Chastity (4,679)

APOLLO : Breathless for My Bulge - Extreme Inhale Domination

48% HD 0:20 / 15:34

APOLLO : Breathless for My Bulge - Extreme Inhale Domination

Clips4sale 1 year ago

Roommate makes you her double date sissy MP4

63% HD 0:26 / 8:14

Roommate makes you her double date sissy MP4

Clips4sale 1 year ago

Alexxx Hart Feeds Her Trans Sub Brylin Bloom Thick Realistic Cock While She's Locked in Chastity

Alexxx Hart Feeds Her Trans Sub Brylin Bloom Thick Realistic Cock While She's Locked in Chastity

Clips4sale 4 months ago

Sissy Step 3

34% 0:25 / 13:07

Clips4sale 2 years ago

Ruined Orgasm For Tom Baker's Chastity Slave (4K)

4K 0:24 / 13:44

Ruined Orgasm For Tom Baker's Chastity Slave (4K)

Clips4sale 1 year ago

Caged by The Bed

50% HD 0:25 / 7:39

Caged by The Bed

Clips4sale 4 years ago

The Roulette Decides His Fate! Nightmarish Facial Torment x Masturbation Control!

64% HD 0:37 / 22:14

The Roulette Decides His Fate! Nightmarish Facial Torment x Masturbation Control!

Clips4sale 10 months ago

JOI Humilliation Task - Full HD 1080p - KingMarti

HD 0:30 / 10:42

JOI Humilliation Task - Full HD 1080p - KingMarti

Clips4sale 5 months ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 4K

62% 4K 0:27 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 4K

Clips4sale 8 months ago

SISSY SLUT BASICS

57% 4K 0:25 / 8:15

SISSY SLUT BASICS

Clips4sale 3 years ago

The Rubber boy Worships With His Tongue (4K)

4K 0:21 / 15:23

The Rubber boy Worships With His Tongue (4K)

Clips4sale 7 months ago

The Cure for Weak Caged Sissies

64% HD 0:26 / 10:18

The Cure for Weak Caged Sissies

Clips4sale 3 years ago

Hex ended up into Doctor Icaro’s Office (720p ENG-sub)

56% HD 0:27 / 30:45

Hex ended up into Doctor Icaro’s Office (720p ENG-sub)

Clips4sale 1 year ago

futa nurse pegging part 3: latex catsuit, sissy chastity, fisting - full video on Veggiebabyy Manyvids

futa nurse pegging part 3: latex catsuit, sissy chastity, fisting - full video on Veggiebabyy Manyvids

XVideos 1 year ago

Cuck For Cock

Clips4sale 8 months ago

My cock is all you need

Premium 55% 8:24

My cock is all you need

Clips4sale 3 years ago

Tiny dick sissy shemale fucked

Tiny dick sissy shemale fucked

xHamster 3 years ago

Fucked In A Cage

Fucked In A Cage

Clips4sale 10 months ago

Chastity Slut Loves Ball Busting

HD 0:11 / 17:38

Chastity Slut Loves Ball Busting

Clips4sale 4 years ago

Interactive Sissy Quiz - How Big of a Sissy Slut Are You?

HD 1:00 / 13:23

Interactive Sissy Quiz - How Big of a Sissy Slut Are You?

Clips4sale 1 month ago

Trans slave faceslapped and compulsed to orgasm in a chastity belt (wmv)

Trans slave faceslapped and compulsed to orgasm in a chastity belt (wmv)

Clips4sale 3 years ago

FULL CLIP! Breakfast slave for cute tranny girl! He gets spit on and fucked in his ass!

61% HD 0:25 / 21:34

FULL CLIP! Breakfast slave for cute tranny girl! He gets spit on and fucked in his ass!

Clips4sale 1 year ago

Milked Cum Eating Sissy Bitch *FULL-HD*

4K 0:11 / 11:07

Milked Cum Eating Sissy Bitch *FULL-HD*

Clips4sale 3 years ago

Top Faggot Clips Of 2024 Mega Pack!

66% 0:25 / 1:48:19

Top Faggot Clips Of 2024 Mega Pack!

Clips4sale 1 year ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!!

55% 4K 0:11 / 57:10

Helena Price Presents - Training Her Tranny Ass With My BBC!!!

Clips4sale 3 years ago

Feminization with chastity cage - task

Feminization with chastity cage - task

Clips4sale 4 years ago

Brady Jaymes on My Lap - High Def

Brady Jaymes on My Lap - High Def

Clips4sale 2 years ago

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

57% 4K 0:39 / 6:54

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

Clips4sale 7 months ago

LILY DUPONT : SISSIFICATION FOR SISSY KELLY - PART 1

LILY DUPONT : SISSIFICATION FOR SISSY KELLY - PART 1

Clips4sale 3 months ago

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

62% HD 0:29 / 13:12

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

Clips4sale 1 year ago

Your just a fucking loser sissy

63% HD 0:30 / 13:02

Your just a fucking loser sissy

Clips4sale 4 years ago

Virgin’s Made To Suck Cock UNCUT ft. Goddess Macy & Mistress Blaze -WMV

Virgin’s Made To Suck Cock UNCUT ft. Goddess Macy & Mistress Blaze -WMV

Clips4sale 2 years ago

Caged Sissy Boy Bounces His Big Ass on a Cock - WMV

Caged Sissy Boy Bounces His Big Ass on a Cock - WMV

Clips4sale 2 years ago

Pretty Sissy Anal Milking

60% HD 0:11 / 14:10

Pretty Sissy Anal Milking

Clips4sale 4 years ago

Cucked with My Ass: Facesitting Humiliation

HD 0:41 / 20:11

Cucked with My Ass: Facesitting Humiliation

Clips4sale 11 months ago

720P Girlfriend Dresses You Up For Halloween: Feminization, Chastity, Bi-Encouragement And Lots of Dirty Talk

4K 0:11 / 11:47

720P Girlfriend Dresses You Up For Halloween: Feminization, Chastity, Bi-Encouragement And Lots of Dirty Talk

Clips4sale 2 years ago

DommeMommy B helps your through your Sissy Girl Transformation

DommeMommy B helps your through your Sissy Girl Transformation

Clips4sale 1 year ago

APOLLO : Destroyed & Degraded - Boxing with a Beta Bitch

49% HD 0:12 / 10:20

APOLLO : Destroyed & Degraded - Boxing with a Beta Bitch

Clips4sale 1 year ago

Gay conditioning for a leather gimp

63% HD 0:11 / 12:40

Gay conditioning for a leather gimp

Clips4sale 4 years ago

SPH: My Dick is Bigger

65% HD 0:26 / 5:51

SPH: My Dick is Bigger

Clips4sale 4 years ago

Sissygasm Protein Shake (4KUHD MP4)

HD 0:32 / 12:47

Sissygasm Protein Shake (4KUHD MP4)

Clips4sale 3 years ago

French - Cocu heureux ! SPH - Chasteté - Cuckold

Premium HD 11:00

French - Cocu heureux ! SPH - Chasteté - Cuckold

Clips4sale 3 years ago

Latex Addict PT2 - Sissy in the vacuum-bed after house cleaning

Latex Addict PT2 - Sissy in the vacuum-bed after house cleaning

Clips4sale 2 years ago

Spiked Trainers Bastinado HD

HD 0:11 / 18:15

Spiked Trainers Bastinado HD

Clips4sale 2 years ago

Chastity Roulette - 3rd Jun 24 - Cock Trampling With Silicone Feet

4K 0:30 / 10:28

Chastity Roulette - 3rd Jun 24 - Cock Trampling With Silicone Feet

Clips4sale 1 year ago

Collapsed In Cum - Muscle Bulls Stretch You To Tears For My Entertainment - Nikita Caslida (4KUHD MP4)

HD 0:39 / 16:39

Collapsed In Cum - Muscle Bulls Stretch You To Tears For My Entertainment - Nikita Caslida (4KUHD MP4)

Clips4sale 4 months ago

Latex Doll Toy Training (1080p)

HD 0:30 / 12:46

Latex Doll Toy Training (1080p)

Clips4sale 9 months ago

BDSM Gay drone with gas mask gets facefucked and then cums in his chastity cage

55% HD 0:30 / 22:01

BDSM Gay drone with gas mask gets facefucked and then cums in his chastity cage

Clips4sale 9 months ago

Roshambo in Humblers

Roshambo in Humblers

LoyalFans 8 months ago

Strung Up and Busted

Strung Up and Busted

LoyalFans 8 months ago

Being a Faggot is FOREVER HD (MP4)

Being a Faggot is FOREVER HD (MP4)

Clips4sale 8 months ago

VOYEUR

Clips4sale 2 years ago

Sub Torment 4 mp4

Sub Torment 4 mp4

Clips4sale 2 years ago

Anal Penetration with Dildo in Chastity

Anal Penetration with Dildo in Chastity

Clips4sale 9 months ago

First Time Anal Experience and Chastity Play : Sissy Gets Hot & Horny with Toys

HD 0:30 / 16:59

First Time Anal Experience and Chastity Play : Sissy Gets Hot & Horny with Toys

Clips4sale 1 year ago

UNLOADED [Gay Leather, Latex, Fetish]

UNLOADED [Gay Leather, Latex, Fetish]

Clips4sale 1 year ago

pigtail trans cutie

58% 0:30 / 26:19

pigtail trans cutie

Clips4sale 1 year ago

Chastity Cage Spit Roasting (1080p)

HD 0:30 / 10:18

Chastity Cage Spit Roasting (1080p)

Clips4sale 4 months ago

Sissy maid loves playing with her ass Clip 1

Sissy maid loves playing with her ass Clip 1

xHamster 2 months ago

Hot sissy maid with great ass squirts from anal Clip 1

Hot sissy maid with great ass squirts from anal Clip 1

xHamster 2 months ago

BDSM - GAY Chastity Cage vs Chastity Cage – Magic Wand Contest on the Bed (Who Cums First?)

BDSM - GAY Chastity Cage vs Chastity Cage – Magic Wand Contest on the Bed (Who Cums First?)

Clips4sale 1 month ago

Sissy Crossdresser Jerks Her Dick Whilst Mastix Isn't Looking

Sissy Crossdresser Jerks Her Dick Whilst Mastix Isn't Looking

ShemaleSin 2 months ago

Amateur Crossdresser Sofia-T

Amateur Crossdresser Sofia-T

aShemaleTube 1 month ago

LOCK IT UP AND GAG ON THIS

LOCK IT UP AND GAG ON THIS

IWantClips 1 year ago

Tormening Trap Balls

HD 0:10 / 12:10

Tormening Trap Balls

LoyalFans 8 months ago

Unlocked for a Hard Busting (Behind the Scene)

Unlocked for a Hard Busting (Behind the Scene)

LoyalFans 8 months ago

BDSM gay pounded by a fucking machine while in chastity and latex

BDSM gay pounded by a fucking machine while in chastity and latex

Clips4sale 8 months ago

Be my DICK craving SLUT

Be my DICK craving SLUT

LoyalFans 8 months ago

Pretty Little Thing Mesmerize, EXTREME CHASTITY, METAL PLATE CHASTITY - Sissy Training

Pretty Little Thing Mesmerize, EXTREME CHASTITY, METAL PLATE CHASTITY - Sissy Training

Clips4sale 8 months ago

Removing Crossdresser's Chastity Cage then Giving Blowjob

Removing Crossdresser's Chastity Cage then Giving Blowjob

xHamster 7 months ago

Gay Locktober Week Five

Gay Locktober Week Five

LoyalFans 7 months ago

DEVIOUS RETOUR [Gay Leather, Latex, Fetish]

HD 0:30 / 14:56

DEVIOUS RETOUR [Gay Leather, Latex, Fetish]

Clips4sale 10 months ago

Your New Sissy Maid Life for Me and Master!

Your New Sissy Maid Life for Me and Master!

Clips4sale 5 months ago

Sissy Training Dress Up

Sissy Training Dress Up

Clips4sale 9 months ago

GODDESS JADE HELPS BRING OUT THE SISSY IN YOU | FEMDOM | SISSIFICATION | JOI | CROSSDRESSING

GODDESS JADE HELPS BRING OUT THE SISSY IN YOU | FEMDOM | SISSIFICATION | JOI | CROSSDRESSING

Clips4sale 1 year ago

The Fuck Machine and My Crazy Trans Valentine

The Fuck Machine and My Crazy Trans Valentine

xHamster 3 months ago

Let's Make A Bet 2

HD 0:10 / 10:06

Let's Make A Bet 2

LoyalFans 4 months ago

Pretty sissy gets fucked hard during camshow

Pretty sissy gets fucked hard during camshow

xHamster 4 months ago

Sissy Jasmine gets filled by THICK dildo

Sissy Jasmine gets filled by THICK dildo

xHamster 5 months ago

Trans Housewife cheats with BBC Lover

HD 0:10 / 20:06

Trans Housewife cheats with BBC Lover

LoyalFans 6 months ago

Suck Cock for my Feet - Chastity Tease

Suck Cock for my Feet - Chastity Tease

LoyalFans 5 months ago

Making Use of You

Making Use of You

Clips4sale 2 months ago

Your Balls are Mine

Your Balls are Mine

LoyalFans 7 months ago

Chastity slave stays in his cage watching two jeans girls having fun!

HD 0:29 / 10:42

Chastity slave stays in his cage watching two jeans girls having fun!

Clips4sale 5 months ago

Lana's Locktober Gay Lock WEEK 4

Lana's Locktober Gay Lock WEEK 4

LoyalFans 7 months ago

Foot Job Freedom

HD 0:10 / 13:00

Foot Job Freedom

LoyalFans 5 months ago

I Kick Stomp And Nerf Toy piece Torment Your Swollen Balls

HD 0:10 / 13:08

I Kick Stomp And Nerf Toy piece Torment Your Swollen Balls

LoyalFans 5 months ago

Mistress Mercer wants Bimbo Dolly to find a keyholder

Mistress Mercer wants Bimbo Dolly to find a keyholder

LoyalFans 6 months ago

Latex Face Sitting Orgasm [Trans Chastity Femdom]

HD 0:10 / 11:30

Latex Face Sitting Orgasm [Trans Chastity Femdom]

LoyalFans 6 months ago

LOGAN'S TRIPLE LOAD [Gay Leather, Latex, Fetish]

HD 0:30 / 29:17

LOGAN'S TRIPLE LOAD [Gay Leather, Latex, Fetish]

Clips4sale 7 months ago

Sissy princess loves thick cock in her ass

Sissy princess loves thick cock in her ass

xHamster 4 months ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1440p)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1440p)

Clips4sale 9 months ago

Lux helps Eliza with Locktober Prep!

HD 0:30 / 10:44

Lux helps Eliza with Locktober Prep!

Clips4sale 1 year ago

SISSY SLUT CHASTITY TRAINING - Compelled Chastity Mind Fuck [Chastity] [Chastity Device] [Chastity Belt] [Male Chastity] [Chastity Cage]

SISSY SLUT CHASTITY TRAINING - Compelled Chastity Mind Fuck [Chastity] [Chastity Device] [Chastity Belt] [Male Chastity] [Chastity Cage]

Clips4sale 1 year ago

GUY SUSPENDED FOR TICKLING AND CORPORAL PUNISHMENT multicam 720p

HD 0:22 / 18:52

GUY SUSPENDED FOR TICKLING AND CORPORAL PUNISHMENT multicam 720p

Clips4sale 1 year ago

My Sissy Boy

59% HD 0:10 / 23:09

LoyalFans 1 year ago

The Smell of Black Cock

65% 4K 0:29 / 17:00

The Smell of Black Cock

Clips4sale 1 year ago

CHASTITY EQUALS COCK LUST

CHASTITY EQUALS COCK LUST

Clips4sale 2 years ago

Femboy Intense Anal Fuck Machine Session in Chastity - SD wmv

Femboy Intense Anal Fuck Machine Session in Chastity - SD wmv

Clips4sale 2 years ago

Tranny Foot Slave And Milking Stage 3 (WMV)

Tranny Foot Slave And Milking Stage 3 (WMV)

Clips4sale 1 year ago

Small penis humiliation no nut November

42% HD 0:31 / 8:47

Small penis humiliation no nut November

Clips4sale 1 year ago

A Caged Sissygasm

A Caged Sissygasm

aShemaleTube 1 year ago

GAY GOONER

LoyalFans 2 years ago

I Turned You Gay for Cock - SPH JOI, Chastity, and Total Alpha Worship

I Turned You Gay for Cock - SPH JOI, Chastity, and Total Alpha Worship

Clips4sale 11 months ago

SCALLY RUBBER EDGING [HOTEL COLLECTION] [Gay Leather, Latex, Fetish]

63% HD 0:30 / 30:45

SCALLY RUBBER EDGING [HOTEL COLLECTION] [Gay Leather, Latex, Fetish]

Clips4sale 1 year ago

Chastity with New Boss

57% HD 0:10 / 7:11

Chastity with New Boss

LoyalFans 10 months ago

Dominatrix Removes Crossdresser from Chastity then Sucks Cock

Dominatrix Removes Crossdresser from Chastity then Sucks Cock

xHamster 1 year ago

GAY-Cation

LoyalFans 21 hours ago

Begging For More

HD 0:19 / 10:10

Begging For More

IWantClips 1 year ago

BDSM- GAY Wall-Chained Slave in Chastity – Nipple Clamps, Magic Wand & Shocked Orgasm

BDSM- GAY Wall-Chained Slave in Chastity – Nipple Clamps, Magic Wand & Shocked Orgasm

Clips4sale 1 month ago

Cocktober 2025 Challenge

HD 0:28 / 12:24

Cocktober 2025 Challenge

IWantClips 8 months ago

Dressing Up The Sissy Slut With Goddess Luna & Miss Tess

Dressing Up The Sissy Slut With Goddess Luna & Miss Tess

Clips4sale 2 weeks ago

Straight muscle sissy boy rides BBC in chastity completely hands free

Straight muscle sissy boy rides BBC in chastity completely hands free

UrGayPorn 4 years ago

Secret gay boy verbal humiliation and chastity

Premium HD 10:03

Secret gay boy verbal humiliation and chastity

Clips4sale 3 days ago

prostate exam turns into humiliating futa pegging and huge pov facial

HD 0:30 / 10:32

prostate exam turns into humiliating futa pegging and huge pov facial

IWantClips 1 year ago

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Huge Spunk Flow Jessica Bloom

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Huge Spunk Flow Jessica Bloom

ShemaleSin 4 years ago

Trans Cock Worship with Chloe Kreams

Trans Cock Worship with Chloe Kreams

Clips4sale 3 years ago

Dani Doll's Chastity Chairtie

Dani Doll's Chastity Chairtie

Clips4sale 3 years ago

Cruel boyfriend small penis humiliation cuckold

Cruel boyfriend small penis humiliation cuckold

Clips4sale 3 years ago

Hilflos in der Zelle und meine Rubberdoll Strapon gefickt(deutsch) -Helpless in the prison cell and the Rubberdoll fucked (german) WMV

65% 0:11 / 14:53

Hilflos in der Zelle und meine Rubberdoll Strapon gefickt(deutsch) -Helpless in the prison cell and the Rubberdoll fucked (german) WMV

Clips4sale 3 years ago

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