

15 Nov 2025 5:52AM

• 0 views • 1 attachment

[ − ] thread [ 0 replies ]

Caption this sissy

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Anonymous

@guys

12 Dec 2024 10:07PM

• 0 views • 1 attachment

[ − ] thread [ 0 replies ]

Sissy will caption your foreskin cock pic

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-1

cdnicole

View posts View profile

@motherless

06 Apr 2012 12:49PM

• 777 views • 0 attachments

[ − ] thread [ 2 replies ]

Hi, im new and I started a new group but need members to get it public, if you enjoy sissy captions then please join. http://mlps.pika777.eu.org/g/sissy_captions

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Nude Vista Content

Exam - Sissy Caption Story

08:00 9.7K

In The Name Of Science - A Sissy Caption Story

08:06 17.4K

Sissy Caption Story: Rebound Sex I Guess

03:04 1.2K

Whos The Sissy Now? A Gender Swap Caption Story

08:00 6.4K

April Fools - Sissy Caption Story

17:24 6K

Request For A Friend - A Sissy Caption Story

08:00 12.4K

sissy captions porn results Showing 57 of 29,077

Videos

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Galleries

WTF?

Uncle Dick-Dont-Fit

How To Fuck Like White Trash

His Dick Wasn't Big Enough

You Fucked My Pussy Up

Chef Boyardee Jizzes Upon Contact

Massive Creampie

Groups

Sissy Captions

Sissy Training

Sissy Boy Fuck Toy

Pegging Captions

Censored Porn For Sissies

Local sissy support

Sissy__Time (:

Board Posts

Nude Vista Content

Exam - Sissy Caption Story

In The Name Of Science - A Sissy Caption Story

Sissy Caption Story: Rebound Sex I Guess

Whos The Sissy Now? A Gender Swap Caption Story

April Fools - Sissy Caption Story

Request For A Friend - A Sissy Caption Story