Sissy Cage Videos (3,874)

Guts Jizz in Purity Cell

Guts Jizz in Purity Cell

Gayhub 2 weeks ago

Chastity-caged Sissy Rides Reverse Cowgirl, Bouncing Her Plugged Ass Until She Milks a Massive Creampie

HD 1:01 / 11:15

Chastity-caged Sissy Rides Reverse Cowgirl, Bouncing Her Plugged Ass Until She Milks a Massive Creampie

FapHouse 1 week ago

The most complete way to turn him gay. Fuck him in chastity and let him suck. Clip 1

The most complete way to turn him gay. Fuck him in chastity and let him suck. Clip 1

XHamster 3 months ago

I tied up and creampied a sissy sub

I tied up and creampied a sissy sub

XHamster 1 week ago

Anime Uniform Femboy Jizzing in Purity Cell ~Oscar20xxx~

Anime Uniform Femboy Jizzing in Purity Cell ~Oscar20xxx~

GayCK 4 years ago

Prostate Cum in Chastity Cage

Prostate Cum in Chastity Cage

XHamster 2 weeks ago

Caged Femboy Brings Himself to Cum with a Magic Wand

Caged Femboy Brings Himself to Cum with a Magic Wand

XHamster 2 years ago

Two Leather Top Fucking Locked House Slave

Two Leather Top Fucking Locked House Slave

XHamster 5 months ago

Mandatory Pee

XHamster 1 month ago

Putting big dick in flat chastity cage with penis plug

Putting big dick in flat chastity cage with penis plug

XHamster 1 month ago

Sissy Milking

XHamster 3 months ago

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

Meet Nikki the Cute Femboy. Tiny Dick Bubble Butt BBC Wild Ride

XHamster 2 months ago

Breeding a caged sissy's pussy to celebrate Pride

Breeding a caged sissy's pussy to celebrate Pride

XHamster 1 month ago

Caged with urethral catheter

Caged with urethral catheter

XHamster 1 month ago

Chasity Cage: Ethan Sinns, Joel Someone, Ian Holms, Zac Snow, Chance Hart, Drew Sebastian, Magic Mike Hung, Bobby

Chasity Cage: Ethan Sinns, Joel Someone, Ian Holms, Zac Snow, Chance Hart, Drew Sebastian, Magic Mike Hung, Bobby

GayVD 4 weeks ago

Best Caged Only orgasms compilation

Best Caged Only orgasms compilation

Pornzona 1 week ago

Chastity Slave Washes Himself.

56% HD 0:39 / 5:26

Chastity Slave Washes Himself.

FapHouse 6 months ago

A Boy in a Cage Trains His Boy Pussy for a Halloween Party to Get All the Dicks

A Boy in a Cage Trains His Boy Pussy for a Halloween Party to Get All the Dicks

XHamster 1 year ago

SISSYGASM IN CHASTITY

SISSYGASM IN CHASTITY

Pornzona 2 weeks ago

Femboy Sissy with Fufu Clip Fucks a Dildo

76% HD 1:01 / 21:17

Femboy Sissy with Fufu Clip Fucks a Dildo

FapHouse 3 years ago

Caged White Slut Dresses Pretty for BBC Dom!

Caged White Slut Dresses Pretty for BBC Dom!

BoyFriendTV 3 months ago

Muscle sissy gets screwed by machine and faux-cock dressed in pretty white undergarments

Muscle sissy gets screwed by machine and faux-cock dressed in pretty white undergarments

4Gay 1 year ago

Daily horniness

Daily horniness

XHamster 2 years ago

Desperate sissy paws locked up clit while poking backside

Desperate sissy paws locked up clit while poking backside

2BGay 2 years ago

Twunk stuff both his fuck-holes with fake penises

Twunk stuff both his fuck-holes with fake penises

Gayhaus 6 days ago

Femboy leaking precum wearing chastity

Femboy leaking precum wearing chastity

Pornzona 2 weeks ago

Caged and Stretched: a Sub's Journey to Prolapse Pleasure

63% HD 1:01 / 23:41

Caged and Stretched: a Sub's Journey to Prolapse Pleasure

FapHouse 1 year ago

Going into Sissy Slave Mode

Going into Sissy Slave Mode

Gayhub 1 week ago

IMMENSE DARK-HUED TRUNK PARENT USES CAGED YT SISSYBOY : your Black neighbor gets your sonny high and teaches him to conform

IMMENSE DARK-HUED TRUNK PARENT USES CAGED YT SISSYBOY : your Black neighbor gets your sonny high and teaches him to conform

2BGay 3 years ago

little dick man wants to be a woman soo much

little dick man wants to be a woman soo much

XHamster 2 weeks ago

Desperate sissy rubs locked up clit while pounding ass

Desperate sissy rubs locked up clit while pounding ass

Pornzona 2 weeks ago

Wearing chastity cage

Wearing chastity cage

XHamster 3 years ago

Sissy bondage with vibrating plug and cage

Sissy bondage with vibrating plug and cage

Pornzona 1 week ago

Almost inverted chastity device, big fists and loud moaning

Almost inverted chastity device, big fists and loud moaning

XHamster 2 years ago

Halloween 2021 my boy pussy gaped and stuffed with cum

Halloween 2021 my boy pussy gaped and stuffed with cum

GayPornWatch 1 week ago

When my Wife Locked my Dick and she goes to relative house for 3 days

When my Wife Locked my Dick and she goes to relative house for 3 days

XHamster 2 years ago

Bunny Locked Femboy Rides a Big Dildo

HD 0:39 / 10:48

Bunny Locked Femboy Rides a Big Dildo

FapHouse 3 weeks ago

Addiction to Cum

Addiction to Cum

XHamster 9 months ago

Mini-Skirt Puppy Pt. two

Mini-Skirt Puppy Pt. two

GayCK 6 years ago

Slutty Size Queen puppy plays with XL Dildos - XL Chance XXL Phantom XL Gage - Extreme Anal

Slutty Size Queen puppy plays with XL Dildos - XL Chance XXL Phantom XL Gage - Extreme Anal

Pornzona 2 weeks ago

SlutBoyTO Gapes His Hole on a Rough Fucking Machine Ride with Mr Hankeys 2XL Monster Dildo with Dildo POV

SlutBoyTO Gapes His Hole on a Rough Fucking Machine Ride with Mr Hankeys 2XL Monster Dildo with Dildo POV

XHamster 1 year ago

Ready to GO!!

XHamster 1 month ago

Sissy Femboy

55% 0:39 / 5:47

FapHouse 2 years ago

Cock in the Penis Cage I Am Allowed to Open at the Gloryhole

Cock in the Penis Cage I Am Allowed to Open at the Gloryhole

XHamster 3 days ago

Man No More - Thick Thigh Sissy Cums in Micro Chastity Cage

Man No More - Thick Thigh Sissy Cums in Micro Chastity Cage

XHamster 2 years ago

Stomach erection teaser – legitimate y.o. uber-cute sissy guy drinks ginormous lengthy ass-fuck faux-cock and finishes off

Stomach erection teaser – legitimate y.o. uber-cute sissy guy drinks ginormous lengthy ass-fuck faux-cock and finishes off

Gayhub 7 months ago

Chastity cage after a week of sissy training, dreaming of a daddy's cock

Chastity cage after a week of sissy training, dreaming of a daddy's cock

XHamster 3 years ago

10 Days Trapped in Chastity Cage Choked with Cum like a Sissy Femboy

10 Days Trapped in Chastity Cage Choked with Cum like a Sissy Femboy

GayPornWatch 1 week ago

Shari Sissy in Pink Chastity has Sissygasm with Magic wand

Shari Sissy in Pink Chastity has Sissygasm with Magic wand

WebcamBros 4 weeks ago

Chastity Caged Sissy Slut's Hands-Free Orgasm!

Chastity Caged Sissy Slut's Hands-Free Orgasm!

UrGayPorn 1 month ago

(FULL VID) Raine Ryder caged and fucked raw by best friend Flare

(FULL VID) Raine Ryder caged and fucked raw by best friend Flare

XHamster 3 weeks ago

Sissy in chastity dildo compilation

Sissy in chastity dildo compilation

XHamster 3 weeks ago

Caged sissy rides sex tool

Caged sissy rides sex tool

ShemaleSin 3 days ago

Redhead Sissy's desires for anal encouragement Part 1

Redhead Sissy's desires for anal encouragement Part 1

XHamster 2 years ago

Deep ass-fuck Teaching ( Murrsuiter in fever )

Deep ass-fuck Teaching ( Murrsuiter in fever )

4Gay 2 years ago

Whiteboy day in the BNWO

Whiteboy day in the BNWO

Eporner 5 months ago

Drilling Machine Guts Wanking four Climaxes Forearms-free-for-all Restricted Female dom

Drilling Machine Guts Wanking four Climaxes Forearms-free-for-all Restricted Female dom

Gayhub 8 months ago

POV changing flat chastity with urethral plug to small chastity cage

POV changing flat chastity with urethral plug to small chastity cage

XHamster 2 years ago

Encaged sissy caught in public

Encaged sissy caught in public

GayCK 3 years ago

Latex Chastity Cage Sissy on Sex Machine Pillory, Dildo and ESTIM Part 3

Latex Chastity Cage Sissy on Sex Machine Pillory, Dildo and ESTIM Part 3

XHamster 1 year ago

Straight Guys Get Curious to You Know...(forever Caged Edition)

Straight Guys Get Curious to You Know...(forever Caged Edition)

FapHouse 2 weeks ago

SUNTANNED RUMP AFTER A SOLARIUM. CROSSDRESSER IN A PURITY BELT IN A G-STRING FROM A TANNING SOFA.

SUNTANNED RUMP AFTER A SOLARIUM. CROSSDRESSER IN A PURITY BELT IN A G-STRING FROM A TANNING SOFA.

MenGem 2 years ago

Stupid sissy trains until they SQUIRT!

Stupid sissy trains until they SQUIRT!

Pornzona 2 weeks ago

Raine Ryder caged and riding XL Morgon + Overlord Stretcher! (FULL VID)

Raine Ryder caged and riding XL Morgon + Overlord Stretcher! (FULL VID)

XHamster 3 weeks ago

Femboy in Shiny and Chastity Rising Giant BBC Dildo

Femboy in Shiny and Chastity Rising Giant BBC Dildo

XHamster 1 year ago

Playing on the table with my asshole because got a chasitity cage on my dick while wearing a suit and tie and socks

Playing on the table with my asshole because got a chasitity cage on my dick while wearing a suit and tie and socks

XHamster 3 years ago

Droniko worships Schlong like a kinky sissy in a chastity cage

Droniko worships Schlong like a kinky sissy in a chastity cage

GayVD 1 week ago

Rocky Unleashed dominates Siren Santiago with wild suspension bondage

Rocky Unleashed dominates Siren Santiago with wild suspension bondage

UrGayPorn 1 year ago

Femboy Cums Through Flat Chastity With Butt plug

Femboy Cums Through Flat Chastity With Butt plug

XHamster 3 days ago

Purity Box Challange - Day two/ten

Purity Box Challange - Day two/ten

Gayhub 11 months ago

Chastity with ball bondage and extreme nipple clamps

60% HD 0:39 / 9:36

Chastity with ball bondage and extreme nipple clamps

FapHouse 8 months ago

The most complete way to turn him gay. Fuck him in chastity and let him suck.

The most complete way to turn him gay. Fuck him in chastity and let him suck.

XHamster 3 months ago

Twink in chastity fucks his ass

Twink in chastity fucks his ass

Pornzona 1 week ago

Mdf:: Teased and Fucked, Liam Is in Despair

Mdf:: Teased and Fucked, Liam Is in Despair

XHamster 6 months ago

Pissing in Chastity Cage

61% HD 1:01 / 5:40

Pissing in Chastity Cage

FapHouse 1 year ago

Agf: I Keep Him Locked in Chastity and Let My Craving Passion Hotter

Agf: I Keep Him Locked in Chastity and Let My Craving Passion Hotter

XHamster 9 months ago

HETEROFLEXIBLE - Dominant Nate Rose Replaces Femboy Foxy Alex's Dildo With His Hard Cock

HETEROFLEXIBLE - Dominant Nate Rose Replaces Femboy Foxy Alex's Dildo With His Hard Cock

Some.Porn 2 years ago

Sissy boy chokes on every last drop of my raw big cock

Sissy boy chokes on every last drop of my raw big cock

GayPornWatch 1 month ago

Sissy boy hungry for my hard Cock

Sissy boy hungry for my hard Cock

Pornzona 2 weeks ago

Real Sissy crossdresser cuckold slut fucking multiple big dildos in chastity cage!

Real Sissy crossdresser cuckold slut fucking multiple big dildos in chastity cage!

XHamster 3 years ago

Sissygasm Training

Sissygasm Training

XHamster 1 year ago

Mdf:: Teased and Fucked, Liam Is in Despair

Mdf:: Teased and Fucked, Liam Is in Despair

XHamster 7 months ago

Innocence Box Sissygasm

Innocence Box Sissygasm

Gayhub 2 weeks ago

Cd crossdressers first bbc experience

Cd crossdressers first bbc experience

ManPorn 3 years ago

Locktober - 27 October urethral sounding play

Locktober - 27 October urethral sounding play

XHamster 2 years ago

putting my dick in flat chastity cage with urethral plug

putting my dick in flat chastity cage with urethral plug

XHamster 2 years ago

Greatest Sissy Backside Youve Seen Today

Greatest Sissy Backside Youve Seen Today

Gayhub 4 weeks ago

Fucking a caged sissy in heels (Full vid on OnlyFans)

Fucking a caged sissy in heels (Full vid on OnlyFans)

XHamster 2 years ago

Lock his cock, make him wet himself

Lock his cock, make him wet himself

Jizzberry 2 years ago

HOW TO Lock Yourself in a Purity Box

HOW TO Lock Yourself in a Purity Box

GayCK 4 years ago

Humiliation of my small penis. Superglue tiny chastity. Permanent risk

Humiliation of my small penis. Superglue tiny chastity. Permanent risk

XHamster 2 years ago

Cagedmask & Robertroyal: Obey and Be His Fuck Toy

Cagedmask & Robertroyal: Obey and Be His Fuck Toy

XHamster 3 months ago

Latina Dommes get new boy cunt to destroy!

Premium HD 13:59

Latina Dommes get new boy cunt to destroy!

XVideosRed 5 months ago

Sissy in pink chastity cage gets wrecked by giant horsecock fuck machine

Sissy in pink chastity cage gets wrecked by giant horsecock fuck machine

GayPornWatch 1 week ago

Caged twink pup gets knotted by bad dragon but isn't allowed to cum

Caged twink pup gets knotted by bad dragon but isn't allowed to cum

Pornzona 2 weeks ago

Twink stuff both his holes with dildos

Twink stuff both his holes with dildos

Pornzona 2 weeks ago

Sissy in rosy v-card cage hooter-slings & undies getting pounded by meaty horsecock fuck stick poke machine

Sissy in rosy v-card cage hooter-slings & undies getting pounded by meaty horsecock fuck stick poke machine

4Gay 8 months ago

Sissy Fist While in Chastity Caged

Sissy Fist While in Chastity Caged

FapHouse 2 years ago

30 minutes of electro chastity no cum denial

30 minutes of electro chastity no cum denial

XHamster 5 years ago

Femboy flat cage poses ruined by BBC

Femboy flat cage poses ruined by BBC

GayPornWatch 1 week ago

Bitchy Hairy Twunk Massive Ass-fuck Gape and Ass-fuck Destruction in v-card box

Bitchy Hairy Twunk Massive Ass-fuck Gape and Ass-fuck Destruction in v-card box

5Gays 1 year ago

cage release honey and chocolate play

cage release honey and chocolate play

XHamster 4 months ago

Lubed up PINK CHASTITY CAGE Femboy SISSYGASMS 3 Times in A ROW!

Lubed up PINK CHASTITY CAGE Femboy SISSYGASMS 3 Times in A ROW!

Pornzona 2 weeks ago

A Sex Slave in a Penis Cage Gets Whipped on the Balls and Sucks His Master&#039_s Cock.

A Sex Slave in a Penis Cage Gets Whipped on the Balls and Sucks His Master&#039_s Cock.

XVideos 2 weeks ago

I will make you crossdress, sissy, and suck cock for me!

I will make you crossdress, sissy, and suck cock for me!

Clips4sale 3 years ago

Tiny Cock Locked in Chastity and Dripping Wet Panties

Tiny Cock Locked in Chastity and Dripping Wet Panties

FapHouse 1 year ago

Promiscuous grizzly gets his backside demolished by XL playthings and Fist

Promiscuous grizzly gets his backside demolished by XL playthings and Fist

2BGay 2 years ago

Pissing in a Inverted/flat Chastity Cage

Pissing in a Inverted/flat Chastity Cage

FapHouse 1 year ago

2 men had a magical romantic night together liking each other's super-hot bods

2 men had a magical romantic night together liking each other's super-hot bods

4Gay 2 years ago

using buzzies to make cummies in cell

using buzzies to make cummies in cell

Gayhub 1 month ago

Femboy Raine riding cowgirl and fucked bareback by Flare Wolfsbane!

Femboy Raine riding cowgirl and fucked bareback by Flare Wolfsbane!

XHamster 3 years ago

Punishment and Humiliation- Sissy Maid Self Bondage

Punishment and Humiliation- Sissy Maid Self Bondage

XHamster 3 years ago

Young Sissy Slut gets Fucked by bbc Daddy

Young Sissy Slut gets Fucked by bbc Daddy

XHamster 3 years ago

GONZO BOINK BAREBACK WITH A SERVANT SISSY

GONZO BOINK BAREBACK WITH A SERVANT SISSY

4Gay 1 month ago

Submissive ABDL and chastity

Submissive ABDL and chastity

XHamster 11 months ago

Piss in a reverse chasity cage with your urethral

Piss in a reverse chasity cage with your urethral

XHamster 1 year ago

Ruining your orgasm they way a sissy sub should

Ruining your orgasm they way a sissy sub should

XHamster 2 weeks ago

Sissy Cow Maddy Loves Tasting Her Own Ass

Sissy Cow Maddy Loves Tasting Her Own Ass

XHamster 5 months ago

HETEROFLEXIBLE - Sissy Femboy With Purity Cage Offers Draped School Hooligan His Taut Culo To Pound

HETEROFLEXIBLE - Sissy Femboy With Purity Cage Offers Draped School Hooligan His Taut Culo To Pound

4Gay 1 month ago

Raine Ryder caged and riding XL Morgon + Overlord Stretcher! [FULL VID]

Raine Ryder caged and riding XL Morgon + Overlord Stretcher! [FULL VID]

SortPorn 2 weeks ago

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