Caged Sissy (7,151)

The best and newest caged sissy videos

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

Sissy Maid Slut Humiliated by 2 Hotwifes and BBC

xHamster 1 year ago

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

xHamster 3 weeks ago

Rosies Sissification

65% HD 1:01 / 11:09

Rosies Sissification

FapHouse 8 months ago

Caged Pervert Caught Spying & Punished

67% HD 0:10 / 7:56

Caged Pervert Caught Spying & Punished

LoyalFans 8 months ago

Chastity, Locked! (absolute Power 2)

65% HD 0:39 / 9:10

Chastity, Locked! (absolute Power 2)

FapHouse 9 months ago

Tantaly : Chastity Release after a Month: Humiliating Penetration and Degradation for this Sissy - Mistress Julia

Tantaly : Chastity Release after a Month: Humiliating Penetration and Degradation for this Sissy - Mistress Julia

Dafreeporn 1 year ago

Monthly Curse: Clit Tease, Electro, Ruined Orgasm

Monthly Curse: Clit Tease, Electro, Ruined Orgasm

xHamster 9 months ago

Deep Sounding Our Chastity Patient

Deep Sounding Our Chastity Patient

xHamster 10 months ago

Mastix makes Sissy Jasmine eat her own cum

Mastix makes Sissy Jasmine eat her own cum

Lesbian8 1 month ago

Lord Maria Introduces her Caged Sub to Her Training Tools

Lord Maria Introduces her Caged Sub to Her Training Tools

Amateur8 2 months 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

Sissy Academy Part 1

Sissy Academy Part 1

xHamster 4 months ago

Borrow My Sissy Boyfriend

Borrow My Sissy Boyfriend

FreePorn8 1 month ago

My Caged Sissy Get Assfucked

69% HD 1:01 / 10:31

My Caged Sissy Get Assfucked

FapHouse 2 years ago

Alpha 2 beta

xHamster 2 weeks ago

My husband's cock is desperate in his chastity cage

My husband's cock is desperate in his chastity cage

xHamster 1 year ago

Prissy sissy Dolly - Locked in frills

60% HD 0:10 / 13:13

Prissy sissy Dolly - Locked in frills

LoyalFans 7 months ago

Your First Chastity Rule - Chastity Series 2026 - Cumshot Prohibition for the Key Mistress's Slave

Your First Chastity Rule - Chastity Series 2026 - Cumshot Prohibition for the Key Mistress's Slave

xHamster 1 month ago

Clash of the asses

Clash of the asses

xHamster 3 months ago

Rosie and Robin Oral Fun Pt1

57% HD 0:39 / 10:02

Rosie and Robin Oral Fun Pt1

FapHouse 6 months ago

Caged and fucked with big purple strapon!

Caged and fucked with big purple strapon!

Pornzona 2 days ago

te transform in tarfa mea

te transform in tarfa mea

PornBox 10 months ago

Fuck My Wife Ii Cuckold Play

Fuck My Wife Ii Cuckold Play

xHamster 2 years ago

Chastity Sissy Tease & Denial in CBT Bondage

67% HD 0:10 / 7:36

Chastity Sissy Tease & Denial in CBT Bondage

LoyalFans 1 month ago

You are not a man! – Destroying the Cuckold Part 2

46% HD 0:10 / 26:27

You are not a man! – Destroying the Cuckold Part 2

LoyalFans 4 months ago

Femdom Caning Session

Femdom Caning Session

xHamster 7 months ago

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

52% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 3 months ago

Total Sissy Amnesia

Total Sissy Amnesia

Amateur8 3 months ago

part 6 : imprisonment training a sissy after 6 months with no news - maitresse julia

57% HD 0:30 / 15:50

part 6 : imprisonment training a sissy after 6 months with no news - maitresse julia

PornBox 1 year ago

Chastity Release after a Month: Humiliating Penetration and Degradation - Maitresse Julia

57% HD 0:10 / 25:31

Chastity Release after a Month: Humiliating Penetration and Degradation - Maitresse Julia

LoyalFans 1 year ago

Chaste Sissy Slut One Bar Prison Tease

68% HD 0:10 / 13:25

Chaste Sissy Slut One Bar Prison Tease

LoyalFans 3 years ago

Diaper Bimbo Bitch Trainer - Mistress Ashley Edmonds

61% HD 0:10 / 16:35

Diaper Bimbo Bitch Trainer - Mistress Ashley Edmonds

LoyalFans 4 months ago

Fastened Cuckold Cleans Creampie After Wife's date

Fastened Cuckold Cleans Creampie After Wife's date

BigTitsLust 1 year ago

Clean my panties from a man's bull sperm

54% HD 0:10 / 7:00

Clean my panties from a man's bull sperm

LoyalFans 2 months ago

Tied Cuckold Cleans Creampie After Wife's date

Tied Cuckold Cleans Creampie After Wife's date

Dafreeporn 1 year ago

Grosse Dilatoren für die Rubberdoll (deutsch) Big Sounds for the Rubberdoll (german)

HD 0:10 / 18:58

Grosse Dilatoren für die Rubberdoll (deutsch) Big Sounds for the Rubberdoll (german)

LoyalFans 2 years ago

A sissy fetish for high heels

A sissy fetish for high heels

xHamster 3 months ago

Dominatrix Mistress April - Two Mistresses and a Sissy Whore P2

Dominatrix Mistress April - Two Mistresses and a Sissy Whore P2

xHamster 1 year ago

Shaving Balls for Chastity Slave

Shaving Balls for Chastity Slave

xHamster 1 year ago

Fastened Cuckold Cleans Creampie After Wife's date

Fastened Cuckold Cleans Creampie After Wife's date

SortPorn 1 year ago

Brunette and Chastity slave having some fun

Brunette and Chastity slave having some fun

xHamster 9 months ago

Compilation of sexy sissy getting screwed

Compilation of sexy sissy getting screwed

PornFreeNow 4 weeks ago

forbidden to for my cuckold in a chastity cage

forbidden to for my cuckold in a chastity cage

xHamster 5 months ago

Pegged in the Pool

Pegged in the Pool

LoyalFans 2 years ago

Viewer controlled the Rubberdolls Hush Plug and cum in cage Webcamshow

50% HD 0:10 / 38:43

Viewer controlled the Rubberdolls Hush Plug and cum in cage Webcamshow

LoyalFans 3 years ago

Humiliating Tasks for Diaper Sissies! POV Instructions

66% HD 0:51 / 16:14

Humiliating Tasks for Diaper Sissies! POV Instructions

Clips4sale 3 months ago

Feminization of the cuckold in a chastity cage

Feminization of the cuckold in a chastity cage

PornFreeNow 6 months ago

MY step BROTHER BECOMES MY step SISTER BLONDE SISSY. FEMINIZED step BROTHER. SISSIFICATION. PEGGING

Premium HD 13:00

MY step BROTHER BECOMES MY step SISTER BLONDE SISSY. FEMINIZED step BROTHER. SISSIFICATION. PEGGING

XVideosRed 2 years ago

12 FEMDOM TIPS for COCK

12 FEMDOM TIPS for COCK

XGroovy 3 years ago

Hot Pegging Fat Ass Domme and Submissive Sissy Femboy in Chastity

Hot Pegging Fat Ass Domme and Submissive Sissy Femboy in Chastity

xHamster 1 year ago

8 INCH Strapon fucking my chastity slut in Latex

8 INCH Strapon fucking my chastity slut in Latex

xHamster 3 years ago

Wife makes hubby her sissy bitch

Wife makes hubby her sissy bitch

Fapcat 1 month ago

Spiked Cage Cuckold Audio

Spiked Cage Cuckold Audio

xHamster 1 year ago

Brunette and Chastity slave full

Brunette and Chastity slave full

XVideos 9 months ago

Blackate - Sissy in Hijab and Chastity Cage

Blackate - Sissy in Hijab and Chastity Cage

VipTube 1 year ago

Blackate Sissy In Hijab And Chastity Cage

Blackate Sissy In Hijab And Chastity Cage

VivaTube 1 year ago

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

xHamster 4 months ago

So this is a first for me getting my bbc sucked ifo a cuck

So this is a first for me getting my bbc sucked ifo a cuck

Pornicom 3 weeks ago

Goddess Nikki Kit - Sissy Starter Pack Panties Plug Cage

Goddess Nikki Kit - Sissy Starter Pack Panties Plug Cage

ProPorn 1 year ago

On the beach, I train the ass of my cuckold husband

On the beach, I train the ass of my cuckold husband

xHamster 1 year ago

Locked in my flat chastity cage, and taking the knott unfathomable in pants

Locked in my flat chastity cage, and taking the knott unfathomable in pants

Amateur8 1 month ago

Locktober reverse pegging: caged sissy Femdom cowgirl fuck

HD 0:10 / 15:36

Locktober reverse pegging: caged sissy Femdom cowgirl fuck

LoyalFans 1 year ago

White Wimpy Caged V BBC-720sd

HD 0:29 / 10:01

White Wimpy Caged V BBC-720sd

Clips4sale 1 year ago

Filthy Blonde MILF Psychologist Cucks Her Sissy Patient Fucking With a Big Black Guy In Front Of Him

Filthy Blonde MILF Psychologist Cucks Her Sissy Patient Fucking With a Big Black Guy In Front Of Him

AnySex 1 year ago

Locktober Mid-month Meltdown: Goth Mommy Edges & Denies Your Pathetic Clit (pov Key Tease &hairy Grind)

Locktober Mid-month Meltdown: Goth Mommy Edges & Denies Your Pathetic Clit (pov Key Tease &hairy Grind)

xHamster 4 months ago

Cage of chastity equals arousal in women

Cage of chastity equals arousal in women

xHamster 1 year ago

The Sissygasm

47% 1:01 / 12:01

FapHouse 8 months ago

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

PissVids 3 years ago

Good Girl - Sissy Training avec Ibicella

57% HD 0:24 / 18:28

Good Girl - Sissy Training avec Ibicella

Clips4sale 2 years ago

I will make you my free-for-all use whore chastity sissisification

I will make you my free-for-all use whore chastity sissisification

KAMS 10 months ago

Diaper Sissy Transformation - Mistress Celene

50% HD 0:10 / 6:14

Diaper Sissy Transformation - Mistress Celene

LoyalFans 4 months ago

Mistress Alexa's Sissy Academy

61% HD 1:01 / 8:17

Mistress Alexa's Sissy Academy

FapHouse 6 months ago

cute femboy in chastity cage masturbate with vibrator

55% HD 0:13 / 4:25

cute femboy in chastity cage masturbate with vibrator

PornBox 1 year ago

Who needs a boyfriend when I have this?

Who needs a boyfriend when I have this?

LoyalFans 1 week ago

Sissy bride chastity - Wedding night tease

HD 0:10 / 12:32

Sissy bride chastity - Wedding night tease

LoyalFans 6 months ago

Mistress pegging her sissy slave locked in chastity

Mistress pegging her sissy slave locked in chastity

xHamster 3 years ago

femboi, short blonde hair, pink latex sissy, video created by AI

femboi, short blonde hair, pink latex sissy, video created by AI

Seduced 6 months ago

Muslim Hijabi mistress wearing saree while he was locked in chastity Part 1

Muslim Hijabi mistress wearing saree while he was locked in chastity Part 1

xHamster 1 month ago

Cumming over mine Boyfriend Caged Penis showing mine Superiority -Compilation-

Cumming over mine Boyfriend Caged Penis showing mine Superiority -Compilation-

KAMS 11 months ago

Part 1 Locked and Conditioned for This Sissy After 6 Months with No News - Maitresse Julia

HD 1:01 / 15:43

Part 1 Locked and Conditioned for This Sissy After 6 Months with No News - Maitresse Julia

FapHouse 1 year ago

Sissy Wife Pegged In Chastity - Clara Dee POV

Sissy Wife Pegged In Chastity - Clara Dee POV

xHamster 2 years ago

Dominafire Training Her Chastity Sissy

Dominafire Training Her Chastity Sissy

FapHouse 1 year ago

You Will Become My Sissy

53% HD 0:10 / 20:30

You Will Become My Sissy

LoyalFans 1 year ago

gf's feminization, chastity, and thick cock pegging for sissy bf - full video on Veggiebabyy Manyvids

gf's feminization, chastity, and thick cock pegging for sissy bf - full video on Veggiebabyy Manyvids

xHamster 2 years ago

Compilation of sexy sissy getting fucked

Compilation of sexy sissy getting fucked

Dafreeporn 4 weeks ago

Locked in Chastity, K-Pop Sissy Hunters: Part 2

66% HD 0:10 / 11:21

Locked in Chastity, K-Pop Sissy Hunters: Part 2

LoyalFans 4 months ago

Sissification lecture "Caged Sissy" Chastity Straps, Jerk, Sissygasm by Mistresse Veronica Taboo

Sissification lecture "Caged Sissy" Chastity Straps, Jerk, Sissygasm by Mistresse Veronica Taboo

SortPorn 4 years ago

Indian Femdom mistress whipping his ass and fingering and making him perfect chastity sissy

Indian Femdom mistress whipping his ass and fingering and making him perfect chastity sissy

xHamster 1 month ago

Desk HUMPING rub my PUSSY harder!

Desk HUMPING rub my PUSSY harder!

LoyalFans 2 weeks ago

Total Sissy Amnesia

Total Sissy Amnesia

Dafreeporn 3 months ago

Blindfolded Caged Sissy Slave - Locked away while Mistress enjoys her Lover

Blindfolded Caged Sissy Slave - Locked away while Mistress enjoys her Lover

xHamster 6 months ago

A Slave's Sissification

Premium HD 1:01:26

A Slave's Sissification

Kink 3 years ago

Mean Wife locked me in chastity and mads to fuck her with a strap on

Mean Wife locked me in chastity and mads to fuck her with a strap on

xHamster 1 year ago

Lord Maria Introduces her Caged Sub to Her Training Tools

63% HD 0:30 / 6:04

Lord Maria Introduces her Caged Sub to Her Training Tools

OnlyPornVideo 2 months ago

Sissy Chastity Maid Service Training With Ria Bentley

Sissy Chastity Maid Service Training With Ria Bentley

BigTitsLust 3 months ago

SISSIFICATION & Dude becomes BIG BLACK COCK's SLUT

SISSIFICATION & Dude becomes BIG BLACK COCK's SLUT

HentaiGem 8 months ago

Shrink Your Clitty

57% HD 0:10 / 5:50

Shrink Your Clitty

LoyalFans 1 year ago

Riley Reid loves to Tease in this Jerkoff Tease

Riley Reid loves to Tease in this Jerkoff Tease

its.PORN 1 year ago

Bar Flirt Fantasy: Chastity and Sissy Transformation

Bar Flirt Fantasy: Chastity and Sissy Transformation

xHamster 6 months ago

Two dommes and the delivery boy - The Restraint

48% HD 0:10 / 7:58

Two dommes and the delivery boy - The Restraint

LoyalFans 1 year ago

Mistress edging slave Slapping balls but Orgasm Denied

Mistress edging slave Slapping balls but Orgasm Denied

xHamster 3 months ago

Day 5 of 7: CBT Day

Day 5 of 7: CBT Day

xHamster 1 month ago

2030 BNWO edit

Eporner 4 months ago

Locking You up in Pink Sissy Chastity

Locking You up in Pink Sissy Chastity

FapHouse 2 weeks ago

INEEDAMOMMY Sinn Sage Diaper Girl Sexy Pegging Training

INEEDAMOMMY Sinn Sage Diaper Girl Sexy Pegging Training

Clips4sale 2 years ago

Cucked By Your Ex-Wife: Lord Maria features in femdom POV humiliation clip as ex-wife verbally degrading ex-husband and cajoling him to become sissy cuck locked in chastity cage

Cucked By Your Ex-Wife: Lord Maria features in femdom POV humiliation clip as ex-wife verbally degrading ex-husband and cajoling him to become sissy cuck locked in chastity cage

Clips4sale 1 month ago

MistressLHush - Pegging Caged Sissy

MistressLHush - Pegging Caged Sissy

VivaTube 3 months ago

I fuck my husband on the beach

I fuck my husband on the beach

xHamster 1 year ago

Sissy Training Session Part 2 - October 12.2023

Sissy Training Session Part 2 - October 12.2023

xHamster 2 years ago

Sissy trapped in chastity and stockings

Sissy trapped in chastity and stockings

xHamster 8 years ago

Pussy Eating Sissy (with CEI)

Pussy Eating Sissy (with CEI)

xHamster 10 months ago

Sissy Super Bowl Loser: Good Boi Pup's Humiliation

Sissy Super Bowl Loser: Good Boi Pup's Humiliation

xHamster 6 months ago

Locktober - Cage 7: Business man transformed into Sissy bimbo slut by hot Mistress in Leather Leggings

Locktober - Cage 7: Business man transformed into Sissy bimbo slut by hot Mistress in Leather Leggings

xHamster 1 year ago

Girl give The Ultimate Femdom Experience to her New Submissive Male

Girl give The Ultimate Femdom Experience to her New Submissive Male

xHamster 1 month ago

Miss Alessa Milano Teased, Punished, Whipped Part 2

Miss Alessa Milano Teased, Punished, Whipped Part 2

xHamster 4 months ago

Lord Maria Introduces her Caged Sub to Her Training Tools

Lord Maria Introduces her Caged Sub to Her Training Tools

FreePorn8 2 months ago

Demotion to Diapers

65% HD 0:21 / 9:02

Demotion to Diapers

Clips4sale 2 years ago

Mom Wanted A Girl

64% HD 0:10 / 19:27

Mom Wanted A Girl

LoyalFans 1 year ago

It's time for yourProstate Examination

It's time for yourProstate Examination

xHamster 7 months ago

GERMAN: Chastity, sissyfication and being enslaved by your Mistress

GERMAN: Chastity, sissyfication and being enslaved by your Mistress

Juicexxx 2 months ago

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7,151 results found

Categories Pornstars

Categories Pornstars

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