kink + sissy Porn (287)

Watch 287 videos tagged kink and sissy. Curated compound tag listings sorted by popularity.

kink + sissy Videos

Cumming in Restaurant - Public Whore Sasha de Sade 13:58

Cumming in Restaurant - Public Whore Sasha de Sade

Sasha de Sade 2.1M
TEEN SISSY CROSSDRESSER IN CHASITY BELT 12:01

TEEN SISSY CROSSDRESSER IN CHASITY BELT

934.5K
SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur 33:02

SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur

Sasha de Sade 927.6K
My Sissy Girlfriend is a Cock Whore 6:23

My Sissy Girlfriend is a Cock Whore

777.7K
TEEN FEMBOY CROSSDRESSER CUMS IN CHASITY BELT 13:43

TEEN FEMBOY CROSSDRESSER CUMS IN CHASITY BELT

665.6K
Tranny Gives Herself Facial 6:11

Tranny Gives Herself Facial

Sasha de Sade 576.2K
CUTE FEMBOY CROSSDRESSER CUMS IN CHASITY BELT 12:44

CUTE FEMBOY CROSSDRESSER CUMS IN CHASITY BELT

460.8K
POV Femdom Cuckold Sissy Cock Worship 6:56

POV Femdom Cuckold Sissy Cock Worship

Amiee Cambridge 458.1K
Princess Lexie Finger Fuck Your Ass JOI 10:25

Princess Lexie Finger Fuck Your Ass JOI

408.3K
TS Village Slave - Sasha De Sade 17:36

TS Village Slave - Sasha De Sade

Sasha de Sade 400.1K
KEEP ON FUCKING 5:36

KEEP ON FUCKING

393.8K
Sissy at Mercy of FemDom AsianNymphet 1:07:37

Sissy at Mercy of FemDom AsianNymphet

271.3K
Take Your StepDaughter to Work Day 6:46

Take Your StepDaughter to Work Day

Kelle Martina 258.9K
Men Acting Like Women Pegged By Dominatrixes 15:14

Men Acting Like Women Pegged By Dominatrixes

243.1K
TS Escort Breaks her Promise to You :( Sasha de Sade 17:29

TS Escort Breaks her Promise to You :( Sasha de Sade

Sasha de Sade 242.5K
Tricked into sissification tricked into chastity (New Vids on MANYVIDS) 12:18

Tricked into sissification tricked into chastity (New Vids on MANYVIDS)

220.4K
Podcast Ep10: Sissy Bimbo Slut Confessions (Audio) 32:04

Podcast Ep10: Sissy Bimbo Slut Confessions (Audio)

213.8K
Link Loses Lulu to Ganon's Huge Green Cock 10:41

Link Loses Lulu to Ganon's Huge Green Cock

202.4K
Crossdressers Self Facial Cumshot Hattabi4ik ^_^ 0:40

Crossdressers Self Facial Cumshot Hattabi4ik ^_^

178.7K
How I Handle Small Penis Loser Boys - Cory Chase 15:06

How I Handle Small Penis Loser Boys - Cory Chase

Cory Chase 168.8K
Sissy Atonement 12:39

Sissy Atonement

Penney Play 164.9K
Sissy Crossdresser Stuffed While Fucking a Flesh Light! 4:10

Sissy Crossdresser Stuffed While Fucking a Flesh Light!

162.8K
BBC Gloryhole Orgy 10:52

BBC Gloryhole Orgy

Kelle Martina 158.8K
SUBMISSIVE HUSBAND- Asshole Stretched by Huge Strapon Dick 8:05

SUBMISSIVE HUSBAND- Asshole Stretched by Huge Strapon Dick

113.1K
Sissy Maids in the Mirror - PVC TS British Maid Fetish Bimbo Sasha de Sade 23:35

Sissy Maids in the Mirror - PVC TS British Maid Fetish Bimbo Sasha de Sade

Sasha de Sade 106.5K
How many dicks have you sucked lately pathetic loser? 12:58

How many dicks have you sucked lately pathetic loser?

100.9K
Trap strip teases then Reverse POV face fuck to music 12:47

Trap strip teases then Reverse POV face fuck to music

95.5K
Sissy Sex Erotic Audio by Tara Smith. Sissy Bi Encouragement & Dirty Talk 7:21

Sissy Sex Erotic Audio by Tara Smith. Sissy Bi Encouragement & Dirty Talk

89.3K
Sissy Bimbo Sucks Strangers Dick Femdom Session 1:44

Sissy Bimbo Sucks Strangers Dick Femdom Session

85.9K
Filling the Hylian Coffers Femboy Link and Zelda 0:05

Filling the Hylian Coffers Femboy Link and Zelda

84.1K
Sybian Orgasm for Sasha de Sade from Santa 19:45

Sybian Orgasm for Sasha de Sade from Santa

Sasha de Sade 75.8K
Caught you in my Panties - GFE Feminization 5:51

Caught you in my Panties - GFE Feminization

70.3K
Sissy Training Mindfuck Mesmerise Femdom 18:27

Sissy Training Mindfuck Mesmerise Femdom

62.7K
I am begging for a real cock (Sissy trap) 13:51

I am begging for a real cock (Sissy trap)

56.2K
Tall tranny jerking off and cumming on silk dress 4:55

Tall tranny jerking off and cumming on silk dress

49.0K
Real PHONE SEX with Tara Smith - Momma's BBC Sissy Wants To Be A Girl SPH 9:17

Real PHONE SEX with Tara Smith - Momma's BBC Sissy Wants To Be A Girl SPH

46.1K
SUBMISSIVE HUSBAND- Submissive Faggot 12:21

SUBMISSIVE HUSBAND- Submissive Faggot

44.7K
GFE Sissy JOI CEI Funishment (tinyurl.com/KokoManyVids) 2:24

GFE Sissy JOI CEI Funishment (tinyurl.com/KokoManyVids)

43.3K
CUNT FACE NOW 10:37

CUNT FACE NOW

Brandynette 42.4K
SUBMISSIVE HUSBAND- Sissy Cuckold Training 7:08

SUBMISSIVE HUSBAND- Sissy Cuckold Training

40.8K
Sissy Slut fucked in front of a hot babe (CFNM) 1:01

Sissy Slut fucked in front of a hot babe (CFNM)

39.7K
On Wednesdays you wear pink - Mean Girls Day 2018 4:37

On Wednesdays you wear pink - Mean Girls Day 2018

38.8K
Latex sissy chastity and dildo play 21:41

Latex sissy chastity and dildo play

36.8K
LATEX CHASTITY SISSY SLUT CUMS HARD WHILE CAGED - RUINED ORGASM 13:20

LATEX CHASTITY SISSY SLUT CUMS HARD WHILE CAGED - RUINED ORGASM

35.4K
TS-girl masturbates for porn 12:17

TS-girl masturbates for porn

34.2K
Repeat after me: Good girls don't cum 10:03

Repeat after me: Good girls don't cum

33.7K
Weak femboy in pink schoolgirl uniform and rainbow gloves & stockings cums 3:20

Weak femboy in pink schoolgirl uniform and rainbow gloves & stockings cums

33.6K
TS-girl gets pleasure from the full speed fuck-machine 20:24

TS-girl gets pleasure from the full speed fuck-machine

32.5K
FemDom Mindcontrol - Black Boots Black Dress Stockings 5:32

FemDom Mindcontrol - Black Boots Black Dress Stockings

31.7K
Teen Femboy Gets Off In Panties 5:03

Teen Femboy Gets Off In Panties

30.4K
Thicc latina femboy shaking ass (more on my onlyfans) 5:14

Thicc latina femboy shaking ass (more on my onlyfans)

28.3K
CankleLover Interruption and Premature Ejaculation 2018-12-23 6:54

CankleLover Interruption and Premature Ejaculation 2018-12-23

28.1K
Sex-machine fucks me in pink Bodystocking 1 20:40

Sex-machine fucks me in pink Bodystocking 1

27.6K
Reaper fucks soldier N7 7:04

Reaper fucks soldier N7

25.1K
Sex-machine fucks ass in striped leggings 13:01

Sex-machine fucks ass in striped leggings

24.6K
The trap next door strips and plays 11:32

The trap next door strips and plays

23.9K
Schoolgirl in pink panties fucking in the ass 10:02

Schoolgirl in pink panties fucking in the ass

23.7K
Facesitting World 4: Big Butts in Charge 4:53

Facesitting World 4: Big Butts in Charge

22.8K
Sissy: A Slut Documentary 1:11

Sissy: A Slut Documentary

21.2K
Smelly Tranny Fart Compilation 1:13

Smelly Tranny Fart Compilation

20.6K

About kink + sissy

This page combines the tags kink and sissy to target a specific long-tail search intent. Instead of browsing each tag separately, you get 287 videos that match all selected themes. Listings are ranked by views with pagination rules that keep deeper pages out of the index. Use related single-tag hubs below to explore broader or adjacent niches.

Frequently Asked Questions

How many kink + sissy videos are listed?

There are currently 287 videos tagged with all of: kink, sissy.

Why combine tags like kink + sissy?

Compound tags help narrow results when a single tag is too broad. This page only appears when enough videos match.