Chastity Sissy - Porn Videos (54,435)

Cuckolded hubby locked away, a final handjob farewell

Cuckolded hubby locked away, a final handjob farewell

Jizzberry 2 years ago

Locked in Chastity!

Locked in Chastity!

XHamster 1 week ago

Cuckold Fantasies Volume 24

Cuckold Fantasies Volume 24

XHamster 4 years ago

Enter The Facesitter

Enter The Facesitter

XHamster 4 years ago

Cuckold Fantasies volume 23

Cuckold Fantasies volume 23

XHamster 1 year ago

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

XHamster 1 year ago

Facesitters in Heat Volume 31

Facesitters in Heat Volume 31

XHamster 4 years ago

Year of the Facesitter

Year of the Facesitter

XHamster 2 years ago

Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

XHamster 1 year ago

Lover gets orgasm fucking wife, cuckold, chastity belt, strap-on

Lover gets orgasm fucking wife, cuckold, chastity belt, strap-on

XHamster 4 years ago

POV cuckold vol 15

POV cuckold vol 15

XHamster 1 year ago

Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

XHamster 2 years ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

XHamster 4 years ago

Femdom Mastix real amateur hotwife cuck pair Rave Magic sissy feminization anal ding-dong pegging

Femdom Mastix real amateur hotwife cuck pair Rave Magic sissy feminization anal ding-dong pegging

FreePorn8 1 year ago

Cum Countdown in Locked Up Sissy Training

Cum Countdown in Locked Up Sissy Training

AveXXX 6 days ago

Brittney & Elvis Private Show

56% HD 2:00 / 6:22

Brittney & Elvis Private Show

Flirt4Free 2 years ago

Facesitters in Heat volume 17

Facesitters in Heat volume 17

XHamster 3 years ago

Sissy Husband Becomes Cocksucking Cuckold

52% HD 0:10 / 16:13

Sissy Husband Becomes Cocksucking Cuckold

LoyalFans 3 months ago

Shaving and balls busting part 2

Shaving and balls busting part 2

XHamster 11 months ago

Anna Blake makes a sissy milf out of you femdom obedience training

Anna Blake makes a sissy milf out of you femdom obedience training

AveXXX 3 days ago

chastity claire tenebrarum gangbang facial anal fisting sissy piss

chastity claire tenebrarum gangbang facial anal fisting sissy piss

PornOne 1 year ago

Horny Sissy Locked In Chastity Tries To Fuck His Mistress

Horny Sissy Locked In Chastity Tries To Fuck His Mistress

AbBDSM 2 months ago

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

XHamster 11 months ago

Chastity tutorial - how to wear a chastity cage - part 1

Chastity tutorial - how to wear a chastity cage - part 1

XHamster 5 months ago

Pretty Girl Transforms Her BF into a Breeding Device for Her Huge Horse Cock Strapon ! Clip

Pretty Girl Transforms Her BF into a Breeding Device for Her Huge Horse Cock Strapon ! Clip

Pornfact 3 months ago

Long and Hard Pegging with a big dildo – Topped Toys Mordax 90

Long and Hard Pegging with a big dildo – Topped Toys Mordax 90

XHamster 4 years ago

sissy joyce - goddess annie i love their helpless porn video

sissy joyce - goddess annie i love their helpless porn video

BDSMShip 1 year ago

Nicole Aniston hawt wife cuckolds her sissy spouse and locks him in chastity and makes him suck out the creampies and screws him after that guy does and titty bangs him and talks him into being a cuckold sph femdom

Nicole Aniston hawt wife cuckolds her sissy spouse and locks him in chastity and makes him suck out the creampies and screws him after that guy does and titty bangs him and talks him into being a cuckold sph femdom

SortPorn 11 months ago

Three ruined orgasm for chastity sissy with tied balls

Three ruined orgasm for chastity sissy with tied balls

XHamster 1 year ago

Episode 2: Part 1: a Transformed Life: New Sissy Sexuality - Maitresse Julia

74% HD 1:01 / 13:19

Episode 2: Part 1: a Transformed Life: New Sissy Sexuality - Maitresse Julia

FapHouse 1 year ago

Nicole Aniston hot wife cuckolds her sissy husband and locks him in chastity and makes him suck out

Nicole Aniston hot wife cuckolds her sissy husband and locks him in chastity and makes him suck out

PornoXO 3 months ago

Superlatively Good of Female Domination Vol 1

Superlatively Good of Female Domination Vol 1

FreePorn8 4 years ago

Viky & Mateo Private Show

58% HD 2:00 / 11:13

Viky & Mateo Private Show

Flirt4Free 5 months ago

INSTITUTION X - Prostate Milking Anal Training Pspot Orgasm COMPILATION 2-2

INSTITUTION X - Prostate Milking Anal Training Pspot Orgasm COMPILATION 2-2

Pornfact 1 week ago

POV Cuckold volume 39

POV Cuckold volume 39

XHamster 3 years ago

Grisha Mochka Private Show

60% 4K 2:00 / 19:56

Grisha Mochka Private Show

Flirt4Free 1 week ago

Cuckold Fantasies Volume 27

Cuckold Fantasies Volume 27

XHamster 4 years ago

Facesitting Ass

Facesitting Ass

XHamster 6 months ago

3 Levels of Chastity Training JOI, Rubber, Plastic, Steel, Femdom Jerk Encouragement JOE

3 Levels of Chastity Training JOI, Rubber, Plastic, Steel, Femdom Jerk Encouragement JOE

Pornzona 1 month ago

POV Cuckold volume 61

POV Cuckold volume 61

XHamster 2 years ago

Lady Caitlyn Party on Jun 30, 2026

65% HD 2:00 / 1:00:18

Lady Caitlyn Party on Jun 30, 2026

Flirt4Free 1 week ago

Wife makes hubby her sissy bitch

Wife makes hubby her sissy bitch

Fapcat 6 months ago

Cuckold Dreams Volume 24

Cuckold Dreams Volume 24

FreePorn8 1 year ago

hot young wives cuckold their men locking them in chastity and making them watch them fuck and suck their lovers

hot young wives cuckold their men locking them in chastity and making them watch them fuck and suck their lovers

Rock.PORN 3 months ago

english mansion - mistress karina dominatrix pegging her sissy slave in wedding dress porn video

english mansion - mistress karina dominatrix pegging her sissy slave in wedding dress porn video

BDSMShip 2 years ago

Bound Sissy Humiliated with Step-Mommy's Full Diaper

71% HD 0:30 / 11:08

Bound Sissy Humiliated with Step-Mommy's Full Diaper

Clips4sale 10 months ago

Teasing My Toy Thing in Chastity! - Tease and Denial with Pantyhose Domination, Chastity and Orgasm Denial with Miss Adrastea

Teasing My Toy Thing in Chastity! - Tease and Denial with Pantyhose Domination, Chastity and Orgasm Denial with Miss Adrastea

XHamster 1 month ago

Worship My Pussy and Ass

Worship My Pussy and Ass

XHamster 4 years ago

Compilation of make me bi, feminization, anal sex BBC and sissy in chastity all the time

73% 0:53 / 42:33

Compilation of make me bi, feminization, anal sex BBC and sissy in chastity all the time

Clips4sale 1 year ago

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Pornfact 3 months ago

Ares & Adara Private Show

53% HD 2:00 / 9:20

Ares & Adara Private Show

Flirt4Free 1 year ago

Viky & Mateo Private Show

55% HD 2:00 / 4:35

Viky & Mateo Private Show

Flirt4Free 6 months ago

Best of Harmony Rose volume 5

Best of Harmony Rose volume 5

XHamster 1 year ago

Sissy Inspection & Fucking

Sissy Inspection & Fucking

Pornfact 2 days ago

Brittney & Elvis Private Show

65% HD 2:00 / 6:22

Brittney & Elvis Private Show

Camster 2 years ago

Femdom HotWife Pegging her Cuckold Sissy in Chastity

Femdom HotWife Pegging her Cuckold Sissy in Chastity

Pornfact 3 days ago

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

50% HD 0:39 / 11:28

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

FapHouse 2 weeks ago

Femdom chastity porn, chastity cuck tease and denial, wife locking chastity cage

Femdom chastity porn, chastity cuck tease and denial, wife locking chastity cage

Juicexxx 6 months ago

Chastity Femboy Pussy! Big Cock made into Tiny Pussy and Penetrated with Sounding Rod.

Chastity Femboy Pussy! Big Cock made into Tiny Pussy and Penetrated with Sounding Rod.

Lesbian8 1 year ago

Mistress Lady Renee - Making you dress - mp4

73% 0:16 / 14:03

Mistress Lady Renee - Making you dress - mp4

Clips4sale 1 year ago

Caged Sissy Fucked in Chastity Deepthroats Own Cum

Caged Sissy Fucked in Chastity Deepthroats Own Cum

XHamster 3 weeks ago

Sexy wife Amanda Blow cuckolds her wimpy spouse and that guy sucks large ebony shlong with her and then that babe bangs interracial and makes him see her and eat jizz from her twat

Sexy wife Amanda Blow cuckolds her wimpy spouse and that guy sucks large ebony shlong with her and then that babe bangs interracial and makes him see her and eat jizz from her twat

MatureTubeHere 9 months ago

Pegging My Sissy Chastity Subby With Ass to Mouth

Pegging My Sissy Chastity Subby With Ass to Mouth

Pornzona 2 weeks ago

Sissy training changes your pathetic life forever

Sissy training changes your pathetic life forever

Pornzona 3 weeks ago

Giant Creampie Eating Gulp Compilation Large Cum Eating Cuckolds Bitch Wife Screwing And Sucking Bbc Coarse Sex chastity ding-dong

Giant Creampie Eating Gulp Compilation Large Cum Eating Cuckolds Bitch Wife Screwing And Sucking Bbc Coarse Sex chastity ding-dong

Amateur8 3 years ago

Hawt wife cuckold anal creampie and cunt creampie eating who bangs her lover during the time that her cuck spouse watches her during the time that locked in chastity and eats cum from her cunt and butt

Hawt wife cuckold anal creampie and cunt creampie eating who bangs her lover during the time that her cuck spouse watches her during the time that locked in chastity and eats cum from her cunt and butt

FreePorn8 11 months ago

SISSIFICATION & Dude becomes BIG BLACK COCK's SLUT

SISSIFICATION & Dude becomes BIG BLACK COCK's SLUT

HentaiGem 1 year ago

Mistress Lady Renee - Slut sucking surprise - mp4

67% 0:16 / 8:31

Mistress Lady Renee - Slut sucking surprise - mp4

Clips4sale 2 years ago

Sissy Compilation Chastity Forever

Sissy Compilation Chastity Forever

Lesbian8 1 month ago

POV Cuckold vol 42 Paris Lincoln is your hot stepdaughter who cuckolds you and makes you eat her creampies and locks you in chastity and makes you watch her fuck her boyfriend and small penis humiliation SPH CBT facesitting

POV Cuckold vol 42 Paris Lincoln is your hot stepdaughter who cuckolds you and makes you eat her creampies and locks you in chastity and makes you watch her fuck her boyfriend and small penis humiliation SPH CBT facesitting

XVideos 3 years ago

Part 2 My Husband Sissified: a Female Latex Slave Doll Pegged - Mistress Julia

73% HD 1:01 / 7:52

Part 2 My Husband Sissified: a Female Latex Slave Doll Pegged - Mistress Julia

FapHouse 9 months ago

can you make me cumm ?? - Part 2

61% 4K 2:00 / 4:52

can you make me cumm ?? - Part 2

Camster 1 week ago

Chastity guide : A review of all metal chastity cages by sissy joyce

Chastity guide : A review of all metal chastity cages by sissy joyce

BigTitsLust 1 year ago

Headmistress destroys her sissy's butt with a biggest sex-toy

Headmistress destroys her sissy's butt with a biggest sex-toy

BigTitsLust 1 year ago

How big and deep can his ass take? Femdom anal training for my slut

How big and deep can his ass take? Femdom anal training for my slut

Pornfact 5 days ago

Submissive Hubby Gets His Ass Pounded by Dominant Wife

Submissive Hubby Gets His Ass Pounded by Dominant Wife

XXXShake 3 years ago

Fun Feminization

54% HD 0:10 / 5:34

Fun Feminization

LoyalFans 1 year ago

Clash of the asses

Clash of the asses

XHamster 8 months ago

Sissys Chastity Games – MAITRESSE JULIA

Sissys Chastity Games – MAITRESSE JULIA

IcePorn 4 months ago

Viky & Mateo Private Show

57% HD 2:00 / 32:44

Viky & Mateo Private Show

Flirt4Free 5 months ago

Dominatrix Mara Introduces Chastity Devices + Cages [Link in Comments]

Dominatrix Mara Introduces Chastity Devices + Cages [Link in Comments]

Pornzona 1 week ago

MAKING HIM MY ANAL WHORE

MAKING HIM MY ANAL WHORE

XHamster 3 years ago

Sissy Servitude - Mistress Kendra James, sissification, femdom, chastity mp4

HD 0:42 / 10:31

Sissy Servitude - Mistress Kendra James, sissification, femdom, chastity mp4

Clips4sale 2 years ago

My Ultimate Chastity Compilation - Your Femdom Girlfriend

My Ultimate Chastity Compilation - Your Femdom Girlfriend

Pornzona 3 weeks ago

Best of Harmony Rose vol 2

Best of Harmony Rose vol 2

XHamster 1 year ago

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

XHamster 1 year ago

Sissy Cum Sisters

60% HD 0:10 / 23:23

Sissy Cum Sisters

LoyalFans 3 weeks ago

feminized and fucked

feminized and fucked

Eporner 1 year ago

Made over and fucked like a dirty whore

59% HD 1:01 / 13:47

Made over and fucked like a dirty whore

FapHouse 3 years ago

Cuckold 1 Prep Me for My Date!

59% HD 1:01 / 6:34

Cuckold 1 Prep Me for My Date!

FapHouse 1 year ago

Best of Cuckold Fantasies POV 2 - Hot wives and step daughters cuckold their sissy husbands and step fathers and turn them into cuckold creampie eating sissies locked in chastity and by their every command

Best of Cuckold Fantasies POV 2 - Hot wives and step daughters cuckold their sissy husbands and step fathers and turn them into cuckold creampie eating sissies locked in chastity and by their every command

XVideos 5 years ago

Latex Overspread Pegging and Fisting for Hopeless Sissy Floozy by Mistresse Mercer

Latex Overspread Pegging and Fisting for Hopeless Sissy Floozy by Mistresse Mercer

Amateur8 7 months ago

Enslaved by Ass

Enslaved by Ass

XHamster 7 months ago

Sissy femboy makes chastity content and streams on chaturbate

Sissy femboy makes chastity content and streams on chaturbate

BigTitsLust 1 year ago

YOUR COCK SHOULD BE CAGED - Chastity Encouragement

YOUR COCK SHOULD BE CAGED - Chastity Encouragement

Pornfact 3 weeks ago

Khloe Clark Private Show

49% 4K 2:00 / 24:07

Khloe Clark Private Show

Camster 2 weeks ago

Cuckold Fantasies Volume 24

Cuckold Fantasies Volume 24

Lesbian8 1 year ago

Caged Sissy Cuckold Gaming - Mistress Gives Slave in Chastity a Handjob with Ruined Orgasm

52% HD 0:39 / 12:35

Caged Sissy Cuckold Gaming - Mistress Gives Slave in Chastity a Handjob with Ruined Orgasm

FapHouse 5 months ago

Sissy Bitch Pegging Compilation. Femdom Chastity

Sissy Bitch Pegging Compilation. Femdom Chastity

BigTitsLust 2 years ago

Full domination of a beautiful Witch. From leash and whip, through chastity to deep anal

Full domination of a beautiful Witch. From leash and whip, through chastity to deep anal

Pornzona 3 weeks ago

POV Cuckold vol 34

POV Cuckold vol 34

XHamster 3 years ago

Mafe Flex & Sebastiaan Private Show

55% 4K 2:00 / 4:32

Mafe Flex & Sebastiaan Private Show

Flirt4Free 6 months ago

Best of Harmony Rose volume 4

Best of Harmony Rose volume 4

XHamster 1 year ago

Sissy trapped in chastity and stockings

Sissy trapped in chastity and stockings

XHamster 8 years ago

HETEROFLEXIBLE - Sissy Femboy With Chastity Cage Offers College Bully His Tight Ass To Fuck

HETEROFLEXIBLE - Sissy Femboy With Chastity Cage Offers College Bully His Tight Ass To Fuck

Some.Porn 1 year ago

Pegging with huge strapon dildo! 🥵

Pegging with huge strapon dildo! 🥵

Pornfact 2 weeks ago

Hot wife cuckolds her sissy husband into a creampie eating chastity locked up and hot POV Blowjob and POV sex where she tells you shes going to fuck other men and you are going to watch and eat the creampies

Hot wife cuckolds her sissy husband into a creampie eating chastity locked up and hot POV Blowjob and POV sex where she tells you shes going to fuck other men and you are going to watch and eat the creampies

XVideos 1 year ago

Katharine Cane Party on Jul 4, 2026 - Part 2

HD 2:00 / 50:15

Katharine Cane Party on Jul 4, 2026 - Part 2

Flirt4Free 3 days ago

Sweet & Daaniel Private Show

67% HD 2:00 / 14:05

Sweet & Daaniel Private Show

Camster 2 weeks ago

a Diapered Bitchsuit Weekend 4K

74% 4K 0:41 / 9:56

a Diapered Bitchsuit Weekend 4K

Clips4sale 1 year ago

Sisk release her clitoris from chastity cage

Sisk release her clitoris from chastity cage

Lesbian8 2 weeks ago

Evette Edwards Private Show

62% HD 2:00 / 23:40

Evette Edwards Private Show

Flirt4Free 2 months ago

Dulcinea Saenz Private Show

55% 4K 2:00 / 6:00

Dulcinea Saenz Private Show

Flirt4Free 8 months ago

Asian Hotwife Turns Husband Into a Cum-eating Cuck

Asian Hotwife Turns Husband Into a Cum-eating Cuck

XHamster 2 months ago

BBC Interracial cuckolding with encouraged bi cock sucking while wife fucks big cock and gets creampied while husband eats the cum out of her and she humiliates him locking him in chastity and sph

BBC Interracial cuckolding with encouraged bi cock sucking while wife fucks big cock and gets creampied while husband eats the cum out of her and she humiliates him locking him in chastity and sph

XVideos 1 year ago

New Sissy in Training (4K)

59% 4K 0:18 / 11:44

New Sissy in Training (4K)

Clips4sale 5 months ago

Cuckold Dreams Volume 24

Cuckold Dreams Volume 24

Amateur8 5 days ago

Hawt wife bangs lover during the time that sissy stepdad who watches and sucks the creampies from her snatch and and facesitting hawt butt cunt licking and suck out the cum from her boyfriends during the time that tiny dong humiliation

Hawt wife bangs lover during the time that sissy stepdad who watches and sucks the creampies from her snatch and and facesitting hawt butt cunt licking and suck out the cum from her boyfriends during the time that tiny dong humiliation

Lesbian8 6 months ago

FEMALE-DOM PEGGING CHASTITY FAGGOT

FEMALE-DOM PEGGING CHASTITY FAGGOT

SortPorn 4 years ago

Deep Sounding Our Chastity Patient

Deep Sounding Our Chastity Patient

XHamster 1 year ago

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